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US 7,732,414 B2Granted
C-glycoside compounds for stimulating the synthesis of glycosaminoglycans
AssigneeL'oreal
InventorsMaria Dalko, Lionel Breton
Life of this patent
Estimating the term…
Abstract
C-glycoside compounds are suited for stimulating the synthesis of glycosaminoglycans containing a D-glucosamine and/or N-acetyl-D-glucosamine residue, advantageously hyaluronic acid, and/or proteoglycans, advantageously proteoglycans containing hyaluronic acid, by fibroblasts and/or keratinocytes.
Claims20
A composition comprising:
- a cosmetically and/or physiologically acceptable medium,
- at least one cosmetically acceptable additive chosen from moisturizing agents, sunscreen agents, and emulsifiers, and
- at least one C-glycoside of formula (I):
- S—CH2—X—R (I)
- and cosmetically and/or physiologically acceptable salts thereof,
- in which
- S is a xylose sugar moiety in pyranose or furanose form, and of L or D configuration;
- the bond S—CH2X is an anomeric-C bond;
- X is chosen from —CO—, —CH(OH)—, and —CH(NHR1)—;
- and
- R is chosen from linear or branched, saturated or unsaturated alkyl, perfluoroalkyl, and hydrofluoroalkyl radicals;
- from cycloalkyl, cycloperfluoroalkyl and cyclohydrofluoroalkyl radicals comprising from 1 to 18 carbon atoms;
- and from phenyl and benzyl radicals;
- wherein said radicals are optionally interrupted with at least one hetero atom chosen from oxygen, sulfur, nitrogen and silicon, and
- wherein said radicals are optionally substituted with:
- at least one radical chosen from —OR′1, —SR″1, —NR″′1R′2, COOR″2, —CONHR″′2, —CN, halogen, perfluoroalkyl, and hydrofluoroalkyl radicals;
- and/or
- at least one radical chosen from cycloalkyl radicals, heterocyclic radicals, and unsubstituted aryl radicals,
- the radical R1 is chosen from radicals R, hydrogen, and hydroxyl;
- and
- the radicals R′1, R′2, R″1, R″2, R′″1 and R′″2, which may be identical or different, are each chosen from hydrogen, from linear or branched, saturated or unsaturated alkyl radicals, and from radicals chosen from hydroxyl, perfluoroalkyl and/or hydrofluoroalkyl radicals having from 1 to 30 carbon atoms, and
- wherein said at least one C-glycoside of formula (I) is present in an amount ranging from 0.00001% to 25% by weight, relative to the total weight of the composition.
19 more elements
A make-up removing composition comprising:
- a cosmetically and/or physiologically acceptable medium, and
- at least one C-glycoside derivative of formula (I):
- S—CH2—X—R(I)
- and cosmetically and/or physiologically acceptable salts thereof,
- in which
- S is a xylose sugar moiety in pyranose or furanose form, and of L or D configuration;
- the bond S—CH2X is an anomeric-C bond;
- X is a group chosen from —CO—, —CH(OH)—, and —CH(NHR1)—;
- wherein
- R is chosen from linear or branched, saturated or unsaturated alkyl, perfluoroalkyl, and hydrofluoroalkyl radicals;
- from cycloalkyl, cycloperfluoroalkyl and cyclohydrofluoroalkyl radicals comprising from 1 to 18 carbon atoms;
- and from phenyl and benzyl radicals;
- wherein said radicals are optionally interrupted with at least one hetero atom chosen from oxygen, sulfur, nitrogen and silicon, and
- wherein said radicals are optionally substituted with:
- at least one radical chosen from —OR′1, —SR″1, —NR″′1R′2, —COOR″2, —CONHR″′2, —CN, halogen, perfluoroalkyl, and hydrofluoroalkyl radicals;
- and/or
- at least one optionally substituted radical chosen from cycloalkyl, and heterocyclic radicals, and/or at least one unsubstituted aryl radical,
- the radical R1 is chosen from radicals R, hydrogen, and hydroxyl;
- and
- the radicals R′1, R′2, R″1, R″2, R′″1 and R′″2, which may be identical or different, are each chosen from hydrogen, from linear or branched, saturated or unsaturated alkyl radicals, and from radicals chosen from hydroxyl, perfluoroalkyl and/or hydrofluoroalkyl radicals having from 1 to 30 carbon atoms, and
- wherein said at least one C-glycoside of formula (I) is present in an amount ranging from 0.00001% to 25% by weight, relative to the total weight of the composition.
18 more elements
Dependencies are inferred from the claim text.