WO1997001346A1 - Cosmetic or pharmaceutical composition containing an extract of plants of genus filicium, and use of said extract for stimulating glycosaminoglycan synthesis - Google Patents

Cosmetic or pharmaceutical composition containing an extract of plants of genus filicium, and use of said extract for stimulating glycosaminoglycan synthesis Download PDF

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Publication number
WO1997001346A1
WO1997001346A1 PCT/FR1996/000998 FR9600998W WO9701346A1 WO 1997001346 A1 WO1997001346 A1 WO 1997001346A1 FR 9600998 W FR9600998 W FR 9600998W WO 9701346 A1 WO9701346 A1 WO 9701346A1
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Prior art keywords
extract
filicium
composition
skin
glucopyranosyl
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PCT/FR1996/000998
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French (fr)
Inventor
Frédéric Bonte
Marc Dumas
Catherine Lavaud
Georges Massiot
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Lvmh Recherche
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Publication date
Application filed by Lvmh Recherche filed Critical Lvmh Recherche
Priority to EP96924025A priority Critical patent/EP0835121A1/en
Publication of WO1997001346A1 publication Critical patent/WO1997001346A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • A61K36/23Apiaceae or Umbelliferae (Carrot family), e.g. dill, chervil, coriander or cumin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • A61K36/77Sapindaceae (Soapberry family), e.g. lychee or soapberry
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/88Liliopsida (monocotyledons)
    • A61K36/899Poaceae or Gramineae (Grass family), e.g. bamboo, corn or sugar cane
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9794Liliopsida [monocotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/70Biological properties of the composition as a whole
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/007Preparations for dry skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q7/00Preparations for affecting hair growth

Definitions

  • Cosmetic or pharmaceutical composition containing an extract of plants of the genus Filicium and use of said extract to stimulate the synthesis of glycosaminoglycans
  • the invention essentially relates to a cosmetic or pharmaceutical composition, in particular a dermatological composition, comprising as active ingredient an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
  • the invention also relates to a use of such an extract for the manufacture of a cosmetic or pharmaceutical and in particular dermatological composition having various activities and a method of cosmetic treatment. It also relates to a use of the same extract in cell culture media, in particular, fibroblast and keratinocyte culture media.
  • Plants of the genus Filicium belong to the Sapindaceae family.
  • the plants of the species Filicium decipiens are alternate-leaf trees, up to 25 meters tall, which are found mainly in southern hemisphere Africa, in particular in South Africa and Africa, and also in tropical Asia, especially in India.
  • extracts of the plant of the genus Filicium in particular extracts of plants of the species Filicium decipiens, are of valuable interest in cosmetics, in pharmacy, in particular in dermatology, by the property of stimulating the production of glycosaminoglycans by fibroblasts and keratinocytes, and in particular fibroblasts of the dermis, in particular of the human dermis, and human keratinocytes.
  • proteoglycans are complex macromolecules formed of a protein part onto which are grafted by covalent bonds polymers of disaccharides called glycosaminoglycans (GAG).
  • GAG glycosaminoglycans
  • GAGs the disaccharide unit of GAGs is formed of a hexosamine (D-glucosamine or D-galactosamine) which is quite often sulfated alternating with a uronic acid (D-glucuronic or L-iduro ⁇ ic).
  • the GAG chains most frequently encountered in the skin are hyaluronic acid, chondroitins-4 and -6 sulfate, dermatan sulfate and in small quantities heparin and heparan sulfate. Only hyaluronic acid is not synthesized in association with a central protein.
  • proteoglycans are present in particular in all mammalian tissues, including in the skin and its appendices (JR COUCHMAN, J. Invest. Dermatol. 1993 Jul. 101 (1 Suppl) 60S-64S). It is now recognized that proteoglycans contribute, by various processes, to the growth, preservation and repair of tissues. Some proteoglycans have been shown to mediate cell adhesion and transmembrane communication, while others interact with other structural elements of the extracellular matrix. As mentioned above, proteoglycans consist of a central protein to which one or more glycosaminoglycan chains are covalently linked.
  • glycosaminoglycans are present at the dermal level, participating in the composition of the extracellular matrix and have been found linked to certain sites of collagen fibers, as described by JE SCOTT in Int. J. Biol. Macromol., 1991, 13, pages 157-161. They have also been identified between the keratinocytes at the level of the epidermis as described by JG HAGGERTY et al. in the journal J. Invest. Dermatol., 1992, 99, pages 374-380, 99 pages 374-380. Finally, glycosaminoglycans have been found in the extracellular matrix of the dermal papilla of the hair follicle. Their quantity varies depending on the hair cycle.
  • proteoglycans and glycosaminoglycans of the hair follicles reference may be made in particular to the publication by JR COUCHMAN cited above, and to that of M. TAYLOR et al., "Glycosaminoglycan synthesis by cultured human hair follicle dermal papilla cells: comparison with non-follicular dermal fibroblasts ", Brit. J. Dermatol. 1992 (May) 126 (5) 479-84.
  • minoxidil a well-known substance with some activity on hair growth and regrowth, has been shown to stimulate the biosynthesis of glycosaminoglycans (Y. MORI et al., Ann. NY Acad. Sci., 1991 (Dec. 26) 642 473-5).
  • GAGs by their primary property of associating strongly with water molecules and forming gels, ensure hydration of the dermis and epidermis.
  • Well-hydrated skin guarantees good appearance, a satisfactory physiological and functional state, with in particular good mechanical properties.
  • the decrease in GAGs during skin aging has been shown by many authors (such as, for example: SMITH et al. In J. Invest. Dermatol., 1962, 39, pages 347-350; or FLEISCHMAJER et al. In Biochim Biophys Acta, 1972, 279, pages 265-275; or by LONGAS et al. In Carbohydr. Res., 1987, 159, pages 127-136).
  • glycosaminoglycans it is therefore interesting to stimulate the synthesis of glycosaminoglycans in order in particular to restore to a skin having a deficiency in terms of its mechanical properties or its water barrier, such as dehydrated or aged skin, the qualities and properties of a skin. normal and young, or to prevent or treat hair growth disorders, or to restore or strengthen the shine and suppleness of a hair.
  • the main object of the present invention is to solve the new technical problem consisting in providing a solution making it possible to stimulate the production of glycosaminoglycans by skin cells, in particular human skin cells, such as fibroblasts or keratinocytes, production which is particularly valuable in the context of the manufacture of cosmetic or pharmaceutical and especially dermatological treatment products.
  • the present invention also aims to solve the new technical problem consisting in the supply of a solution making it possible to achieve good hydration of the cutaneous tissue including the skin and the mucous membranes, an improvement in the mechanical qualities of the skin and the integuments, a beautification of the hair, as well as prevention or treatment of hair growth disorders, in a simple, reliable and inexpensive manner, usable on an industrial cosmetic and pharmaceutical scale.
  • the present invention provides a cosmetic composition, characterized in that it comprises, as active ingredient, an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
  • the invention provides a pharmaceutical composition, in particular a dermatological composition, for topical use, characterized in that it comprises, as active ingredient, an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
  • this composition comprises from 0.0001% to 3% by weight, and in particular from 0.001% to 1% by weight, of the abovementioned extract of Filicium relative to the total weight of the final composition.
  • the composition is formulated for a topical application, in particular a topical cutaneous application including the skin and the mucous membranes, for producing cosmetic or dermatological care products or treating makeup products, such as mascaras or lipsticks.
  • this composition is characterized in that it further comprises at least one active principle, in particular chosen from the group consisting of retinoids, humectants or moisturizers, vitamins , ceramides, substances that promote collagen synthesis and amino acids.
  • the composition is advantageously characterized in that the aforementioned retinoid is chosen from retinoic acid and its salts and esters, retinaldehyde, and retinol and its esters, such as propionate, palmitate, acetate; the above-mentioned humectant or moisturizing agent is chosen from glycerol, a polyethylene glycol and hyaluronic acid; the aforementioned vitamin is chosen from vitamin A, vitamin C and its derivatives, in particular its sodium or magnesium salts, vitamin E, vitamin PP, and the vitamins of group B in particular B6 and B12; the substance promoting the synthesis of collagen is chosen from an extract of centella asiatica, madecassoside, madecassic acid, asian acid and asiaticoside; and the amino acid is chosen from serine, threonine, leucine, proline and hydroxyproline.
  • the aforementioned retinoid is chosen from retinoic acid and its salts and esters, retinalde
  • the cosmetic or pharmaceutical composition in particular dermatological composition according to the invention, also comprises at least one other active substance, in one effective concentration, chosen from quinine or its derivatives; a rubefiant such as methyl nicotinate; a culture supernatant of papilla fibroblasts, as described in document EP-A-272920; a keratin hydrolyzate; a trace element such as zinc, selenium, copper; a bisbenzylisoquinole alkaloid such as oxyacanthine or cepharanthin; a 5- ⁇ -reductase inhibitor such as progesterone; cyproterone acetate, minoxidil, azelaic acid and its derivatives; a 4-methyl-4-azasteroid, in particular 17- ⁇ -N, N-diethylcarbamoyl-4-methyl-4-aza-5- ⁇ -androstan-3-on ⁇ ; or an extract from Seren
  • the above-mentioned extract of Filicium is an extract obtained by extraction with a polar solvent or a mixture of polar solvents.
  • a polar solvent or a mixture of polar solvents Preferably, an alcohol such as methanol, ethanol, propanol, isopropanol, propylene glycol or butylene glycol, or a mixture of these alcohols or a hydroalcoholic mixture, will be used.
  • conventional extraction procedures well known to those skilled in the art can be used.
  • the extraction can be carried out on the ground material, preferably a root bark powder obtained by grinding, which is introduced into the extraction solvent, preferably consisting of the solvent or the mixture of solvents. polar above.
  • the extraction can be repeated several times until the material is exhausted, according to methods well known to those skilled in the art.
  • the extraction can be carried out at ambient temperature, or hot and in particular at reflux of the solvent.
  • the proportion by weight between the solvent and the material to be extracted can vary within wide limits and for example be between 1: 1 and 10: 1.
  • the above-mentioned extract of Filicium is an extract enriched in sapo ⁇ ines.
  • the enrichment of the extract with saponins can be obtained by any process known to those skilled in the art, in particular by precipitation of the extract by means of acetone in an alcoholic medium, preferably in a methanolic medium. .
  • the invention also relates to the use of an extract of plants of the genus Filicium, in particular of the species Filicium decipiens, said extract preferably being incorporated in a cosmetically or pharmaceutically acceptable excipient, for the preparation of '' a cosmetic or pharmaceutical composition and in particular a dermatological composition, in particular having an activity of stimulating the production of glycosaminoglycans in the skin and the mucous membranes, in particular in the dermis and in the epidermis, promoting water retention in the skin, presenting a hydrating activity, a tightening effect attenuating the cutaneous relief and the superficial fine lines, contributing to reinforce the barrier function of the skin, intended in particular for the prevention or the treatment of the dry or dehydrated skins, with the treatment of the effects of cutaneous aging, preventing and fighting the appearance of stretch marks, improving appearance of the skin and hair, prevention and treatment of hair growth disorders.
  • compositions of the invention are intended for the prevention or treatment of dry or dehydrated skin and / or for the prevention and the fight against the appearance of stretch marks and / or the prevention and treatment of hair disorders.
  • the present invention also covers a cosmetic treatment process for the skin, mucous membranes, such as the lips, or integuments, in particular the hair, characterized in that it comprises topical application to the areas of the skin, mucous membranes or scalp to be treated, composition containing an extract of plants of the genus Filicium, in particular of the species Filicium decipiens, present in said composition at a cosmetically effective concentration.
  • the concentration of the abovementioned plant extract in the composition is between 0.0001% and 3% by weight, in particular between 0.001% and 1% by weight, relative to the total weight of said composition, said extract being preferably incorporated in a cosmetically acceptable excipient.
  • the present invention also covers a method of therapeutic treatment of the skin, mucous membranes, or integuments, in particular the hair, characterized in that it comprises topical application to the areas of the skin. , mucous membranes or scalp to be treated with a therapeutically effective amount of an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
  • the invention is based on the unexpected discovery that an extract of plants of the genus Filicium stimulates the production of glycosaminoglycans by skin cells, in particular by fibroblasts and keratinocytes, thus being particularly useful for the manufacture of cosmetic or pharmaceutical and especially dermatological treatment products.
  • the invention also relates to the use of an extract of plants of the genus Filicium in particular of the species Filicium decipiens as cosmetic agent.
  • This agent makes it possible in particular to stimulate the production of glycosaminoglycans by fibroblasts and keratinocytes, in particular fibroblasts of the dermis, in particular of the human dermis and human keratinocytes. It can be incorporated into a cosmetic composition which promotes water retention in the skin and / or has a hydrating activity and / or a tightening effect attenuating the skin relief and surface fine lines, helping to reinforce the barrier function of the skin.
  • composition can also be intended for the prevention or treatment of dry or dehydrated skin and / or for the prevention and the fight against the appearance of stretch marks.
  • This same agent can also be used as a therapeutic agent, especially in dermatology.
  • various forms of formulation can be produced.
  • one of the most used forms is a topical form suitable for application to the skin tissue including the skin and the external or internal mucous membranes.
  • Appropriate topical formulations include without limitation, emulsions, creams, milks, balms, gels, lotions, ova, as well as treating makeup compositions such as mascaras, lipsticks, these various types of formulation being well known to those skilled in the art.
  • the present invention also relates to a method for treating cells, in particular fibroblasts or keratinocytes, in culture, by an effective concentration of a plant extract of the genus Filicium, in particular of the species Filicium decipiens to stimulate the synthesis of glycosaminoglycans.
  • a skin is obtained by the process of the invention. or a very good quality artificial dermis, particularly with regard to the biomechanical properties.
  • the cell culture is treated with a plant extract of the genus Filicium, in particular of the species Filicium decipiens, at a concentration between 0.3 ⁇ g / ml and 30 ⁇ g / ml of culture medium.
  • the culture medium also comprises one or more of the following substances: glucosamine, galactosamine, L-proline and 4-hydroxy-L-proline, said substances possibly being each present at a concentration between 2 and 10 mM, or alternatively, the culture medium can contain ascorbic acid or one of its derivatives at a non-cytotoxic concentration, in particular between 0.001 mM and 0.5 mM.
  • Plant root bark has been harvested in South Africa. 54 g of this root bark, previously dried and powdered for 1 hour 30 minutes, are macerated in 500 ml of methanol. It is brought to the boil for 3 hours then after cooling it is filtered. The filtrate (8.3 g) is dried, taken up in 100 ml of methanol and then 500 ml of acetone are added to the methanolic solution. A precipitate is formed which is separated by filtration. The precipitate is dried over a dehydrating solid such as potash (0.847 g). This precipitate is then purified by dialysis for 4 days against 5 ml of water, then lyophilized. 242 mg of a lyophilized extract according to the invention, called extract II, enriched in saponins, are thus obtained which will then be used in the tests described below.
  • extract II a lyophilized extract according to the invention
  • Human dermis fibroblasts are used and incubated with tritiated glucosamine with or without the product to be tested. Then, on the culture supernatants, the protein part of the proteoglycans formed to isolate the GAGs (having incorporated the radiolabelled glucosamine) which is precipitated by cetylpyridinium chloride is separated by enzymatic hydrolysis, by means of pronase. abbreviated as CPC. The radioactivity of the precipitates of the treated cultures and of the control cultures is then counted, which is proportional to the amount of GAG synthesized.
  • Fibroblasts from a breast plasty of a 35-year-old woman are prepared from the microdissected dermis, as previously described by RI FRESHNEY in the book "Culture of Animal Cells; a manual of basic technique” edited by AR LISS, New York, 1983, pages 104-106. Inoculating culture wells of a multiwell box at a rate of 10 000 per well and fibroblasts were cultured for 24 h at 37 ° C in a culture medium C 199 E (Gibco) containing 10% fetal calf serum .
  • the medium is removed and replaced with 100 microliters of E 199 C medium without serum and containing the product to be tested, namely, in this case, extract II according to the invention, dissolved in water, or the same amount of water in the case of "control" cultures, and 4 ⁇ Ci of tritiated glucosamine, commercially available under the reference TRK 398 from Amersham, France. Incubated 48 h at 37 ° C. The supernatants are then grouped by two and transferred to Eppendorf screw tubes. Each tube therefore contains supernatant from the culture of an initial amount of 20,000 cells.
  • XTT tetrazolium salt test
  • the amount of GAG secreted by the cells in culture is proportional to the radioactivity observed.
  • the activity results of extract II according to the invention are presented in the table below. The concentrations of the extract have been chosen so that they do not modify the cell viability.
  • A represents the activity expressed as a percentage
  • q ⁇ represents the amount of radioactive GAG secreted in the control cultures, expressed in cpm
  • q represents the amount of radioactive GAG secreted in the cultures treated with the extract according to the invention, expressed in cpm.
  • the extracts of the invention obtained from the plant of the genus Filicium, constitute valuable active ingredients for the manufacture of cosmetic or pharmaceutical, especially dermatological, treatment products.
  • This gel can be used twice a day for 3 weeks on the face and on the body. After treatment, the skin regains normal hydration, its elasticity and its radiance.
  • This cream has the following composition: - Bark extract 12 0.1 g
  • the extracts of bark 12 and of centella asiatica are dissolved in the excipient, then the other components are added until the whole is homogeneous.
  • a composition having the following ingredients:
  • the extracts II and witch hazel are dissolved in the emulsified excipient, then the other ingredients are added until the whole is homogeneous.
  • a cream is thus obtained which can be used locally, by topical application by massaging until complete penetration.
  • This treatment which can be extended for several weeks, makes it possible to effectively prevent and combat the appearance of fine lines and wrinkles.
  • Anti-drying mascara A composition comprising the following active ingredients is used:
  • This mascara is prepared according to conventional techniques of those skilled in the art, the extract II is introduced into the aqueous phase until complete dissolution.
  • Treating lip balm A composition is prepared comprising the following active ingredients:
  • This balm is prepared in a conventional manner according to the rules of the art, extract II is included in the aqueous phase. This balm applied to the lips allows good hydration of the lips.
  • Anti-hair loss hair lotion A lotion is prepared comprising the following active ingredients:
  • This lotion is used in massages of the scalp, preferably in the morning. By acting on the synthesis of glycosaminoglycans at the level of the papilla of the hair follicle, this lotion contributes to delay hair loss.
  • a lotion is prepared having the same composition as that described in Example 9, except that it also contains 0.1 g of cepharanthin per 100 g of final composition.
  • Example 11 Treating Shampoo A shampoo composition is prepared comprising the following ingredients:
  • the invention includes all the means constituting technical equivalents of the means described as well as their various combinations.
  • the invention covers any characteristic which appears to be new with respect to any state of the art, from the description and the claims taken as a whole.

Abstract

A cosmetic or pharmaceutical and particularly dermatological composition including, as the active ingredient, an extract of plants of genus Filicium, and particularly an extract of plants of species Filicium decipiens, preferably in an amount of 0.0001-3 wt % based on the total weight of the final composition. Said composition has the property of stimulating the production of glycosaminoglycans in the skin, both in the dermis and in the epidermis, and may be used for skin and hair care, in particular given its moisturising activity. Said extracts may also be used for stimulating glycosaminoglycan synthesis in cell culture media, particularly keratinocyte and fibroblast culture media.

Description

Composition cosmétique ou pharmaceutique contenant un extrait de plantes du genre Filicium et utilisation dudit extrait pour stimuler la synthèse des glycosaminoglycanesCosmetic or pharmaceutical composition containing an extract of plants of the genus Filicium and use of said extract to stimulate the synthesis of glycosaminoglycans
L'invention concerne essentiellement une composition cosmétique ou pharmaceutique, notamment dermatologique, comprenant comme ingrédient actif un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens. L'invention concerne aussi une utilisation d'un tel extrait pour la fabrication d'une composition cosmétique ou pharmaceutique et notamment dermatologique ayant diverses activités et une méthode de traitement cosmétique. Elle concerne également une utilisation du même extrait dans des milieux de culture de cellules, en particulier, les milieux de culture de fibroblastes et de kératinocytes.The invention essentially relates to a cosmetic or pharmaceutical composition, in particular a dermatological composition, comprising as active ingredient an extract of plants of the genus Filicium, in particular of the species Filicium decipiens. The invention also relates to a use of such an extract for the manufacture of a cosmetic or pharmaceutical and in particular dermatological composition having various activities and a method of cosmetic treatment. It also relates to a use of the same extract in cell culture media, in particular, fibroblast and keratinocyte culture media.
Les plantes du genre Filicium appartiennent à la famille des Sapindacées. Les plantes de l'espèce Filicium decipiens sont des arbres à feuilles alternées, pouvant atteindre jusqu'à 25 mètres de haut, que l'on trouve essentiellement en Afrique de l'hémisphère sud, en particulier en Afrique du Sud et en Tanzanie, et également en Asie tropicale, notamment en Inde.Plants of the genus Filicium belong to the Sapindaceae family. The plants of the species Filicium decipiens are alternate-leaf trees, up to 25 meters tall, which are found mainly in southern hemisphere Africa, in particular in South Africa and Tanzania, and also in tropical Asia, especially in India.
Pour une description précise, on se reportera à l'ouvrage "Trees of South Africa" de R.B. Drummond, C.Struik publishers, Cape town, Afrique du Sud, 1981, page 54.For a precise description, see the book "Trees of South Africa" by R.B. Drummond, C. Struik publishers, Cape town, South Africa, 1981, page 54.
Une bibliographie générale de la famille des sapindacées est donnée par C. Delaude dans le Bulletin de la société royale de Liège, 1993, 62, 93-120.A general bibliography of the sapindaceae family is given by C. Delaude in the Bulletin of the royal society of Liège, 1993, 62, 93-120.
Un article de Umadevi 1. et al. dans Advances in forestry research in India, 1988, 1, 217-220, décrit la richesse des feuilles de Filicium decipiens en tannins.An article by Umadevi 1. et al. in Advances in forestry research in India, 1988, 1, 217-220, describes the richness of the leaves of Filicium decipiens in tannins.
Par ailleurs, on notera que la littérature ne fait référence à aucune utilisation de cette plante et, en particulier, à aucune utilisation dans le domaine de la cosmétique ou de la pharmacie. Dans le cadre de la présente invention, il a été découvert de façon inattendue que des extraits de la plante du genre Filicium, en particulier les extraits de plantes de l'espèce Filicium decipiens, présentaient un intérêt précieux en cosmétique, en pharmacie, notamment en dermatologie, par la propriété de stimulation de la production de glycosaminoglycanes par les fibroblastes et les kératinocytes, et en particulier les fibroblastes du derme , notamment du derme humain, et les kératinocytes humains.Furthermore, it will be noted that the literature makes no reference to any use of this plant and, in particular, to any use in the field of cosmetics or pharmacy. In the context of the present invention, it has been unexpectedly discovered that extracts of the plant of the genus Filicium, in particular extracts of plants of the species Filicium decipiens, are of valuable interest in cosmetics, in pharmacy, in particular in dermatology, by the property of stimulating the production of glycosaminoglycans by fibroblasts and keratinocytes, and in particular fibroblasts of the dermis, in particular of the human dermis, and human keratinocytes.
Or, l'homme de l'art sait que les protéoglycanes, constitués pour partie de glycosaminoglycanes, sont des macromolécules complexes formées d'une partie proteique sur laquelle sont greffées par des liaisons covalentes des polymères de disaccharides dénommés glycosaminoglycanes (GAG). Ceci est en particulier décrit dans l'ouvrage de E.D. HAY ayant pour titre "Cell Biology of Extracellular Matrix", paru chez Plénum Press, New York en 1991 et dans la publication de J. E. SILBERT, ayant pour titre "Structure and Metabolism of Proteoglycans and Glycosaminoglycans", parue dans J. Invest. Dermatol.,1982, 79, pages 31s-37s.However, those skilled in the art know that proteoglycans, partly made up of glycosaminoglycans, are complex macromolecules formed of a protein part onto which are grafted by covalent bonds polymers of disaccharides called glycosaminoglycans (GAG). This is in particular described in the work of ED HAY entitled "Cell Biology of Extracellular Matrix", published by Plénum Press, New York in 1991 and in the publication of JE SILBERT, having as title "Structure and Metabolism of Proteoglycans and Glycosaminoglycans ", published in J. Invest. Dermatol., 1982, 79, pages 31s-37s.
On sait également que l'unité disaccharidique des GAG est formée d'une hexosamine (D-glucosamine ou D-galactosamine) assez souvent sulfatée alternant avec un acide uronique (D-glucuronique ou L-iduroπique). Les chaînes de GAG les plus fréquemment rencontrées au niveau de la peau sont l'acide hyaluronique, les chondroïtines-4 et -6 sulfate, le dermatane sulfate et en faible quantité l'héparine et l'héparane sulfate. Seul l'acide hyaluronique n'est pas synthétisé en liaison à une protéine centrale.It is also known that the disaccharide unit of GAGs is formed of a hexosamine (D-glucosamine or D-galactosamine) which is quite often sulfated alternating with a uronic acid (D-glucuronic or L-iduroπic). The GAG chains most frequently encountered in the skin are hyaluronic acid, chondroitins-4 and -6 sulfate, dermatan sulfate and in small quantities heparin and heparan sulfate. Only hyaluronic acid is not synthesized in association with a central protein.
Les protéoglycanes sont présents en particulier dans tous les tissus de mammifères, y compris dans la peau et ses annexes (J.R. COUCHMAN, J. Invest. Dermatol. 1993 Jul. 101 (1 Suppl) 60S-64S). Il est maintenant admis que les protéoglycanes contribuent, par différents processus, à la croissance, à la préser¬ vation et à la réparation des tissus. Il a été montré que certains protéoglycanes sont des médiateurs de l'adhésion cellulaire et de la communication transmembranaire, tandis que d'autres interagissent avec d'autres éléments de structure de la matrice extracellulaire. Comme cela a été dit plus haut, les protéoglycanes sont constitués d'une protéine centrale à laquelle sont liées de manière covalente une ou plusieurs chaînes glycosaminoglycanes. Ainsi, les glycosaminoglycanes sont présents au niveau dermique, participant à la composition de la matrice extracellulaire et ont été trouvés liés à certains sites des fibres de collagène, comme décrit par J. E. SCOTT dans Int. J. Biol. Macromol., 1991, 13, pages 157-161. Ils ont également été identifiés entre les kératinocytes au niveau de l'epiderme comme décrit par J. G. HAGGERTY et al. dans la revue J. Invest. Dermatol., 1992, 99, pages 374- 380, 99 pages 374-380. Enfin, des glycosaminoglycanes ont été trouvés dans la matrice extracellulaire de la papille dermique du follicule pileux. Leur quantité varie en fonction du cycle pilaire. Elle atteint un maximum durant la phase anagène correspondant à la croissance du cheveu. En ce qui concerne les protéoglycanes et les glycosaminoglycanes des follicules pileux, on pourra se reporter en particulier à la publication de J.R. COUCHMAN citée plus haut, et à celle de M. TAYLOR et al., "Glycosaminoglycan synthesis by cultured human hair follicle dermal papilla cells : comparison with non-follicular dermal fibroblasts", Brit. J. Dermatol. 1992 (May) 126 (5) 479-84. On notera qu'il a été démontré que le minoxidil, substance bien connue présentant une certaine activité sur la croissance et la repousse des cheveux, stimulait la biosynthèse des glycosaminoglycanes (Y. MORI et al., Ann. N.Y. Acad. Sci., 1991 (Dec. 26) 642 473-5). Les observations des auteurs précédemment cités, combinées à d'autres preuves cliniques, suggèrent que les glycosaminoglycanes participent à la régulation de la croissance des cheveux.Proteoglycans are present in particular in all mammalian tissues, including in the skin and its appendices (JR COUCHMAN, J. Invest. Dermatol. 1993 Jul. 101 (1 Suppl) 60S-64S). It is now recognized that proteoglycans contribute, by various processes, to the growth, preservation and repair of tissues. Some proteoglycans have been shown to mediate cell adhesion and transmembrane communication, while others interact with other structural elements of the extracellular matrix. As mentioned above, proteoglycans consist of a central protein to which one or more glycosaminoglycan chains are covalently linked. Thus, glycosaminoglycans are present at the dermal level, participating in the composition of the extracellular matrix and have been found linked to certain sites of collagen fibers, as described by JE SCOTT in Int. J. Biol. Macromol., 1991, 13, pages 157-161. They have also been identified between the keratinocytes at the level of the epidermis as described by JG HAGGERTY et al. in the journal J. Invest. Dermatol., 1992, 99, pages 374-380, 99 pages 374-380. Finally, glycosaminoglycans have been found in the extracellular matrix of the dermal papilla of the hair follicle. Their quantity varies depending on the hair cycle. It reaches a maximum during the anagen phase corresponding to the growth of the hair. With regard to proteoglycans and glycosaminoglycans of the hair follicles, reference may be made in particular to the publication by JR COUCHMAN cited above, and to that of M. TAYLOR et al., "Glycosaminoglycan synthesis by cultured human hair follicle dermal papilla cells: comparison with non-follicular dermal fibroblasts ", Brit. J. Dermatol. 1992 (May) 126 (5) 479-84. Note that minoxidil, a well-known substance with some activity on hair growth and regrowth, has been shown to stimulate the biosynthesis of glycosaminoglycans (Y. MORI et al., Ann. NY Acad. Sci., 1991 (Dec. 26) 642 473-5). The observations of the authors cited above, combined with other clinical evidence, suggest that glycosaminoglycans participate in the regulation of hair growth.
Les GAG, par leur propriété première de s'associer fortement à des molécules d'eau et de former des gels, assurent l'hydratation du derme et de l'epiderme. Une peau bien hydratée est gage d'une bonne apparence, d'un état physiologique et fonctionnel satisfaisant, avec notamment de bonnes propriétés mécaniques. La diminution des GAG au cours du vieillissement cutané a été montrée par de nombreux auteurs (comme par exemple : SMITH et al. dans J. Invest. Dermatol., 1962, 39, pages 347-350 ; ou FLEISCHMAJER et al. dans Biochim Biophys. Acta, 1972, 279, pages 265-275 ; ou encore par LONGAS et al. dans Carbohydr. Res., 1987, 159, pages 127-136).GAGs, by their primary property of associating strongly with water molecules and forming gels, ensure hydration of the dermis and epidermis. Well-hydrated skin guarantees good appearance, a satisfactory physiological and functional state, with in particular good mechanical properties. The decrease in GAGs during skin aging has been shown by many authors (such as, for example: SMITH et al. In J. Invest. Dermatol., 1962, 39, pages 347-350; or FLEISCHMAJER et al. In Biochim Biophys Acta, 1972, 279, pages 265-275; or by LONGAS et al. In Carbohydr. Res., 1987, 159, pages 127-136).
Il est donc intéressant de stimuler la synthèse des glycosaminoglycanes afin notamment de rendre à une peau présentant une déficience au niveau de ses propriétés mécaniques ou de sa barrière hydrique, telle qu'une peau déshydratée ou âgée, les qualités et les propriétés d'une peau normale et jeune, ou de prévenir ou traiter les troubles de la croissance des cheveux, ou encore de restaurer ou renforcer l'éclat et la souplesse d'une chevelure.It is therefore interesting to stimulate the synthesis of glycosaminoglycans in order in particular to restore to a skin having a deficiency in terms of its mechanical properties or its water barrier, such as dehydrated or aged skin, the qualities and properties of a skin. normal and young, or to prevent or treat hair growth disorders, or to restore or strengthen the shine and suppleness of a hair.
Ainsi, la présente invention a pour but principal de résoudre le nouveau problème technique consistant en la fourniture d'une solution permettant de stimuler la production de glycosaminoglycanes par les cellules cutanées, notamment les cellules cutanées humaines, telles que les fibroblastes ou les kératinocytes, production qui est particulièrement précieuse dans le cadre de la fabrication de produits traitants cosmétiques ou pharmaceutiques et notamment dermatologiques.Thus, the main object of the present invention is to solve the new technical problem consisting in providing a solution making it possible to stimulate the production of glycosaminoglycans by skin cells, in particular human skin cells, such as fibroblasts or keratinocytes, production which is particularly valuable in the context of the manufacture of cosmetic or pharmaceutical and especially dermatological treatment products.
La présente invention a encore pour but de résoudre le nouveau problème technique consistant en la fourniture d'une solution permettant de réaliser une bonne hydratation du tissu cutané incluant la peau et les muqueuses, une amélioration des qualités mécaniques de la peau et des phanères, un embellissement de la chevelure, ainsi qu'une prévention ou un traitement des désordres de la croissance des cheveux, d'une manière simple, fiable et peu coûteuse, utilisable à l'échelle industrielle cosmétique et pharmaceutique. Ces nouveaux problèmes techniques sont résolus pour la première fois simultanément par la présente invention.The present invention also aims to solve the new technical problem consisting in the supply of a solution making it possible to achieve good hydration of the cutaneous tissue including the skin and the mucous membranes, an improvement in the mechanical qualities of the skin and the integuments, a beautification of the hair, as well as prevention or treatment of hair growth disorders, in a simple, reliable and inexpensive manner, usable on an industrial cosmetic and pharmaceutical scale. These new technical problems are solved for the first time simultaneously by the present invention.
Ainsi, selon un premier aspect, la présente invention fournit une composition cosmétique, caractérisée en ce qu'elle comprend à titre d'ingrédient actif un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens.Thus, according to a first aspect, the present invention provides a cosmetic composition, characterized in that it comprises, as active ingredient, an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
Selon un deuxième aspect, l'invention fournit une composition pharmaceutique, notamment dermatologique, à usage topique, caractérisée en ce qu'elle comprend à titre d'ingrédient actif un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens. Selon un mode de réalisation avantageux, correspondant à ces deux aspects, cette composition comprend de 0,0001 % à 3 % en poids, et en particulier de 0,001 % à 1 % en poids, d'extrait précité de Filicium par rapport au poids total de la composition finale.According to a second aspect, the invention provides a pharmaceutical composition, in particular a dermatological composition, for topical use, characterized in that it comprises, as active ingredient, an extract of plants of the genus Filicium, in particular of the species Filicium decipiens. According to an advantageous embodiment, corresponding to these two aspects, this composition comprises from 0.0001% to 3% by weight, and in particular from 0.001% to 1% by weight, of the abovementioned extract of Filicium relative to the total weight of the final composition.
Selon un autre mode de réalisation avantageux de l'invention, la composition est formulée pour une application topique, en particulier une application topique cutanée incluant la peau et les muqueuses, pour réaliser des produits de soins cosmétiques ou dermatologiques ou des produits de maquillage traitant, tels que mascaras ou rouges à lèvres.According to another advantageous embodiment of the invention, the composition is formulated for a topical application, in particular a topical cutaneous application including the skin and the mucous membranes, for producing cosmetic or dermatological care products or treating makeup products, such as mascaras or lipsticks.
Selon un autre mode de réalisation avantageux de l'invention, cette composition est caractérisée en ce qu'elle comprend, en outre, au moins un principe actif, en particulier choisi parmi le groupe consistant des rétinoïdes, des agents humectants ou hydratants, des vitamines, des céramides, des substances favorisant la synthèse de collagène et des acides aminés. Selon ce mode de réalisation particulier, la composition est avantageusement caractérisée en ce que le rétinoïde précité est choisi parmi l'acide rétinoïque et ses sels et esters, le rétinaldéhyde, et le rétinol et ses esters, tels que propionate, palmitate, acétate ; l'agent humectant ou hydratant précité est choisi parmi le glycérol, un polyethylèneglycol et l'acide hyaluronique ; la vitamine précitée est choisie parmi la vitamine A, la vitamine C et ses dérivés, en particulier ses sels sodiques ou de magnésium, la vitamine E, la vitamine PP, et les vitamines du groupe B en particulier B6 et B12 ; la substance favorisant la synthèse du collagène est choisie parmi un extrait de centella asiatica, le madécassoside, l'acide madécassique, l'acide asiatique et l'asiaticoside ; et l'acide aminé est choisi parmi la serine, la thréonine, la leucine, la proline et l'hydroxyproline.According to another advantageous embodiment of the invention, this composition is characterized in that it further comprises at least one active principle, in particular chosen from the group consisting of retinoids, humectants or moisturizers, vitamins , ceramides, substances that promote collagen synthesis and amino acids. According to this particular embodiment, the composition is advantageously characterized in that the aforementioned retinoid is chosen from retinoic acid and its salts and esters, retinaldehyde, and retinol and its esters, such as propionate, palmitate, acetate; the above-mentioned humectant or moisturizing agent is chosen from glycerol, a polyethylene glycol and hyaluronic acid; the aforementioned vitamin is chosen from vitamin A, vitamin C and its derivatives, in particular its sodium or magnesium salts, vitamin E, vitamin PP, and the vitamins of group B in particular B6 and B12; the substance promoting the synthesis of collagen is chosen from an extract of centella asiatica, madecassoside, madecassic acid, asian acid and asiaticoside; and the amino acid is chosen from serine, threonine, leucine, proline and hydroxyproline.
Selon une autre variante avantageuse de l'invention, se situant plus particulièrement dans le cadre des soins ou des traitements des cheveux, la composition cosmétique ou pharmaceutique, notamment dermatologique selon l'invention, comprend en outre au moins une autre substance active, en une concentration efficace, choisie parmi la quinine ou ses dérivés ; un rubéfiant tel que le nicotinate de méthyle ; un surnageant de culture de fibroblastes de papilles, tel que décrit dans le document EP-A-272920 ; un hydrolysat de kératine ; un oligo-élément tel que zinc, sélénium, cuivre ; un alcaloïde bisbenzyliso- quinoléique tel que l'oxyacanthine ou la cépharanthine ; un inhibiteur de 5-α- réductase tel que la progestérone ; l'acétate de cyprotérone, le minoxidil, l'acide azelaïque et ses dérivés ; un 4-méthyl-4-azastéroïde, en particulier la 17-β-N,N- diéthylcarbamoyl-4-méthyl-4-aza-5-α-androstan-3-onε ; ou encore un extrait de Serenoa repens. Selon encore un autre mode de réalisation avantageux de l'invention, l'extrait précité de Filicium, en particulier de Filicium decipiens, est un extrait d'écorce de racine, de tronc ou de tige.According to another advantageous variant of the invention, more particularly situated in the context of hair care or treatments, the cosmetic or pharmaceutical composition, in particular dermatological composition according to the invention, also comprises at least one other active substance, in one effective concentration, chosen from quinine or its derivatives; a rubefiant such as methyl nicotinate; a culture supernatant of papilla fibroblasts, as described in document EP-A-272920; a keratin hydrolyzate; a trace element such as zinc, selenium, copper; a bisbenzylisoquinole alkaloid such as oxyacanthine or cepharanthin; a 5-α-reductase inhibitor such as progesterone; cyproterone acetate, minoxidil, azelaic acid and its derivatives; a 4-methyl-4-azasteroid, in particular 17-β-N, N-diethylcarbamoyl-4-methyl-4-aza-5-α-androstan-3-onε; or an extract from Serenoa repens. According to yet another advantageous embodiment of the invention, the above-mentioned extract of Filicium, in particular of Filicium decipiens, is an extract of bark from the root, trunk or stem.
Selon encore un autre mode de réalisation avantageux, l'extrait précité de Filicium est un extrait obtenu par extraction avec un solvant polaire ou un mélange de solvants polaires. De préférence, on utilisera un alcool tel que le méthanol, l'éthanol, le propanol, l'isopropanol, le propylèneglycol ou le butylèneglycol, ou un mélange de ces alcools ou encore un mélange hydro¬ alcoolique. Dans ce cadre, les procédures d'extraction classiques bien connues de l'homme de l'art peuvent être utilisées. En particulier, l'extraction peut être réalisée sur le matériau broyé, de préférence une poudre d'écorce de racine obtenue par broyage, que l'on introduit dans le solvant d'extraction, de préférence constitué par le solvant ou le mélange de solvants polaires précités. L'extraction peut être renouvelée plusieurs fois jusqu'à épuisement du matériau, conformément aux procédés bien connus de l'homme de l'art. L'extraction peut être réalisée à la température ambiante, ou à chaud et notamment au reflux du solvant. La proportion en poids entre le solvant et le matériau à extraire peut varier dans de larges limites et par exemple être comprise entre 1 : 1 et 10 : 1.According to yet another advantageous embodiment, the above-mentioned extract of Filicium is an extract obtained by extraction with a polar solvent or a mixture of polar solvents. Preferably, an alcohol such as methanol, ethanol, propanol, isopropanol, propylene glycol or butylene glycol, or a mixture of these alcohols or a hydroalcoholic mixture, will be used. In this context, conventional extraction procedures well known to those skilled in the art can be used. In particular, the extraction can be carried out on the ground material, preferably a root bark powder obtained by grinding, which is introduced into the extraction solvent, preferably consisting of the solvent or the mixture of solvents. polar above. The extraction can be repeated several times until the material is exhausted, according to methods well known to those skilled in the art. The extraction can be carried out at ambient temperature, or hot and in particular at reflux of the solvent. The proportion by weight between the solvent and the material to be extracted can vary within wide limits and for example be between 1: 1 and 10: 1.
Selon encore un autre mode de réalisation avantageux, l'extrait précité de Filicium est un extrait enrichi en sapoπines.According to yet another advantageous embodiment, the above-mentioned extract of Filicium is an extract enriched in sapoπines.
L'enrichissement de l'extrait en saponines peut être obtenu au moyen de tout procédé connu de l'homme de l'art, en particulier par précipitation de l'extrait au moyen de l'acétone en milieu alcoolique, de préférence en milieu méthanolique.The enrichment of the extract with saponins can be obtained by any process known to those skilled in the art, in particular by precipitation of the extract by means of acetone in an alcoholic medium, preferably in a methanolic medium. .
On choisira, de façon particulièrement avantageuse, un extrait contenant au moins une des quatre saponines répondant aux formules développées (I, II, III, IV) ci-dessous :We will choose, in a particularly advantageous way, an extract containing at least one of the four saponins corresponding to the formulas developed (I, II, III, IV) below:
(I) : acide 3-O-{β-D-glucopyranosyl(l→2)-β-D-glucopyranosyl}28-O-{[α- L-arabinopyranosyl(l-*2)-β-D-xylopyranosyl(l→6)][(4-O-angeloyl)-α-L- arabinopyranosyl(l→2)-α-L-rhamnopyranosyl(l-*2)]}- β-D-glucopyranosyl gypsogénique.(I): 3-O- {β-D-glucopyranosyl acid (l → 2) -β-D-glucopyranosyl} 28-O - {[α- L-arabinopyranosyl (l- * 2) -β-D-xylopyranosyl (l → 6)] [(4-O-angeloyl) -α-L- arabinopyranosyl (l → 2) -α-L-rhamnopyranosyl (l- * 2)]} - β-D-glucopyranosyl gypsogenic.
(II) : acide 3-O-{β-D-glucopyranosyl(l-*2)-β-D-glucopyranosyl}28-0-{[β- D-xylopyranosyl(l→4)(α-L-arabinopyranosyl(l→2))-α-L-rhamnoρyranosyl- (l-*2)][4-O-bis(3'-hydroxy-2'-méthyl-butyroyl)]}-β-D-fucopyranosyl médicagénique.(II): 3-O- {β-D-glucopyranosyl (l- * 2) -β-D-glucopyranosyl} 28-0 - {[β- D-xylopyranosyl (l → 4) (α-L-arabinopyranosyl (l → 2)) - α-L-rhamnoρyranosyl- (l- * 2)] [4-O-bis (3'-hydroxy-2'-methyl-butyroyl)]} - β-D-fucopyranosyl medicagenic.
(III) : acide 3-O-{β-D-glucopyranosyl(l-*2)-β-D-glucopyranosyl}28-O-{[α- L-arabinopyranosyl(l-*2)-β-D-xylopyranosyl(l-*6)][(4-O-angeloyl)-α-L- arabinopyranosyl(l→2)-α-L-rhamnopyranosyl(l-*2)]}-β-D-glucopyranosyl médicagénique. (IV) : acide 3-O-β-D-glucopyranosyl 28-O-{[β-D-xylopyranosyl(l→4)(α-L- arabinopyranosyl(l-*2))-α-L-rharmιopyranos-yl(l-*2)][(4-O-bis(3'-hydroxy-(III): 3-O- {β-D-glucopyranosyl (l- * 2) -β-D-glucopyranosyl} 28-O - {[α- L-arabinopyranosyl (l- * 2) -β-D- xylopyranosyl (l- * 6)] [(4-O-angeloyl) -α-L- arabinopyranosyl (l → 2) -α-L-rhamnopyranosyl (l- * 2)]} - β-D-glucopyranosyl medicated. (IV): 3-O-β-D-glucopyranosyl acid 28-O - {[β-D-xylopyranosyl (l → 4) (α-L- arabinopyranosyl (l- * 2)) - α-L-rharmιopyranos- yl (l- * 2)] [(4-O-bis (3'-hydroxy-
2'-méthyl-butyroyl)]}-β-D-fucopyranosyl zanhique.2'-methyl-butyroyl)]} - β-D-fucopyranosyl zanhique.
Ces quatre saponines, qui constituent des produits nouveaux isolés pour la première fois, ont pu être isolées par chromatographie sur colonne et identifiées par RMN et spectroscopie de masse dans l'extrait obtenu selon le procédé décrit dans l'exemple 1 du présent mémoire.These four saponins, which constitute new products isolated for the first time, were able to be isolated by column chromatography and identified by NMR and mass spectroscopy in the extract obtained according to the method described in Example 1 of the present specification.
Selon un autre aspect, l'invention concerne également l'utilisation d'un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens, ledit extrait étant de préférence incorporé dans un excipient cosmetiquement ou pharmaceutiquement acceptable, pour la préparation d'une composition cosmétique ou pharmaceutique et notamment dermatologique, en particulier ayant une activité de stimulation de la production de glycosaminoglycanes dans la peau et les muqueuses, en particulier dans le derme et dans l'epiderme, favorisant la rétention d'eau dans la peau, présentant une activité hydratante, un effet tenseur atténuant le relief cutané et les ridules superficielles, contribuant à renforcer la fonction de barrière de la peau, destinée notamment à la prévention ou au traitement des peaux sèches ou déshydratées, au traitement des effets du vieillissement cutané, à la prévention et à la lutte contre l'apparition des vergetures, à l' amélioration de l'aspect de la peau et de la chevelure, à la prévention et au traitement des désordres de croissance des cheveux.According to another aspect, the invention also relates to the use of an extract of plants of the genus Filicium, in particular of the species Filicium decipiens, said extract preferably being incorporated in a cosmetically or pharmaceutically acceptable excipient, for the preparation of '' a cosmetic or pharmaceutical composition and in particular a dermatological composition, in particular having an activity of stimulating the production of glycosaminoglycans in the skin and the mucous membranes, in particular in the dermis and in the epidermis, promoting water retention in the skin, presenting a hydrating activity, a tightening effect attenuating the cutaneous relief and the superficial fine lines, contributing to reinforce the barrier function of the skin, intended in particular for the prevention or the treatment of the dry or dehydrated skins, with the treatment of the effects of cutaneous aging, preventing and fighting the appearance of stretch marks, improving appearance of the skin and hair, prevention and treatment of hair growth disorders.
Dans les applications du domaine pharmaceutique ou dermatologique, à usage topique, les compositions de l'invention sont destinées à la prévention ou au traitement des peaux sèches ou déshydratées et/ou à la prévention et à la lutte contre l'apparition des vergetures et/ou à la prévention et au traitement des désordres des cheveux.In applications in the pharmaceutical or dermatological field, for topical use, the compositions of the invention are intended for the prevention or treatment of dry or dehydrated skin and / or for the prevention and the fight against the appearance of stretch marks and / or the prevention and treatment of hair disorders.
Divers modes de réalisation dans le cadre de cette utilisation résultent clairement de la description précédente qui a été faite relativement à la composition, ainsi que de la description suivante et notamment en relation avec les exemples.Various embodiments in the context of this use result clearly from the previous description which has been made relative to the composition, as well as from the following description and in particular in relation to the examples.
Selon un autre aspect, la présente invention couvre encore un procédé de traitement cosmétique de la peau, des muqueuses, telles que les lèvres, ou des phanères, en particulier des cheveux, caractérisé en ce qu'il comprend l'application topique sur les zones de la peau, des muqueuses ou du scalp à traiter, d'une composition contenant un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens, présent dans ladite composition à une concentration cosmetiquement efficace .According to another aspect, the present invention also covers a cosmetic treatment process for the skin, mucous membranes, such as the lips, or integuments, in particular the hair, characterized in that it comprises topical application to the areas of the skin, mucous membranes or scalp to be treated, composition containing an extract of plants of the genus Filicium, in particular of the species Filicium decipiens, present in said composition at a cosmetically effective concentration.
Divers modes de réalisation de ce procédé résultent également clairement de la description précédente, ainsi que de la description suivante, notamment en relation avec les exemples. En particulier, la concentration de l'extrait de plantes précité dans la composition est comprise entre 0,0001 % et 3 % en poids, notamment entre 0,001 % et 1 % en poids, par rapport au poids total de ladite composition, ledit extrait étant de préférence incorporé dans un excipient cosmetiquement acceptable.Various embodiments of this process also result clearly from the preceding description, as well as from the following description, in particular in relation to the examples. In particular, the concentration of the abovementioned plant extract in the composition is between 0.0001% and 3% by weight, in particular between 0.001% and 1% by weight, relative to the total weight of said composition, said extract being preferably incorporated in a cosmetically acceptable excipient.
Enfin, selon un autre aspect, la présente invention couvre encore un procédé de traitement thérapeutique de la peau, des muqueuses, ou des phanères, en particulier des cheveux, caractérisé en ce qu'il comprend l'application topique sur les zones de la peau, des muqueuses ou du scalp à traiter d'une quantité thérapeutiquement efficace d'un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens.Finally, according to another aspect, the present invention also covers a method of therapeutic treatment of the skin, mucous membranes, or integuments, in particular the hair, characterized in that it comprises topical application to the areas of the skin. , mucous membranes or scalp to be treated with a therapeutically effective amount of an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
Divers modes de réalisation de ce procédé de traitement thérapeutique apparaissent clairement pour un homme de l'art, également de la description précédente ainsi que de la description suivante et notamment en référence aux exemples. Dans le cadre du traitement thérapeutique, le praticien sait généralement adapter la dose à appliquer en fonction de la condition à traiter. Cependant, en général on appliquera de 0,0001 % et 3 % en poids, notamment entre 0,001 % et 1 % en poids, de l'extrait de Filicium précité inclus dans un excipient pharmaceutiquement acceptable formant ainsi une composition pharmaceutique, ledit pourcentage en poids dudit extrait étant donné par rapport au poids total de la composition finale.Various embodiments of this method of therapeutic treatment appear clearly to a person skilled in the art, also from the preceding description as well as from the following description and in particular with reference to the examples. In the context of therapeutic treatment, the practitioner generally knows how to adapt the dose to be applied according to the condition to be treated. However, in general, 0.0001% and 3% by weight will be applied, in particular between 0.001% and 1% by weight, of the abovementioned Filicium extract included in a pharmaceutically acceptable excipient thus forming a pharmaceutical composition, said percentage by weight. of said extract being given relative to the total weight of the final composition.
Comme il a été indiqué précédemment, l'invention est basée sur la découverte inattendue qu'un extrait de plantes du genre Filicium stimule la production de glycosaminoglycanes par des cellules de la peau, en particulier par des fibroblastes et des kératinocytes, en étant ainsi particulièrement utile pour la fabrication de produits traitants cosmétiques ou pharmaceutiques et notamment dermatologiques.As indicated above, the invention is based on the unexpected discovery that an extract of plants of the genus Filicium stimulates the production of glycosaminoglycans by skin cells, in particular by fibroblasts and keratinocytes, thus being particularly useful for the manufacture of cosmetic or pharmaceutical and especially dermatological treatment products.
Ainsi, l'invention concerne également l'utilisation d'un extrait de plantes du genre Filicium en particulier de l'espèce Filicium decipiens comme agent cosmétique. Cet agent permet notamment de stimuler la production des glycosaminoglycanes par les fibroblastes et les kératinocytes, en particulier les fibroblastes du derme, notamment du derme humain et les kératinocytes humains. Il peut être incorporé dans une composition cosmétique qui favorise la rétention d'eau dans la peau et/ou présente une activité hydratante et/ou un effet tenseur atténuant le relief cutané et les ridules superficielles, contribuant à renforcer la fonction de barrière de la peau et/ou traite les effets du vieillissement cutané et/ou améliore l'aspect de la peau et/ou de la chevelure et/ou favorise la croissance des cheveux. Cette composition peut également être destinée à la prévention ou au traitement des peaux sèches ou déshydratées et/ou à la prévention et à la lutte contre l'apparition des vergetures.Thus, the invention also relates to the use of an extract of plants of the genus Filicium in particular of the species Filicium decipiens as cosmetic agent. This agent makes it possible in particular to stimulate the production of glycosaminoglycans by fibroblasts and keratinocytes, in particular fibroblasts of the dermis, in particular of the human dermis and human keratinocytes. It can be incorporated into a cosmetic composition which promotes water retention in the skin and / or has a hydrating activity and / or a tightening effect attenuating the skin relief and surface fine lines, helping to reinforce the barrier function of the skin. and / or treats the effects of skin aging and / or improves the appearance of the skin and / or the hair and / or promotes hair growth. This composition can also be intended for the prevention or treatment of dry or dehydrated skin and / or for the prevention and the fight against the appearance of stretch marks.
Ce même agent sera également utilisable comme agent thérapeutique notamment en dermatologie. Dans ces deux types d'applications, l'homme de l'art comprend aisément que diverses formes de formulation peuvent être réalisées. En outre, il est apparent qu'une des formes les plus utilisées est une forme topique adaptée pour être appliquée sur le tissu cutané incluant la peau et les muqueuses externes ou internes. Les formulations topiques appropriées incluent sans limitation, des émulsions, des crèmes, des laits, des baumes, des gels, des lotions, des ovules, ainsi que des compositions de maquillage traitantes telles que mascaras, rouges à lèvres, ces divers types de formulation étant bien connus de l'homme de l'art.This same agent can also be used as a therapeutic agent, especially in dermatology. In these two types of applications, those skilled in the art readily understand that various forms of formulation can be produced. In addition, it is apparent that one of the most used forms is a topical form suitable for application to the skin tissue including the skin and the external or internal mucous membranes. Appropriate topical formulations include without limitation, emulsions, creams, milks, balms, gels, lotions, ova, as well as treating makeup compositions such as mascaras, lipsticks, these various types of formulation being well known to those skilled in the art.
Enfin, selon un dernier aspect, la présente invention concerne également un procédé de traitement de cellules, en particulier de fibroblastes ou de kératinocytes, en culture, par une concentration efficace d'un extrait de plante du genre Filicium, en particulier de l'espèce Filicium decipiens pour obtenir une stimulation de la synthèse des glycosaminoglycanes.Finally, according to a last aspect, the present invention also relates to a method for treating cells, in particular fibroblasts or keratinocytes, in culture, by an effective concentration of a plant extract of the genus Filicium, in particular of the species Filicium decipiens to stimulate the synthesis of glycosaminoglycans.
Ainsi, dans le cadre par exemple de la préparation de peau artificielle, en particulier de derme artificiel, par culture de cellules, selon les techniques bien connues de l'homme de l'art, on obtient grâce au procédé de l'invention une peau ou un derme artificiel de très bonne qualité, particulièrement en ce qui concerne les propriétés biomécaniques.Thus, in the context for example of the preparation of artificial skin, in particular of artificial dermis, by cell culture, according to techniques well known to those skilled in the art, a skin is obtained by the process of the invention. or a very good quality artificial dermis, particularly with regard to the biomechanical properties.
Suivant une variante préférée de mise en oeuvre du procédé précité, on traite la culture de cellule avec un extrait de plante du genre Filicium, en particulier de l'espèce Filicium decipiens, à une concentration comprise entre 0,3 μg/ml et 30 μg/ml de milieu de culture.According to a preferred variant of implementation of the aforementioned method, the cell culture is treated with a plant extract of the genus Filicium, in particular of the species Filicium decipiens, at a concentration between 0.3 μg / ml and 30 μg / ml of culture medium.
Suivant une autre variante avantageuse, le milieu de culture comprend, en outre, une ou plusieurs parmi les substances suivantes : glucosamine, galactos- amine, L-proline et 4-hydroxy-L-proline, lesdites substances pouvant être chacune présentes à une concentration comprise entre 2 et 10 mM, ou bien encore, le milieu de culture peut contenir de l'acide ascorbique ou l'un de ses dérivés à une concentration non-cytotoxique, en particulier comprise entre 0,001 mM et 0,5 mM. D'autres buts, caractéristiques et avantages de l'invention apparaissent clairement à l'homme de l'art, également à partir de la description explicative qui va suivre, faite en référence à plusieurs exemples de réalisation donnés simplement à titre d'illustration, et qui ne sauraient donc en aucune façon limiter la portée de l'invention. Dans les exemples les pourcentages sont indiqués en poids, sauf indication contraire.According to another advantageous variant, the culture medium also comprises one or more of the following substances: glucosamine, galactosamine, L-proline and 4-hydroxy-L-proline, said substances possibly being each present at a concentration between 2 and 10 mM, or alternatively, the culture medium can contain ascorbic acid or one of its derivatives at a non-cytotoxic concentration, in particular between 0.001 mM and 0.5 mM. Other objects, characteristics and advantages of the invention appear clearly to those skilled in the art, also from the explanatory description which follows, made with reference to several exemplary embodiments given simply by way of illustration, and which therefore cannot in any way limit the scope of the invention. In the examples, the percentages are given by weight, unless otherwise indicated.
Exemple 1 :Example 1:
Préparation d'un extrait d'écorce de racines de Filicium decipiens (extrait II).Preparation of an extract of Filicium decipiens root bark (extract II).
De l'écorce de racine de la plante a été récoltée en Afrique du Sud. On fait macérer 54 g de cette écorce de racine, préalablement séchée et réduite en poudre pendant 1 h 30 dans 500 ml de méthanol. On porte à ébullition pendant 3 heures puis après refroidissement on filtre. Le filtrat (8,3 g) est séché, repris par 100 ml de méthanol puis on ajoute à la solution méthanolique 500 ml d'acétone. Il se forme un précipité que l'on sépare par filtration. Le précipité est séché sur un solide déshydratant tel que la potasse (0,847 g). On purifie ensuite ce précipté par dialyse pendant 4 jours contre 5 ml d'eau, puis on lyophilise. On obtient ainsi 242 mg d'un extrait lyophilisé selon l'invention, dénommé extrait II, enrichi en saponines, qui sera ensuite utilisé dans les essais décrits ci-après.Plant root bark has been harvested in South Africa. 54 g of this root bark, previously dried and powdered for 1 hour 30 minutes, are macerated in 500 ml of methanol. It is brought to the boil for 3 hours then after cooling it is filtered. The filtrate (8.3 g) is dried, taken up in 100 ml of methanol and then 500 ml of acetone are added to the methanolic solution. A precipitate is formed which is separated by filtration. The precipitate is dried over a dehydrating solid such as potash (0.847 g). This precipitate is then purified by dialysis for 4 days against 5 ml of water, then lyophilized. 242 mg of a lyophilized extract according to the invention, called extract II, enriched in saponins, are thus obtained which will then be used in the tests described below.
Exemple 2 :Example 2:
Préparation d'un extrait d'écorce de racines de Filicium decipiens (extrait I2YPreparation of an extract of the root bark of Filicium decipiens (I2Y extract
On part de 100 g de poudre d'écorces de racines de la plante que l'on met dans 1,5 litre de méthanol. On porte à reflux pendant 1 h. On procède à l'épuisement de la drogue végétale 3 fois de suite avec du solvant neuf. On regroupe les trois filtrats, on concentre à l'évaporateur rotatif jusqu'à obtention d'un extrait sec 12 selon l'invention.We start with 100 g of bark powder from the roots of the plant which we put in 1.5 liters of methanol. The mixture is brought to reflux for 1 h. The vegetable drug is depleted 3 times in succession with new solvent. We combines the three filtrates, concentrated on a rotary evaporator until a dry extract 12 according to the invention is obtained.
Exemple 3 :Example 3:
Mise en évidence de l'activité de stimulation de la production de glycosamino¬ glycanes par des fibroblastes humains, avec l'extrait II de l'exemple 1.Demonstration of the activity of stimulating the production of glycosaminoglycans by human fibroblasts, with extract II of Example 1.
On décrit ci-dessous le test utilisé pour mettre en évidence une activité de stimulation de la production de GAG par des fibroblastes. Ce test in vitro est, par ailleurs, reconnu fiable et significatif pour l'homme de métier.The test used to demonstrate an activity stimulating the production of GAG by fibroblasts is described below. This in vitro test is, moreover, recognized as reliable and significant for those skilled in the art.
Principe de l'essai :Principle of the test:
On utilise des fibroblastes de derme humain que l'on incube avec de la glucosamine tritiée avec ou sans le produit à tester. Puis, sur les surnageants de culture, on sépare par hydrolyse enzymatique, au moyen de la pronase, la partie proteique des protéoglycanes formés pour isoler les GAG (ayant incorporé la glucosamine radiomarquée) que l'on précipite au moyen de chlorure de cetylpyridinium, en abrégé dénommé CPC. On procède ensuite au comptage de la radioactivité des précipités des cultures traitées et des cultures témoins, qui est proportionnelle à la quantité de GAG synthétisés.Human dermis fibroblasts are used and incubated with tritiated glucosamine with or without the product to be tested. Then, on the culture supernatants, the protein part of the proteoglycans formed to isolate the GAGs (having incorporated the radiolabelled glucosamine) which is precipitated by cetylpyridinium chloride is separated by enzymatic hydrolysis, by means of pronase. abbreviated as CPC. The radioactivity of the precipitates of the treated cultures and of the control cultures is then counted, which is proportional to the amount of GAG synthesized.
Mise en évidence de l'activité :Highlighting the activity:
Des fibroblastes provenant d'une plastie mammaire d'une femme de 35 ans sont préparés à partir du derme microdisséqué, comme précédemment décrit par R. I. FRESHNEY dans l'ouvrage "Culture of Animal Cells ; a manual of basic technique" édité par A. R. LISS, New York, 1983, pages 104-106. On ensemence les puits de culture d'une boîte multipuits à raison de 10 000 fibroblastes par puits et on met en culture pendant 24 h à 37* C dans un milieu de culture E 199 C (Gibco) contenant 10 % de sérum de veau foetal.Fibroblasts from a breast plasty of a 35-year-old woman are prepared from the microdissected dermis, as previously described by RI FRESHNEY in the book "Culture of Animal Cells; a manual of basic technique" edited by AR LISS, New York, 1983, pages 104-106. Inoculating culture wells of a multiwell box at a rate of 10 000 per well and fibroblasts were cultured for 24 h at 37 ° C in a culture medium C 199 E (Gibco) containing 10% fetal calf serum .
Au bout de 24 h, le milieu est retiré et remplacé par 100 microlitres de milieu E 199 C sans sérum et contenant le produit à tester, à savoir, dans le cas présent, l'extrait II selon l'invention, solubilisé dans l'eau, ou la même quantité d'eau dans le cas des cultures "témoins", et 4 μCi de glucosamine tritiée, disponible dans le commerce sous la référence TRK 398 chez Amersham, France. On laisse incuber 48 h à 37* C. Les surnageants sont alors regroupés par 2 et transférés dans des tubes Eppendorf à vis. Chaque tube contient de ce fait du surnageant issu de la culture d'une quantité initiale de 20.000 cellules. A chacun des tubes on ajoute 200 μl d'une solution à 0,2 mg / ml de pronase, disponible dans le commerce chez Sigma, France, sous la référence P5147, en solution dans du PBS contenant 0,02 % d'azide de sodium. On laisse agir une nuit à 37* C. La pronase est alors inactivée en plongeant les tubes dans de l'eau bouillante pendant 5 minutes.After 24 hours, the medium is removed and replaced with 100 microliters of E 199 C medium without serum and containing the product to be tested, namely, in this case, extract II according to the invention, dissolved in water, or the same amount of water in the case of "control" cultures, and 4 μCi of tritiated glucosamine, commercially available under the reference TRK 398 from Amersham, France. Incubated 48 h at 37 ° C. The supernatants are then grouped by two and transferred to Eppendorf screw tubes. Each tube therefore contains supernatant from the culture of an initial amount of 20,000 cells. To each of the tubes is added 200 μl of a 0.2 mg / ml solution of pronase, commercially available from Sigma, France, under the reference P5147, in solution in PBS containing 0.02% of azide. sodium. Is allowed to act overnight at 37 ° C. The pronase is then inactivated by immersing the tubes in boiling water for 5 minutes.
Après refroidissement à température ambiante, on ajoute à cette solution de GAG radiomarqués 40 μl d'une solution aqueuse d'un mélange 1/1/1 d'acide hyaluronique, de dermatan sulfate, de chondroïtine sulfate à 8 mg / ml, puis on coprécipite l'ensemble de ces glycosaminoglycanes par 40 μl d'une solution à 100 mg / ml de CPC disponible dans le commerce chez Sigma, France, sous la référence C 9002. Après agitation, on incube 30 minutes à température ambiante. On centrifuge le précipité, on aspire le surnageant et on remet le culot en suspension avec 400 μl d'une solution de CPC à 10 mg / ml. On agite 5 minutes. On solubilise le culot dans 500 μl de méthanol, que l'on transfère ensuite dans des fioles à scintillation contenant 10 ml de liquide scintillant. On compte la radioactivité de chaque fiole à l'aide d'un compteur à scintillations du type "Bêta 1" de la société Kontron, France.After cooling to room temperature, 40 μl of an aqueous solution of a 1/1/1 mixture of hyaluronic acid, dermatan sulfate, chondroitin sulfate at 8 mg / ml are added to this solution of radiolabelled GAG. co-precipitates all of these glycosaminoglycans with 40 μl of a 100 mg / ml solution of CPC commercially available from Sigma, France, under the reference C 9002. After shaking, incubation is carried out for 30 minutes at room temperature. The precipitate is centrifuged, the supernatant is aspirated and the pellet is resuspended with 400 μl of a 10 mg / ml CPC solution. The mixture is stirred for 5 minutes. The pellet is dissolved in 500 μl of methanol, which is then transferred to scintillation vials containing 10 ml of scintillating liquid. The radioactivity of each flask is counted using a scintillation counter of the "Beta 1" type from the company Kontron, France.
Parallèlement, on évalue la cytotoxicité du produit à tester sur les cellules par un test au sel de tétrazolium dénommé en abrégé XTT, tel que décrits par ROEHM N. W. et al. dans la revue Journal of Immunological Methods, 1991, 142, pages 257-265. Ce test mesure la viabilité cellulaire.At the same time, the cytotoxicity of the product to be tested on the cells is evaluated by a tetrazolium salt test, abbreviated as XTT, as described by ROEHM N. W. et al. in the journal Journal of Immunological Methods, 1991, 142, pages 257-265. This test measures cell viability.
Comme cela a été dit plus haut, la quantité de GAG sécrétés par les cellules en culture est proportionnelle à la radioactivité observée. Les résultats d'activité de l'extrait II selon l'invention sont présentés au tableau ci-après. Les concentrations de l'extrait ont été choisies de telle sorte qu'elles ne modifient pas la viabilité cellulaire.As mentioned above, the amount of GAG secreted by the cells in culture is proportional to the radioactivity observed. The activity results of extract II according to the invention are presented in the table below. The concentrations of the extract have been chosen so that they do not modify the cell viability.
L'activité de l'extrait, exprimée en pourcentage, est calculée selon la formule suivante :The activity of the extract, expressed as a percentage, is calculated according to the following formula:
q-qoq-qo
A = x 100 qoA = x 100 qo
dans laquelle : A : représente l'activité exprimée en pourcentage, qθ : représente la quantité de GAG radioactifs sécrétés dans les cultures témoin, exprimée en cpm, q : représente la quantité de GAG radioactifs sécrétés dans les cultures traitées par l'extrait selon l'invention, exprimée en cpm.in which : A: represents the activity expressed as a percentage, qθ: represents the amount of radioactive GAG secreted in the control cultures, expressed in cpm, q: represents the amount of radioactive GAG secreted in the cultures treated with the extract according to the invention, expressed in cpm.
Enfin, les valeurs de radioactivité obtenue avec les cultures traitées sont comparées à celles des témoins par le test "t" de Student en séries non- appariées, afin de conclure sur la question de savoir si les augmentations de radio¬ activité observées, donc les augmentations de la synthèse des GAG, sont significatives au seuil p = 0,05.Finally, the radioactivity values obtained with the treated cultures are compared with those of the controls by the Student's "t" test in unpaired series, in order to conclude on the question of knowing whether the increases in radioactivity observed, therefore the increases in GAG synthesis, are significant at the threshold p = 0.05.
Tableau de résultatsResults table
Figure imgf000015_0001
Figure imgf000015_0001
S : significatifS: significant
Le tableau ci-dessus démontre de façon claire que l'extrait II, objet de l'invention, stimule de manière significative la production des GAG totaux par des fibroblastes dermiques humains.The table above clearly demonstrates that the extract II, object of the invention, significantly stimulates the production of total GAGs by human dermal fibroblasts.
De ce fait, les extraits de l'invention, obtenus à partir de la plante du genre Filicium, constituent des ingrédients actifs précieux pour la fabrication de produits traitants cosmétiques ou pharmaceutiques, notamment dermatologiques.Therefore, the extracts of the invention, obtained from the plant of the genus Filicium, constitute valuable active ingredients for the manufacture of cosmetic or pharmaceutical, especially dermatological, treatment products.
Dans ce cadre, diverses formulations de produits cosmétiques, pharmaceutiques, notamment dermatologiques vont maintenant être données à titre d'illustration, sans caractère limitatif. Exemple 4 : Gel hydratant :In this context, various formulations of cosmetic, pharmaceutical, in particular dermatological products will now be given by way of illustration, without limitation. Example 4: Hydrating gel:
- Extrait d'écorces II, exemple 1 0,5 g- Bark extract II, example 1 0.5 g
- Ethanol 5 g - Glycérol 4 g- Ethanol 5 g - Glycerol 4 g
- Carbopol 940 ® 1,3 g- Carbopol 940 ® 1.3 g
- Eau + conservateurs qsp 100 g- Water + preservatives qs 100 g
On dissout l'extrait II dans l'éthanol puis on ajoute le glycérol et une partie de l'eau, la partie restante étant utilisée pour former un gel avec le Carbopol 940®. Ensuite, on réalise le mélange de la solution et du gel, conformément aux techniques de formulation de gel bien connues de l'homme de l'art.Dissolve extract II in ethanol and then add glycerol and part of the water, the remaining part being used to form a gel with Carbopol 940®. Then, the solution and the gel are mixed, in accordance with gel formulation techniques well known to those skilled in the art.
Ce gel peut être utilisé 2 fois par jour pendant 3 semaines sur le visage et sur le corps. Après traitement, la peau retrouve une hydratation normale, son élasticité et son éclat.This gel can be used twice a day for 3 weeks on the face and on the body. After treatment, the skin regains normal hydration, its elasticity and its radiance.
Exemple 5 :Example 5:
Crème de soin du buste :Bust care cream:
Cette crème présente la composition suivante : - Extrait d'écorces 12 0,1 gThis cream has the following composition: - Bark extract 12 0.1 g
- Palmitate de rétinol 0,03 g- Retinol palmitate 0.03 g
- Extrait de centella asiatica 0,1 g- Centella asiatica extract 0.1 g
- Phosphate d'ascorbyle (sel de magnésium) 0,05 g- Ascorbyl phosphate (magnesium salt) 0.05 g
- Glycérol 3 g - Particules de nylon 2 g- Glycerol 3 g - Nylon particles 2 g
(Orgasol 2002 UD Nat cos disponible chez Atochem, France)(Orgasol 2002 UD Nat cos available at Atochem, France)
- Excipient émulsionné + conservateurs et parfums qsp 100 g- Emulsified excipient + preservatives and perfumes qs 100 g
On dissout les extraits d'écorces 12 et de centella asiatica dans l'excipient puis on ajoute les autres composants jusqu'à homogénéité de l'ensemble.The extracts of bark 12 and of centella asiatica are dissolved in the excipient, then the other components are added until the whole is homogeneous.
Cette crème peut être utilisée deux fois par jour pendant plusieurs semaines, par application topique sur le buste. Après traitement, le buste retrouve son élasticité, sa fermeté et son éclat. Exemple 6 :This cream can be used twice a day for several weeks, by topical application on the bust. After treatment, the bust regains its elasticity, firmness and radiance. Example 6:
Crème de soin destinée à prévenir et lutter contre l'apparition des rides :Care cream intended to prevent and fight against the appearance of wrinkles:
On utilise une composition présentant les ingrédients suivants :A composition is used having the following ingredients:
- Extrait II 1 g - Extrait d'hamamélis 2 g- Extract II 1 g - Witch hazel extract 2 g
- Glycérine 4 g- Glycerin 4 g
- Glycocéramides de blé 0,2 g- Wheat glycoceramides 0.2 g
- Protéines de pois 2 g- Pea protein 2 g
- Acide malique 0,1 g - Excipient émulsionné qsp 100 g- Malic acid 0.1 g - Emulsified excipient qs 100 g
On dissout les extraits II et d'hamamélis dans l'excipient émulsionné puis on ajoute les autres ingrédients jusqu'à homogénéité de l'ensemble.The extracts II and witch hazel are dissolved in the emulsified excipient, then the other ingredients are added until the whole is homogeneous.
On obtient ainsi une crème qui peut être utilisée localement, par application topique en massant jusqu'à pénétration complète. Ce traitement, qui peut être prolongé plusieurs semaines, permet de prévenir et de lutter efficacement contre l'apparition des rides et ridules.A cream is thus obtained which can be used locally, by topical application by massaging until complete penetration. This treatment, which can be extended for several weeks, makes it possible to effectively prevent and combat the appearance of fine lines and wrinkles.
Exemple 7 :Example 7:
Mascara anti-desséchant : On utilise une composition comprenant les ingrédients actifs suivants :Anti-drying mascara: A composition comprising the following active ingredients is used:
- Extrait II 0,15 g- Extract II 0.15 g
- Acide hyaluronique 0,1 g- Hyaluronic acid 0.1 g
- Cire de carnauba 1 g- Carnauba wax 1 g
- Lanoline 4 g - Palmitate d'isopropyle 2 g- Lanolin 4 g - Isopropyl palmitate 2 g
- Cire d'abeille 8 g- Beeswax 8 g
- Ozokérite 6 g- Ozokerite 6 g
- Solution à 4 % de silicate de magnésium 12,5 g- 4% solution of magnesium silicate 12.5 g
- Gomme de cellulose 0,7 g - Oxyde de fer noir 10 g- Cellulose gum 0.7 g - Black iron oxide 10 g
- Morpholine 1,6 g- Morpholine 1.6 g
- Copolymere de méthacryloléthylbétaine/ méthacrylate (Amersette®, Amerchol Co., USA) 12 g- Methacrylolethylbetaine / methacrylate copolymer (Amersette®, Amerchol Co., USA) 12 g
- Eau + conservateurs qsp 100 g Ce mascara est préparé selon les techniques classiques de l'homme de l'art, l'extrait II est introduit dans la phase aqueuse jusqu'à dissolution complète.- Water + preservatives qs 100 g This mascara is prepared according to conventional techniques of those skilled in the art, the extract II is introduced into the aqueous phase until complete dissolution.
Ce mascara représente une bonne adhérence sur le cil. D'autre part, on observera que l'acide hyaluronique renforce l'activité hydratante de l'extrait II de l'invention, ce qui permet de maintenir les fibres de kératine des cils bien hydratées.This mascara represents good adhesion to the eyelash. On the other hand, it will be observed that hyaluronic acid strengthens the hydrating activity of the extract II of the invention, which makes it possible to maintain the keratin fibers of the eyelashes well hydrated.
Exemple 8 :Example 8:
Baume traitant pour les lèyres : On prépare une composition comprenant les ingrédients actifs suivants :Treating lip balm: A composition is prepared comprising the following active ingredients:
- Extrait II, exemple 1 0,1 g- Extract II, example 1 0.1 g
- Stéraramide 20 g- Steraramide 20 g
- Méthylglucose dioléate 14 g - Méthylglucose sesquistéarate 6 g- Methylglucose dioleate 14 g - Methylglucose sesquistearate 6 g
- Méthylglucose polyoxyéthylène (Glucam E10 ®,- Polyoxyethylene methylglucose (Glucam E10 ®,
Amerchol Co., USA) 15 gAmerchol Co., USA) 15 g
- Huile minérale 4 g- Mineral oil 4 g
- Pigment 12 g - PEG 10 méthylglucose sesquistéarate 2,5 g- Pigment 12 g - PEG 10 methylglucose sesquistearate 2.5 g
- Eau + conservateurs qsp 100 g- Water + preservatives qs 100 g
Ce baume est préparé de manière classique dans les règles de l'art, l'extrait II est inclus dans la phase aqueuse. Ce baume appliqué sur les lèvres permet de réaliser une bonne hydratation de celles-ci.This balm is prepared in a conventional manner according to the rules of the art, extract II is included in the aqueous phase. This balm applied to the lips allows good hydration of the lips.
Exemple 9 :Example 9:
Lotion capillaire "anti-chute" On prépare une lotion comprenant les ingrédients actifs suivants :"Anti-hair loss" hair lotion A lotion is prepared comprising the following active ingredients:
- Extrait 12, exemple 2 0,1 g- Extract 12, example 2 0.1 g
- Ceraphyl 60® 0,08 g- Ceraphyl 60® 0.08 g
- Cremophor RH40® 0,4 g- Cremophor RH40® 0.4 g
- Alcool éthylique 32 g - Excipient aqueux parfumé qsp 100 g- Ethyl alcohol 32 g - Scented aqueous excipient qs 100 g
Cette lotion est utilisée en massages du cuir chevelu, de préférence le matin. En agissant sur la synthèse des glycosaminoglycanes au niveau de la papille du follicule pileux, cette lotion contribue à retarder la chute des cheveux.This lotion is used in massages of the scalp, preferably in the morning. By acting on the synthesis of glycosaminoglycans at the level of the papilla of the hair follicle, this lotion contributes to delay hair loss.
Exemple 10 :Example 10:
Lotion capillaire "anti-chute"Anti-hair loss lotion
On prépare une lotion ayant la même composition que celle décrite à l'exemple 9, si ce n'est qu'elle contient en outre 0,1 g de cépharanthine pour 100 g de composition finale.A lotion is prepared having the same composition as that described in Example 9, except that it also contains 0.1 g of cepharanthin per 100 g of final composition.
Exemple 11 : Shampooing traitant On prépare une composition pour shampooing comprenant les ingrédients suivants :Example 11: Treating Shampoo A shampoo composition is prepared comprising the following ingredients:
- Extrait II, exemple 1 0,1 g- Extract II, example 1 0.1 g
- Diéthanolamine de coprah 2 g- Coconut diethanolamine 2 g
- Lauryléther sulfate de sodium 0,5 g - Alkylglucoside 15 g- Sodium lauryl ether sulfate 0.5 g - Alkylglucoside 15 g
- Parahydroxybenzoate de méthyle 0,5 g- Methyl parahydroxybenzoate 0.5 g
- Excipient qsp 100 g- Excipient qs 100 g
L'invention comprend tous les moyens constituant des équivalents techniques des moyens décrits ainsi que leurs diverses combinaisons. En particulier, l'invention couvre toute caractéristique qui apparaît être nouvelle par rapport à un état de la technique quelconque, à partir de la description et des revendications prises dans leur ensemble. The invention includes all the means constituting technical equivalents of the means described as well as their various combinations. In particular, the invention covers any characteristic which appears to be new with respect to any state of the art, from the description and the claims taken as a whole.

Claims

REVENDICATIONS
1. Composition cosmétique, caractérisée en ce qu'elle comprend à titre d'ingrédient actif, un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens.1. Cosmetic composition, characterized in that it comprises, as active ingredient, an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
2. Composition pharmaceutique, notamment dermatologique, à usage topique, caractérisée en ce qu'elle comprend à titre d'ingrédient actif, un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens.2. Pharmaceutical composition, in particular dermatological, for topical use, characterized in that it comprises, as active ingredient, an extract of plants of the genus Filicium, in particular of the species Filicium decipiens.
3. Composition selon l'une des revendications 1 ou 2, caractérisée parce qu'elle comprend de 0,0001 % à 3 % en poids, et en particulier de 0,001 % à3. Composition according to one of claims 1 or 2, characterized because it comprises from 0.0001% to 3% by weight, and in particular from 0.001% to
1 % en poids, de l'extrait de Filicium précité par rapport au poids total de la composition finale.1% by weight of the above-mentioned Filicium extract relative to the total weight of the final composition.
4. Composition selon l'une des revendications 1 à 3, caractérisée en ce que ladite composition est formulée pour une application topique, en particulier une application topique cutanée incluant la peau et les muqueuses.4. Composition according to one of claims 1 to 3, characterized in that said composition is formulated for topical application, in particular topical skin application including the skin and mucous membranes.
5. Composition selon une des revendications précédentes, caractérisée en ce qu'elle comprend, en outre, au moins un autre principe actif en particulier choisi parmi le groupe consistant des rétinoïdes, des agents humectants ou hydratants, des vitamines, des céramides, des substances favorisant la synthèse de collagène et des acides aminés.5. Composition according to one of the preceding claims, characterized in that it further comprises at least one other active principle in particular chosen from the group consisting of retinoids, humectants or moisturizers, vitamins, ceramides, substances promoting the synthesis of collagen and amino acids.
6. Composition selon la revendication 5, caractérisée en ce que le rétinoïde précité est choisi parmi l'acide rétinoïque et ses sels et esters, le rétinaldéhyde, et le rétinol et ses esters, tels que propionate, palmitate, acétate ; l'agent humectant ou hydratant précité est choisi parmi le glycérol, le polyéthylèneglycol et l'acide hyaluronique ; la vitamine précitée est choisie parmi la vitamine A, la vitamine C et ses dérivés, en particulier ses sels sodiques ou de magnésium, la vitamine E, la vitamine PP et les vitamines du groupe B en particulier B6 et B12 ; la substance favorisant la synthèse du collagène est choisie parmi un extrait de centella asiatica, le madécassoside, l'acide madécassique, l'acide asiatique et l'asiaticoside, et l'acide aminé est choisi parmi la serine, la thréonine, la leucine, la proline et l'hydroxyproline.6. Composition according to claim 5, characterized in that the aforementioned retinoid is chosen from retinoic acid and its salts and esters, retinaldehyde, and retinol and its esters, such as propionate, palmitate, acetate; the above-mentioned humectant or moisturizing agent is chosen from glycerol, polyethylene glycol and hyaluronic acid; the aforementioned vitamin is chosen from vitamin A, vitamin C and its derivatives, in particular its sodium or magnesium salts, vitamin E, vitamin PP and vitamins of group B in particular B6 and B12; the substance promoting the synthesis of collagen is chosen from an extract of centella asiatica, madecassoside, madecassic acid, asian acid and asiaticoside, and the amino acid is chosen from serine, threonine, leucine, proline and hydroxyproline.
7. Composition selon l'une des revendications 1 à 6, notamment destinée au soin ou au traitement des cheveux, caractérisée en ce qu'elle contient en outre au moins une autre substance active, en une concentration efficace, choisie parmi la quinine ou ses dérivés ; un rubéfiant tel que le nicotinate de méthyle ; un surnageant de culture de fibroblastes de papilles ; un hydrolysat de kératine ; un oligo-élément tel que zinc, sélénium, cuivre ; un alcaloïde bisbenzylisoquinoléique tel que l'oxyacanthine ou la cépharanthine ; un inhibiteur de 5-α-réductase tel que la progestérone ; l'acétate de cyprotérone, le minoxidil, l'acide azelaïque et ses dérivés ; un 4-méthyl-4-azastéroïde, en particulier la 17— β -N,N-diéthylcarbamoyl-4-méthyl-4-aza-5-α-androstan-3-one ; ou encore un extrait de Serenoa repens.7. Composition according to one of claims 1 to 6, in particular intended for the care or treatment of the hair, characterized in that it additionally contains at least one other active substance, in an effective concentration, chosen from quinine or its derivatives; a rubefiant such as methyl nicotinate; a culture supernatant of papilla fibroblasts; a keratin hydrolyzate; a trace element such as zinc, selenium, copper; a bisbenzylisoquinoleic alkaloid such as oxyacanthine or cepharanthin; a 5-α-reductase inhibitor such as progesterone; cyproterone acetate, minoxidil, azelaic acid and its derivatives; a 4-methyl-4-azasteroid, in particular 17-β -N, N-diethylcarbamoyl-4-methyl-4-aza-5-α-androstan-3-one; or an extract from Serenoa repens.
8. Composition selon l'une des revendications précédentes, caractérisée en ce que l'extrait précité de Filicium, en particulier de Filicium decipiens, est un extrait d'écorce de racines, de tronc ou de tige.8. Composition according to one of the preceding claims, characterized in that the aforementioned extract of Filicium, in particular of Filicium decipiens, is an extract of bark from roots, trunk or stem.
9. Composition selon l'une des revendications précédentes, caractérisée en ce que l'extrait précité de Filicium est un extrait obtenu par extraction avec un solvant polaire, de préférence un alcool tel que le méthanol, l'éthanol, le propanol, l'isopropanol, le propylèneglycol ou le butylèneglycol ou un mélange de ces alcools ou encore un mélange hydro-alcoolique.9. Composition according to one of the preceding claims, characterized in that the above-mentioned extract of Filicium is an extract obtained by extraction with a polar solvent, preferably an alcohol such as methanol, ethanol, propanol, isopropanol, propylene glycol or butylene glycol or a mixture of these alcohols or a hydro-alcoholic mixture.
10. Composition selon l'une des revendications 1 à 9, caractérisée en ce que l'extrait précité de Filicium est un extrait enrichi en saponines.10. Composition according to one of claims 1 to 9, characterized in that the aforementioned extract of Filicium is an extract enriched in saponins.
11. Composition selon l'une des revendications 1 à 10, caractérisée en ce que ledit extrait contient au moins une des quatre saponines répondant aux formules développées (I, II, III, IV) ci-dessous :11. Composition according to one of claims 1 to 10, characterized in that said extract contains at least one of the four saponins corresponding to the formulas developed (I, II, III, IV) below:
(I) : acide 3-O-{β-D-glucopyranosyl(l→2)-β-D-glucopyranosyl}28-O-{[α- L-arabinopyranosyl(l→2)-β-D-xylopyranosyl(l-*6)][(4-O-angeloyl)-α-L- arabinopyranosyl(l-*2)-α-L-rhamnopyranosyl(l-*2)]}-β-D-glucopyranosyl gypsogénique,(I): 3-O- {β-D-glucopyranosyl acid (l → 2) -β-D-glucopyranosyl} 28-O - {[α- L-arabinopyranosyl (l → 2) -β-D-xylopyranosyl ( l- * 6)] [(4-O-angeloyl) -α-L- arabinopyranosyl (l- * 2) -α-L-rhamnopyranosyl (l- * 2)]} - β-D-glucopyranosyl gypsogenic,
(II) : acide 3-O-{β-D-glucoρyranosyl(l→2)-β-D-glucopyranosyl}28-0-{[β- D-xyiopyranosyl(l→4)(α-L-arabinopyranosyl(l-*2))-α-L-rhamnopyranosyl- (l→2)][4-O-bis(3'-hydroxy-2'-méthyl-butyroyl)]}-β-D-fucopyranosyl médicagénique, (III) : acide 3-O-{β-D-glucopyranosyl(l→2)-β-D-glucopyranosyl}28-0-{[α- L-arabinopyranosyl(l-»2)-β-D-xylopyranosyl(l→6)][(4-0-angeloyl)-α-L- arabinopyranosyl(l→2)-α-L-rhamnopyranosyl(l→2)]}-β-D-glucopyranosyl médicagénique, (IV) : acide 3-O-β-D-glucoρyranosyl 28-O-{[β-D-xylopyranosyl(l-+4)(α-L- arabinopyranosyl(l→2))-α-L-rhamnopyranosyl(l-*2)][(4-O-bis(3'-hydroxy-(II): 3-O- {β-D-glucoρyranosyl (l → 2) -β-D-glucopyranosyl} 28-0 - {[β- D-xyiopyranosyl (l → 4) (α-L-arabinopyranosyl ( l- * 2)) - α-L-rhamnopyranosyl- (l → 2)] [4-O-bis (3'-hydroxy-2'-methyl-butyroyl)]} - β-D-fucopyranosyl medicagenic, (III ): 3-O- {β-D-glucopyranosyl acid (l → 2) -β-D-glucopyranosyl} 28-0 - {[α- L-arabinopyranosyl (l- » 2) -β-D-xylopyranosyl (l → 6)] [(4-0-angeloyl) -α-L- arabinopyranosyl (l → 2) -α-L-rhamnopyranosyl (l → 2)]} - β-D-glucopyranosyl medicagenic, (IV): 3-O-β-D-glucoρyranosyl 28-O - {[β-D-xylopyranosyl (l- + 4) (α-L- arabinopyranosyl (l → 2)) - α-L-rhamnopyranosyl ( l- * 2)] [(4-O-bis (3'-hydroxy-
2'-méthyl-butyroyl)]}-β-D-fucopyranosyl zanhique.2'-methyl-butyroyl)]} - β-D-fucopyranosyl zanhique.
12. Utilisation d'un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens, ledit extrait étant, de préférence, incorporé dans un excipient pharmaceutiquement ou dermatologiquement acceptable, pour la préparation d'une composition pharmaceutique ou dermatologique à usage topique ayant une activité de stimulation de la production de glycosaminoglycanes dans la peau et les muqueuses, en particulier dans le derme et dans l'epiderme. 12. Use of an extract of plants of the genus Filicium, in particular of the species Filicium decipiens, said extract being preferably incorporated in a pharmaceutically or dermatologically acceptable excipient, for the preparation of a pharmaceutical or dermatological composition for use topical having an activity of stimulating the production of glycosaminoglycans in the skin and the mucous membranes, in particular in the dermis and in the epidermis.
13. Utilisation selon la revendication 12, caractérisée en ce que ladite composition est destinée à la prévention ou au traitement des peaux sèches ou déshydratées et/ou à la prévention et à la lutte contre l'apparition des vergetures et/ou à la prévention et au traitement des désordres de la croissance des cheveux.13. Use according to claim 12, characterized in that said composition is intended for the prevention or treatment of dry or dehydrated skin and / or the prevention and the fight against the appearance of stretch marks and / or the prevention and to the treatment of hair growth disorders.
14. Utilisation d'un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens comme agent cosmétique, ledit agent étant incorporé dans une composition cosmétique.14. Use of an extract of plants of the genus Filicium, in particular of the species Filicium decipiens as cosmetic agent, said agent being incorporated in a cosmetic composition.
15. Utilisation selon la revendication 14, caractérisée en ce que ladite composition favorise la rétention d'eau dans la peau et/ou présente une activité hydratante et/ou un effet tenseur atténuant le relief cutané et les ridules superficielles, contribuant à renforcer la fonction de barrière de la peau et/ou traite les effets du vieillissement cutané et/ou améliore l'aspect de la peau et/ou de la chevelure et/ou favorise la croissance des cheveux.15. Use according to claim 14, characterized in that said composition promotes water retention in the skin and / or has a hydrating activity and / or a tightening effect attenuating the skin relief and surface fine lines, helping to strengthen the function skin barrier and / or treats the effects of skin aging and / or improves the appearance of the skin and / or the hair and / or promotes hair growth.
16. Utilisation selon la revendication 14, caractérisée en ce que ladite composition est destinée à la prévention ou au traitement des peaux sèches ou déshydratées et/ou à la prévention et à la lutte contre l'apparition des vergetures.16. Use according to claim 14, characterized in that said composition is intended for the prevention or treatment of dry or dehydrated skin and / or the prevention and the fight against the appearance of stretch marks.
17. Utilisation selon l'une des revendications 12 à 16, caractérisée en ce que la composition est telle que définie dans l'une des revendications 1 à 11.17. Use according to one of claims 12 to 16, characterized in that the composition is as defined in one of claims 1 to 11.
18. Procédé de traitement cosmétique de la peau, des muqueuses, telles que les lèvres, ou des phanères, en particulier des cheveux, caractérisé en ce qu'il comprend l'application topique sur les zones de la peau, des muqueuses ou du scalp à traiter, d'une composition contenant un extrait de plantes du genre Filicium, en particulier de l'espèce Filicium decipiens, présent dans ladite composition à une concentration cosmetiquement efficace. 18. Method of cosmetic treatment of the skin, mucous membranes, such as the lips, or integuments, in particular the hair, characterized in that it comprises topical application to the areas of the skin, mucous membranes or scalp to be treated, a composition containing an extract of plants of the genus Filicium, in particular of the species Filicium decipiens, present in said composition at a cosmetically effective concentration.
19. Procédé selon la revendication 18, caractérisée en ce que la concentration de l'extrait de plante du genre Filicium dans la composition précitée est comprise entre 0,0001 % et 3 % en poids par rapport au poids total de ladite composition, de préférence entre de 0,001 % à 1 %, ledit extrait étant de préférence incorporé dans un excipient cosmetiquement acceptable.19. The method of claim 18, characterized in that the concentration of the plant extract of the genus Filicium in the above composition is between 0.0001% and 3% by weight relative to the total weight of said composition, preferably between 0.001% to 1%, said extract preferably being incorporated in a cosmetically acceptable excipient.
20. Procédé de traitement de cellules, en particulier de fibroblastes ou de kératinocytes, en culture, pour obtenir une stimulation de la synthèse des glycosaminoglycanes, caractérisé en ce qu'il consiste à introduire dans le milieu de culture une concentration efficace d'un extrait de plantes du genre Filicium, en particulier un extrait de plantes de l'espèce de Filicium decipiens, pour obtenir la stimulation de ladite synthèse.20. A method of treating cells, in particular fibroblasts or keratinocytes, in culture, to obtain stimulation of the synthesis of glycosaminoglycans, characterized in that it consists in introducing into the culture medium an effective concentration of an extract of plants of the genus Filicium, in particular an extract of plants of the species of Filicium decipiens, to obtain the stimulation of said synthesis.
21. Procédé selon la revendication 20, caractérisé en ce que lesdites cellules sont traitées par un extrait de plantes du genre Filicium, en particulier un extrait de plantes de l'espèce Filicium decipiens, à une concentration comprise entre 0,3 μg/ml et 30 μg/ml de milieu de culture.21. The method of claim 20, characterized in that said cells are treated with an extract of plants of the genus Filicium, in particular an extract of plants of the species Filicium decipiens, at a concentration of between 0.3 μg / ml and 30 μg / ml of culture medium.
22 . Procédé selon la revendication 20 ou 21, caractérisé en ce qu'on ajoute au milieu de culture au moins une substance choisie dans le groupe constitué de la glucosamine, de la galactosamine, de la L-proline et de la 4- hydroxy-L-proline à une concentration comprise entre 2 et 10 mM ainsi que de l'acide ascorbique ou de ses dérivés à une concentration non-cytotoxique, en particulier à une concentration comprise entre 0,001 mM et 0,5 mM.22. Method according to claim 20 or 21, characterized in that at least one substance chosen from the group consisting of glucosamine, galactosamine, L-proline and 4-hydroxy-L- is added to the culture medium. proline at a concentration between 2 and 10 mM as well as ascorbic acid or its derivatives at a non-cytotoxic concentration, in particular at a concentration between 0.001 mM and 0.5 mM.
23. Utilisation du procédé selon l'une des revendications 20 à 22 pour la préparation d'une peau ou d'un derme artificiel.23. Use of the method according to one of claims 20 to 22 for the preparation of an artificial skin or dermis.
24. Saponines répondant à l'une des formules suivantes : (I) : acide 3-O-{β-D-glucopyranosyl(l→2)-β-D-glucopyranosyl}28-O-{[α- L-arabinopyranosyl(l-*2)-β-D-xylopyranosyl(l-*6)][(4-O-angeloyι)-α-L- arabinopyranosyl(l→2)-α-L-rhamnopyranosyl(l→2)]}— β-D-glucopyranosyl gypsogénique,24. Saponins corresponding to one of the following formulas: (I): 3-O- {β-D-glucopyranosyl acid (l → 2) -β-D-glucopyranosyl} 28-O - {[α- L-arabinopyranosyl (l- * 2) -β-D-xylopyranosyl (l- * 6)] [(4-O-angeloyι) -α-L- arabinopyranosyl (l → 2) -α-L-rhamnopyranosyl (l → 2)] } - gypsogenic β-D-glucopyranosyl,
(II) : acide 3-O-{β-D-glucopyranosyl(l→2)-β-D-glucopyranosyl}28-O-{[β- D-xylopyranosyl(l→4)(α-L-arabinopyranosyl(l→2))-α-L-rhamnopyranosyl-(II): 3-O- {β-D-glucopyranosyl acid (l → 2) -β-D-glucopyranosyl} 28-O - {[β- D-xylopyranosyl (l → 4) (α-L-arabinopyranosyl ( l → 2)) - α-L-rhamnopyranosyl-
(l→2)][4-O-bis(3'-hydroxy-2'-méthyl-butyroyl)]}-β-D-fucopyranosyl médicagénique,(l → 2)] [4-O-bis (3'-hydroxy-2'-methyl-butyroyl)]} - β-D-fucopyranosyl medicagenic,
(III) : acide 3-O-{β-D-glucopyranosyl(l-*2)-β-D-glucopyranosyI}28-0-{[α- L-arabinopyranosyl(l→2)-β-D-xylopyranosyl(l→6)][(4-O-angeloyl)-α-L- arabinopyranosyl(l->2)-α-L-rhamnopyranosyl(l→2)]}-β-D-glucopyranosyl médicagénique,(III): 3-O- {β-D-glucopyranosyl (l- * 2) -β-D-glucopyranosyI} 28-0 - {[α- L-arabinopyranosyl (l → 2) -β-D-xylopyranosyl (l → 6)] [(4-O-angeloyl) -α-L- arabinopyranosyl (l- > 2) -α-L-rhamnopyranosyl (l → 2)]} - medicinal beta-D-glucopyranosyl,
(IV) : acide 3-O-β-D-glucopyranosyl 28-O-{[β-D-xylopyranosyl(l→4)(α-L- arabinopyranosyl(l→2))-α-L-rhamnopyranosyl(l-*2)][(4-O-bis(3'-hydroxy-(IV): 3-O-β-D-glucopyranosyl 28-O - {[β-D-xylopyranosyl (l → 4) (α-L- arabinopyranosyl (l → 2)) - α-L-rhamnopyranosyl (l - * 2)] [(4-O-bis (3'-hydroxy-
2'-méthyl-butyroyl)]}-β-D-fucopyranosyl zanhique. 2'-methyl-butyroyl)]} - β-D-fucopyranosyl zanhique.
PCT/FR1996/000998 1995-06-27 1996-06-27 Cosmetic or pharmaceutical composition containing an extract of plants of genus filicium, and use of said extract for stimulating glycosaminoglycan synthesis WO1997001346A1 (en)

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US6183761B1 (en) 1998-03-16 2001-02-06 The Procter & Gamble Company Compositions for regulating skin appearance
US6124362A (en) * 1998-07-17 2000-09-26 The Procter & Gamble Company Method for regulating hair growth
US6451777B1 (en) 1998-07-17 2002-09-17 The University Of Texas Southwestern Medical Center Method for regulating hair growth
US6482857B1 (en) 1998-07-17 2002-11-19 The University Of Texas Southwestern Medical Center Compositions which contain triterpenes for regulating hair growth
US6224888B1 (en) 1999-02-12 2001-05-01 The Procter & Gamble Company Cosmetic compositions
US6309657B2 (en) 1999-02-12 2001-10-30 The Procter & Gamble Company Cosmetic compositions
US6455055B1 (en) 1999-02-12 2002-09-24 The Procter & Gamble Company Cosmetic compositions
US6528071B2 (en) 1999-02-12 2003-03-04 The Procter & Gamble Company Cosmetic compositions
WO2014163960A1 (en) * 2013-03-11 2014-10-09 Avon Products, Inc Plumeria acuminata extracts and methods of use

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EP0835121A1 (en) 1998-04-15
FR2735982B1 (en) 1997-09-19
FR2735982A1 (en) 1997-01-03

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