Products for preventing penetration into the skin
View Patent ↗The present invention relates to novel cosmetic and/or dermatological compounds and compositions for the photoprotection of human skin and/or hair against the damaging effects of UV radiation, in particular solar radiation. In another embodiment the invention relates to compositions and compounds for topical application comprising at least one photoprotective compound for topical application comprising of hydroxylated derivatives of natural Jojoba wax/oil or its synthetic substitute, esterified with carboxylic acids or aminoacids bearing UV-absorbing groups.
1. A photoprotective composition for topical application comprising a hydroxylated derivative of natural or synthetic Jojoba wax/oil, wherein one or more of the hydroxyl groups of the hydroxylated derivative are esterified with a UV-absorbing moiety selected from the group consisting of a UV-absorbing carboxylic acid and a UV-absorbing amino acid.
2. The photoprotective composition according to claim 1 , wherein the esterified hydroxylated derivative does not permeate through the skin.
3. The photoprotective composition of claim 1 , wherein the composition is water resistant.
4. The photoprotective composition according to claim 1 , wherein the composition inhibits penetration of small molecules through the skin.
5. The photoprotective composition according to claim 1 , wherein the UV absorbing moiety is selected from the group consisting of UVA absorbers, UVB absorbers and UVA and UVB absorbers.
6. The photoprotective composition according to claim 1 , wherein the hydroxylated derivative of natural or synthetic Jojoba wax/oil being esterified is a diol or a tetraol of natural or synthetic Jojoba wax/oil.
7. The photoprotective composition according to claim 6 , wherein the esterified hydroxylated derivative is an esterified diol of the general formula (I):
CH 3 (CH 2 ) m CH(OX)(CH 2 ) n COO(CH 2 ) i CH(OX)(CH 2 ) k CH 3
wherein
each of m, n, i and k, independently of each other, is an integer from 5 to 30 and each of X, independently, is a UV-absorbing organic moiety.
8. The photoprotective composition according to claim 6 , wherein the esterified hydroxylated derivative is an esterified tetraol of the general formula (II):
CH 3 (CH 2 ) m CH(OX)CH(OX)(CH 2 ) n COO(CH 2 ) i CH(OX)CH(OX)(CH 2 ) k CH 3
wherein
each of m, n, i and k, independently of each other, is an integer from 5 to 30 and each of X, independently, is a UV-absorbing organic moiety.
9. The photoprotective composition according to claims 7 and 8 , wherein the UV-absorbing organic moiety is selected from the group consisting of 4-methoxycinnamate, tryptophanate, benzyltyrosinate, aminoanthraquinone-2-carboxylate, 4-aminobenzoate, anisylbenzoate, aristolochate, aminopterin, 4-aminohippurate, 4-aminosalicylate, 2-(4-anisoyl)benzoate, hydroxysalicylate, salicylate, caffeate, 9-carbazoleacetate, ethacrynate, 3-(2-methoxyphenyl)-2-phenylacrylate, nicotinate, oxiniacinate, N-phenylanthranilate, alpha-phenylcinnamate, piperate, 8-quinolinecarboxylate, O-thymotate, benzophenone-4-(2-hydroxy-4-methoxy benzophenone-5-sulphonate) and 2-(p-tolyl)benzoate.
10. The photoprotective composition according to claim 9 , wherein the UV-absorbing moiety is 4-methoxycinnamate.
11. The photoprotective composition according to claim 7 , wherein the esterified diol is di-(4-methoxycinnamoyl)jojobadiol.
12. The photoprotective composition according to claim 8 , wherein the esterified tetraol is tetra-(4-methoxycinnamoyl)jojobatetraol.
13. The photoprotective composition according to claim 1 , further comprising one or more component selected from the group consisting of an emollient, a skin moistener, a skin tanning accelerator, an antioxidant, an emulsion stabilizer, a thickening agent, a moisture retention agent, a film former, a preservative and a colorant.
14. The photoprotective composition according to claim 1 , wherein the composition is in a form selected from the group consisting of an oily solution, a lotion, a cream, a suspension, a spray aerosol, a film, a microcapsule, a microsphere, a liposome, a vesicle, an emulsion, a microemulsion, a liposphere, a patch, a solution, an ethosome, an ethanolic solution and an alcoholic solution.
15. A hydroxylated derivative of natural or synthetic Jojoba wax/oil, wherein one or more of the hydroxyl groups of the hydroxylated derivative is esterified by a UV-absorbing moiety selected from the group consisting of a UV-absorbing carboxylic acid and a UV-absorbing amino acid.
16. The derivative according to claim 15 , being a diol or a tetraol of natural or synthetic Jojoba wax/oil.
17. The derivative according to claim 16 , being an esterified diol of the general formula (I):
CH 3 (CH 2 ) m CH(OX)(CH 2 ) n COO(CH 2 ) i CH(OX)(CH 2 ) k CH 3
wherein
each of m, n, i and k, independently of each other, is an integer from 5 to 30 and each of X, independently, is a UV-absorbing organic moiety.
18. The derivative according to claim 16 , being an esterified tetraol of the general formula (II):
CH 3 (CH 2 ) m CH(OX)CH(OX)(CH 2 ) n COO(CH 2 ) i CH(OX)CH(OX)(CH 2 ) k CH 3
wherein
each of m, n, i and k, independently of each other, is an integer from 5 to 30 and each of X, independently, is a UV-absorbing organic moiety.
19. The derivative according to claims 17 and 18 , wherein the UV-absorbing organic moiety is selected from the group consisting of 4-methoxycinnamate, tryptophanate, benzyltyrosinate, aminoanthraquinone-2-carboxylate, 4-aminobenzoate, anisyl benzoate, aristolochate, aminopterin, 4-aminohippurate, 4-aminosalicilate, 2-(4-anisoyl)benzoate, hydroxysalicilate, salicilate, caffeate, 9-carbazoleacetate, ethacrynate, 3-(2-methoxyphenyl)-2-phenylacrylate, nicotinate, oxiniacinate, N-phenylanthranilate, alpha-phenylcinnamate, piperate, 8-quinolinecarboxylate, O-thymotate, benzophenone-4-(2-hydroxy-4-methoxy benzophenone-5-sulphonate) and 2-(p-tolyl)benzoate.
20. The derivative according to claim 19 , wherein the UV-absorbing moiety is 4-methoxycinnamate.
21. The derivative according to claim 17 , wherein the derivative is di-(4-methoxycinnamoyl)jojobadiol.
22. The derivative according to claim 18 , wherein the derivative tetra-(4-methoxycinnamoyl)jojobatetraol.
23. A composition, comprising
an esterified tetraol of the general formula (II):
CH 3 (CH 2 ) m CH(OX)CH(OX)(CH 2 ) n COO(CH 2 ) i CH(OX)CH(OX)(CH 2 ) k CH 3
wherein each of m, n, i and k, independently of each other, is an integer from 5 to 30, and each X, independently, is a UV-absorbing organic moiety.
24. An esterified tetraol of the general formula (II):
CH 3 (CH 2 ) m CH(OX)CH(OX)(CH 2 ) n COO(CH 2 ) i CH(OX)CH(OX)(CH 2 ) k CH 3 ,
wherein each of m, n, i and k, independently of each other, is an integer from 5 to 30, and each X, independently, is a UV-absorbing organic moiety.