Cosmetic compositions combining a C-glycoside derivative and an N-acylamino amide derivative

• US 20080014230A1
• Filed: 07/02/2007
• Published: 01/17/2008
• Est. Priority Date: 07/03/2006
• Status: Abandoned Application

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Catroux, Philippe, Pineau, Nathalie
• Application Number:
  US11/822,098
• Publication Number:
  US 20080014230A1
• Time in Patent Office: Days
• US Class Current: 424/401
• CPC Class Codes: A61K 8/442 substituted by amido group(s)
• CPC Class Codes: A61K 8/602 Glycosides, e.g. rutin
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61Q 19/08 Anti-ageing preparations

Abstract

The present invention relates to a cosmetic and/or dermatological composition comprising, in a physiologically acceptable medium, at least one N-acylamino amide derivative and at least one C-glycoside derivative.

Claims

1. Cosmetic and/or dermatological composition comprising, in a physiologically acceptable medium, at least one N-acylamino amide derivative and at least one C-glycoside derivative.

2. Composition according to claim 1, wherein that the N-acylamino amide derivative corresponds to the general formula (I) below:

in which;

the radical Y represents O or S,

the radical R₁ represents;

(i) a hydrogen atom;

(ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

—

P(O)—

(OR)₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

(iii) a radical chosen from the following radicals;

—

OR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₃ represents a radical chosen from those of formula (II) or (III);

-A-C₆H_(5-y)—

B_y 

 

(II)
—

C₆H<sub>(5-y′

)</sub>—

B_y′

 

 

(III)

in which;

y is an integer between 0 and 5 inclusive, and y′

is an integer between 1 and 5 inclusive;

A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

B represents at least one group, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Halogen;

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical X represents a radical chosen from —

OH, —

OR₄, —

NH₂, —

NHR₄, —

NR₄R₅, —

SR₄, —

COOR₄;

—

COR₄;

with R₄ and R₅ representing, independently of each other, a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the said radicals R₄ and R₅ possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated.

3. Composition according to claim 2, in which:

the radical Y represents oxygen, and/or

the radical R₁ represents hydrogen or a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 12, which is optionally substituted, and/or

the substituents of R₁ are chosen from —

OH, —

OR and/or —

P(O)—

(OR)₂ with R representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated; and

/or

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 12, which is optionally substituted; and

/or

the substituents of R₂ are chosen from —

OH and —

OR with R representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated; and

/or

the radical R₃ represents a radical of formula —

C₆H<sub>(5-y′

)</sub>—

B_y′

for which y′

=1, 2 or 3;

or a radical of formula -A-C₆H_(5-y)—

B_y for which y=0, 1 or 2; and

/or

the radical A of R₃ is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 12 carbon atoms, which is optionally substituted; and

/or

the radical B of R₃ represents at least one group —

OR;

—

NHR;

—

CN;

—

COOR;

—

COR or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 12 carbon atoms, which is optionally substituted; and

/or

the substituents of A and/or of B are chosen from -Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

NO₂;

—

SO₂—

OR;

with R representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated; and

/or

the radical X represents a radical chosen from —

OH and —

OR₄ with R₄ representing a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally substituted; and

/or

the substituents of R₄ of X are chosen from —

OH and —

OR with R representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated.

4. Composition according to claim 2, in which:

the radical R₁ represents a methyl, ethyl, propyl or isopropyl radical, optionally substituted with a group —

OH or —

P(O)—

(OR)₂ with R representing methyl, ethyl, propyl or isopropyl; and

/or

the radical R₂ represents a methyl, ethyl, propyl, isopropyl, n-butyl, tert-butyl or isobutyl radical; and

/or

the radical R₃ represents a group chosen from one of the following formulae;

in which the divalent radical A is a methylene, an ethylene or a propylene and/or the radical B represents at least one group —

OR;

—

NHR;

—

CN;

—

COOR;

—

COR for which R denotes a methyl, ethyl, propyl or isopropyl radical, or represents a hydrocarbon-based radical chosen from a methyl, ethyl, propyl or isopropyl radical substituted with one or more halogens, and/or

the radical X represents a radical chosen from —

OH, —

OCH₃, —

OC₂H₅, —

O—

C₃H₇ and —

OC₄H₉.

5. Composition according to claim 4, wherein R is perfluorinated.

6. Composition according to claim 1, in which the said N-acylamino amide derivative is chosen from:

{2-[Acetyl(3-trifluoromethylphenyl)amino]-3-methylbutyrylamino}acetic acid,

Ethyl {2-[acetyl(3-trifluoromethylphenyl)amino]-3-methylbutyryl-amino}acetate,

[2-(Acetylbenzylamino)-3-methylbutyrylamino]acetic acid,

Ethyl [2-(acetylbenzylamino)-3-methylbutyrylamino]acetate, and

Ethyl (2-{benzyl[(diethoxyphosphoryl)acetyl]amino}-3-methylbutyryl-amino)acetate.

7. Composition according to claim 6, in which the said N-acylamino amide derivative is {2-[acetyl(3-trifluoromethylphenyl)amino]-3-methyl-butyrylamino}acetic acid or an ester thereof.

8. Composition according to claim 1, comprising from 0.00001% to 20% by weight of N-acylamino amide derivative(s) relative to the total weight of the composition.

9. Composition according to claim 1, comprising from 0.1% to 2% by weight of N-acylamino amide derivative(s) relative to the total weight of the composition.

10. Composition according to claim 1, in which the C-glycoside derivative corresponds to the general formula (IV) below:

in which;

R′

″

represents;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ linear alkyl radical, or a saturated or unsaturated, branched or cyclic C₃-C₂₀ alkyl radical;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀, or saturated or unsaturated, branched or cyclic C₃-C₂₀ and linear hydrofluoroalkyl or perfluoroalkyl radical;

the hydrocarbon-based chain constituting the said radicals possibly being, where appropriate, interrupted with 1, 2, 3 or more heteroatoms chosen from;

an oxygen,

a sulfur,

a nitrogen, and

a silicon,

and possibly being optionally substituted with at least one radical chosen from;

—

OR′

₄,

—

SR′

₄,

—

NR′

₄R′

₅,

—

COOR′

₄,

—

CONHR′

₄,

—

CN,

a halogen atom,

a C₁-C₆ hydrofluoroalkyl or perfluoroalkyl radical, and/or

a C₃-C₈ cycloalkyl radical,

with R′

₄ and R′

₅ possibly representing, independently of each other, a hydrogen atom or a saturated C₁-C₃₀ or unsaturated C₂-C₃₀ or a saturated or unsaturated, branched or cyclic C₃-C₃₀ alkyl, perfluoroalkyl or hydrofluoroalkyl radical;

or a C₆-C₁₀ aryl radical,

X′

represents a radical chosen from the groups;

with R′

₁, R′

₂ and R′

₃ representing, independently of each other, a hydrogen atom or a radical R′

″

, with R′

″

as defined above, and R′

₁ represents a hydrogen atom, an —

OH group or a radical R′

″

as defined above, R′

₁ possibly also denoting a C₆-C₁₀ aryl radical;

S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units 10, in pyranose and/or furanose form and of L and/or D series, the said mono- or polysaccharide possibly being substituted with a mandatorily free hydroxyl group, and optionally one or more optionally protected amine function(s), and

the bond S—

CH₂—

X′

represents a bond of C-anomeric nature, which may be α

or β

, and also the cosmetically acceptable salts thereof, the solvates thereof, and the isomers thereof.

11. Composition according to claim 10, in which S represents a monosaccharide chosen from D-glucose, D-xylose, L-fucose, D-galactose and D-maltose, especially D-xylose.

12. Composition according to claim 10, in which X′

represents a group chosen from —

CO—

, —

CH(OH)— and

—

CH(NH₂)—

.

13. Composition according to claim 10, in which R′

″

denotes a linear C₁-C₄, optionally substituted with —

OH, —

COOH or —

COOR′

″

₂, R′

″

₂ being a saturated C₁-C₄ alkyl radical.

14. Composition according to claim 1, in which the C-glycoside derivative is chosen from:

C-β

-D-xylopyranoside-n-propan-2-one,

C-α

-D-xylopyranoside-n-propan-2-one,

C-β

-D-xylopyranoside-2-hydroxypropane,

C-α

-D-xylopyranoside-2-hydroxypropane,

1-(C-β

-D-fucopyranoside)propan-2-one,

1-(C-α

-D-fucopyranoside)propan-2-one,

1-(C-β

-L-fucopyranoside)propan-2-one,

1-(C-α

-L-fucopyranoside)propan-2-one,

1-(C-β

-D-fucopyranoside)-2-hydroxypropane,

1-(C-α

-D-fucopyranoside)-2-hydroxypropane,

1-(C-β

-L-fucopyranoside)-2-hydroxypropane,

1-(C-α

-L-fucopyranoside)-2-hydroxypropane,

1-(C-β

-D-glucopyranosyl)-2-hydroxylpropane,

1-(C-α

-D-glucopyranosyl)-2-hydroxylpropane,

1-(C-β

-D-galactopyranosyl)-2-hydroxylpropane,

1-(C-α

-D-galactopyranosyl)-2-hydroxylpropane

-1-(C-β

-D-fucofuranosyl)propan-2-one,

1-(C-α

-D-fucofuranosyl)propan-2-one

1-(C-β

-L-fucofuranosyl)propan-2-one,

1-(C-α

-L-fucofuranosyl)propan-2-one,

C-β

-D-maltopyranoside-n-propan-2-one,

C-α

-D-maltopyranoside-n-propan-2-one

C-β

-D-maltopyranoside-2-hydroxypropane,

C-α

-D-maltopyranoside-2-hydroxypropane, isomers thereof and mixtures thereof.

15. Composition according to claim 1, in which the C-glycoside derivative is chosen from C-β

-D-xylopyranoside-2-hydroxypropane and C-α

-D-xylopyranoside-2-hydroxypropane.

16. Composition according to claim 1, combining C-β

-D-xylopyranoside-2-hydroxypropane with {2-[acetyl(3-trifluoromethylphenyl)amino]-3-methylbutyrylamino}acetic acid or an ester thereof.

17. Composition according to claim 1, comprising the said N-acylamino amide derivative and the said C-glycoside derivative in a weight ratio varying from 0.1 to 20.

18. Composition according to claim 1, which is in the form of:

a care, treatment, cleansing or protective product for facial or bodily skin, including the scalp, such as a facial or body care composition (day care, night care or moisturizing care);

a facial anti-wrinkle or anti-ageing composition;

a facial matting composition;

a composition for irritated skin;

an antisun composition, artificial tanning (self-tanning) composition or after-sun care composition;

a haircare composition;

a makeup product for facial skin, the body or the lips, such as a foundation, a tinted cream, a makeup rouge, an eyeshadow, a loose or compact powder, a concealer stick, a cover stick, a lipstick or a lipcare product.

19. Composition according to claim 1, which is in the form of a care composition for facial skin, of anti-wrinkle or anti-ageing type, or an antisun or after-sun composition.

21. Cosmetic method according to claim 20, wherein the N-acylamino amide derivative is as defined in claim 2 and the C-glycoside derivative is as defined in claim 10.

35. Dermatological method for preventing and/or treating the signs of ageing of the skin and/or for stimulating the synthesis of collagen, in particular of procollagen I and/or for increasing keratinocyte differentiation, comprising at least a step consisting in applying to the skin a composition containing a physiologically acceptable medium and comprising at least a combination of at least one C-glycoside derivative as defined in claim 10, wherein the N-acylamino amide derivative corresponds to the general formula (I) below:

in which;

the radical Y represents O or S,

the radical R₁ represents;

(i) a hydrogen atom;

(ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

—

P(O)—

(OR)₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

(iii) a radical chosen from the following radicals;

—

OR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₃ represents a radical chosen from those of formula (II) or (III);

-A-C₆H_(5-y)—

B_y 

 

(II)
—

C₆H<sub>(5-y′

)</sub>—

B_y′

 

 

(III)

in which;

y is an integer between 0 and 5 inclusive, and y′

is an integer between 1 and 5 inclusive;

A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

B represents at least one group, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Halogen;

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical X represents a radical chosen from —

OH, —

OR₄, —

NH₂, —

NHR₄, —

NR₄R₅, —

SR₄, —

COOR₄;

—

COR₄;

with R₄ and R₅ representing, independently of each other, a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the said radicals R₄ and R₅ possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated.

36. Dermatological method for combating impairment of the barrier function and/or changes in the integrity of the stratum corneum, comprising at least a step consisting in applying to the skin a composition containing a physiologically acceptable medium and comprising at least a combination of at least one C-glycoside derivative as defined in claim 10, wherein the N-acylamino amide derivative corresponds to the general formula (I) below:

in which;

the radical Y represents O or S,

the radical R₁ represents;

(i) a hydrogen atom;

(ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

—

P(O)—

(OR)₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

(iii) a radical chosen from the following radicals;

—

OR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₃ represents a radical chosen from those of formula (II) or (III);

-A-C₆H_(5-y)—

B_y 

 

(II)
—

C₆H<sub>(5-y′

)</sub>—

B_y′

 

 

(III)

in which;

y is an integer between 0 and 5 inclusive, and y′

is an integer between 1 and 5 inclusive;

A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

B represents at least one group, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Halogen;

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical X represents a radical chosen from —

OH, —

OR₄, —

NH₂, —

NHR₄, —

NR₄R₅, —

SR₄, —

COOR₄;

—

COR₄;

with R₄ and R₅ representing, independently of each other, a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the said radicals R₄ and R₅ possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated

37. Cosmetic process for treating bodily or facial skin, including the scalp, in which a cosmetic composition as defined in claim 1 is applied to the skin.

38. Cosmetic treatment process for maintaining or promoting the moisturization of the skin and/or mucous membranes, for reinforcing the barrier function of the skin and/or mucous membranes, and for promoting the resistance of the skin and/or mucous membranes to external attack associated with the environment or with changes caused by intrinsic stress, comprising the application of a composition as defined in claim 1.

20. Cosmetic method for improving the barrier function of the skin, comprising at least a step consisting in applying to said skin a composition comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.

22. Cosmetic method for reinforcing the resistance of the skin to external attack, to free radicals, to sudden variations in atmospheric temperature or relative humidity, to the wind, to conditioned air, to mechanical stresses and to internal stress, comprising at least a step consisting in applying to said skin a composition comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.

23. Cosmetic method according to claim 22, wherein the N-acylamino amide derivative corresponds to the general formula (I) below:

in which;

the radical Y represents O or S,

the radical R₁ represents;

(i) a hydrogen atom;

(ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

—

P(O)—

(OR)₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

(iii) a radical chosen from the following radicals;

—

OR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₃ represents a radical chosen from those of formula (II) or (III);

-A-C₆H_(5-y)—

B_y 

 

(II)
—

C₆H<sub>(5-y′

)</sub>—

B_y′

 

 

(III)

in which;

y is an integer between 0 and 5 inclusive, and y′

is an integer between 1 and 5 inclusive;

A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

B represents at least one group, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Halogen;

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical X represents a radical chosen from —

OH, —

OR₄, —

NH₂, —

NHR₄, —

NR₄R₅, —

SR₄, —

COOR₄;

—

COR₄;

with R₄ and R₅ representing, independently of each other, a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the said radicals R₄ and R₅ possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated

and the C-glycoside derivative corresponds to the general formula (IV) below;

in which;

R′

″

represents;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ linear alkyl radical, or a saturated or unsaturated, branched or cyclic C₃-C₂₀ alkyl radical;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ or saturated or unsaturated, branched or cyclic C₃-C₂₀ and linear hydrofluoroalkyl or perfluoroalkyl radical;

the hydrocarbon-based chain constituting the said radicals possibly being, where appropriate, interrupted with 1, 2, 3 or more heteroatoms chosen from;

an oxygen,

a sulfur,

a nitrogen, and

a silicon,

and possibly being optionally substituted with at least one radical chosen from;

—

OR′

₄,

—

SR′

₄,

—

NR′

₄R′

₅,

—

COOR′

₄,

—

CONHR′

₄,

—

CN,

a halogen atom,

a C₁-C₆ hydrofluoroalkyl or perfluoroalkyl radical, and/or

a C₃-C₈ cycloalkyl radical,

with R′

₄ and R′

₅ possibly representing, independently of each other, a hydrogen atom or a saturated C₁-C₃₀ or unsaturated C₂-C₃₀ or a saturated or unsaturated, branched or cyclic C₃-C₃₀ alkyl, perfluoroalkyl or hydrofluoroalkyl radical;

or a C₆-C₁₀ aryl radical,

X′

represents a radical chosen from the groups;

with R′

₁, R′

₂ and R′

₃ representing, independently of each other, a hydrogen atom or a radical R′

″

, with R′

″

as defined above, and R″

, represents a hydrogen atom, an —

OH group or a radical R′

″

as defined above, R′

, possibly also denoting a C₆-C₁₀ aryl radical;

S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units and up to 6 sugar units, in pyranose and/or furanose form and of L and/or D series, the said mono- or polysaccharide possibly being substituted with a mandatorily free hydroxyl group, and optionally one or more optionally protected amine function(s), and

the bond S—

CH₂—

X′

represents a bond of C-anomeric nature, which may be a or

and also the cosmetically acceptable salts thereof, the solvates thereof hydrates, and the isomers thereof.

24. Cosmetic method for stimulating the natural moisturization and the radiance of the skin, and/or for improving and/or reducing the skin'"'"'s microrelief, comprising at least a step consisting in applying to said skin a composition comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.

25. Cosmetic method according to claim 24, wherein the N-acylamino amide derivative corresponds to the general formula (I) below:

in which;

the radical Y represents O or S,

the radical R₁ represents;

(i) a hydrogen atom;

(ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

—

P(O)—

(OR)₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

(iii) a radical chosen from the following radicals;

—

OR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₃ represents a radical chosen from those of formula (II) or (III);

-A-C₆H_(5-y)—

B_y 

 

(II)
—

C₆H<sub>(5-y′

)</sub>—

B_y′

 

 

(III)

in which;

y is an integer between 0 and 5 inclusive, and y′

is an integer between 1 and 5 inclusive;

A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

B represents at least one group, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Halogen;

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical X represents a radical chosen from —

OH, —

OR₄, —

NH₂, —

NHR₄, —

NR₄R₅, —

SR₄, —

COOR₄;

—

COR₄;

with R₄ and R₅ representing, independently of each other, a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the said radicals R₄ and R₅ possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated

and the C-glycoside derivative corresponds to the general formula (IV) below;

in which;

R′

″

represents;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ linear alkyl radical, or a saturated or unsaturated, branched or cyclic C₃-C₂₀ alkyl radical;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ or saturated or unsaturated, branched or cyclic C₃-C₂₀ and linear hydrofluoroalkyl or perfluoroalkyl radical;

the hydrocarbon-based chain constituting the said radicals possibly being, where appropriate, interrupted with 1, 2, 3 or more heteroatoms chosen from;

an oxygen,

a sulfur,

a nitrogen, and

a silicon,

and possibly being optionally substituted with at least one radical chosen from;

—

OR′

₄,

—

SR′

₄,

—

NR′

₄R′

₅,

—

COOR′

₄,

—

CONHR′

₄,

—

CN,

a halogen atom,

a C₁-C₆ hydrofluoroalkyl or perfluoroalkyl radical, and/or

a C₃-C₈ cycloalkyl radical,

with R′

₄ and R′

₅ possibly representing, independently of each other, a hydrogen atom or a saturated C₁-C₃₀ or unsaturated C₂-C₃₀ or a saturated or unsaturated, branched or cyclic C₃-C₃₀ alkyl, perfluoroalkyl or hydrofluoroalkyl radical;

or a C₆-C₁₀ aryl radical,

X′

represents a radical chosen from the groups;

with R′

₁, R′

₂ and R′

₃ representing, independently of each other, a hydrogen atom or a radical R′

″

, with R′

″

as defined above, and R′

₁ represents a hydrogen atom, an —

OH group or a radical R′

″

as defined above, R′

₁ possibly also denoting a C₆-C₁₀ aryl radical;

S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units and up to 6 sugar units, in pyranose and/or furanose form and of L and/or D series, the said mono- or polysaccharide possibly being substituted with a mandatorily free hydroxyl group, and optionally one or more optionally protected amine function(s), and

the bond S—

CH₂—

X′

represents a bond of C-anomeric nature, which may be α

or β

,

and also the cosmetically acceptable salts thereof, the solvates thereof hydrates, and the isomers thereof.

26. Cosmetic method for preventing and/or treating a skin in need of an agent for promoting keratinocyte differentiation and/or comification for maintaining and/or reinforcing the epidermis, for maintaining the integrity and/or the thickness of the various layers of the epidermis, for maintaining and/or improving the barrier function of the skin, and/or for promoting the natural moisturization of the skin, comprising at least a step consisting in applying to said skin a composition containing a physiologically acceptable medium and comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.

27. Cosmetic method according to claim 26, wherein the N-acylamino amide derivative corresponds to the general formula (I) below:

in which;

the radical Y represents O or S,

the radical R₁ represents;

(i) a hydrogen atom;

(ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

—

P(O)—

(OR)₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

(iii) a radical chosen from the following radicals;

—

OR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₃ represents a radical chosen from those of formula (II) or (III);

-A-C₆H_(5-y)—

B_y 

 

(II)
—

C₆H<sub>(5-y′

)</sub>—

B_y′

 

 

(III)

in which;

y is an integer between 0 and 5 inclusive, and y′

is an integer between 1 and 5 inclusive;

A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

B represents at least one group, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Halogen;

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical X represents a radical chosen from —

OH, —

OR₄, —

NH₂, —

NHR₄, —

NR₄R₅, —

SR₄, —

COOR₄;

—

COR₄;

with R₄ and R₅ representing, independently of each other, a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the said radicals R₄ and R₅ possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated and the C-glycoside derivative corresponds to the general formula (IV) below;

in which;

R′

″

represents;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ linear alkyl radical, or a saturated or unsaturated, branched or cyclic C₃-C₂₀ alkyl radical;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ or saturated or unsaturated, branched or cyclic C₃-C₂₀ and linear hydrofluoroalkyl or perfluoroalkyl radical;

the hydrocarbon-based chain constituting the said radicals possibly being, where appropriate, interrupted with 1, 2, 3 or more heteroatoms chosen from;

an oxygen,

a sulfur,

a nitrogen, and

a silicon,

and possibly being optionally substituted with at least one radical chosen from;

—

OR′

₄,

—

SR′

₄,

—

NR′

₄R′

₅,

—

COOR′

₄,

—

CONHR′

₄,

—

CN,

a halogen atom,

a C₁-C₆ hydrofluoroalkyl or perfluoroalkyl radical, and/or

a C₃-C₈ cycloalkyl radical,

with R′

₄ and R′

₅ possibly representing, independently of each other, a hydrogen atom or a saturated C₁-C₃₀ or unsaturated C₂-C₃₀ or a saturated or unsaturated, branched or cyclic C₃-C₃₀ alkyl, perfluoroalkyl or hydrofluoroalkyl radical;

or a C₆-C₁₀ aryl radical,

X′

represents a radical chosen from the groups;

with R′

₁, R′

₂ and R′

₃ representing, independently of each other, a hydrogen atom or a radical R′

″

, with R′

″

as defined above, and R″

₁ represents a hydrogen atom, an —

OH group or a radical R′

″

as defined above, R′

, possibly also denoting a C₆-C₁₀ aryl radical;

S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units and up to 6 sugar units, in pyranose and/or furanose form and of L and/or D series, the said mono- or polysaccharide possibly being substituted with a mandatorily free hydroxyl group, and optionally one or more optionally protected amine function(s), and

the bond S—

CH₂—

X′

represents a bond of C-anomeric nature, which may be a or

and also the cosmetically acceptable salts thereof, the solvates thereof hydrates, and the isomers thereof.

28. Cosmetic method for preventively or curatively treating the signs of ageing of facial or bodily skin, comprising at least a step consisting in applying to said skin a composition comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.

29. Cosmetic method according to claim 28, wherein the signs of ageing are chronobiological or photo-induced.

30. Cosmetic method according to claim 29, wherein ageing is generated by a decrease in skin elasticity and/or by a degradation of collagen in the structure of the tissues.

31. Cosmetic method according to claim 28, wherein the N-acylamino amide derivative corresponds to the general formula (I) below:

in which;

the radical Y represents O or S,

the radical R₁ represents;

(i) a hydrogen atom;

(ii) a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

—

P(O)—

(OR)₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

(iii) a radical chosen from the following radicals;

—

OR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₂ represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical R₃ represents a radical chosen from those of formula (II) or (III);

-A-C₆H_(5-y)—

B_y 

 

(II)
—

C₆H<sub>(5-y′

)</sub>—

B_y′

 

 

(III)

in which;

y is an integer between 0 and 5 inclusive, and y′

is an integer between 1 and 5 inclusive;

A is a linear or branched, saturated or unsaturated divalent hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

B represents at least one group, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Halogen;

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR, or represents a linear or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 18 carbon atoms,

optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

—

NO₂;

—

SO₂—

OR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated,

the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the radical X represents a radical chosen from —

OH, —

OR₄, —

NH₂, —

NHR₄, —

NR₄R₅, —

SR₄, —

COOR₄;

—

COR₄;

with R₄ and R₅ representing, independently of each other, a linear, cyclic or branched, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, optionally substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR;

—

O—

COR;

—

SH;

—

SR;

—

S—

COR;

—

NH₂;

—

NHR;

—

NRR′

;

—

NH—

COR;

-Hal (halogen, or even perhalogen);

—

CN;

—

COOR;

—

COR;

with R and R′

representing, independently of each other, a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated, the said radicals R and R′

possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated;

the said radicals R₄ and R₅ possibly forming, together with N, a 5- or 6-membered carbon-based ring also possibly comprising at least one heteroatom chosen from O, N and/or S in the ring, and/or possibly substituted with 1 to 5 groups, which may be identical or different, chosen from —

OH;

—

OR″

;

—

O—

COR″

;

—

SH;

—

SR″

;

—

S—

COR″

;

—

NH₂;

—

NHR″

;

—

NH—

COR″

;

-Hal (halogen);

—

CN;

—

COOR″

;

—

COR″

;

with R″

representing a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based radical containing 1 to 6 carbon atoms, which is optionally halogenated, or even perhalogenated

and the C-glycoside derivative corresponds to the general formula (IV) below;

in which;

R′

″

represents;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ linear alkyl radical, or a saturated or unsaturated, branched or cyclic C₃-C₂₀ alkyl radical;

a saturated C₁-C₂₀ or unsaturated C₂-C₂₀ or saturated or unsaturated, branched or cyclic C₃-C₂₀ and linear hydrofluoroalkyl or perfluoroalkyl radical;

the hydrocarbon-based chain constituting the said radicals possibly being, where appropriate, interrupted with 1, 2, 3 or more heteroatoms chosen from;

an oxygen,

a sulfur,

a nitrogen, and

a silicon,

and possibly being optionally substituted with at least one radical chosen from;

—

OR′

₄,

—

SR′

₄,

—

NR′

₄R′

₅,

—

COOR′

₄,

—

CONHR′

₄,

—

CN,

a halogen atom,

a C₁-C₆ hydrofluoroalkyl or perfluoroalkyl radical, and/or

a C₃-C₈ cycloalkyl radical,

with R′

₄ and R′

₅ possibly representing, independently of each other, a hydrogen atom or a saturated C₁-C₃₀ or unsaturated C₂-C₃₀ or a saturated or unsaturated, branched or cyclic C₃-C₃₀ alkyl, perfluoroalkyl or hydrofluoroalkyl radical;

or a C₆-C₁₀ aryl radical,

X′

represents a radical chosen from the groups;

with R′

₁, R′

₂ and R′

₃ representing, independently of each other, a hydrogen atom or a radical R′

″

, with R′

″

as defined above, and R″

, represents a hydrogen atom, an —

OH group or a radical R′

″

as defined above, R′

, possibly also denoting a C₆-C₁₀ aryl radical;

S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units and up to 6 sugar units, in pyranose and/or furanose form and of L and/or D series, the said mono- or polysaccharide possibly being substituted with a mandatorily free hydroxyl group, and optionally one or more optionally protected amine function(s), and

the bond S—

CH₂—

X′

represents a bond of C-anomeric nature, which may be α

or β

,

and also the cosmetically acceptable salts thereof, the solvates thereof hydrates, and the isomers thereof.

32. Cosmetic method for preventively or curatively treating an aged skin showing at least one of the following signs of aging chosen among wrinkles and/or fine lines, wizened skin, lack of skin elasticity and/or tonus, thinning of the dermis, the degradation of collagen fibres, flaccid skin or thinned skin and internal degradations of the skin following exposure to ultraviolet radiation, comprising at least a step consisting in applying to said skin a composition comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.

33. Cosmetic method for inhibiting the activity of elastases and/or for limiting and/or combating the degradation of elastic fibres, comprising at least a step consisting in applying to said skin a composition comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.

34. Cosmetic method for increasing keratinocyte differentiation in skin, comprising at least a step consisting in applying to said skin a composition comprising at least a combination of at least one C-glycoside derivative with at least one N-acylamino amide derivative.