Carboxylated polyphenol derivatives and their cosmetic use

Patent metadata

Field	Value
Publication number	US-11058619-B2
Application number	US-202016806496-A
Country	US
Kind code	B2
Filing date	Mar 2, 2020
Priority date	Mar 31, 2016
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

A subject matter of the present invention is the cosmetic use of at least one compound of formula (I):

in which:

denotes a divalent radical chosen from a carbon-carbon single bond *—CH 2 —CH 2 —* or double bond *—CH—CH—*, of Z or E configuration or their mixtures, b=0 or 1, c=0 or 1, d=0, 1 or 2, and R and R′ independently denote a hydrogen atom, a linear C 1 -C 6 alkyl radical or a branched C 3 -C 6 alkyl radical, to treat and/or prevent signs of aging and/or of photoaging of keratinous substances, preferably of the skin, and/or to depigment, lighten and/or whiten keratinous substances, preferably the skin.

The present invention also relates to novel compounds and to a corresponding cosmetic method.

First claim

The invention claimed is:

1. A compound of formula (III):

wherein:
c=0 or 1,
with the proviso that, if c=1, then the COOR′ group is in the ortho position with respect to a phenol functional group, and
R and R′ are each independently a hydrogen atom, a linear C 1 -C 6 alkyl radical or a branched C 3 -C 6 alkyl radical, one of its stereoisomers and/or solvates and/or one of its salts.

2. A compound of formula (III′):

wherein:
c 0 or 1,
with the proviso that, if c=1, then the corresponding carboxylate functional group is in the ortho position with respect to a phenol functional group, and
R and R′ are each independently a hydrogen atom, a linear C 1 -C 6 alkyl radical or a branched C 3 -C 6 alkyl radical one of its stereoisomers and/or solvates and/or one of its salts.

3. A compound selected from the group of compounds consisting of Y, Y-Et, Y′, Y′-Et, Z and Z-Et, one of its stereoisomers and/or solvates and/or one of its salts, the configuration being Z or E:

4. A compound of formula (IV):

wherein:
c=0 or 1,
d=0, 1 or 2,
with the proviso that, if c=1, then d≥1 and the COOR′ group is in the ortho position with respect to a phenol functional group, and
R and R′ are each independently a hydrogen atom, a linear C 1 -C 6 alkyl radical or a branched C 3 -C 6 alkyl radical, one of its stereoisomers and/or solvates and/or one of its salts.

5. A compound selected from the compounds X and X-Et, one of its stereoisomers and/or solvates and/or one of its salts, the configuration being Z or E

6. A compound of formula (V):

wherein:
R is a linear C 1 -C 6 alkyl radical or a branched C 3 -C 6 alkyl radical, one of its stereoisomers and/or solvates and/or one of its salts.

7. A compound W-Et, one of its stereoisomers and/or solvates, the configuration being Z or E

8. A composition, comprising, in a physiologically acceptable medium, at least one compound of formula (III), as defined in claim 1 .

9. A composition comprising, in a physiologically acceptable medium, at least one compound of formula (III′) as defined in claim 2 .

10. A composition comprising, in a physiologically acceptable medium, at least one compound of formula (IV) as defined in claim 4 .

11. A composition comprising, in a physiologically acceptable medium, at least one compound of formula (V) as defined in claim 6 .

Assignees

• Oreal

Inventors

• Hitce Julien
• Dalko Maria

Classifications

• C07C65/19

  having unsaturation outside the aromatic ring · CPC title

• A61K8/37 Primary

  Esters of carboxylic acids · CPC title

• C07C69/94

  of polycyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of six-membered aromatic rings · CPC title

• C07C65/105

  polycyclic · CPC title

• A61K8/368

  with carboxyl groups directly bound to carbon atoms of aromatic rings · CPC title