USE OF AT LEAST ONE LYSINE-DERIVED COMPOUND FOR THE CONDITIONING OF KERATINOUS FIBERS, COSMETIC COMPOSITION COMPRISING IT AND METHOD FOR CONDITIONING THE FIBERS

• US 20100202998A1
• Filed: 10/27/2009
• Published: 08/12/2010
• Est. Priority Date: 10/27/2008
• Status: Abandoned Application

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Peres Munoz, Lourdes, Infante Martinez-Pardo, Maria Roase, RAMOS-STANBURY, Laure
• Application Number:
  US12/606,380
• Publication Number:
  US 20100202998A1
• Time in Patent Office: Days
• US Class Current: 424/70.120
• CPC Class Codes: A61K 8/44 Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners
• CPC Class Codes: C07C 229/26 having more than one amino group bound to the carbon skeleton, e.g. lysine
• CPC Class Codes: Y02P 20/55 Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

The present disclosure relates to a method for the conditioning of keratinous fibers comprising applying to dry or wet fibers, a cosmetic composition comprising at least one entity chosen from lysine-derived compounds of formula (I), and the salts and/or solvates thereof. The disclosure also relates to a cosmetic composition for conditioning keratinous fibers comprising, in a cosmetically acceptable medium, at least one entity chosen from lysine-derived compounds of formula (I) and the salts and/or solvates thereof and at least one cosmetic adjuvant. The disclosure also relates to a mixture of at least one entity chosen from lysine-derived compounds of formula (I) and the salts and/or solvents thereof.

Claims

1. A method for the conditioning of keratinous fibers comprising

applying, to the dry or wet fibers, a cosmetic composition comprising at least one entity chosen from lysine-derived compounds of formula (I), and the salts and/or solvates thereof:

in which;

R₁ represents a hydrogen atom or a protective group;

R₂ represents a hydrogen atom, a linear C₁-C₆ alkyl radical or a branched C₃-C₆ alkyl radical;

R₃ and R₄ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₂-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

R₅ represents a hydrogen atom or a CH₂CH(OR₆)CH₂OR₇ radical;

R₆ and R₇ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₃-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

on the condition that R₁, R₂, R₃, R₄, R₅ and optionally R₆ and R₇ cannot simultaneously represent a hydrogen atom; and

optionally rinsing the cosmetic composition off after an optional leave-in time and/or after optionally drying the fibers.

2. A method according to claim 1, characterized in that the keratin fibers are human hair.

3. A method according to claim 1, characterized in that the R₁ protective group is chosen from a linear or branched C₂-C₆ acyl group;

a linear or branched C₁-C₆ alkyl group;

a C₁-C₆ carboxyalkoxy group;

a (C₁-C₆)alkoxycarbonyl group;

a linear or branched C₁-C₆ alkyl group interrupted by at least one entity chosen from nitrogen and carboxyl groups;

a C₂-C₆ sulphonyl group; and

an aryl group.

4. A method according to claim 3, characterized in that

the linear or branched C₂-C₆ acyl group is an acetyl group;

and

the linear or branched C₁-C₆ alkyl group is a methyl or ethyl group.

5. A method according to claim 1, characterized in that R₁ represents a hydrogen atom;

R₂ represents a linear C₁-C₄ alkyl radical, or a branched C₃-C₄ alkyl radical;

R₃ and R₄ represent, independently of one another, a hydrogen atom or a saturated or unsaturated and linear or branched C₁₂-C₂₂ acyl group;

R₅ represents a hydrogen atom or a CH₂CH(OR₆)CH₂OR₇ group;

R₆ and R₇ represent, independently of one another, a hydrogen atom or a saturated or unsaturated and linear or branched C₁₂-C₂₂ acyl group; and

R₁, R₂, R₃, R₄, R₅ and optionally R₆ and R₇ cannot simultaneously represent a hydrogen atom.

6. A method according to claim 5, characterized in that

the R₂ linear C₁-C₄ alkyl radical is a methyl or ethyl group;

the R₂ branched C₃-C₄ alkyl radical is a tert-butyl group;

the R₃ and R₄ are independently of one another, a C₁₆-C₂₂, acyl group; and

the R₆ and R₇ are, independently of one another, a C₁₆-C₂₂, acyl group.

7. A method according to claim 1, characterized in that at least one entity chosen from lysine-derived compounds of formula (I), is chosen from:

3-[(5-amino-6-tert-butoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl hexadecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl dodecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl hexadecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl dodecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl hexadecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl dodecanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl dihexadecanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didodecanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl dihexadecanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didodecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl dihexadecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didodecanoate;

3-{(5-amino-6-tert-butoxy-6-oxohexyl)[2,3-bis(palmitoyloxy)propyl]amino}-2-hydroxypropyl palmitate;

3-{(5-amino-6-tert-butoxy-6-oxohexyl)[2,3-bis(dodecanoyloxy)propyl]amino}-2-hydroxypropyl laurate;

3-{(5-amino-6-methoxy-6-oxohexyl)[2,3-bis(palmitoyloxy)propyl]amino}-2-hydroxypropyl palmitate;

3-{(5-amino-6-methoxy-6-oxohexyl)[2,3-bis(dodecanoyloxy)propyl]amino}-2-hydroxypropyl laurate;

3-{(5-amino-6-ethoxy-6-oxohexyl)[2,3-bis(palmitoyloxy)propyl]amino}-2-hydroxypropyl palmitate;

3-{(5-amino-6-ethoxy-6-oxohexyl)[2,3-bis(dodecanoyloxy)propyl]amino}-2-hydroxypropyl laurate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetrahexadecanoate;

[(5-amino-6-tent-butoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradodecanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetrahexadecanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradodecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetrahexadecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradodecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]-2-hydroxypropyl palmitate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]-2-hydroxypropyl laurate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]-2-hydroxypropyl palmitate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]-2-hydroxypropyl laurate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]-2-hydroxypropyl palmitate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]-2-hydroxypropyl laurate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]propane-1,2-diyl dihexadecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]propane-1,2-diyl didodecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]propane-1,2-diyl dihexadecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]propane-1,2-diyl didodecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]propane-1,2-diyl dihexadecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]propane-1,2-diyl didodecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl docosanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didocosanoate;

3-{(5-amino-6-tert-butoxy-6-oxohexyl)[2,3-bis(docosanoyloxy)propyl]amino}-2-hydroxypropyl docosanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didocosanoate;

3-{(5-amino-6-methoxy-6-oxohexyl)[2,3-bis(docosanoyloxy)propyl]amino}-2-hydroxypropyl docosanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didocosanoate;

3-{(5-amino-6-ethoxy-6-oxohexyl)[2,3-bis(docosanoyloxy)propyl]amino}-2-hydroxypropyl docosanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]propane-1,2-diyl didocosanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradocosanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]propane-1,2-diyl didocosanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradocosanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]propane-1,2-diyl didocosanoate;

[(5-amino-6-ethyl-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradocosanoate

and the salts and/or solvates thereof.

8. A method according to claim 1, characterized in that the salts are inorganic salts chosen from hydrohalides, carbonates, hydrogencarbonates, sulphates, hydrogenphosphates, and phosphates.

9. A method according to claim 1, characterized in that the salts are organic salts chosen from salts of organic acids.

10. A method according to claim 9, characterized in that the salts of organic acids are chosen from citrates, lactates, glycolates, gluconates, acetates, propionates, fumarates, oxalates, and tartrates.

11. A method according to claim 1, characterized in that the solvates are chosen from hydrates, alcoholates, and hydroalcoholates.

12. A cosmetic composition for conditioning keratinous fibers comprising, in a cosmetically acceptable medium, at least one entity chosen from lysine-derived compounds of formula (I) and the salts and/or solvates thereof:

in which;

R₁ represents a hydrogen atom or a protective group;

R₂ represents a hydrogen atom, a linear C₁-C₆ alkyl radical or a branched C₃-C₆ alkyl radical;

R₃ and R₄ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₂-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

R₅ represents a hydrogen atom or a CH₂CH(OR₆)CH₂OR₇ radical;

R₆ and R₇ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₃-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

on the condition that R₁, R₂, R₃, R₄, R₅ and optionally R₆ and R₇ cannot simultaneously represent a hydrogen atom; and

at least one cosmetic adjuvant.

13. A cosmetic composition according to claim 12, characterized in that the keratinous fiber is hair.

14. A cosmetic composition according to claim 12, characterized in that the at least one entity chosen from lysine-derived compounds of formula (I) is present in an amount ranging from 0.01 to 50% by weight, with respect to the total weight of the composition.

15. A cosmetic composition according to claim 14, characterized in that the at least one compound of formula (I) is present in an amount ranging from 1.5 and 10% by weight, with respect to the total weight of the composition.

16. A cosmetic composition according to claim 12, characterized in that the at least one cosmetic adjuvant is chosen from anionic surfactants, cationic surfactants other than the entities of formula (I), amphoteric surfactants, and nonionic surfactants;

cationic polymers, anionic polymers, amphoteric polymers, zwitterionic polymers and nonionic polymers; and

silicones.

17. A cosmetic composition according to claim 16, characterized in that the at least one cosmetic adjuvant is a cationic surfactant chosen from optionally polyoxyalkylenated primary, secondary or tertiary fatty amine salts;

quaternary ammonium salts;

imidazoline derivatives; and

amine oxides having a cationic nature.

18. A cosmetic composition according to claim 17, characterized in that said the at least one quaternary ammonium salt is chosen from tetraalkylammonium, alkylamidoalkyltrialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium, and alkylpyridinium chlorides or bromides.

19. A cosmetic composition according to claim 16, characterized in that the at least one cosmetic adjuvant is chosen from cationic polymers.

20. A cosmetic composition according to claim 19, characterized in that the at least one cationic polymer is chosen from quaternary cellulose ether derivatives;

quaternized guar gum;

cationic cyclopolymers; and

noncrosslinked and crosslinked polymers of methacryloyloxy(C₁-C₄)alkyltri(C₁-C₄)alkylammonium salts.

21. A cosmetic composition according to claim 20, characterized in that the at least one cationic cyclopolymer is chosen from dimethyldiallylammonium chloride homopolymers or copolymers, and quaternary copolymers of vinylpyrrolidone and of vinylimidazole.

22. A cosmetic composition according to claim 20, characterized in that the at least one cationic polymer is chosen from dimethyldiallylammonium chloride homopolymers or copolymers.

23. A cosmetic composition according to claim 16, characterized in that the at least one cosmetic adjuvant is chosen from silicones.

24. A cosmetic composition according to claim 12, characterized in that the at least one cosmetic adjuvant is present in an amount ranging from 0.01 to 50% by weight, with respect to the total weight of the composition.

25. A cosmetic composition according to claim 24, characterized in that the cosmetic adjuvant is present at a concentration ranging from 0.1 to 30% by weight, with respect to the total weight of the composition.

26. A cosmetic composition according to claim 12, characterized in that the cosmetically acceptable medium is an aqueous, alcoholic, or aqueous/alcoholic medium.

27. A cosmetic composition according to claim 26, characterized in that the aqueous/alcoholic medium comprises at least one alcohol chosen from C₁-C₄ alcohols, polyols, and polyol monoethers.

28. A cosmetic composition according to claim 27, characterized in that the at least one alcohol is ethanol.

29. A cosmetic composition according to claim 12, characterized in that the composition is a conditioner or a shampoo.

30. A method for making a cosmetic composition for keratinous fibers, comprising combining, in a cosmetically acceptable medium,

at least one entity chosen from lysine-derived compounds of formula (I) and the salts and/or solvates thereof:

in which;

R₁ represents a hydrogen atom or a protective group;

R₂ represents a hydrogen atom, a linear C₁-C₆ alkyl radical or a branched C₃-C₆ alkyl radical;

R₃ and R₄ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₂-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

R₅ represents a hydrogen atom or a CH₂CH(OR₆)CH₂OR₇ radical;

R₆ and R₇ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₃-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

on the condition that R₁, R₂, R₃, R₄, R₅ and optionally R₆ and R₇ cannot simultaneously represent a hydrogen atom; and

at least one adjuvant.

31. At least one entity chosen from lysine-derived compounds chosen from:

3-[(5-amino-6-tert-butoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl hexadecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl dodecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl hexadecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl dodecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl hexadecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl dodecanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl dihexadecanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didodecanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl dihexadecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl dihexadecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didodecanoate;

3-{(5-amino-6-tert-butoxy-6-oxohexyl)[2,3-bis(palmitoyloxy)propyl]amino}-2-hydroxypropyl palmitate;

3-{(5-amino-6-tert-butoxy-6-oxohexyl)[2,3-bis(dodecanoyloxy)propyl]amino}-2-hydroxypropyl laurate;

3-{(5-amino-6-methoxy-6-oxohexyl)[2,3-bis(palmitoyloxy)propyl]amino}-2-hydroxypropyl palmitate;

3-{(5-amino-6-methoxy-6-oxohexyl)[2,3-bis(dodecanoyloxy)propyl]amino}-2-hydroxypropyl laurate;

3-{(5-amino-6-ethoxy-6-oxohexyl)[2,3-bis(palmitoyloxy)propyl]amino}-2-hydroxypropyl palmitate;

3-{(5-amino-6-ethoxy-6-oxohexyl)[2,3-bis(dodecanoyloxy)propyl]amino}-2-hydroxypropyl laurate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetrahexadecanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradodecanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetrahexadecanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradodecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetrahexadecanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradodecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]-2-hydroxypropyl palmitate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]-2-hydroxypropyl laurate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]-2-hydroxypropyl palmitate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]-2-hydroxypropyl laurate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]-2-hydroxypropyl palmitate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]-2-hydroxypropyl laurate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]propane-1,2-diyl dihexadecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]propane-1,2-diyl didodecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]propane-1,2-diyl dihexadecanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]propane-1,2-diyl didodecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]propane-1,2-diyl dihexadecanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]propane-1,2-diyl didodecanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl docosanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didocosanoate;

3-{(5-amino-6-tert-butoxy-6-oxohexyl)[2,3-bis(docosanoyloxy)propyl]amino}-2-hydroxypropyl docosanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didocosanoate;

3-{(5-amino-6-methoxy-6-oxohexyl)[2,3-bis(docosanoyloxy)propyl]amino}-2-hydroxypropyl docosanoate;

[(5-amino-6-ethoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl didocosanoate;

3-{(5-amino-6-ethoxy-6-oxohexyl)[2,3-bis(docosanoyloxy)propyl]amino}-2-hydroxypropyl docosanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]propane-1,2-diyl didocosanoate;

[(5-amino-6-tert-butoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradocosanoate;

3-[(5-amino-6-tert-butoxy-6-oxohexyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-methoxy-6-oxohexyl)amino]propane-1,2-diyl didocosanoate;

[(5-amino-6-methoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradocosanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]-2-hydroxypropyl docosanoate;

3-[(5-amino-6-ethoxy-6-oxohexyl)amino]propane-1,2-diyl didocosanoate;

[(5-amino-6-ethyl-6-oxohexyl)imino]dipropane-3,1,2-triyl tetradocosanoate

and the salts and/or solvates thereof.

32. At least one entity chosen from lysine-derived compounds of formula (I) and the salts and/or solvates thereof:

in which;

R₁ represents a hydrogen atom or a protective group;

R₂ represents a hydrogen atom, a linear C₁-C₆ alkyl radical or a branched C₃-C₆ alkyl radical;

R₃ and R₄ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₂-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

R₅ represents a hydrogen atom or a CH₂CH(OR₆)CH₂OR₇ radical;

R₆ and R₇ represent, independently of one another, a hydrogen atom, a saturated or unsaturated linear C₃-C₂₅ acyl group or a saturated or unsaturated branched C₄-C₂₅ acyl group;

on the condition that R₁, R₂, R₃, R₄, R₅ and optionally R₆ and R₇ cannot simultaneously represent a hydrogen atom;

comprising from 0.5 to 15% by weight of monoesters, from 25 to 99.5% by weight of diesters, from 0.5 to 70% by weight of triesters and from 0.5 to 70% by weight of tetraesters, with respect to the total weight of the mixture.

33. A mixture according to claim 32, characterized in that it comprises 6% by weight of 3-[(5-amino-6-methoxy-6-oxohexyl)(2,3-dihydroxypropyl)amino]-2-hydroxypropyl hexadecanoate, 55% by weight of [(5-amino-6-methoxy-6-oxohexyl)imino]bis-2-hydroxypropane-3,1-diyl dihexadecanoate and 36% by weight of a mixture of 3-{(5-amino-6-methoxy-6-oxohexyl)[2,3-bis(palmitoyloxy)propyl]amino}-2-hydroxypropyl palmitate and of [(5-amino-6-methoxy-6-oxohexyl)imino]dipropane-3,1,2-triyl tetrahexadecanoate.