FR2903007A1 - Cosmetic and/or dermatological composition useful to treat keratinous fibers, comprises an aqueous medium of a C-glycoside derivative and hydroxyalkyl cellulose - Google Patents

Abstract

Cosmetic and/or dermatological composition comprises an aqueous medium of a C-glycoside derivative (I) and 1-2C hydroxyalkyl cellulose, in a medium. An independent claim is included for a cosmetic process of treatment, particularly make-up of keratinous matters and/or fibers comprising applying a layer of the cosmetic composition to the keratinous matters and/or fibers.

Description

The present invention relates to cosmetic compositions and / or

  dermatological agents comprising at least one C-glycoside derivative and at least one hydroxyalkylcellulose, and their use in a cosmetic treatment process, and in particular for making up keratin materials and / or fibers.

  It may especially be a care composition and / or make-up of the materials and / or keratin fibers. Within the meaning of the invention, the term "keratin materials and / or fibers" is intended to denote, for example, the skin, the mucous membranes, the lips, the scalp, the eyelashes, the eyebrows and the hair.

  In particular, the compositions of the invention may be emulsions. The sugars and sugar derivatives are products already used for various purposes for the formulation of cosmetic compositions intended both for the care of the skin and the care and / or washing of keratinous fibers. Thus, in WO 99/24009, D-xylose and its derivatives are provided for the purpose of preparing cosmetic or pharmaceutical products for improving the functionality of epidermal cells. Among the sugars that can be used in the field, the C-glycoside derivatives are particularly interesting. Certain C-glycoside derivatives have in particular demonstrated interesting biological properties, in particular for combating aging of the epidermis and / or against drying of the skin. Such compounds are described in particular in WO 02/051828. These compounds act via the stimulation of the synthesis of glycosaminoglycans containing a D-glucosamine and / or N-acetyl-D-glucosamine residue and are represented by the formula: ## STR1 ## wherein S represents a monosaccharide or a polysaccharide, R represents different linear or cyclic radicals and the group X can represent a group chosen from: -CO-, -CH (NR1R2) -, CHR'-, -C (= CHR3) - with R1, R2, R 'and R3 being able to represent different radicals, including the hydroxyl radical for R1, R2 and R3. Furthermore, it is also sought to have cosmetic and / or dermatological compositions which can be satisfactorily applied to the materials and / or the keratinous fibers and for this purpose, of composition having textures adapted to allow a good application, in particular a good spreading, on the materials and / or the keratinous fibers. Unfortunately, the introduction of C-glycoside derivatives mentioned above in an aqueous cosmetic and / or dermatological formulation can result in a significant decrease in the viscosity of said formulation which induces a fluidification thereof. The composition is then too fluid and is therefore difficult to apply to keratin materials since it flows from the application support, including the skin on which it is deposited. It therefore does not allow to be applied with precision on the part of the keratin materials that one wishes to treat, and it is also difficult to spread on the skin. Moreover, it appears that the alternative solution consisting in supplementing this drop in viscosity by the addition of wax (es) and / or fatty alcohol is not satisfactory. The formulations thus obtained are in fact generally too thick and whitening, difficult to apply, in particular to spread, on the keratin materials, also provide a feeling of heaviness, and prove difficult to penetrate, when applied to keratin materials, and especially on the skin. There is therefore a need for cosmetic and / or dermatological compositions whose viscosity does not drop in the presence of the C-glycoside derivatives mentioned above and which have a viscosity suitable for easy application to the materials and / or the keratinous fibers. There is also a need for compositions comprising a C-glycoside derivative whose application to keratin materials, in particular to the skin, does not cause unpleasant sensations or discomfort for the user. The present invention specifically aims to meet these needs.

  More specifically, the present invention relates to a cosmetic and / or dermatological composition comprising in a physiologically acceptable medium containing an aqueous medium at least one C-glycoside derivative and at least one hydroxy (C 1 -C 2) alkyl-cellulose. Surprisingly, the inventors have observed that the addition of a C-glycoside derivative to a composition comprising such a cellulosic polymer, especially as a thickener, does not significantly affect the viscosity of said composition and thus makes it possible to formulate this in a form suitable for its handling during its application to the materials and / or keratinous fibers, especially for a good spread without feeling of heaviness. According to yet another of its objects, the present invention relates to a method of cosmetic treatment, and in particular of makeup of the materials and / or keratinous fibers comprising at least the step of applying to said at least one keratin material and / or keratin fibers. a layer of a composition according to the invention. HYDROXYALKYL C1C2CELLULOSE The hydroxyalkyl (C1-C2) cellulose according to the invention may be especially chosen from hydroxymethylcellulose, hydroxyethylcellulose and their mixtures. By way of non-limiting illustration of hydroxyethylcelluloses that can be used in the present invention, mention may be made more particularly of the compounds sold under the trade names Cellosize QP 3 L, Cellosize QP 09 H, Cellosize WP 4400, Cellosize QP 4400 H, Cellosize QP 03, Cellosized hydroxyethylcellulose QP-30000-H-AMERCHOL, Polymer PCG-10-AMERCHOL from DOW CHEMICAL-AMERCOL and derivatives Natrosol 250 L, Natrosol 250 HHR, Natrosol 250 MR, Natrosol 250 M, Natrosol 250 HR and Natrosol 250 Hydroxyethylcellulose from the company HERCULES. As regards the hydroxymethylcelluloses, those especially marketed under the names Tylosé MH 200 from the company CLARIANT and Viscontran MC 3000P from the company COGNIS are particularly suitable for the invention. Such a cellulosic polymer is advantageously used in a content which makes it possible to impart to a composition according to the invention a viscosity which is suitable for application of the composition to materials and / or keratinous fibers, and in particular to a viscosity at least higher or equal to 1.5 Pa.s. More particularly, the hydroxyalkyl (C1-C2) cellulose may be present in a composition according to the invention in a proportion of approximately 0.01 to approximately 20% by weight, in particular of approximately 0.01 to 10% by weight. , and more particularly from about 0.1 to 5% by weight relative to the total weight of the composition.

C-GLYCOSIDE DERIVATIVES A C-glycoside derivative suitable for the invention may be a compound of the following general formula (I): embedded image in which: R represents: a linear alkyl radical, saturated with C 1 C 20 to C 20, especially C 1 to C 10, or unsaturated C 2 to C 20, in particular C 2 to C 10, or a branched or cyclic alkyl radical, saturated or unsaturated, C 3 to C 20, especially C 3 to C 10; a linear hydrofluoro- or perfluoroalkyl radical, linear saturated C1 to C20, in particular C1 to C10, or unsaturated C2 to C20, in particular C2 to C10, or branched or cyclic, saturated or unsaturated, C3 to C20 especially C3 to Clo; The hydrocarbon-based chain constituting said radicals may, if appropriate, be interrupted by 1, 2, 3 or more heteroatoms chosen from: - an oxygen, - a sulfur, - a nitrogen, and a silicon, and which may be optionally substituted by at least one radical chosen from: -OR 4, -SR 4, -NR 4 R 5, -COOR 4, -CONHR 4, -CN, a halogen atom, a C 1 to C 6 hydrofluoro- or perfluoroalkyl radical, and / or a C 3 -C 8 cycloalkyl radical, with R 4 and R 5 being independently of one another a hydrogen atom, or an alkyl, perfluoroalkyl or linear hydrofluoroalkyl radical saturated with 1 to 30 carbon atoms; , especially C1 to Cu, or unsaturated C2 to C30, especially C2 to C12, or branched or cyclic, saturated or unsaturated, C3 to C30, especially C3 to C12; or a C 6 -C 15 aryl radical; X represents a radical chosen from the groups: ## STR2 ## with R 1, R 2 and R 3 representing, independently of one another, a hydrogen atom, or a radical R, with R as defined above, and R '1 represents a hydrogen atom, a group OH or a radical R as defined above, R1 may also denote a C6 to C10 aryl radical; S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units, in particular up to 6 sugar units, in pyranose and / or furanose form, and of L and / or D series, said mono- or polysaccharide possibly being substituted with a necessarily free hydroxyl group, and optionally one or more optionally protected amine function (s), and the S-CH 2 -X bond represents a C-anomeric bond, which may be a or 13, as well as their cosmetically acceptable salts, their solvates such as hydrates and their isomers. In the context of the present invention, halogen means chlorine, fluorine, bromine or iodine. The term aryl designates an aromatic ring such as phenyl, optionally substituted with one or more C 1 -C 4 alkyl radicals.

The term C3-C8 cycloalkyl refers to an aliphatic ring having 3 to 8 carbon atoms, including, for example, cyclopropyl, cyclopentyl and cyclohexyl. Among the alkyl groups suitable for the implementation of the invention, there may be mentioned especially the methyl, ethyl, isopropyl, n-propyl, n-butyl, t-butyl, isobutyl, sec-butyl and pentyl groups. hexyl, cyclopropyl, cyclopentyl, cyclohexyl, and allyl. According to one embodiment of the invention, it is possible to use a C-glycoside derivative corresponding to formula (I) for which S can represent a monosaccharide or a polysaccharide containing up to 6 sugar units, in pyranose and / or furanose form. And L and / or D series, said mono- or polysaccharide having at least one hydroxyl function necessarily free and / or optionally one or more amine functions compulsorily protected, X and R otherwise retaining all of the previously given definitions. Advantageously, a monosaccharide of the invention may be selected from D-glucose, D-galactose, D-mannose, D-xylose, D-lyxose, L-fucose, L-arabinose, L -rhamnose, D-glucuronic acid, D-galacturonic acid, D-iduronic acid, N-acetyl-D-glucosamine, N-acetyl-D-galactosamine and advantageously denotes D-glucose, D-xylose, N-acetyl-D-glucosamine or L-fucose, and in particular D-xylose.

More particularly, a polysaccharide of the invention containing up to 6 sugar units may be selected from D-maltose, D-lactose, D-cellobiose, D-maltotriose, a disaccharide associating a uronic acid selected from D-iduronic acid or D-glucuronic acid with a hexosamine selected from D-galactosamine, D-glucosamine, N-acetyl-D-galactosamine, N-acetyl-D-glucosamine, an oligosaccharide containing at least minus one xylose which can advantageously be chosen from xylobiose, methyl- (3-xylobioside, xylotriose, xylotetraose, xylopentaose and xylohexaose, and in particular xylobiose which is composed of two xylose molecules linked by a linkage; More particularly, S may represent a monosaccharide chosen from D-glucose, D-xylose, L-fucose, D-galactose, D-maltose and in particular D-xylose. embodiment of the invention, it is possible to use C-glycoside derivatives which are wherein X is a group selected from -CO-, -CH (OH) -, -CH (NR1R2) -, -CH (R) -, especially -CO-, -CH (OH); -, -CH (NH 2) -, -CH (NHCH 2 CH 2 CH 2 OH) -, -CH (NHPh) -, -CH (CH 3) -, and more particularly a group -CO-, -CH (OH) -, -CH (NH 2 ) - and preferably a group ùCH (OH) -, S and R retaining all the definitions previously given. According to another embodiment of the invention, it is possible to use a C-glycoside derivative corresponding to formula (I) for which R represents a linear alkyl radical, saturated with C 1 to C 20, in particular from C 1 to C 10, or unsaturated C 2 to C 20, especially C 2 to C 10, or a branched or cyclic C 3 to C 20 saturated or unsaturated alkyl radical; in particular at C3 to C10, and optionally substituted as previously described, S and R also retaining all the definitions previously given. Preferably, R denotes a linear radical C1-C4, in particular C1-C3, optionally substituted with 20 -OH, -COOH or -COOR "2, R" 2 being a saturated alkyl radical C1-C4, especially ethyl. Preferentially, R denotes an unsubstituted linear C1-C4, especially C1-C2, alkyl radical, in particular ethyl. Among the C-glycoside derivatives of formula (I), use is preferably made of those for which: R represents an alkyl radical in linear, saturated with C 1 -C 20, in particular with C 1 -C 10, or unsaturated C 2 -C 20, in particular C2 to C10, or a branched or cyclic alkyl radical, saturated or unsaturated, C3 to C20; in particular C3 to C10, and optionally substituted as described above; S represents a monosaccharide as previously described; X represents -CO-, -CH (OH) -, -CH (NR1R2) -, -CH (R) - as previously described.

Preferably, a C-glycoside derivative of formula (I) is used, for which: R denotes a linear C 1 -C 4, especially C 1 -C 3 radical, optionally substituted by OH, -COOH or COOR "2, R"; 2 being a saturated C1-C4 alkyl radical, especially ethyl; S represents a monosaccharide as previously described; X represents a group chosen from CO-, -CH (OH) -, -CH (NH 2) -, -CH (NHCH 2 CH 2 CH 2 OH) -, -CH (NHPh) -, -CH (CH 3) -, and more particularly a group CO -, -CH (OH) -, -CH (NH2) -, and preferably a group ùCH (OH) -.

Preferably, a C-glycoside derivative of formula (I) is used for which: R denotes an unsubstituted linear C1-C4, especially C1-C2, alkyl radical, in particular ethyl; S represents a monosaccharide as previously described; especially D-glucose, D-xylose, N-acetyl-D-glucosamine or L-fucose, and especially D-xylose; X represents a group chosen from CO-, -CH (OH) -, -CH (NH 2) -, and preferentially a group -CH (OH) -.

Salts acceptable for non-therapeutic use of the compounds described in the present invention include conventional non-toxic salts of said compounds such as those formed from organic or inorganic acids. By way of example, mention may be made of the salts of mineral acids, such as sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid and boric acid. There may also be mentioned organic acid salts, which may include one or more carboxylic acid, sulfonic acid, or phosphonic acid groups. It may be linear, branched or cyclic aliphatic acids or aromatic acids. These acids may furthermore comprise one or more heteroatoms chosen from O and N, for example in the form of hydroxyl groups. These include propionic acid, acetic acid, terephthalic acid, citric acid and tartaric acid. When the compound of formula (I) has an acid group, the neutralization of the acid group (s) can be carried out with a mineral base, such as LiOH, NaOH, KOH, Ca (OH) 2, NH 4 OH, Mg (OH) 2 or Zn (OH) 2; or with an organic base such as a primary, secondary or tertiary alkylamine, for example triethylamine or butylamine. This primary, secondary or tertiary alkylamine may comprise one or more nitrogen and / or oxygen atoms and may therefore comprise, for example, one or more alcohol functions; mention may especially be made of 2-amino-methyl-2-propanol, triethanolamine, dimethylamino-2-propanol and 2-amino-2- (hydroxymethyl) -1,3-propanediol. Mention may also be made of lysine or 3- (dimethylamino) propylamine. Acceptable solvates for the compounds described in the present invention include conventional solvates such as those formed in the last step of preparing said compounds due to the presence of solvents. By way of example, mention may be made of solvates due to the presence of water or of linear or branched alcohols, such as ethanol or isopropanol. Among the C-glycoside derivatives of formula (I), used according to the invention, the following are especially considered: 1. C- (3-D-xylopyranoside-n-propan-2-one, 2. CaD-xylopyranoside-n propan-2-one; 3- [1- (2- (3-hydroxy-propylamino) -propyl] -C-R-D-xylopyranose; 1- [2- (3-hydroxy-propylamino) -propyl]; -CaD-xylopyranose 5. C-13-D-xylopyranoside-2-hydroxypropane 6. CaD-xylopyranoside-2-hydroxypropane 7. C- (3-D-xylopyranoside-2-amino-propane 8. CaD-xylopyranoside-2-amino-propane 9. C-13-D-xylopyranoside-2-phenylaminopropane 10. CaD-xylopyranoside-2-phenylamino-propane 11. Ethyl ester of the acid 3-methyl-4- (C- (3-D-xylopyranoside) -butyric acid, 12. 3-methyl-4- (CaD-xylopyranoside) -butyric acid ethyl ester, 13. 6- (C- 3-D-xylopyranoside) -5-keto hexanoic acid 14. 6- (CaD-xylopyranoside) -5-keto hexanoic acid 15. 6- (C-13-D-xylopyranoside) -5-hydroxyhexanoic acid 16. 6- (CaD-xylopyranoside) -5-hydroxy-hexanoic acid; 17. 6- (C-13-D-xylopyranoside) -5-aminohexanoic acid; 18. 6- (C-α-D-xylopyranoside) -5-aminohexanoic acid; 19. 6- (C- (3-D-xylopyranoside) -5-phenylaminohexanoic acid; 20. 6- (CaD-xylopyranoside) -5-phenylaminohexanoic acid; 21. 1- (C- (3 -D-xylopyranoside) -hexane-2,6-diol; 22. 1- (CaD-xylopyranoside) -hexane-2,6-diol; 23. 5- (C- (3-D-xylopyranoside) acid) 4-Keto-pentanoic acid 24. 5- (CaD-xylopyranoside) -4-keto-pentanoic acid 25. 5- (C- (3-D-xylopyranoside) -4-hydroxy-pentanoic acid; Ca-xylopyranoside) -4-hydroxy-pentanoic acid 27. 5- (C- (3-D-xylopyranoside) -4-amino-pentanoic acid 28. 5- (CaD-xylopyranoside) -4-amino-pentanoic acid 29. 5- (C- (3-D-xylopyranoside) -4-phenylaminopentanoic acid; 30. 5- (CaD-xylopyranoside) -4-phenylaminopentanoic acid; 31. 1- (C-3-D); -xylopyranoside) -pentane-2,5-diol; 32. 1- (CaD-xylopyranoside) -pentane-2,5-diol; 33. 1- (C- (3-D-fucopyranoside) -propane-2- 34. 1- (CaD-fucopyranoside) -propan-2-one; 35. 1- (C- (3-L-fucopyranoside) -propan-2-one; 36. 1- (CaL-fucopyranoside) -propane; -2-one; 3 7. 1- (C-13-D-fucopyranoside) -2-hydroxypropane; 38. 1- (C-α-D-fucopyranoside) -2-hydroxypropane; 39. 1- (C-13-L-fucopyranoside) -2-hydroxypropane; 40. 1- (C-α-L-fucopyranoside) -2-hydroxypropane; 41. 1- (C-D-fucopyranoside) -2-amino-propane; 42. 1- (C-α-D-fucopyranoside) -2-amino-propane; 43. 1- (C-p-L-fucopyranoside) -2-amino-propane; 44. 1- (C-α-L-fucopyranoside) -2-amino-propane; 45. 1- (C-13-D-fucopyranoside) -2-phenylamino propane; 46. 1- (C-α-D-fucopyranoside) -2-phenylamino propane; 47. 1- (C- (3-L-fucopyranoside) -2-phenylamino-propane; 48. 1- (CaL-fucopyranoside) -2-phenylaminopropane; 2903007 11 49. ethyl ester of the acid 3- methyl-4- (C- (3-D-fucopyranoside) -butyric acid, 50. 3-methyl-4- (CaD-fucopyranoside) -butyric acid ethyl ester, 51. 3-methyl-ethyl ester 4- (C- (3-L-fucopyranoside) butyric acid, 52. 3-methyl-4- (α-L-fucopyranoside) -butyric acid ethyl ester, 53. 6- (C- (3- D-fucopyranoside) -5-keto hexanoic acid, 54. 6- (CaD-fucopyranoside) -5-keto hexanoic acid, 55. 6- (C-β-L-fucopyranoside) -5-keto hexanoic acid; 6- (α-Fucopyranoside) -5-keto-hexanoic acid, 57. 6- (C- (3-D-fucopyranoside) -5-hydroxy-hexanoic acid, 58. 6- (CaD-fucopyranoside) acid; 5-hydroxy-hexanoic acid, 59. 6- (C- (3-L-fucopyranoside) -5-hydroxy-hexanoic acid, 60. 6- (α-Fucopyranoside) -5-hydroxy-hexanoic acid, 61. 6- (C-13-D-fucopyranoside) -5-aminohexanoic acid 62. 6- (CaD-fucopyranoside) acid - 5-aminohexanoic acid; 63. 6- (C- (3-L-fucopyranoside) -5-amino-hexanoic acid, 64. 6- (α-Fucopyranoside) -5-aminohexanoic acid, 65. 1- (C- (3- D-fucopyranoside) -hexane-2,6-diol; 66. 1- (CaD-fucopyrano side) -hexane-2,6-diol; 67. 1- (C- (3-L-fucopyranoside) -hexane-2 6-diol 68. 1- (CaL-fucopyranoside) -hexane-2,6-diol 69. 5- (C- (3-D-fucopyranoside) -4-keto-pentanoic acid; 70. Acid 5 4- (C- (3-L-fucopyranoside) -hexane-2,6-diol) -4-keto-pentanoic acid, 5- (5- (C-β-fucopyranoside) -4-keto-pentanoic acid; CaL-fucopyranoside) -hexane-2,6-diol) -4-keto-pentanoic 73. 5- (C- (3-D-fucopyranoside) -4-hydroxy-pentanoic acid, 74. 5- (CaD) acid; 4-hydroxy-pentanoic acid, 75. 5- (C-13-L-fucopyranoside) -4-hydroxy-pentanoic acid, 76. 5- (α-L-fucopyranoside) -4-hydroxy-pentanoic acid, 77. 5- (C-13-D-fucopyranoside) -4-amino-pentanoic acid; 78. 5- (CaD-fucopyranoside) -4-amino-pentanoic acid 2903007 12 79. 5- (C- (3-L) acid; -fucopyranoside) -4-amino-pentanoic; 80. 5- (C-α-L-fucopyranoside) -4-amino-pentanoic acid; 81. 1- (C- (3-D-fucopyranoside) -pentane-2,5-diol; 82. 1 - (CaD-fucopyrano side) -pentane-2,5-diol; 83. 1- (C- 13-L-fucopyranoside) -pentane-2,5-diol, 84. 1- (α-Fucopyranoside) -pentane-2,5-diol, 85. 1- (C- (3-D-glucopyranosyl) -2- hydroxy-propane, 86. 1- (CaD-glucopyranosyl) -2-hydroxy-propane, 87. 1- (C-D-glucopyranosyl) -2-amino-propane, 88. 1- (CaD-glucopyranosyl) 2-amino-propane, 89. 1- (C-D-glucopyranosyl) -2-phenylaminopropane, 90. 1- (CaD-glucopyranosyl) -2-phenylaminopropane, 91. ethyl ester of the acid 3-methyl-4- (C -3-D-glucopyranosyl) -butyric acid, 92. 3-methyl-4- (CaD-glucopyranosyl) -butyric acid ethyl ester, 93. 6- (C-) acid ( 3-D-glucopyranosyl) -5-keto hexanoic acid, 94. 6- (CaD-glucopyranosyl) -5-keto hexanoic acid, 95. 6- (C- (3-D-glucopyranosyl) -5-hydroxy-acid, hexanoic acid, 96. 6- (CaD-glucopyranosyl) -5-hydroxy-hexanoic acid, 97. 6- (CPD-glucopyranosyl) -5-amino-hexanoic acid, 98. 6- (CaD-glucopyranosyl) -5- amino-hexa noique; 99. 6- (C- (3-D-glucopyranosyl) -5-phenylaminohexanoic acid, 100. 6- (CaD-glucopyranosyl) -5-phenylaminohexanoic acid, 101. 1- (CPD-glucopyranosyl) -hexane 2,6-diol; 102. 1- (CaD-glucopyranosyl) -hexane-2,6-diol; 103. 6- (C- (3-D-glucopyranosyl) -5-keto-pentanoic acid; 6- (C6-glucopyranosyl) -5-keto-pentanoic acid, 105. 6- (C- (3-D-glucopyranosyl) -5-hydroxy-pentanoic acid, 106. 6- (CaD-glucopyranosyl) -5- hydroxy-pentanoic acid; 107. 6- (C-D-glucopyranosyl) -5-amino-pentanoic acid; 108. 6- (CaD-glucopyranosyl) -5-hydroxy-pentanoic acid; 2903007 13,109. C- (3-D-glucopyranosyl) -5-phenylamino-pentanoic acid, 110. 6- (CaD-glucopyranosyl) -5-phenylamino-pentanoic acid, 111. 1- (C- (3-D-glucopyranosyl) -pentane-2 5-Diol; 112. 1- (CaD-glucopyranosyl) -pentane-2,5-diol; 113. 1- (C-β-D-galactopyranosyl) -2-hydroxypropane; 114. 1 - (C α-D-galactopyrano-syl) -2-hydroxy-propane, 115. 1- (C- (3-D-galactopyranosyl) -2-amino-propane, 116. 1 - (Ca- Dgalactopyrano-syl) -2-amino-propane; 117. 1- (C- (3-D-galactopyranosyl) -2-phenylamino-propane, 118. 1- (CaD-galactopyranosyl) -2-phenylamino-propane, 119. ethyl ester of 3-methyl- 4-03-D-galactopyranosyl) -butyric acid; 120. 3-methyl-4- (α-D-galactopyranosyl) -butyric acid ethyl ester; 121. 6- (C- (3-D-galactopyranosyl) -5-keto-hexanoic acid; 122. 6- (CaD-galactopyranosyl) -5-keto hexanoic acid; 123. 6- (C-) -D-galactopyranosyl) -5-hydroxy-hexanoic acid 124. 6- (CaD-galactopyranosyl) -5-hydroxy-hexanoic acid 125. 6- (C- (3-D-galactopyranosyl) -5-aminohexanoic acid; 126. 6- (Ca-Galactopyranosyl) -5-aminohexanoic acid; 127. 6- (C- (3-D-galactopyranosyl) -5-phenylaminohexanoic acid; 128. 6- (CaD-galactopyranosyl) acid; 5-phenylaminohexanoic acid, 129. 1- (C-β-D-galactopyrano-syl) -hexane-2,6-diol, 130. 1- (CaD-galactopyranosyl) -hexane-2,6-diol; 6- (C- (3-D-galactopyranosyl) -5-keto-pentanoic acid; 132. 6- (CaD-galactopyranosyl) -5-keto-pentanoic acid; 133. 6- (C- (3- D-galactopyranosyl) -5-hydroxy-pentanoic acid, 134. 6- (CaD-galactopyranosyl) -5-hydroxy-pentanoic acid, 135. 6- (C- (3-D-galactopyranosyl) -5-amino-pentanoic acid; 136. 6- (Ca-Galactopyranosyl) -5-amino-pentanoic acid, 137. 6- (C-) -3-D-galact acid opyranosyl) -5-phenylamino-pentanoic; 138. 6- (C-α-D-galactopyranosyl) -5-phenylaminopentanoic acid; 139. 1- (1,3-D-galactopyranosyl) -pentane-2,6-diol; 140. 1- (C-α-D-galactopyranosyl) -pentane-2,6-diol; 141. 1- (C- (3-D-fucofuranosyl) -propan-2-one; 142. 1- (CaD-fucofuranosyl) -propan-2-one; 143. 1- (C- (3-L- fucofuranosyl) -propan-2-one; 144. 1- (CaL-fucofuranosyl) -propan-2-one; 145. 3 '- (acetamido-C- (3-D-glucopyranosyl) propan-2'-one; 146. 3 '- (acetamido-CaD-glucopyranosyl) -propan-2'-one; 147. 1- (acetamido-C- (3-D-glucopyranosyl) -2-hydroxylpropane; 148. 1 - (acetamido) -C- (3-D-glucopyranosyl) -2-amino-propane, 149. 1- (acetamide-C-D-glucopyranosyl) -2-phenylaminopropane, 150. 1- (acetamido-CaD-glucopyranosyl) - 2-phenylamino-propane, 151. 3-methyl-4- (acetamido-C- (3-D-glucopyranosyl) -butyric acid ethyl ester, 152. 3-methyl-4- acetamido-CaD-glucopyranosyl) butyric acid; 15 153. 6- (acetamido-C- (3-D-glucopyranosyl) -5-keto hexanoic acid; 154. 6- (acetamido-CaD-glucopyranosyl) -5-keto acid; hexanoic acid, 155. 6- (acetamido-C-3-D-glucopyranosyl) -5-hydroxy-hexanoic acid, 156. 6- (acetamido-CaD-glucopyranos) acid; yl) -5-hydroxy-hexanoic acid; 157. 6- (acetamido-C- (3-D-glucopyranosyl) -5-amine-hexanoic acid; 158. 6- (acetamido-CaD-glucopyranosyl) -5-amine-hexanoic acid; acetamido-C-13-D-glucopyranosyl) -5-phenylamino-hexanoic acid, 160. 6- (acetamido-CaD-glucopyranosyl) -5-phenylamino-hexanoic acid, 161. 1 - (acetamido-C-β-D-glucopyrano) syl) -hexane-2,6-diol; 162. 1- (acetamido-CaD-glucopyranosyl) -hexane-2,6-diol; 163. 6- (acetamido-C- (3-D-glucopyranosyl) - 5-keto-pentanoic acid, 164. 6- (acetamido-CaD-glucopyranosyl) -5-keto-pentanoic acid, 165. 6- (acetamido-C- (3-D-glucopyranosyl) -5-hydroxy-pentanoic acid; 6- (acetamido-CaD-glucopyranosyl) -5-hydroxy-pentanoic acid, 167. 6- (acetamido-C-13-D-glucopyranosyl) -5-amino-pentanoic acid, 168. 6- (acetamido) acid; CaD-glucopyranosyl) -5-aminopentanoic acid; 2903007 15 169. 6- (acetamido-C- (3-D-glucopyranosyl) -5-phenylaminopentanoic acid; 170. 6- (acetamido-CaD-glucopyranosyl) acid; 5-phenylamino pent anole 171. 1- (acetamido-C-D-glucopyranosyl) -pentane-2,5-diol; 172. 1- (Acetamido-C-α-D-glucopyranosyl) -pentane-2,5-diol.

By way of non-limiting illustration of the C-glycoside derivatives which are more particularly suitable for use in the invention, mention may be made especially of the following derivatives: C43-D-xylopyranoside-n-propan-2-one, - CaD-xylopyranoside-n propan-2-one, C- (3-D-xylopyranoside-2-hydroxy-propane, CaD-xylopyranoside-2-hydroxy-propane, 1- (C- (3-D-fucopyranoside) -propane -2-one, 1- (CaD-fucopyranoside) -propan-2-one, 1- (C- (3-L-fucopyranoside) -propan-2-one, 1- (CaL-fucopyranoside) - propan-2-one, 1- (C- (3-D-fucopyranoside) -2-hydroxy-propane, 1- (CaD-fucopyranoside) -2-hydroxypropane, 1- (C- (3- L-fucopyranoside) -2-hydroxypropane, 1- (CaL-fucopyranoside) -2-hydroxypropane, 1- (C- (3-D-glucopyranosyl) -2-hydroxylpropane, 1 - (CaD-glucopyranosyl) -2-hydroxylpropane, 1- (C- (3-D-galactopyranosyl) -2-hydroxylpropane, 1- (CaD-galactopyranosyl) -2-hydroxylpropane, 1- (C-13-D-fucofuranosyl) -propan-2-one, 1- (CaD-fucofuranosyl) -propan-2-one-1 1- (C-13-L-fucofuranosyl) -propan-2-one, 1- (CaL-fucofuranosyl) -propan-2-one, - C- (3-D-maltopyranoside-n-propan-2-one -one, CaD-maltopyranoside-n-propan-2-one C- (3-D-maltopyranoside-2-hydroxy-propane, CaM-maltopyranoside-2-hydroxy-propane, their isomers and their mixtures. According to one embodiment, C- (3-D-xylopyranoside-2-hydroxy-propane or CaD-xylopyranoside-2-hydroxypropane, and more preferably C- (3-D-xylopyranoside-2-hydroxy- Propane can advantageously be used for the preparation of a composition according to the invention According to a particular embodiment, the C-glycoside derivative is CaD-xylopyranoside-2-hydroxy-propane in the form of a solution of 30% by weight of active ingredient in a water / propylene glycol mixture (60/40% by weight), such as the product manufactured by CHIMEX under the trade name MEXORYL SBB.Of course, according to the invention, a C-glycoside derivative formula (I) may be used alone or in admixture with other C-glycoside derivatives and in any proportion.

A C-glycoside derivative which is suitable for the invention can in particular be obtained by the synthesis method described in WO 02/051828. The amount of C-glycoside derivative to be used in a composition according to the invention depends on the desired cosmetic or therapeutic effect, and can therefore vary to a large extent.

Those skilled in the art can easily, on the basis of their general knowledge, determine the appropriate amounts. A composition according to the invention may comprise a C-glycoside derivative in a proportion of about 0.0001% to about 25% by weight of active material relative to the total weight of the composition, and in particular of about 0.001% to about 10% by weight of active material, and more particularly from about 0.05% to about 5% by weight of active C-glycoside derivative relative to the total weight of the composition. VISCOSITY MEASUREMENT PROTOCOL Advantageously, a composition according to the invention may have a viscosity greater than or equal to about 1.5 Pa.s, in particular ranging from 1.5 to 6 Pa.s, in particular greater than or equal to about 2 Pa.s, especially ranging from about 2 Pa.s to 2903007 17 about 5.5 Pa.s, and in particular greater than or equal to 3 Pa.s, in particular ranging from about 3 Pa.s to about 5 Pa. .s. The viscosity of a composition comprising at least one C-glycoside derivative and at least one hydroxyalkyl (C 1 -C 2) cellulose, and in particular the viscosity of a composition according to the invention can be measured according to any method known to man of the art, and in particular according to the following conventional method. Thus, the measurement can be carried out at 25 ° C., after 10 minutes using a Contraves TV or Rhéomat 180, equipped with a mobile rotating at 200 rpm. The person skilled in the art can choose the mobile device for measuring viscosity, among the mobiles M2 or 10 M3 on the basis of his general knowledge, so as to be able to carry out the measurement. A composition according to the invention comprises a physiologically acceptable medium. By acceptable physiological medium is meant a medium compatible with the materials and / or the keratin fibers of human beings, such as, for example, without limitation, the skin, the mucous membranes, the nails, the scalp and / or the hair. This physiologically acceptable medium comprises water, optionally mixed or not with one or more organic solvents such as C 1 -C 8 alcohols, in particular ethanol, isopropanol, tert-butanol, n-butanol, polyols such as glycerine, propylene glycol, butylene glycol and polyol ethers. A composition according to the invention may also comprise a fatty phase, which may comprise oils, gums, waxes usually used in the field of application in question.

As oils or waxes which can be used in the invention, mention may be made of mineral oils (vaseline oil), vegetable oils (liquid fraction of shea butter, sunflower oil), animal oils (perhydrosqualene), synthetic oils (Purcellin oil), silicone oils or waxes (cyclomethicone) and fluorinated oils (perfluoropolyethers), bees, carnauba or paraffin waxes. To these oils can be added fatty alcohols and fatty acids (stearic acid). Thus, according to one embodiment, a composition according to the invention may further comprise at least one fatty phase chosen from a solid fatty phase at ambient temperature (20-25 ° C.) and atmospheric pressure, a liquid fatty phase, and a mixture of these. A liquid fatty phase suitable for the implementation of the invention may comprise a volatile oil, a non-volatile oil, and a mixture thereof. A volatile or non-volatile oil may be a hydrocarbon oil, in particular of animal or vegetable origin, a synthetic oil, a silicone oil, a fluorinated oil or a mixture thereof. A solid fatty phase that is suitable for carrying out the invention may be, for example, chosen from pasty fatty substances, gums, and mixtures thereof.

When a composition is an emulsion, the proportion of the fatty phase can range from 5% to 80% by weight, and preferably from 5% to 50% by weight relative to the total weight of the composition. The oils, the waxes, the emulsifiers and the coemulsifiers used in the composition in emulsion form are chosen from those conventionally used in the cosmetics field.

An emulsifier and a coemulsifier may be present in a composition of the invention in a proportion ranging from 0.3% to 30% by weight, and in particular from 0.5% to 20% by weight relative to the total weight of the composition. composition. An emulsion according to the invention may further contain lipid vesicles. When a composition according to the invention is an oily solution or gel, the fatty phase may represent more than 90% of the total weight of the composition. A composition according to the invention may also contain adjuvants customary in the field under consideration, such as surfactants, emulsifiers, hydrophilic or lipophilic gelling agents, hydrophilic or lipophilic additives, preservatives, antioxidants, solvents, perfumes, fillers, UVA and UVB filters (organic or inorganic), pigments, fibers, chelating agents, odor absorbers, dyestuffs, and other cosmetic or pharmaceutical active agents. The amounts of these various adjuvants are those conventionally used in the cosmetics field, and may be, for example, from 0.01% to 10% of the total weight of the composition. These adjuvants, depending on their nature, can be introduced into the fatty phase, into the aqueous phase and / or into the lipid spherules.

Hydrophilic gelling agents that can be used in the invention include carboxyvinyl polymers (carbomer), acrylic copolymers such as copolymers of acrylates / alkyl acrylates, polyacrylamides, natural gums and clays, and, as lipophilic gelling agents, mention may be made of modified clays such as bentones, metal salts of fatty acids such as aluminum stearates and hydrophobic silica, polyethylene. A composition of the invention may be in any conceivable galenic form. In particular, a composition according to the invention may have the form of an aqueous, hydroalcoholic solution, of a lotion or serum-type dispersion; a water-in-oil, oil-in-water or multiple emulsion; a suspension; microcapsules or microparticles; vesicular dispersions of ionic and / or nonionic type; an aqueous lotion, or in the form of serum; capsules, granules, syrups, tablets; foam, solid preparation; aerosol composition also comprising a propellant under pressure. A composition according to the invention may be in the form of a composition for hair care, in particular a shampoo, a setting lotion, a treatment lotion, a cream or a styling gel, a dyeing composition, in particular oxidation, restructuring lotions for the hair, a permanent composition (especially a composition for the first time of a perm), a lotion or an anti-fall gel and a pest control shampoo. It may also be in the form of a composition for cleaning, protecting, treating or caring for the face, the hands, the feet, the large anatomical folds or the body (for example, day creams). , night cream, 25 make-up removing cream, sunscreen composition, body protection or care milk, after-sun milks, lotion, gel or mousse for skin care, such as cleaning lotion, artificial tanning composition) ; a makeup composition for the body or the face such as a foundation; a bath composition; a deodorant composition comprising, for example, a bactericidal agent; aftershave composition; an epilatory composition; a composition against insect bites; an anti-pain composition; a composition for treating certain skin diseases, such as eczema, rosacea, psoriasis, lichens, severe pruritus.

When a composition according to the invention is intended for use as a peel, it may also be in any of the galenic forms mentioned above provided that it is easily removed by rinsing, and especially in the form of aqueous gel, aqueous or hydroalcoholic solution.

A composition according to the invention can be applied by any means allowing a uniform distribution and especially using a cotton, a rod, a brush, a gauze, a spatula or a spatula. buffer, or by spraying, and can be removed by rinsing with water or a mild detergent.

A composition according to the invention may further comprise at least one cosmetic or therapeutic agent. Thus a composition according to the present invention may in particular comprise at least: an anti-aging and / or anti-wrinkle agent, an anti-glycation agent, an NO-synthase inhibitor, an agent acting on dermal or epidermal macromolecules and / or preventing their degradation, an agent modulating the proliferation of fibroblasts or keratinocytes and / or the differentiation of keratinocytes, a myorelaxant agent, a depigmenting or pro-pigmenting agent, an antimicrobial agent, a tensioning agent, a anti-pollution agent or anti-radical agent, a soothing agent, a lipolytic active or having a favorable activity, direct or indirect, on the reduction of adipose tissue, an agent acting on microcirculation and, - an anti-acne agent, a moisturizing agent.

A composition according to the invention may be used for the purpose of improving the general condition of an epidermis, in particular of the skin, and in particular for maintaining or restoring its physiological functions and / or of its aesthetic appearance.

Thus, a composition according to the invention can be advantageously used in order to combat the aging of the epidermis, maintain and / or stimulate hydration and / or fight against drying of the skin, improve the tone of the skin. skin, maintain or restore the suppleness and elasticity of the skin, improve the mineralization of the epidermis, improve the vitality of the epidermis, facilitate inter-cellular exchanges and fight against chapped and cracked appearance of the skin. skin. A composition according to the invention may be intended for a dermatological cosmetic application. Other features and advantages of the invention will emerge more clearly from the following examples, given for illustrative and nonlimiting purposes. In what follows or what precedes, the proportions are given in percentage by weight, unless otherwise indicated. EXAMPLES In the examples given below, the cellulosic polymer used is hydroxyethylcellulose Natrosol 250M and the C-glycoside derivative is C- (3-D-xylopyranoside-2-hydroxypropane marketed under the trademark MEXORYL®. CHIMEX It is in the form of a solution containing 30% by weight of active material in a water / 1,2-propylene glycol (60/40) mixture.

EXAMPLE 1 3 aqueous gels of hydroxyethylcellulose were prepared in the presence or absence of C- (3-D-xylopyranoside-2-hydroxy-propane The viscosity of the aqueous gels obtained was then measured after 24 hours of storage at room temperature (at 25 C) using an M3 Mobile TV Contraves after 30 minutes of rotation at 200 rpm.

Composition Composition 1B Composition 1C IA (Control) C- (3-D-xylopyranoside-2- (2.98%) (1% MA) 14.88% (5% MA) Hydroxy-propane Hydroxyethylcellulose 2% 2% 2% Water qs 100% qs 100% qs 100% Viscosity (Pa. $) 1.49 1.53 1.74 MA: active ingredient These results show that the presence of hydroxyethylcellulose effectively makes it possible to maintain the viscosity of the aqueous gel in the presence of C- (3-D-xylopyranoside-2-hydroxy-propane) Example 2: Cream Composition A Composition B Composition C (Control) Al sesqui-stearate 2 2 2 methyl glucose (TEGO LARE PS from Goldschmit) Mixture of oxyethylenated alcohol (2E) 2 2 2 (Noveon Promulgen G) cyclohexa-10-dimethylsiloxane propylparaben 0.1 0.1 0.1 A2 Shorea Robusta or 6 2 2 Stearin Dubois salt oil almonds 2 6 6 apricots B1 water qs 100 qs 100 qs qs 100 preservatives qs qs qs B2 Gum 0.25 0.25 0.25 xanthan 2903007 23 (RHODICARE XC from Rhodia) B3 water 5 5 Oxyethylenated (200E) methylglucose sesqui-stearate (Noveon GLUCAMATE SSE) Copolymer acrylamide / sodium acryla-mido-2-methylpropane sulfonate in 40% inverse emulsion in isoparaffin / water (Sepigel 305 of Seppic) D hydroxy-ethyl-0.5 cellulose (Natrosol 250M) Water 20 Preservative qs qs Qs Water 2.17 2.17 2.17 F Derivative C-glycoside 2.98 (1% MA) 2.98 (1% MA) 2.98 (1% MA) (CHIMEX Meroxyl) MA: active ingredient The viscosity at 24 hours of the compositions A, B and C were measured according to the protocol indicated in Example 1.

The results are shown in the table below. It is found that the hydroxyethylcellulose derivative effectively thickens compositions B and C which also contain C-glycoside. Composition A Composition B Composition C (Control) Viscosity (Pa $) 1.03 2.07 5.0 10 15 20 25 30

Claims (12)

  Cosmetic and / or dermatological composition comprising, in a physiologically acceptable medium containing an aqueous medium, at least one C-glycoside derivative and at least one hydroxy (C 1 -C 2) alkyl-cellulose.   2. Composition according to the preceding claim, wherein the C-glycoside derivative has the following general formula (I): ## STR2 ## in which: R represents: a linear alkyl radical, saturated with C 1 to C 20, in C1 to C10, unsaturated C 2 to C 20, in particular C 2 to C 10, or a branched or cyclic alkyl radical, saturated or unsaturated, C 3 to C 20, in particular C 3 to Clo; - a linear hydrofluoro- or perfluoro-alkyl radical, saturated C1 to C20, in particular C1 to C10, or unsaturated C2 to C20, in particular C 2 to C 10, or branched or cyclic, saturated or unsaturated, C 3 at C20, in particular at C3 to C10, the hydrocarbon chain constituting said radicals being able, if appropriate, to be interrupted by 1, 2, 3 or more heteroatoms chosen from: oxygen, - sulfur, - nitrogen, and a silicon, and which may be optionally substituted by at least one radical chosen from: - OR4, - SR4, - NR4R5, --COOR4, -CONHR4, - -CN, 2903007 25 - a halogen atom, - a hydrofluoro radical or perfluoro-C1-C6 alkyl, and / or a C3-C8 cycloalkyl radical, with R4 and R5 being able to represent, independently of one another, a hydrogen atom, or an alkyl radical, perfluoroalkyl or linear hydrofluoroalkyl, saturated with C1 to C10, in particular C1 to C12, or unsaturated C 2 to C 30, especially C 2 to C 12, or ri saturated or unsaturated C3 to C30, especially C3 to C12; or a C6 to C10 aryl radical; X represents a radical chosen from the groups: ## STR2 ## with R1, R2 and R3 representing, independently of one another, a hydrogen atom, or a radical R, with R as defined above, and R '1 representing a hydrogen atom, a group OH or a radical R as defined above, RI may also denote a C6 to C10 aryl radical, - S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units, in particular up to 6 sugar units, in pyranose and / or furanose form and with L and / or D series, said mono- or polysaccharide being able to be substituted by a hydroxyl group necessarily free, and optionally one or more function (s) amine (s) optionally protected (s), and - the bond S-CH2-X represents a bond of C-anomeric nature, which can be a or 13, 2903007 26 as well as their cosmetically acceptable salts, their solvates such as hydrates and their isomers.   3. Composition according to the preceding claim, wherein S represents a monosaccharide chosen from D-glucose, D-xylose, L-fucose, D-galactose, D-maltose and especially D-xylose.   4. Composition according to the preceding claim, wherein X represents a group selected from CO-, -CH (OH) -, -CH (NH 2) -, and preferably a group ùCH (OH) -.   5. Composition according to the preceding claim, wherein R denotes a C1-C4 linear radical, especially C1-C3, optionally substituted with OH, -COOH or COOR "2, R" 2 being a saturated C1-C4 alkyl radical. , especially ethyl.   A composition according to any one of the preceding claims, wherein the C-glycoside derivative is selected from: C- (3-D-xylopyranoside-n-propan-2-one, CaD-xylopyranoside-n-propane- 2-one, C- (3-D-xylopyranoside-2-hydroxy-propane, CaD-xylopyranoside-2-hydroxy-propane, 1- (C-3-D-fucopyranoside) -propan-2-one, 1- (CaD-fucopyranoside) -propan-2-one, 1- (C- (3-L-fucopyranoside) -propan-2-one, 1- (CaL-fucopyranoside) -propan-2-one, 1- (C- (3-D-fucopyranoside) -2-hydroxy-propane, 1- (CaD-fucopyranoside) -2-hydroxy-propane, 1- (C- (3-L-fucopyranoside) -2- hydroxy-propane, 1- (CaL-fucopyranoside) -2-hydroxy-propane, 1- (C- (3-D-glucopyranosyl) -2-hydroxylpropane, 1- (CaD-glucopyranosyl) -2 1-hydroxy-propane, 1- (C- (3-D-galactopyranosyl) -2-hydroxylpropane, 1- (CaD-galactopyranosyl) -2-hydroxylpropane 1- (C- (3-D- fucofuranosyl) -propan-2-one, 1- (CaD-fucofuranosyl) -propan-2-one 1- (C- (3-L-fucofuranosyl) -propa) ne-2-one, 1- (CaL-fucofuranosyl) -propan-2-one, C- (3-D-maltopyranoside-n-propan-2-one, CaD-maltopyranoside-n-propane- 2-one 5 - C-13-D-maltopyranoside-2-hydroxy-propane, CaD-maltopyranoside-2-hydroxy-propane, their isomers and mixtures thereof.   A composition according to any one of the preceding claims wherein the C-glycoside derivative is selected from C- (3-D-xylopyranoside-2-hydroxypropane and CaD-xylopyranoside-2-hydroxypropane, and is more particularly C- (3-D-xylopyranoside-2-hydroxypropane.   8. Composition according to any one of the preceding claims, wherein the hydroxyalkyl (C1-C2) cellulose is chosen from hydroxymethylcellulose, hydroxyethylcellulose and mixtures thereof. 15   9. Composition according to any one of the preceding claims, having a viscosity greater than or equal to about 1.5 Pa.s, in particular ranging from 1.5 to 6 Pa.s, in particular greater than or equal to about 2 Pa.s. , in particular ranging from about 2 Pa.s to about 5.5 Pa.s, and in particular greater than or equal to 3 Pa.s, in particular ranging from about 3 Pa.s to about 5 Pa.s. 20   10. Composition according to any one of the preceding claims, further comprising at least one cosmetic or therapeutic agent.   11. A process for the cosmetic treatment, and especially the makeup of the materials and / or the keratinous fibers comprising at least the step of applying to said materials and / or keratinous fibers at least one layer of a composition as defined according to US Pat. any of claims 1 to 9.   12. Method according to the preceding claim, wherein the composition further comprises a cosmetic agent.