Polyphenolic bioprecursors
AssigneesRhodia Chimie, Chanel Parfums Beaute
InventorsSabine Delaire, Adrien Adao, Jean-Roger Desmurs, Mirjana Gelo-Pujic, Laurent Saint-Jalmes, Tarek Kassem
Life of this patent
Estimating the term…
Abstract
Cosmetic and therapeutic, in particular dermatological bioprecursors have the formula [A]n-PP-[B]m wherein PP is a polyphenol radical in which each hydroxyl function is protected by a group A or a group B, A is a saturated or unsaturated, substituted or unsubstituted alkyl radical having 1 to 20 carbon atoms which is bonded to the polyphenol, n is an integer not less than 1, and B is a precursor of a biologically active molecule, which is also bonded to the polyphenol, and m is an integer also not less than 1.
Claims23
A topically applicable formulation useful for the preparation of a therapeutic, dermatological or cosmetic composition, comprising a bioprecursor having the structural formula:
- [A]n-PP-[B]m
- in which:
- PP is a polyphenol radical
- having the following formula:
- in which:
- a is 1, 2, 3, 4 or 5;
- b is 1, 2, 3, 4 or 5;
- X is N, S, O, CH, CH2, CO or NH;
- is a double or a single bond;
- is a linking chain which may be present, forming a 5- or 6-membered ring, including X and having one or more double bonds, optionally one or more OH substituents and/or one or more heteroatoms selected from among N, S, O, which are situated in the ring and/or substitute therefor;
- or
- having the following formula:
- in which:
- Y is H or OH, a is 1, 2, 3, or 4 and b is 1, 2, 3, 4 or 5, in which each hydroxyl function is protected by a group A or a group B;
- A is a substituted or unsubstituted, saturated or unsaturated alkyl radical having from 1 to 20 carbon atoms, which is bonded to the polyphenol by:
- a carboxylic ester function on a hydroxyl function of the said polyphenol;
- or
- by means of an A′ spacer, in which A is bonded to A′ via a carboxylic ester function, and A′ is bonded to the polyphenol via a carboxylic ester function on a hydroxyl function of the said polyphenol;
- n is an integer greater than or equal to 1;
- B is a precursor of a biologically active molecule which is bonded to the polyphenol by:
- a carboxylic ester function on a hydroxyl function of the said polyphenol;
- or
- by means of a B′ spacer, in which B is bonded to B′ via a carboxylic ester function, and B′ is bonded to the polyphenol by a carboxylic ester function on a hydroxyl function of the said polyphenol;
- and
- m is an integer greater than or equal to 1,
- wherein the biologically active molecule is selected from the group consisting of lipoic acid, vitamins A, B, D, E, retinoic acids, and hydroxyacids;
- and wherein the groups A′ and B′ of the bioprecursor are, independently of one another, an aliphatic hydrocarbon chain comprising two acid functions or one acid function and one hydroxyl function having from 2 to 13 carbon atoms.
A bioprecursor having the structural formula:
- [A]n-PP-[B]m
- in which:
- PP is a polyphenol radical
- having the following formula:
- in which:
- a is 1, 2, 3, 4 or 5;
- b is 1, 2, 3, 4 or 5;
- X is N, S, O, CH, CH2, CO or NH;
- is a double or a single bond;
- is a linking chain which may be present, forming a 5- or 6-membered ring, including X and having one or more double bonds, optionally one or more OH substituents and/or one or more heteroatoms selected from among N, S, O, which are situated in the ring and/or substitute therefor;
- or
- having the following formula:
- in which:
- Y is H or OH, a is 1, 2, 3, or 4 and b is 1, 2, 3, 4 or 5, in which each hydroxyl function is protected by a group A or a group B;
- A is a substituted or unsubstituted, saturated or unsaturated alkyl radical having from 1 to 20 carbon atoms, which is bonded to the polyphenol by:
- a carboxylic ester function on a hydroxyl function of the said polyphenol;
- or
- by means of an A′ spacer, in which A is bonded to A′ via a carboxylic ester function, and A′ is bonded to the polyphenol via a carboxylic ester function on a hydroxyl function of the said polyphenol;
- n is an integer greater than or equal to 1;
- B is a precursor of a biologically active molecule which is bonded to the polyphenol by:
- a carboxylic ester function on a hydroxyl function of the said polyphenol;
- or
- by means of a B′ spacer, in which B is bonded to B′ via a carboxylic ester function, and B′ is bonded to the polyphenol via a carboxylic ester function on a hydroxyl function of the said polyphenol;
- and
- m is an integer greater than or equal to 1,
- wherein the biologically active molecule is selected from the group consisting of lipoic acid, vitamins A, B, D, E, retinoic acids, and hydroxyacids;
- and
- wherein the groups A′ and B′ of the bioprecursor are, independently of one another, an aliphatic hydrocarbon chain comprising two acid functions or one acid function and one hydroxyl function having from 2 to 13 carbon atoms.
Dependencies are inferred from the claim text.