Alpha hydroxyacid esters for skin aging

A method of treating aging related skin conditions comprising topically applying to the skin, for a period of time and in an amount sufficient to effect changes in the dermis or epidermis, of a compound selected from the group consisting of:

• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of 3-hydroxybutanoic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of ascorbic acid and isoascorbic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of quinic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl, benzyl, dimethyl, diethyl, dipropyl, diisopropyl, dibutyl, dipentyl, dioctyl, didecyl, didodecyl, diphenyl, dibenzyl, trimethyl, triethyl, tripropyl, triisopropyl, tributyl, tripentyl, trioctyl, tridecyl, tridodecyl, triphenyl and tribenzyl esters of isocitric acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of tropic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of trethocanic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of 3-chlorolactic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl, benzyl, dimethyl, diethyl, dipropyl, diisopropyl, dibutyl, dipentyl, dioctyl, didecyl, didodecyl, diphenyl, dibenzyl, trimethyl, triethyl, tripropyl, triisopropyl, tributyl, tripentyl, trioctyl, tridecyl, tridodecyl, triphenyl and tribenzyl esters of citramalic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of agaricic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of aleuritic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of pantoic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of lactobionic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl, benzyl, dimethyl, diethyl, dipropyl, diisopropyl, dibutyl, dipentyl, dioctyl, didecyl, didodecyl, diphenyl and dibenzyl esters of piscidic acid;
• and
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl and dodecyl esters of hexulosonic acid.

A composition suitable for topical application to the skin comprising at least five percent by weight of an alpha hydroxyacid ester selected from the group consisting of compounds of the formula:

• (Ra) (Rb) C (OH) COORc
• wherein Ra and Rb independently are selected from the group consisting of H, F, I, Cl, Br, alkyl, aralkyl or aryl group of saturated or unsaturated, isomeric or non-isomeric, straight or branched chain or cyclic form, having 1 to 29 carbon atoms, and in addition Ra and Rb may carry OH, CHO, COOH and alkoxy group having 1 to 9 carbon atoms. Rc is alkyl, aralkyl or aryl group of saturated or unsaturated, isomeric or non-isomeric, straight or branched chain or cyclic form, having 1 to 19 carbon atoms, and
• wherein the ester may exist as a stereoisomer in D, L, and DL forms when Ra and Rb are not identical, and
• wherein when the ester contains two or more carboxyl groups the ester can exist as partial or full ester form.

A composition suitable for topical application to the skin comprising at least five percent by weight of a compound selected from the group consisting of:

• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of 3-hydroxybutanoic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of ascorbic acid and isoascorbic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of quinic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl, benzyl, dimethyl, diethyl, dipropyl, diisopropyl, dibutyl, dipentyl, dioctyl, didecyl, didodecyl, diphenyl, dibenzyl, trimethyl, triethyl, tripropyl, triisopropyl, tributyl, tripentyl, trioctyl, tridecyl, tridodecyl, triphenyl and tribenzyl esters of isocitric acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of tropic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of trethocanic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of 3-chlorolactic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl, benzyl, dimethyl, diethyl, dipropyl, diisopropyl, dibutyl, dipentyl, dioctyl, didecyl, didodecyl, diphenyl, dibenzyl, trimethyl, triethyl, tripropyl, triisopropyl, tributyl, tripentyl, trioctyl, tridecyl, tridodecyl, triphenyl and tribenzyl esters of citramalic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of agaricic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of aleuritic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of pantoic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl and benzyl esters of lactobionic acid;
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl, dodecyl, phenyl, benzyl, dimethyl, diethyl, dipropyl, diisopropyl, dibutyl, dipentyl, dioctyl, didecyl, didodecyl, diphenyl and dibenzyl esters of piscidic acid;
• and
• the methyl, ethyl, propyl, isopropyl, butyl, pentyl, octyl, decyl and dodecyl esters of hexulosonic acid.