WO1994004132A2 - Utilisation d'un ecdysteroid en cosmetique ou dermatologie - Google Patents
Utilisation d'un ecdysteroid en cosmetique ou dermatologie Download PDFInfo
- Publication number
- WO1994004132A2 WO1994004132A2 PCT/FR1993/000819 FR9300819W WO9404132A2 WO 1994004132 A2 WO1994004132 A2 WO 1994004132A2 FR 9300819 W FR9300819 W FR 9300819W WO 9404132 A2 WO9404132 A2 WO 9404132A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- ecdysteroid
- skin
- derivative
- plant
- use according
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/14—Liposomes; Vesicles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/575—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of three or more carbon atoms, e.g. cholane, cholestane, ergosterol, sitosterol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/63—Steroids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics 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
- A61K8/9741—Pteridophyta [ferns]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics 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
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics 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
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9794—Liliopsida [monocotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/007—Preparations for dry skin
Definitions
- the present invention essentially relates to the use of an ecdysteroid for the preparation of cosmetic or dermatological compositions intended in particular for strengthening the water barrier function of the skin, or for the preparation of a culture medium for skin cells as well than the compositions thus obtained.
- Ecdysteroids are a group of 2,3,14-trihydroxy- ⁇ -7-6-ketosteroids. Mention may be made of ot-ecdysone or (2 ⁇ , 3 ⁇ , 14 ⁇ -22CR3, 25-pentahydroxy-7-cholestene-6-one ) ; 2-deoxyecdysone or (3 ⁇ , 14 ⁇ , 22CR], 25-tetrahydroxy-5 ⁇ -7-cholestene-6-one), ecdysterone or ⁇ -ecdysone or 2 ⁇ , 3 ⁇ , 14oc, 20 ⁇ , 22.25-hexahydroxy- 7-cholestene-6- one; ⁇ -ecdysone-22-acetate or 20-hydroxyecdysone-22-acetate or 7-cholestene — 2 ⁇ , 3 ⁇ , 14,20,22CR], 25-hexol-6-one-22-acetate; 5-hydroxyecdysterone or 5 ⁇ , 7-cholestene — 2 ⁇ , 3 ⁇ , 5oc, 14,
- Ecdysteroids and in particular ecdysterone (in some cases called ⁇ -ecdysone or crustecdysone), are well known in the literature and cited in the Merck Index, 10th edition, 1983, page 505, no 3,470.
- Ecdysteroids, and in particular ecdesterone play an important role both in the animal kingdom in insects and in the plant kingdom. In insects, these hormones play a key role in growth and reproduction.
- Ecdysterone is involved in particular in the various metamorphoses until the formation of the adult insect (see publication by the CNRS: Biology 1990, "E Corporation et Proschmatiques" by A. Berkaloff et al. )
- This differentiation is expressed in particular, at the level of the epidermis, by a greater cellular cohesion, by a regulation of the transformation of keratinocytes - into corneocytes by loss of the nucleus and increase in cellular corneification, by an increase in the number of layers.
- corneocytes forming the stratum corneum all of these phenomena contribute to give the skin a smoother and softer appearance, to strengthen the protective function of the skin vis-à-vis the external environment and to strengthen the water barrier preventing Excessive loss of water from the epidermis; and, at the level of the hair follicles, to regulate, or even to increase, the synthesis by keratinocytes of keratin, the main constituent of the hair rod.
- the main object of the present invention is to solve the technical problem consisting in providing a solution making it possible to regulate or promote the differentiation of keratinocytes and, therefore, intended in particular to treat skin disorders accompanied by dysregulation.
- keratinocytes such as psosiasis
- keratinocytes to restore, preserve and / or strengthen the protective function of the epidermis, in particular by improving or strengthening the stratum corneum and the water barrier function, thus leading to a moisturizing effect, in particular by preventing excessive loss of water from the epidermis, an advantageous application of which is the treatment of ichthyotic skin as well as the treatment of psoriatic skin, and improving the quality of the hair, thereby enhancing the appearance of the hair.
- the main object of the present invention is also to solve the technical problem consisting in providing a solution making it possible to promote, accelerate and improve "- The dif erentiation of skin cells, in particular of keratinocytes, during their culture in a culture medium.
- the present invention solves these technical problems for the first time in a satisfactory manner and usable on an industrial scale for the preparation of cosmetic or dermatological compositions, or for the preparation of culture media, in particular in bulk of skin cells, as well as for this purpose. culture.
- the present invention relates to the use of at least one ecdysteroid or at least one derivative of ecdysteroid or at least one plant or animal extract containing said ecdysteroid or said derivative of ecdysteroid, for the preparation of a cosmetic or dermatological composition intended to treat skin disorders accompanied by dysregulations of the differentiation of keratinocytes, such as psoriasis, to restore, preserve and / or strengthen the protective function of the skin, in particular by improvement or strengthening of the stratum corneum and the water barrier function, as well as the cohesion of the cells of the epidermis, or even improve the constitutive quality of the hair; or for the preparation of a cell or tissue culture medium, in particular for the mass culture of skin cells, in particular of keratinocytes.
- a cosmetic or dermatological composition intended to treat skin disorders accompanied by dysregulations of the differentiation of keratinocytes, such as psoriasis, to restore, preserve and / or strengthen the protective function
- a combination of several ecdysteroids or derivatives of ecdysteroids is used, or else a combination of at least one ecdysteroids and a plant or animal extract containing it.
- the abovementioned ecdysteroid is ecdysterone, or an ecdysterone derivative, in particular an acylated, hydroxylated or deoxylated derivative thereof.
- the abovementioned acylated derivative is a mono- or a multi-acetate of ecdysterone.
- the ecdysterone derivative is chosen from the group consisting of beta-ecdysone-2-acetate, beta-ecdysone-3-acetate. Beta-ecdysone-2,3-diacetate, Beta-ecdysone-2,3,22-triacetate. The beta-ecdysone-2,3,22,25-tetraacetate; 5-hydroxyecdysterone and 2-deoxyecdysterone.
- the above-mentioned plant or animal extract containing the ecdysteroid is an extract of Achyranthes bidentata, Paris axialis, Paris fargesii, Paris dunniana, Paris vietnamensis, Paris polyphylla, Polypodium vulgare, Cyanotis arachnoidea, Ajuga decu bens, Pfaffia paniculata, Pfaffia iresinoides, Vitex glabrata, Achyrantes aspera, Sesuvium portulacastru, Serratula sogdiana, Rhaprifium , Rhaponticum (or Leuzea) carthamoides, Silene tatarica, Silene otitis, Silene scabrifolia, Silene nutans, Silene brahuica, Silene traemixta, Silene dioca, Lychnis flos-cuculi, Ajuga
- the preferred plant extracts are the extracts of Polypodium vulgare, Ajuga decumbens, Cyanotis arachnoidea, Achyrantes bidentata and Rhaponticum (or Leuzea) carthamoides.
- use is made of a combination consisting of ecdysterone, and at least one of its mono- or multiacetates, in particular 2- or 3- acetate, or a plant extract containing a such combination. It has in fact been observed that the acetate derivatives of ecdysteroid in combination with ecdysterone reinforce the abovementioned activities of the invention. This activity is further reinforced with the complementary combination with Ajugasterone C, optionally in its 2- or 3-monoacetate form.
- the ecdysteroid or its derivative, or the plant or animal extract containing it can be incorporated at least in part into liposomes.
- liposomes By the expression "incorporated at least in part into liposomes", it is meant that the ecdysteroid or its derivative, or the plant or animal extract containing it, is combined with liposomes whatever the form. of this combination.
- the ecdysteroid or its derivatives or the plant or animal extract containing it may be completely encapsulated, partially encapsulated, or be outside simply in the presence of the liposomes.
- the preparation of liposomes containing at least in part at least one ecdysteroid according to the invention can be carried out according to one of the known methods for incorporating active substances, in particular steroids, into liposomes.
- a process is used for atomizing the constituents of the lipid phase, making it possible to obtain a lipid powder easily dispersible in an aqueous solution to form lipo ⁇ somes, for example according to the process described in document US-A-4 508 703.
- the suspension of liposomes thus obtained can be homogenized by means of ultrasound, or in the case of mass production, by means of homogenization under pressure, conformed ⁇ ment to the process described in US-A-4,621,023.
- the ecdysteroid or its derivative or a plant or animal extract containing it is incorporated in the lipid phase of the liposomes.
- the ecdysteroid or its derivative, or an extract containing it is thus dissolved with the constituents of the lipid phase, before atomization, in an organic solution containing at least one amphiphilic lipid, such as soy lecithin, and optionally a hydrophobic compound.
- lipophilic such as cholesterol or ⁇ -sitosterol.
- the solvent is chosen from dichloromethane, chloroform or methanoL, or one of their mixtures.
- the organic solution can advantageously contain an antioxidant such as ot-tocopherol.
- the lipid powder obtained is dispersed in a suitable aqueous medium, for example a PBS buffer solution, a glucose solution or a sodium chloride solution.
- a suitable aqueous medium for example a PBS buffer solution, a glucose solution or a sodium chloride solution.
- a suspension of liposomes is thus obtained.
- the Liposome compositions are gelled by mixing with a gel, such as a vinyl polymer gel, in particular sold under the trade name Carbopol ⁇ 940. This gelation procedure is also described in US-A-4,508,703, in particular in the examples.
- the concentration of the ecdysteroid is between 0.001 and 30% by weight, and preferably between 0.01 and 10% by weight, of the lipid phase of said liposomes.
- the ecdysteroid or its derivative or a plant or animal extract containing it is at least partially included in cyclodextrin.
- cyclodextrin we can proceed in a manner well known to those skilled in the art.
- the cyclodex ⁇ trine is dissolved in an aqueous buffer, for example of the PBS type.
- An ecdysteroid or its derivative or a plant or animal extract containing it is then added, with stirring at room temperature, in equimolecular quantity. Stirring is continued until a clear solution is obtained.
- This solution is then used for the preparation of a cosmetic or dermatological composition according to the invention. The same is done in the case of a combination as previously described.
- cyclodextrin the activity of the ecdysteroid or its derivative, or of a plant or animal extract containing it, is unexpectedly considerably improved.
- the proportion of cyclodextrin and of ecdysteroid or its derivative or a plant or animal extract containing it, in the solution of solubi Li cation can vary within wide limits.
- this concentration will be, for cycLodextrin between 0.1% and 5% by weight, and for the ecdysteroid between 0.01% and 2% by weight.
- Ecdysteroids or their derivatives are obtained in isolated form, or in the form of an extract from all available natural sources, or by a chemical synthesis process.
- the main natural sources of ecdysteroids are Insects and especially a large number of plants, such as the aforementioned plants. Also, a number of synthetic methods have been developed.
- ecdysteroids in particular ⁇ or ⁇ -ecdy ⁇ sone
- the quantity of ecdysteroids, in particular ⁇ or ⁇ -ecdy ⁇ sone, present in insects is extremely small. In the Bombyx mori butterfly, it is for example 5.10% by weight of insect (see A. Butenandt et al-, Z. Naturforsch. B-, 9, 389, (1954)).
- the concentration of ecdysteroids, in particular ecdysterones, varies from one variety to another.
- the ecdysterone concentration is 0.025% in the seeds of Achyranthes aspera and 0.35% in the plant Sesuvium portula-castrum. The percentages are percentages by weight of dry matter.
- Certain extracts may contain, in addition to ecdysterone, also acetylated derivatives (C.A. 89-176352).
- the ecdysteroids according to the invention can also be obtained by chemical synthesis (see for example US-A-3 354 152, US-3 354 154, US-3 378 549, US-3 455 905, FR-1 494 371 US- 3440 241; FR-1 524 924; US-3 378 549 and FR-A-1 498237).
- An example of a general process for extracting ecdyste ⁇ ro ⁇ de, preferably ecdysterone, from plants is described in Chem. Parm. BuLL. (1969) J_7 (2) 340-2 by S. Imai et al.
- the fresh plant is macerated in 5 times its weight of methanol, homogenized and filtered. This operation is repeated a second time.
- the extracts are concentrated, water is added until a 30% methanol-water solution is formed.
- the ecdysteroid is brought into contact with a 1: 5 mixture by weight of acetic acid and pyridine, at ambient temperature. It is generally left to react for a period of 30 min to 1 h. The reaction is then stopped by adding methanol. A mixture of different monoacetates of the ecdysteroid is thus obtained, which can then be separated in a conventional manner by chromatography. By this method, it is for example possible to prepare monoacetates of ecdysterone, respectively in position 2, 3, 22 and 25. Furthermore, a certain number of ecdysteroids are commercially available.
- ecdysterone, 5-hydroxyecdysterone, 2-deoxyecdysterone, ecdysterone 22-acetate, ⁇ -ecdysone and 2-deoxy- ⁇ -ecdysone are available from SIGMA under the references SIGMA H 5142, SIGMA P 9531, SIGMA D 7775, SIGMA H 5267, SIGMA E 9004, SIGMA D 7900.
- compositions according to the invention described above, containing an ecdysteroid, preferably ecdysterone, or its derivatives, optionally in form at least partially incorporated in hydrated lipid lamellar phases or in liposomes can be presented in different forms usable in cosmetics or in dermatology.
- these compositions can be gels, creams, milks or lotions.
- compositions applied to the areas to be treated of the skin, have the effect of regulating the differentiation of keratinocytes, thereby promoting the formation or restoration of a good quality epidermis, in particular at the level of the stratum corneum, in particular in which concerns its composition and its structural organization.
- This allows the epidermis, on the one hand, in particular by enhanced cellular cohesion, to have optimal protective properties with respect to the surrounding environments, and on the other hand to treat disorders of the epidermis. accompanying a dysregulation of the differentiation of keratinocytes.
- compositions according to the invention make it possible in particular to restore, preserve and reinforce the function of protective skin barrier of the epidermis, in particular of water barrier, and thus obtain in particular a hydrating effect by preventing excessive loss of water by the epidermis.
- the compositions according to the invention can therefore advantageously be used for the treatment of dry skin, whatever the degree of dryness, including ichthyotic skin, and the treatment of psoriatic skin.
- the invention also relates to a cosmetic or dermatological composition intended for treating skin disorders accompanied by dysregulations of the differentiation of keratinocytes, such as psoriasis, to restore, preserve and / or strengthen the protective function.
- a cosmetic or dermatological composition intended for treating skin disorders accompanied by dysregulations of the differentiation of keratinocytes, such as psoriasis, to restore, preserve and / or strengthen the protective function. of the skin, in particular the strengthening or improvement of the stratum corneum and the water barrier function, as well as the cohesion of the cells of the epidermis, or else to improve the constitutive quality of the hair, characterized in that it contains, as active agent, an ecdysteroid or an ecdysteroid derivative, or a plant or animal extract containing said ecdysteroid or said ecdysteroid derivative, as defined above.
- the cosmetic or dermatological composition according to the invention has a hydrating power, in particular by preventing excessive loss of water by the epidermis, and can be intended for the treatment of dry skin, in particular ichthyotic skin. .
- the cosmetic or dermatological composition according to the invention makes it possible to restore the normal differentiation of keratinocytes, and can be intended for the treatment of psoriatic skin.
- the ecdysteroid or the ecdysteroid derivative is incorporated in a cosmetically or dermatologically acceptable excipient.
- the above-mentioned ecdysteroid or ecdysteroid derivative, or a plant extract containing it can be incorporated into hydrated lipid lamellar phases or liposomes, as described for the first preceding aspect.
- the invention also relates to a culture medium for cells or tissues, in particular for the mass culture of skin cells, characterized in that it comprises an amount which is effective in promoting, accelerating or improving The differentiation of skin cells, in particular keratinocytes, of at least one ecdysteroid or at least one derivative ecdysteroids or at least one plant or animal extract containing them.
- the invention also relates to a method for promoting, accelerating or improving the differentiation of skin cells, in particular keratinocytes, in particular within the framework of a mass culture of skin cells, for the production of skin. artificial or for the preparation of reconstituted skin models, characterized in that a medium is used. culture as defined in the context of a previous use, or in the following description taken as a whole.
- the preparation of artificial skin with a view to performing skin grafts The method of the invention being particularly advantageous in the case of self-grafts of burn victims, thanks to the time saved it provides in The preparation of artificial skin.
- the acceleration and improvement of the differentiation of keratinocytes results in the faster formation of a good quality horny layer.
- this culture method will generally comprise the preparation of a culture medium for the growth of human keratinocytes comprising a DMEM nutritive base medium a factor of epidermal growth ("EGF"), 10% calf serum foetaL, isoproterenol and / or forskolin, as well as hydrocortisone.
- this medium also comprises an ecdysteroid or an ecdysteroid derivative or a plant or animal extract containing it as described in the preceding or following description, for example ⁇ -ecdysone, or one of its derivatives, in particular acetate, generally at a concentration of 0.01 to 0.5% by weight.
- a mass culture of skin cells is carried out by inoculating keratinocytes in order to immobilize them on supports such as hollow fibers, microbeads, or microporous matrices and this using the culture medium. -above.
- supports such as hollow fibers, microbeads, or microporous matrices and this using the culture medium. -above.
- the culture medium according to the invention can advantageously be used for the mass culture of skin cells, in particular keratinocytes, for the production of artificial skin or for the preparation of reconstituted skin models.
- a culture medium according to a particular variant embodiment, it is possible to use from 0.01 to 0.5% by weight of ecdysteroid, of ecdysteroid derivative or of plant extract in containing, relative to the total weight of the final culture medium.
- an additional active principle in particular an active principle with a hydrating effect such as hyaluronic acid.
- the present invention relates to a cosmetic treatment method for restoring, preserving and / or strengthening the protective function of the skin including the water barrier function, for restoring, preserving and / or strengthening the stratum corneum, and for improve The constitutive quality of the hair, characterized in that a cosmetically effective amount of one is applied to affected areas of the skin or scalp of a person concerned composition containing at least one ecdysteroid, or at least one ecdysteroid derivative, or at least one plant or animal extract containing it, in particular at a concentration of between 0.0001 and 5%, preferably between 0.01 and 1% , by weight relative to the total weight of the composition.
- the concentration by weight of ecdysteroid, of ecdysteroid derivatives or of a plant extract containing it in the final cosmetic or dermatological composition is between 0, 0001 and 5%, more preferably between 0.01 and 1% by weight relative to the total weight of the composition.
- a cut is made of each of the resin blocks thus obtained in the form of ultrafine cuts, for example using a device known under the name of microtome and which is observed with a transmission electron microscope.
- compositions of the invention can thus be advantageously used for moisturizing the skin, for the prevention and treatment of dry skin having different degrees of dryness, including ichthyotic skin, or for the treatment of skin psoriatic.
- the phenomenon of dry skin or psoriasis is accompanied by a differentiation disorder in keratinocytes.
- the psoriatic keratinocytes are poorly developed and immature, the number and size of the tonofilaments are altered, certain cells of the stratum corneum still contain organelles, even a nucleus, which shows that the differentiation has not been made. correctly. In the case of these conditions, there are also large intercellular spaces.
- the differentiation of keratinocytes is imperfect, accompanied by malformation of keratohyaline grains and desmosomes.
- the epidermis exhibits an abnormal keratinization, which causes a disturbance of the barrier properties, in particular of water barrier, and a loss of elasticity.
- the above components are mixed in a conventional manner to obtain a treating emulsion applied morning and evening by lightly massaging the areas to be treated.
- This emulsion is used as a day and / or night cream.
- Ecdysterone-2-acetate is introduced into the aqueous excipient to dissolve it, then the Carbopol gel is added so as to obtain a gelled composition which is applied locally to the lesions for 6 weeks.
- This composition allows in particular to strengthen the skin's water barrier function of the epidermis by improving epidermal intercellular cohesion. It thus allows the skin to maintain a satisfactory state of hydration.
- Liposomal cosmetic composition for rebalancing the desquamation of the horny layer of the epidermis, and restoring a smooth epidermis
- an aqueous suspension of liposomes is prepared which encapsulates ecdysterone in the lipid phase of said liposomes.
- 0.1 g of commercial ecdysterone, 2 g of soy lecithin and 0.2 g of ⁇ -sitosterol are dissolved in 50 ml of a 4: 1 mixture of dichloromethane and methanol. This solution is evaporated under reduced pressure (approximately 200 mm of mercury) in a rotary flask brought to 45 C.
- the lipid film obtained is taken up in 25 ml of an aqueous solution of monopotassium phosphate at 0.2 g / L and of phosphate disodium at 1.44 g / l, with stirring for 1 h.
- the cream can be applied daily to the face in case of rough or flaking skin.
- This composition strengthens the cohesion of the stratum corneum, regulates the detachment of dead cells, thus giving them the appearance of a smoother epidermis.
- This crude extract can be used in the preparation of cosmetic and / or pharmaceutical formulations as well as for the preparation of a culture medium.
- Dry roots of the Achyranthes bidentata plant are used.
- the product obtained is called "extract of the plant Achyranthes bidentata according to the invention", in the dry state.
- This crude extract can be used in the preparation of cosmetic and / or pharmaceutical formulations as well as for the preparation of culture media.
- the cream can be applied daily to the parts of the body that one wishes to treat.
- Cosmetic composition containing an Achyranthes bidentata plant extract, intended for the treatment of ichthyotic skin intended for the treatment of ichthyotic skin.
- the extract of Achyranthes bidentata as well as glycerol and hyaluronic acid is conventionally incorporated into the cream emulsion excipient to obtain the cream according to the invention.
- This cream is applied daily to the desired areas of the skin, until a much smoother skin is obtained thanks to an action on the corneocytes leading to a strengthening of their corneal envelope and to better cohesion between them.
- Cosmetic composition for rebalancing the condition of the skin containing a combination of ecdysterodide
- Ajugasterone C Ecdysterone is commercially available. Its 2- or 3-acetate derivatives can be prepared chemically, according to a conventional process of gentle acetylation, in the presence of an acetic acid-pyridine mixture, as described above.
- Ajugasterone C can be obtained by extraction from a plant, in particular from the Ajuga species, for example according to the method described in document JP 71-028038 from the plant Ajuga decumbens.
- this combination is introduced into a cream emulsion excipient of the oil-in-water type, cosmetically acceptable, for example in an amount sufficient to obtain a concentration of 0.05% in ecdysteroid, relative to the total weight of the cosmetic composition thus prepared.
- the ecdysteroids of the combination prepared in Example 10 are dispersed at a concentration of 1% in an aqueous solution containing 2.5% of cyclodextrin, with stirring until a clear solution is obtained. Ecdysteroids are thus included in cyclodextrin molecules.
- This cyclodextrin solution including the ecdysteroids is added to a cream emulsion excipient of the oil-in-water type in an amount sufficient to form an emulsion containing 0.1% by weight of ecdysteroid.
- This composition can be applied daily to the desired areas of the skin to reinforce its state of hydration and to obtain much smoother skin.
- an optimal culture medium is prepared for the growth of human keratinocytes comprising a nutritive base medium DMEM (Gibco), growth factor EGF, 10% fetal calf serum, isoproterenol and / or forskolin. , as well as hydrocortisone.
- This medium will advantageously comprise 20-hydroxyecdysone or one of its derivatives at a concentration of 0.001 to 0.1%.
- a mass culture of skin cells is carried out by inoculating keratinocytes in order to immobilize them on supports such as hollow fibers, microbeads, or microporous matrices, and this using the culture medium described above.
- a medium perfusion in an infusion system of the type described by Sylvie Guichard-Balestrini in the journal Biofutur, supplement No. 56, April 1987, pages 2 to 14, will be provided in order to have a sufficient contribution to growth and growth. differentiation even when Biomass is important.
- the substances secreted by the keratinocyte cells are recovered, containing mainly lipids, sources of raw materials for the formulation of cosmetic or pharmaceutical compositions for topical application to the epidermis or the scalp.
- the product of the invention it is possible to treat reconstituted skin cultures, in particular cultures of keratinocytes or epidermal cells cultivated on an appropriate support, such as a collagen support (containing or not containing fibroblasts), for example described in the document. Lalich, (1987), 185, p. 149-159 and in Br J DermatoL 1986, 114, 91-101, or a support constituted by excised dermis.
- an appropriate support such as a collagen support (containing or not containing fibroblasts), for example described in the document. La Diego, (1987), 185, p. 149-159 and in Br J DermatoL 1986, 114, 91-101, or a support constituted by excised dermis.
- composition according to the invention Thanks to the use of the composition according to the invention, a faster and more complete epidermization will be obtained. This will allow in a shorter time to provide a kind of biological dressing to the doctor for autografts, for example in the case of extensive burns.
- the invention will also make it possible to industrially and competitively produce reconstituted skins of good quality for carrying out penetration or tolerance tests.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Botany (AREA)
- Biotechnology (AREA)
- Dermatology (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cosmetics (AREA)
- Steroid Compounds (AREA)
Abstract
Description
Claims
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/393,009 US5609873A (en) | 1992-08-25 | 1993-08-20 | Use of an ecdysteroid for the preparation of cosmetic or dermatological compositions intended, in particular, for strengthening the water barrier function of the skin or for the preparation of a skin cell culture medium, as well as to the compositions |
RU95106600A RU2143884C1 (ru) | 1992-08-25 | 1993-08-20 | Агент регулирования дифференциации клеток кожи, культуральная среда для клеток или тканей и способ регулирования дифференциации клеток кожи |
AU49641/93A AU4964193A (en) | 1992-08-25 | 1993-08-20 | Use of an ecdysteroid in cosmetics or dermatology |
GB9503272A GB2286121B (en) | 1992-08-25 | 1993-08-20 | Use of an ecdysteroid in cosmetics or dermatology |
CH1289/94A CH685474A5 (fr) | 1992-08-25 | 1993-08-20 | Utilisation d'un ecdystéroïde pour la préparation de compositions cosmétiques ou dermatologiques. |
DE4393944T DE4393944T1 (de) | 1992-08-25 | 1993-08-20 | Verwendung von Ecdysteroiden in der Kosmetik und Dermatologie |
SK250-95A SK283079B6 (sk) | 1992-08-25 | 1993-08-20 | Použitie ekdysteroidov alebo ekdysteroidových derivátov na prípravu kozmetickej alebo dermatologickej kompozície |
DE4393944A DE4393944B4 (de) | 1992-08-25 | 1993-08-20 | Verwendung von Ecdysteroiden in der Dermatologie |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9210267A FR2695035A1 (fr) | 1992-08-25 | 1992-08-25 | Utilisation d'un ecdystéroïde pour la préparation de compositions cosmétiques ou dermatologiques destinées notamment à renforcer la fonction protectrice de la peau, et compositions ainsi obtenues. |
FR92/10267 | 1992-08-25 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1994004132A2 true WO1994004132A2 (fr) | 1994-03-03 |
WO1994004132A3 WO1994004132A3 (fr) | 1994-08-04 |
Family
ID=9433012
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR1993/000819 WO1994004132A2 (fr) | 1992-08-25 | 1993-08-20 | Utilisation d'un ecdysteroid en cosmetique ou dermatologie |
Country Status (16)
Country | Link |
---|---|
US (1) | US5609873A (fr) |
AU (1) | AU4964193A (fr) |
BE (1) | BE1007320A5 (fr) |
CA (1) | CA2143295A1 (fr) |
CH (1) | CH685474A5 (fr) |
DE (2) | DE4393944T1 (fr) |
ES (1) | ES2110347B1 (fr) |
FR (2) | FR2695035A1 (fr) |
GB (1) | GB2286121B (fr) |
HU (1) | HUT71057A (fr) |
IT (1) | IT1261243B (fr) |
MC (1) | MC2339A1 (fr) |
MX (1) | MX9305118A (fr) |
RU (1) | RU2143884C1 (fr) |
SK (1) | SK283079B6 (fr) |
WO (1) | WO1994004132A2 (fr) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995019160A1 (fr) * | 1994-01-12 | 1995-07-20 | Pola Chemical Industries Inc. | Agent ameliorant le debit sanguin et produit cosmetique |
WO1999060991A1 (fr) * | 1998-05-28 | 1999-12-02 | Pierre Fabre Dermo-Cosmetique | Compositions capillaires contenant un extrait de pfaffia paniculata |
WO1999062480A2 (fr) | 1998-05-29 | 1999-12-09 | Parfums Christian Dior | Utilisation d'au moins une saponine ou un sapogenol cosmetiquement acceptable, comme agent cosmetique destine a augmenter la quantite de collagene iv dans la jonction dermo-epidermique |
WO2001037799A1 (fr) * | 1999-11-26 | 2001-05-31 | Lvmh Recherche | Extrait d'ajuga turkestanica et ses applications cosmetiques |
WO2001078675A1 (fr) * | 2000-04-14 | 2001-10-25 | Cognis France, S.A. | Utilisation de matieres naturelles pour produire des preparations cosmetiques |
FR2876032A1 (fr) * | 2004-10-05 | 2006-04-07 | Greentech Sa Sa | Utilisation d'extraits de fougeres dans des preparations cosmetiques ou dermatologiques |
CN104844676A (zh) * | 2015-04-17 | 2015-08-19 | 浙江惠松制药有限公司 | 一种从菠菜中提取蜕皮激素的方法 |
CN105440095A (zh) * | 2014-08-28 | 2016-03-30 | 江苏柯菲平医药股份有限公司 | 一种富含β-蜕皮甾酮的露水草提取纯化方法 |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19643587A1 (de) * | 1996-10-22 | 1998-04-23 | Beiersdorf Ag | Antiadhäsive Sterole und Sterolderivate |
DE19751550C2 (de) * | 1997-11-20 | 2001-03-08 | Kao Corp | Verwendung einer Wirkstoffzusammensetzung in Haarpflegemitteln |
US20050106258A1 (en) * | 2003-11-17 | 2005-05-19 | Jiao Gong | Pharmacology and manufacturing method of Bombyx moriL related bioproduct |
FR2863886B1 (fr) * | 2003-12-22 | 2007-05-04 | Oreal | Utilisation d'un ligand steroidien ou non-steroidien du recepteur ecr dans une preparation cosmetique ou dermatologique pour maintenir l'homeostasie cutanee. |
FR2863878B1 (fr) * | 2003-12-22 | 2006-06-30 | Oreal | Utilisation d'ecdysteroides pour la preparation de compositions dermathologiques ou cosmetiques anti-chute de cheveux. |
US20050191385A1 (en) * | 2004-10-25 | 2005-09-01 | Amato Daniel K. | Natural product derivatives as food supplements and pharmaceuticals |
US20070059269A1 (en) * | 2005-08-17 | 2007-03-15 | L'oreal | Administration of 8-hexadecene-1,16-dicarboxylic acid for promoting cohesion of the epidermal horny layer |
FR2893846B1 (fr) * | 2005-11-25 | 2010-07-30 | Am Phyto Conseil | Utilisation d'un ecdysteroide pour reparer les dommages causes aux cellules cutanees par l'exposition aux rayonnements ultraviolets |
FR2933869B1 (fr) * | 2008-07-16 | 2012-04-06 | Am Phyto Conseil | Utilisation d'un extrait aqueux ou organique ou hydro-organique de microsorum |
FR2945213B1 (fr) * | 2009-05-07 | 2015-10-16 | Rocher Yves Biolog Vegetale | Compositions cosmetiques et dermatologiques et dermatologiques a base d'extrait de silene. |
CN101919887B (zh) * | 2010-07-16 | 2012-05-23 | 宜昌市伍家岗区怡康皮肤病研究所 | 一种治疗银屑病的药物及其制备方法 |
ES2397890B1 (es) | 2011-03-25 | 2014-02-07 | Lipotec, S.A. | Péptidos útiles en el tratamiento y/o cuidado de la piel y/o mucosas y su uso en composiciones cosméticas o farmacéuticas. |
EP2752183B1 (fr) * | 2013-01-07 | 2015-04-22 | Golüke, Timm | Cosmétique avec complexe biologique en matière naturelle |
RU2572334C2 (ru) * | 2013-12-06 | 2016-01-10 | Общество С Ограниченной Ответственностью "Луфатен" | Клатратный комплекс арабиногалактана или гуммиарабика с 20-гидроксиэкдизоном, способ его получения (варианты), фармацевтическая композиция и лекарственное средство |
CN103788162B (zh) * | 2014-01-07 | 2016-01-13 | 青岛农业大学 | 一种从菠菜中提取蜕皮激素的方法 |
WO2020131058A1 (fr) * | 2018-12-20 | 2020-06-25 | Muhammed Majeed | Potentiel d'amélioration de la télomérase d'ecdystérone |
DE102021124078A1 (de) * | 2021-09-17 | 2023-03-23 | Timm Golüke | Kosmetikzusammensetzung zur Anwendung auf der Haut |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU1130605A1 (ru) * | 1982-11-04 | 1984-12-23 | Институт биологии развития им.Н.К.Кольцова | Способ определени экдистерона в культуральной среде |
CN86106791A (zh) * | 1986-09-30 | 1988-04-13 | 中国科学院昆明植物研究所 | 护肤化妆品 |
WO1990003778A1 (fr) * | 1988-10-03 | 1990-04-19 | Lvmh Recherche | Phases lamellaires lipidiques hydratees ou liposomes a base d'ecdysteroides |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH478565A (it) * | 1963-06-19 | 1969-09-30 | Hunger Ricci Gabriella | Procedimento per ottenere estratti oleosi ormonali impiegabili in cosmesi da ninfe e crisalidi di insetti |
FR1494371A (fr) * | 1965-08-13 | 1967-09-08 | Hoffmann La Roche | Procédé pour la préparation de 5beta-eta-6-céto-stéroïdes |
US3354152A (en) * | 1966-01-26 | 1967-11-21 | Syntex Corp | 2beta, 3beta-alkylidenedioxy-6-oxygenated-delta-steroids and process for the preparation thereof |
US3378549A (en) * | 1965-11-04 | 1968-04-16 | Syntex Corp | 2, 3-acetonides of polyhydroxy bis norchol-7-enoic acid derivatives |
US3354154A (en) * | 1966-01-26 | 1967-11-21 | Syntex Corp | 2beta, 3beta-alkylidenedioxy-6-hydroxy-22, 23-bisnorchol-7-enoic acid alkyl esters and process for the production thereof |
US3455905A (en) * | 1966-05-26 | 1969-07-15 | Zoecon Corp | Polyhydroxy steroids and processes for their preparation |
FR1524924A (fr) * | 1966-05-31 | 1968-05-10 | Syntex Corp | Procédé de préparation de céto-6 hydroxy-14 alpha-déhydro- delta 7 stéroïdes |
US3440241A (en) * | 1966-05-31 | 1969-04-22 | Syntex Corp | Preparation of 6-keto-14alpha-hydroxy-delta**7-dehydro steroids |
FR1525385A (fr) * | 1966-10-19 | 1968-05-17 | Rohto Pharma | Nouveau procédé de production d'inocostérone et d'iso-inocostérone à partir de végétaux |
US3527777A (en) * | 1968-03-05 | 1970-09-08 | Ceskoslovenska Akademie Ved | Method for obtaining ecdysterones |
IL38540A0 (en) * | 1971-01-18 | 1972-03-28 | Dauten Sa | Method for the extraction of insect moulting steroid hormones |
IT1118225B (it) * | 1977-08-12 | 1986-02-24 | Simes | Procedimento per l'ottenimento di steroidi poliossidrilati,lisergolo ed alcaloidi ergolici |
SU924051A1 (ru) * | 1978-10-10 | 1982-04-30 | Inst Khim Rastitelnykh Veshche | Способ получения экдистерона |
FR2521565B1 (fr) * | 1982-02-17 | 1985-07-05 | Dior Sa Parfums Christian | Melange pulverulent de constituants lipidiques et de constituants hydrophobes, procede pour le preparer, phases lamellaires lipidiques hydratees et procede de fabrication, compositions pharmaceutiques ou cosmetiques comportant des phases lamellaires lipidiques hydratees |
JPS5910600A (ja) * | 1982-07-09 | 1984-01-20 | Wakunaga Seiyaku Kk | β−エクジソンの製造法 |
FR2534487B1 (fr) * | 1982-10-15 | 1988-06-10 | Dior Christian Parfums | Procede d'homogeneisation de dispersions de phases lamellaires lipidiques hydratees, et suspensions obtenues par ce procede |
SU1146050A1 (ru) * | 1983-04-13 | 1985-03-23 | Институт биохимии им.А.В.Палладина | Способ получени @ -экдизона из растени рода @ |
JPS632928A (ja) * | 1986-06-20 | 1988-01-07 | Japan Bio Kenkyusho:Kk | 鎮痛剤 |
-
1992
- 1992-08-25 FR FR9210267A patent/FR2695035A1/fr active Pending
-
1993
- 1993-08-20 ES ES09450012A patent/ES2110347B1/es not_active Expired - Fee Related
- 1993-08-20 DE DE4393944T patent/DE4393944T1/de active Pending
- 1993-08-20 US US08/393,009 patent/US5609873A/en not_active Expired - Lifetime
- 1993-08-20 CH CH1289/94A patent/CH685474A5/fr not_active IP Right Cessation
- 1993-08-20 RU RU95106600A patent/RU2143884C1/ru not_active IP Right Cessation
- 1993-08-20 CA CA002143295A patent/CA2143295A1/fr not_active Abandoned
- 1993-08-20 DE DE4393944A patent/DE4393944B4/de not_active Expired - Fee Related
- 1993-08-20 AU AU49641/93A patent/AU4964193A/en not_active Abandoned
- 1993-08-20 HU HU9500446A patent/HUT71057A/hu unknown
- 1993-08-20 MC MC2251A patent/MC2339A1/fr unknown
- 1993-08-20 GB GB9503272A patent/GB2286121B/en not_active Expired - Fee Related
- 1993-08-20 SK SK250-95A patent/SK283079B6/sk not_active IP Right Cessation
- 1993-08-20 FR FR9310138A patent/FR2696075B1/fr not_active Expired - Fee Related
- 1993-08-20 WO PCT/FR1993/000819 patent/WO1994004132A2/fr active IP Right Grant
- 1993-08-20 BE BE9300855A patent/BE1007320A5/fr not_active IP Right Cessation
- 1993-08-20 IT ITTO930626A patent/IT1261243B/it active IP Right Grant
- 1993-08-24 MX MX9305118A patent/MX9305118A/es unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU1130605A1 (ru) * | 1982-11-04 | 1984-12-23 | Институт биологии развития им.Н.К.Кольцова | Способ определени экдистерона в культуральной среде |
CN86106791A (zh) * | 1986-09-30 | 1988-04-13 | 中国科学院昆明植物研究所 | 护肤化妆品 |
WO1990003778A1 (fr) * | 1988-10-03 | 1990-04-19 | Lvmh Recherche | Phases lamellaires lipidiques hydratees ou liposomes a base d'ecdysteroides |
Non-Patent Citations (2)
Title |
---|
CHEMICAL ABSTRACTS, vol. 102, no. 15, 15 Avril 1985, Columbus, Ohio, US; abstract no. 128363, & SU,A,1 130 605 (E.V. POLUEKTOVA ET AL.) * |
CHEMICAL ABSTRACTS, vol. 111, no. 26, 25 Décembre 1989, Columbus, Ohio, US; abstract no. 239323, & CN,A,86 106 791 (LIN, NIERIU ET AL.) * |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0740930A4 (fr) * | 1994-01-12 | 2000-01-19 | Pola Chem Ind Inc | Agent ameliorant le debit sanguin et produit cosmetique |
EP0740930A1 (fr) * | 1994-01-12 | 1996-11-06 | Pola Chemical Industries, Inc. | Agent ameliorant le debit sanguin et produit cosmetique |
US5976515A (en) * | 1994-01-12 | 1999-11-02 | Pola Chemical Industries, Inc. | Blood flow amount-improving agent comprising steroid derivative and cosmetic using same |
WO1995019160A1 (fr) * | 1994-01-12 | 1995-07-20 | Pola Chemical Industries Inc. | Agent ameliorant le debit sanguin et produit cosmetique |
WO1999060991A1 (fr) * | 1998-05-28 | 1999-12-02 | Pierre Fabre Dermo-Cosmetique | Compositions capillaires contenant un extrait de pfaffia paniculata |
FR2779052A1 (fr) * | 1998-05-28 | 1999-12-03 | Fabre Pierre Dermo Cosmetique | Compositions capillaires contenant un extrait de pfaffia paniculata |
WO1999062480A2 (fr) | 1998-05-29 | 1999-12-09 | Parfums Christian Dior | Utilisation d'au moins une saponine ou un sapogenol cosmetiquement acceptable, comme agent cosmetique destine a augmenter la quantite de collagene iv dans la jonction dermo-epidermique |
WO2001037799A1 (fr) * | 1999-11-26 | 2001-05-31 | Lvmh Recherche | Extrait d'ajuga turkestanica et ses applications cosmetiques |
FR2801504A1 (fr) * | 1999-11-26 | 2001-06-01 | Lvmh Rech | Extrait d'ajuga turkestanica et ses applications cosmetiques |
US7060693B1 (en) * | 1999-11-26 | 2006-06-13 | Lvmh Recherche | Ajuga turkestanica extract and its cosmetic uses |
WO2001078675A1 (fr) * | 2000-04-14 | 2001-10-25 | Cognis France, S.A. | Utilisation de matieres naturelles pour produire des preparations cosmetiques |
FR2876032A1 (fr) * | 2004-10-05 | 2006-04-07 | Greentech Sa Sa | Utilisation d'extraits de fougeres dans des preparations cosmetiques ou dermatologiques |
CN105440095A (zh) * | 2014-08-28 | 2016-03-30 | 江苏柯菲平医药股份有限公司 | 一种富含β-蜕皮甾酮的露水草提取纯化方法 |
CN104844676A (zh) * | 2015-04-17 | 2015-08-19 | 浙江惠松制药有限公司 | 一种从菠菜中提取蜕皮激素的方法 |
Also Published As
Publication number | Publication date |
---|---|
WO1994004132A3 (fr) | 1994-08-04 |
IT1261243B (it) | 1996-05-09 |
CA2143295A1 (fr) | 1994-03-03 |
SK25095A3 (en) | 1995-09-13 |
ITTO930626A0 (it) | 1993-08-20 |
GB2286121A (en) | 1995-08-09 |
GB9503272D0 (en) | 1995-04-12 |
DE4393944T1 (de) | 1995-10-05 |
CH685474A5 (fr) | 1995-07-31 |
ITTO930626A1 (it) | 1995-02-20 |
FR2695035A1 (fr) | 1994-03-04 |
MC2339A1 (fr) | 1994-09-28 |
AU4964193A (en) | 1994-03-15 |
DE4393944B4 (de) | 2007-04-05 |
FR2696075A1 (fr) | 1994-04-01 |
RU2143884C1 (ru) | 2000-01-10 |
US5609873A (en) | 1997-03-11 |
GB2286121B (en) | 1996-11-27 |
BE1007320A5 (fr) | 1995-05-16 |
ES2110347A1 (es) | 1998-02-01 |
RU95106600A (ru) | 1997-02-27 |
HUT71057A (en) | 1995-11-28 |
FR2696075B1 (fr) | 1995-10-13 |
SK283079B6 (sk) | 2003-02-04 |
ES2110347B1 (es) | 1998-10-01 |
HU9500446D0 (en) | 1995-04-28 |
MX9305118A (es) | 1994-05-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
BE1007320A5 (fr) | Utilisation d'un ecdysteroide pour la preparation de compositions cosmetiques ou dermatologiques destinees notamment a renforcer la fonction de barriere hydrique de la peau, ou pour la preparation d'un milieu de culture de cellules de peau, et compositions ainsi obtenues. | |
EP0436650B1 (fr) | Phases lamellaires lipidiques hydratees ou liposomes a base d'ecdysteroides | |
EP1242045B1 (fr) | Utilisation d'un extrait du genre vaccinium comme agent anti-glycation | |
FR2684300A1 (fr) | Composition cosmetique ou pharmaceutique, notamment dermatologique, destinee en particulier a favoriser la pigmentation de la peau ou des cheveux, contenant un extrait de ballote, et son procede de fabrication. | |
WO1992009262A1 (fr) | Utilisation de saponines de medicago pour la preparation de compositions cosmetiques ou pharmaceutiques, notamment dermatologiques favorisant le renouvellement de l'epiderme, stimulant la repousse des cheveux, ou retardant leur chute | |
EP1112079B1 (fr) | Extrait de myrte, procede de preparation et application | |
EP0673238B1 (fr) | Utilisation d'un extrait de simarouba pour l'attenuation des taches pigmentaires de la peau | |
EP0589934B1 (fr) | Composition cosmetique ou pharmaceutique, notamment dermatologique, contenant un extrait de brunelle | |
FR2925330A1 (fr) | Utilisation d'un hydrolysat de pomme de terre en tant que principe actif activateur de la synthese des aquaporines | |
FR2925325A1 (fr) | Utilisation d'un hydrolysat de colza en tant que principe actif activateur de la synthese des aquaporines | |
CA2303141A1 (fr) | Utilisation d'au moins un extrait du genre chrysanthemum pour favoriser la pigmentation de la peau et/ou des cheveux | |
EP0595949B1 (fr) | Compositions pour la pigmentation de la peau ou des cheveux contenant un extrait de marrubium vulgare | |
EP3077061A1 (fr) | Composition pour reduire les troubles de la senescence cutanee comprenant un rétinalaldéhyde et un extrait de leontopodium alpinum | |
WO1994013259A2 (fr) | Utilisation d'un extrait de simaba pour l'attenuation des taches pigmentaires de la peau | |
WO1997045099A1 (fr) | Utilisation de diterpenoides furanoides de labdane pour la preparation de compositions cosmetiques ou pharmaceutiques et de milieux de culture de cellules de peau | |
FR2764504A1 (fr) | Utilisation d'un derive delipide de lait en tant qu'agent destine a freiner la chute des cheveux et/ou induire et stimuler leur croissance | |
EP1316301A1 (fr) | Composition cosmétique ou dermatologique comprenant un rétinoide et/ou un caroténoide et l'acide acexamique. |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A2 Designated state(s): AT AU BG CA CH CZ DE DK ES FI GB HU JP KR LU NL NO PT RO RU SE SK UA US |
|
AL | Designated countries for regional patents |
Kind code of ref document: A2 Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE |
|
ENP | Entry into the national phase |
Ref document number: 9450012 Country of ref document: ES Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: P009450012 Country of ref document: ES |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
AK | Designated states |
Kind code of ref document: A3 Designated state(s): AT AU BG CA CH CZ DE DK ES FI GB HU JP KR LU NL NO PT RO RU SE SK UA US |
|
AL | Designated countries for regional patents |
Kind code of ref document: A3 Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2143295 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 25095 Country of ref document: SK |
|
WWE | Wipo information: entry into national phase |
Ref document number: 08393009 Country of ref document: US |
|
RET | De translation (de og part 6b) |
Ref document number: 4393944 Country of ref document: DE Date of ref document: 19951005 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 4393944 Country of ref document: DE |
|
122 | Ep: pct application non-entry in european phase | ||
WWP | Wipo information: published in national office |
Ref document number: 9450012 Country of ref document: ES Kind code of ref document: A |
|
WWG | Wipo information: grant in national office |
Ref document number: 9450012 Country of ref document: ES Kind code of ref document: A |