WO2003011245A1 - Composition based on lipid lamellar vesicles incorporating at least a dhea compound - Google Patents
Composition based on lipid lamellar vesicles incorporating at least a dhea compound Download PDFInfo
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- WO2003011245A1 WO2003011245A1 PCT/FR2002/002571 FR0202571W WO03011245A1 WO 2003011245 A1 WO2003011245 A1 WO 2003011245A1 FR 0202571 W FR0202571 W FR 0202571W WO 03011245 A1 WO03011245 A1 WO 03011245A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
- A61K9/1272—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers with substantial amounts of non-phosphatidyl, i.e. non-acylglycerophosphate, surfactants as bilayer-forming substances, e.g. cationic lipids
Definitions
- composition based on lipid lamellar vesicles incorporating at least one compound based on DHEA
- the invention relates to a composition comprising vesicles formed from lipid lamellar phases containing at least one DHEA-based compound. It also relates to a process for the preparation of this composition.
- compound based on DHEA is meant within the meaning of the invention, DHEA itself, the precursors of DHEA or the derivatives of DHEA.
- DHEA or dehydroepi-androsterone Administered topically or orally, DHEA or dehydroepi-androsterone is known for its ability to promote keratinization of the epidermis (JP-07 196 467) and to treat dry skin by increasing the endogenous production and the secretion of sebum and thereby strengthening the barrier effect of the skin (US-4,496,556).
- the use of DHEA to remedy atrophy of the dermis by inhibiting the loss of collagen and connective tissue has also been described in patent US Pat. No. 5,843,932. It has also been described in US Pat. No. 5,736,537 the oral use of DHEA esters, in particular DHEA salicylate, for regulating the atrophy of the skin due to thinning or general degradation of the dermis.
- DHEA-based compounds have the disadvantage of being very poorly soluble in cosmetic solvents, and of crystallizing in the presence of an aqueous phase. This results in a more or less significant loss of effectiveness of these compositions depending on the degree of crystallization, which goes against the objective sought.
- DHEA-based compounds have better bioavailability in the skin when they are in solubilized form in cosmetic carriers, and moreover at high rates, than if they are in crystallized form with a bad crystal size. controlled.
- bioavailability is meant, within the meaning of the invention, the penetration of an active ingredient into the skin so that it is biologically available for the living elements of the skin, and in particular the epidermis.
- the increase in the bioavailability of an active ingredient has the effect of increasing the active ingredient level which will reach the living epidermis.
- DHEA-based compounds it is of course possible to dissolve the DHEA-based compounds, at a temperature of 25 ° C., in certain solvents such as in particular ethanol, pisopropanol, octyldodecanol, capric-caprylic triglycerides, tocopheryl acetate but it is necessary, for this, to have very high concentrations of solvents to solubilize high levels of compounds based on DHEA.
- solvents being preferably oily, we will rather seek to limit their level in the final composition to have the most acceptable cosmetic feel possible.
- dissolved form is meant, within the meaning of the invention, a dispersion in a liquid, in the free molecular state, in particular not complexed. No crystallization of the active agent being visible to the naked eye or under cross-polarization optical microscopy.
- DHEA-based compounds can be introduced in a solubilized form and at high rates, into the internal hydrophilic phase of vesicles formed by lipid layers (whose structure is of the lamellar liquid crystal type) , ie in the hydrophilic heart and / or between the lipid layers of the vesicles.
- lipid layers whose structure is of the lamellar liquid crystal type
- These vesicles can be either niosomes of the type described in application EP-0 582 503, or liposomes of conventional type.
- liposomes comprising in their aqueous heart at least one complex formed of at least one lipophilic molecule and at least one receptor linked noncovalently to this molecule.
- the receptors described in this application are all substances capable of forming a complex with the lipophilic molecule, to modify its solubility.
- the lipophilic molecules described in this application can in particular be chosen from retinoic acid, DHEA, retinol, vitamins D and E, D-tocopherol, chlorambucil, dexamethasone and indomethacin.
- This application describes in particular liposomes encapsulating in their aqueous core cyclodextrin (or cyclodextrin derivative) / DHEA complexes. These complexes have the disadvantage of being labile and difficult to control.
- composition comprising:
- At least one solubilizer of said DHEA-based compound At least one solubilizer of said DHEA-based compound.
- the incorporation in a solubilized form of said DHEA-based compound in the hydrophilic layers and / or in the hydrophilic core makes it possible to effectively avoid its crystallization in the aqueous phase.
- the solubilized form is the most suitable form for obtaining good bioavailability in the living elements of the skin of said DHEA-based compound.
- a particular aspect of the invention relates to compositions for which the weight ratio between the hydrophilic phase containing said DHEA-based compound and the lipids constituting the vesicles is between 1/100 and 500/100 and preferably between 10/100 and 250/100.
- solubilizers of DHEA-based compounds which can be used according to the invention are generally chosen from glycols, and water-glycol, glycerin-glycol and water-glycerin-glycol mixtures, because they have good solubilization properties of compounds based on DHEA, and help promote the penetration of the active ingredient into the living epidermis while limiting any possible safety problem.
- glycols which can be used according to the invention are chosen from dipropylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol and polyethylene glycol from 4 to 50 ethoxy units.
- the water activity a w of the hydrophilic phase encapsulated in the vesicles is preferably less than 0.90 and more preferably less than 0.85.
- the water activity a w of a medium containing water is the ratio of the water vapor pressure of the product "P H2 o product” and the vapor pressure of pure water “P H2O pure At the same temperature. It can also be expressed as the ratio of the number of water molecules “N H20 “ to the number of total molecules "N H20 + N dissolved body ", which takes into account those of the dissolved bodies "N dissolved body ".
- a cosmetic or dermatological composition has a water activity of around 0.95 to 0.99.
- a water activity of less than 0.90 represents a significant decrease.
- DHEA-based compounds which can be used according to the invention are chosen from DHEA itself, DHEA precursors and DHEA derivatives.
- DHEA precursors which can be used according to the invention, mention may be made of its biological precursors which are capable of transforming into DHEA during metabolism, as well as its chemical precursors which can transform into DHEA by exogenous chemical reaction.
- biological precursors are ⁇ 5-pregnenolone, 17 ⁇ -hydroxy pregnenolone and 17 ⁇ -hydroxy pregnenolone sulfate, without this list being limiting.
- Examples of chemical precursors are sapogenins and their derivatives, such as diosgenin (or spirost-5-en-3-beta-ol), hecogenin, hecogenin acetate, smilagenin and sarsapogenin, tigogenin , yamogenin, and yuccagenin, as well as the natural extracts containing it, in particular fenugreek and extracts of Dioscorea such as the root of wild yam or Wild Yam, without this list being exhaustive.
- diosgenin or spirost-5-en-3-beta-ol
- hecogenin hecogenin acetate
- smilagenin and sarsapogenin tigogenin
- tigogenin tigogenin
- yamogenin yamogenin
- yuccagenin the natural extracts containing it, in particular fenugreek and extracts of Dioscorea such as the
- DHEA As a derivative of DHEA which can be used according to the invention, mention may be made of its metabolic derivatives as well as its chemical derivatives. As metabolic derivatives, there may be mentioned in particular ⁇ 5-androstene-3,17-diol and ⁇ 4-androstene-3,17-dione, as well as 7 ⁇ -OH DHEA, 7 ⁇ -OH DHEA, 11 ⁇ -OH DHEA, and 7-keto-DHEA, without this list being exhaustive. 7 ⁇ -OH DHEA is preferred for use in the present invention. A process for the preparation of this compound is described in particular in patent applications FR-2 771 105 and WO 94/08588.
- DHEA salts in particular water-soluble salts, such as DHEA sulfate.
- esters such as the esters of hydroxycarboxylic acids and of DHEA described in particular in US Pat. No. 5,736,537 or the other esters such as salicylate, acetate, valerate (or n-heptanoate) and enanthate of DHEA.
- DHEA derivatives DHEA carbamates, DHEA 2-hydroxy malonate esters and DHEA amino acid esters
- mention may be made of the 3-alkylesters of 7-keto-DHEA for example 3-acetoxy-7-keto-DHEA, in particular 3 ⁇ -acetoxy-7-keto-DHEA. This list is obviously not exhaustive.
- R., and R 2 are independently chosen from:
- a C 1 -C 4 alkyl group saturated or unsaturated, linear, branched or cyclic which may optionally contain one or more heteroatoms, and optionally substituted by one or more groups chosen from -OR 'and / or -SR' and / or - COOR 'and / or -NR'R' and / or halogen and / or sulfate and / or phosphate and / or aryl and / or heterocycle, said heterocycle possibly advantageously being chosen from an indole, a pyrimidine, a piperidine, a morpholine, pyran, furan, piperazine, pyridine;
- an alkylcarbonyl group the C r C 24 alkyl part of which is saturated or unsaturated, linear, branched or cyclic, and optionally substituted by one or more groups chosen from -OR 'and / or -SR' and / or -COOR 'and / or -NR'R 'and / or halogen and / or sulfate and / or phosphate and / or aryl and / or heterocycle
- said heterocycle can advantageously be chosen from an indole, a pyrimidine, a piperidine, a morpholine, a pyran, furan, piperazine, pyridine;
- an arylcarbonyl group preferably a phenylcarbonyl, or an arylalkylcarbonyl group, preferably a benzylcarbonyl, optionally substituted by one or more groups -OR 'and / or -SR' and / or -COOR 'and / or -NR'R' and / or halogen and / or aryl and / or heterocycle;
- R ′ is chosen from a hydrogen atom, a C 1 -C 4, preferably C 4 -C 6 alkyl group, saturated or unsaturated, linear, branched or cyclic which may optionally contain one or more heteroatoms, optionally functionalized with a or more groups -OR ", -COOR", halogen, -NR “R”; or by an aryl group, preferably a phenyl, optionally functionalized by one or more groups -OR “, -COOR", halogen or -NR “R”; R "representing a hydrogen atom, an alkyl chain, preferably C., - C 6 , saturated or unsaturated, linear, branched or cyclic, it being understood that in each of the groups -NR'R 'and -NR" R ", the substituents R ', respectively R”, are identical or different.
- the diesters of 7-OH-DHEA and more preferably 3-O-acetyl-7-benzoyloxy-dehydroepiandrosterone which is in particular available from the company GATTEFOSSE under the trade name 3-acetoxy-7-benzoate DHEA.
- the compound or compounds based on DHEA can represent from 0.001 to 10% by weight relative to the total weight of the composition.
- the vesicles according to the invention are formed by, or comprise, from one to twenty five sheets of substantially concentric lamellar phases of bimolecular type. These sheets are obtained from lipids which have both the property of forming mesomorphic phases, the state of organization of which is intermediate between the crystalline state and the liquid state, and of swelling in the presence of a solution aqueous to form said lamellar phases which will give, with stirring, the vesicles dispersed in the aqueous phase.
- the vesicles according to the invention are lipid lamellar vesicles with an aqueous core, that is to say encapsulating a hydrophilic phase, which is the internal hydrophilic phase.
- These vesicles can be either niosomes of the type described in application EP 0 582 503, the teaching of which is incorporated here by reference, or the like, or liposomes of conventional type.
- the lamellar phases comprise at least one nonionic amphiphilic lipid, chosen from alkyl- or polyalkylesters of polyol, optionally oxyethylenated, and alkyl- or polyalkylethers of polyol, optionally oxyethylenated, having a melting point of at least 40 ° C.
- Non-ionic amphiphilic lipids suitable for use in the present invention are in particular glycolipids of natural or synthetic origin (for example cerebrosides), or mixtures of polyol esters and at least one acid with a hydrocarbon chain saturated comprising at least 14 carbon atoms, as well as polyol ethers and at least one alcohol with a saturated hydrocarbon chain comprising at least 14 carbon atoms.
- mixture of esters is meant not only mixtures of pure esters of different chemical families, but also any product containing several chemically pure polyol esters of the same family in variable proportions, such as polyglycerol esters comprising a statistical number of glycerol units.
- the nonionic amphiphilic lipid can thus consist of a mixture of esters or ethers of at least one polyol chosen from the group formed by polyethylene glycol comprising from 1 to 60 ethylene oxide units, sorbitan, sorbitan bearing 2 to 60 ethylene oxide units, glycerol carrying 2 to 30 ethylene oxide units, polyglycerols comprising 2 to 15 glycerol units, sucroses, glucoses carrying 2 to 30 ethylene oxide units, and d '' at least one fatty acid comprising a C 14 -C 20 hydrocarbon chain, saturated or unsaturated, linear or branched.
- polyethylene glycol comprising from 1 to 60 ethylene oxide units, sorbitan, sorbitan bearing 2 to 60 ethylene oxide units, glycerol carrying 2 to 30 ethylene oxide units, polyglycerols comprising 2 to 15 glycerol units, sucroses, glucoses carrying 2 to 30 ethylene oxide units, and d '' at least one fatty acid comprising a C
- polyol ethers which can be used according to the invention, there may be mentioned: - linear or branched polyglycerol ethers of respective formulas R- [OCH 2 -CH (OH) -CH 2 ] n -OH
- n is an integer between 1 and 6, preferably equal to 2, and R is a radical chosen from:
- a linear or branched, saturated or unsaturated aliphatic chain comprising from 14 to 30 carbon atoms, such as a tetradecyl, hexadecyl radical or the alkyl radical of oleic alcohol or isostearyl alcohol;
- a lanolin alcohol hydrocarbon radical such as a tetradecyl, hexadecyl radical or the alkyl radical of oleic alcohol or isostearyl alcohol
- the lamellar phases can also comprise an ionic amphiphilic lipid.
- the latter can be chosen from anionic lipids and cationic lipids.
- anionic amphiphilic lipids suitable for the implementation of the invention can be:
- neutralized anionic lipids preferably chosen from the alkaline salts of diketylphosphate, and of dimyristylphosphate, in particular the sodium and potassium salts, the alkaline salts of phosphatidic acid, in particular the sodium salt, the alkali salts of cholesterol sulfate, in particular the sodium salt, the alkaline salts of cholesterol phosphate, in particular the sodium salt, the lipoamino acid salts such as the mono- and disodium acylglutamates, more particularly the disodium salt N-stearoyl L-glutamic acid sold under the name Acylglutamate HS21 by the company AJINOMOTO;
- amphoteric lipids preferably phospholipids, in particular pure soy phosphatidylethanolamine;
- alkylsulfonic derivatives in particular the compounds of formula:
- R represents a C 12 to C 22 hydrocarbon radical, in particular the C 16 H 33 and C 18 H 37 radicals
- M is an alkali metal, preferably sodium.
- the cationic amphiphilic lipids which can be used in the vesicles of the invention as ionic amphiphilic lipids can be more particularly chosen from the group formed by quaternary ammonium salts, fatty amines and their salts.
- ammonium salts which are particularly suitable for implementing the invention, mention will be made of:
- radicals R., to R 4 which may be identical or different, represent an aliphatic radical, linear or branched, comprising from 1 to 30 carbon atoms, or an aromatic radical such as aryl or alkylaryl.
- the aliphatic radicals can comprise heteroatoms such as in particular oxygen, nitrogen, sulfur, halogens.
- the aliphatic radicals are for example chosen from the alkyl, alkoxy, polyoxyalkylene (C 2 -C 6 ), alkylamide, alkyl (C 12 -C 22 ) amidoalkyl (C 2 -C 6 ), alkyl (C 12 - C 22 ) radicals acetate, hydroxyalkyl having about 1 to 30 carbon atoms;
- X is an anion chosen from the group of halides, phosphates, acetates, lactates, (C 2 -C 6 ) alkyl sulfates, alkyl-or-alkylarylsulfonates.
- chlorides of tetraikylammonium such as, for example, dialkyldimethylammonium or alkyltrimethylammonium chlorides, in which the alkyl radical contains from approximately 12 to 22 atoms. carbon, in particular the chlorides of behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammonium, benzyl dimethyl stearylammonium or alternatively, stearamidopropyldimethyl chloride (myristyl acetate) ammonium sold under the name "CERAPHYL 70" by the company VAN DY .
- chlorides of tetraikylammonium such as, for example, dialkyldimethylammonium or alkyltrimethylammonium chlorides, in which the alkyl radical contains from approximately 12 to 22 atoms. carbon, in particular the chlorides of behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammoni
- R 5 represents an alkenyl or alkyl radical comprising from 8 to 30 carbon 'atoms, for example derived from tallow fatty acids
- R 6 represents a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms or an alkenyl or alkyl radical comprising from 8 to 30 carbon atoms
- R 7 represents an alkyl radical containing from 1 to 4 carbon atoms
- R 8 represents a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms
- X is an anion chosen from the group of halides, phosphates, acetates, lactates, alkyl sulfates, alkyl-or- alkylarylsulfonates.
- R 5 and R 6 denote a mixture of alkenyl or alkyl radicals comprising from 12 to 21 carbon atoms, for example derived from tallow fatty acids, R 7 denotes a methyl radical, R 8 denotes hydrogen.
- R 7 denotes a methyl radical
- R 8 denotes hydrogen.
- Such a product is for example sold under the name "REWOQUAT W 75" by the company REWO.
- R6 denotes an aliphatic radical containing approximately from 16 to 30 carbon atoms
- R7, R8, R9, R10, and R11 are chosen from hydrogen or an alkyl radical containing from 1 to 4 carbon atoms
- X is an anion selected from the group of halides, acetates, phosphates, nitrates and methylsulfates.
- Such quaternary diammonium salts include in particular propane diammonium dichloride.
- the lamellar phases of the vesicles of the niosome type can also contain at least one additive chosen from sterols, fatty chain alcohols and diols, amines with a fatty chain and their quaternary ammonium derivatives.
- cholesterol which, in addition to its cosmetic and / or dermopharmaceutical activity linked to its capacity to reconstitute the lipids of the skin, makes it possible to improve the stability of the vesicles by avoiding the crystallization of the surfactants with which it is associated.
- cholesterol also makes it possible to increase the retention power of the water-soluble active agents possibly contained in the hydrophilic phase encapsulated by the niosomes.
- the lamellar phases of niosome-type vesicles can for example contain 35 to 90% by weight of nonionic amphiphilic lipid, 2 to 20% by weight of ionic amphiphilic lipid, 5 to 50% by weight cholesterol relative to the total weight of the lipids constituting the lamellar phase.
- the lipid lamellar vesicles according to the invention can comprise not only vesicles of nonionic type such as niosomes, but also conventional liposomes, comprising at least one amphiphilic lipid such as a phospholipid, natural or synthetic, in in particular lecithin, preferably hydrogenated, associated either with cholesterol and optionally with an ionic surfactant, or with an oxyethylenated phytosterol comprising from 2 to 50 ethylene oxide units.
- nonionic type such as niosomes
- conventional liposomes comprising at least one amphiphilic lipid such as a phospholipid, natural or synthetic, in in particular lecithin, preferably hydrogenated, associated either with cholesterol and optionally with an ionic surfactant, or with an oxyethylenated phytosterol comprising from 2 to 50 ethylene oxide units.
- the vesicles can comprise: from 50 to 100% by weight of lecithin from 0 to 40% by weight of cholesterol, and from 0 to 20% by weight of ionic surfactant relative to the weight total of the constituent lipids of the lamellar phase.
- they may comprise from 40 to 100% by weight of lecithin, and from 0 to 60% by weight of mixture of oxyethylenated phytosterols relative to the total weight of the lipids constituting the lamellar phase.
- the vesicular lipids are dissolved in a mixture of organic solvents. This mixture is then placed in a flask and the solvents are evaporated in a rotary evaporator under reduced pressure. A lipid film then forms. After complete evaporation of the solvents, the film is hydrated with the hydrophilic, glycolic or hydro-glycolic solution in which the DHEA and / or its derivatives and / or its precursors is dissolved, with vigorous stirring. The temperature is adapted to the melting temperature of the lipids. A suspension of liposomes is then obtained. It is then possible to homogenize it using Ultra Sounds.
- the lipids may or may not have been preassociated (by fusion or by solvent).
- the lipid mixture is then introduced with vigorous stirring (rotor stator for example) in a hydrophilic, glycolic or hydro-glycolic solution, in which the compound (s) based on DHEA usable according to the invention is (or are ) solubilized at an appropriate temperature. After a few minutes (generally 5 to 90 minutes), a suspension of liposomes is obtained.
- the vesicles with a hydrophilic core described above are dispersed in an aqueous dispersion phase, or external aqueous phase, comprising a physiologically acceptable medium, that is to say compatible with the skin or its appendages, and possibly with the mucous membranes and / or semi-mucous membranes.
- the aqueous dispersion phase can be gelled.
- Gelling agents which can be used according to the invention are, for example, carboxyvinyl polymers (carbomer), acrylic copolymers such as acrylate / alkylacrylate copolymers, polyacrylamides such as partially neutralized and highly crosslinked polyacrylamidomethyl propane acid, polysaccharides, natural gums and clays
- the aqueous dispersion phase can comprise an oily phase dispersed in said aqueous phase (oil-in-water emulsion).
- oils which can be used according to the invention there may be mentioned animal or vegetable oils, natural or synthetic essential oils, hydrocarbons such as isohexadecane and paraffin oil, halogenated carbides and silicone oils.
- animal or vegetable oils which can be used according to the invention mention may in particular be made of animal or vegetable oils formed by fatty acid esters of polyols, in particular liquid triglycerides, for example sunflower, corn, soybean oils , squash, grapeseed, jojoba, sesame, hazelnut, fish oils, glycerol tricaprocaprylate, or vegetable or animal oils of formula R 1 COOR 2 , formula in which R.
- R 2 represents the rest of a higher fatty acid comprising from 7 to 19 carbon atoms and R 2 represents a branched hydrocarbon chain containing from 3 to 20 carbon atoms, for example Purcellin oil.
- essential oils which can be used according to the invention, mention may be made of natural or synthetic essential oils such as, for example, the oils of eucalyptus, lavandin, lavender, vetiver, litsea cubeba, lemon, sandalwood, rosemary, chamomile, savory nutmeg, hyssop cinnamon, caraway, orange, geraniol, cade and bergamot.
- fluorocarbons such as fluoroamines, for example perfluorotributylamine, fluorinated hydrocarbons, for example perfluorodecahydronaphthalene, fluoroesters and fluoroethers.
- fluorocarbons such as fluoroamines, for example perfluorotributylamine, fluorinated hydrocarbons, for example perfluorodecahydronaphthalene, fluoroesters and fluoroethers.
- said emulsion may comprise surfactants other than those constituting the vesicles, provided that these surfactants do not dissolve the vesicles in forming micelles.
- the composition according to the invention when it is in the form of an oil-in-water emulsion, may not contain any surfactant other than those forming the lipid lamellar vesicles.
- the vesicles according to the invention may indeed be able to stabilize a dispersion of oil droplets in the aqueous dispersion phase, without the need to add a surfactant to said aqueous phase.
- the vesicles of the compositions according to the invention may contain, in a known manner, one or more active compound (s) having cosmetic and / or dermopharmaceutical activity, which, depending on their solubility characteristics, may have different locations.
- the active agents are water-soluble, they are introduced into the encapsulated hydrophilic phase of the vesicles.
- the active agents are liposoluble, they are introduced into the lipid phase constituting the membrane.
- the active agents are amphiphilic, they are distributed between the lipid phase and the encapsulated hydrophilic phase with a partition coefficient, which varies according to the nature of the amphiphilic active agent and the respective compositions of the lipid phase and of the encapsulated hydrophilic phase.
- active it is possible in particular to use depigmentants, emollients, moisturizers,. anti-seborrheic, anti-acne, agents promoting hair regrowth, keratolytic and / or desquamating agents, anti-wrinkle and tensioning agents, anti-irritant agents, soothing agents, vitamins and their mixtures.
- composition according to the invention may also contain adjuvants customary in the cosmetic field, such as preservatives, antioxidants, active agents, solvents, perfumes, odor absorbers, neutralizers, sun filters , polymers, emulsifiers and coemulsifiers, and coloring matters.
- adjuvants customary in the cosmetic field such as preservatives, antioxidants, active agents, solvents, perfumes, odor absorbers, neutralizers, sun filters , polymers, emulsifiers and coemulsifiers, and coloring matters.
- the compositions according to the invention can thus contain at least one UV filter.
- sun filter which can be a chemical filter or a physical filter or a mixture of such filters.
- composition according to the invention are those conventionally used in cosmetics.
- those skilled in the art will take care to choose any additional additives and / or their quantity in such a way that the advantageous properties of the composition according to the invention are not or substantially not affected by the addition envisaged.
- these compounds should not harm the advantageous properties of the compound or compounds based on DHEA, nor promote their recrystallization.
- the composition according to the invention can in particular constitute protection / care / makeup products for the face / body.
- the invention also relates to the cosmetic use of the composition according to the invention mentioned above, for preventing or treating the signs of intrinsic or photo-induced skin aging. Finally, it relates to the use of the composition described above for manufacturing a preparation intended to prevent or treat atrophy of the skin or mucous membranes.
- Phase a is brought to 90 ° C, homogenized, then brought back to 60 ° C. It is hydrated, with vigorous stirring by phase b, itself at 60 ° C.
- a concentrated vesicular phase is obtained, easily detectable by a person skilled in the art, by optical microscopy in polarized light.
- the vesicles then have a multi-leaf structure of onion type.
- This vesicular phase is then brought to room temperature and is dispersed in phase c. Finally, an aqueous suspension of liposomes is obtained, encapsulating in their aqueous globule DHEA, and also in the hydrophilic layers between the lipid sheets.
- EXAMPLE 2 Niosomes based on DHEA
- Example 2 The procedure is the same as for Example 1, except that the vesicular suspension is introduced into a carbomer gel. A composition for topical use containing 0.5% of dissolved DHEA is then obtained.
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Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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FR0110109A FR2827765B1 (en) | 2001-07-27 | 2001-07-27 | COMPOSITION BASED ON LIPID LAMELLAR VESICLES INCORPORATING AT LEAST ONE DHEA-BASED COMPOUND |
FR0110109 | 2001-07-27 |
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WO2003011245A1 true WO2003011245A1 (en) | 2003-02-13 |
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PCT/FR2002/002571 WO2003011245A1 (en) | 2001-07-27 | 2002-07-18 | Composition based on lipid lamellar vesicles incorporating at least a dhea compound |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2830015A1 (en) * | 2001-09-27 | 2003-03-28 | Berkem Sa | New air- and light-stable esters of hydroxylated pregnane and androstane series steroids, useful in phamaceutical, cosmetic or food compositions, e.g. skin creams |
US6998518B1 (en) * | 2003-01-31 | 2006-02-14 | Pioneer Hi-Bred International, Inc. | Soybean variety 91M50 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2004105719A2 (en) * | 2003-05-23 | 2004-12-09 | Ninapharm (S.A.R.L) | Product for epidermal protection |
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EP0582503A1 (en) * | 1992-08-03 | 1994-02-09 | L'oreal | Composition formed of an aqueous dispersion of stabilized vesicles of amphiphilic non-ionic lipids |
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2001
- 2001-07-27 FR FR0110109A patent/FR2827765B1/en not_active Expired - Fee Related
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2002
- 2002-07-18 WO PCT/FR2002/002571 patent/WO2003011245A1/en not_active Application Discontinuation
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FR2344290A1 (en) * | 1976-03-19 | 1977-10-14 | Ici Ltd | NEW ANTI-INFLAMMATORY PHARMACEUTICAL COMPOSITIONS |
FR2619505A1 (en) * | 1987-08-20 | 1989-02-24 | Dior Christian Parfums | COMPOSITION BASED ON HYDRATED LIPID LAMINATED PHASES OR LIPOSOMES CONTAINING PREGNENOLONE OR A PREGNENOLONE ESTER, AND COSMETIC OR PHARMACEUTICAL COMPOSITION, IN PARTICULAR DERMATOLOGICAL, WITH REGENERATIVE OR REVITALIZING ACTIVITY, INCORPORATING THE SAME |
FR2669225A1 (en) * | 1990-11-21 | 1992-05-22 | Lvmh Rech Gie | USE OF MEDICAGO SAPONINS FOR THE PREPARATION OF COSMETIC OR PHARMACEUTICAL COMPOSITIONS, IN PARTICULAR DERMATOLOGICAL. |
EP0582503A1 (en) * | 1992-08-03 | 1994-02-09 | L'oreal | Composition formed of an aqueous dispersion of stabilized vesicles of amphiphilic non-ionic lipids |
WO1995015746A1 (en) * | 1993-12-10 | 1995-06-15 | The School Of Pharmacy | Liposome delivery systems |
WO1997013500A2 (en) * | 1995-10-12 | 1997-04-17 | Supergen, Inc. | LIPOSOME FORMULATIONS OF 5β STEROIDS |
FR2786097A1 (en) * | 1998-11-23 | 2000-05-26 | Sederma Sa | Compositions containing an extract of Dioscorea opposita comprising diosgenin, have a slimming effect |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2830015A1 (en) * | 2001-09-27 | 2003-03-28 | Berkem Sa | New air- and light-stable esters of hydroxylated pregnane and androstane series steroids, useful in phamaceutical, cosmetic or food compositions, e.g. skin creams |
US6998518B1 (en) * | 2003-01-31 | 2006-02-14 | Pioneer Hi-Bred International, Inc. | Soybean variety 91M50 |
Also Published As
Publication number | Publication date |
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FR2827765A1 (en) | 2003-01-31 |
FR2827765B1 (en) | 2003-09-19 |
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