Emulsion Cosmetic Compositions Containing Resveratrol Derivatives And An Oil Phase Structuring Agent

Abstract

An emulsion cosmetic composition comprising at least one resveratrol derivative, an aqueous phase, and an oil phase having at and at least one oil phase structuring agent, and a method for preparing emulsions capable of delivering active resveratrol to the skin.

1 . An emulsion cosmetic composition comprising resveratrol mono-, di-, or triphosphate, an aqueous phase, and an oil phase having at least one oil phase structuring agent. 
   
   
       2 . The composition of  claim 1  wherein the resveratrol phosphate is neutralized with a metal salt. 
   
   
       3 . The composition of  claim 2  wherein the metal salt is sodium and the resveratrol triphosphate is trisodium resveratrol triphosphate. 
   
   
       4 . An emulsion cosmetic composition comprising a resveratrol derivative having the general formula: 
     
       
         
         
             
             
         
       
     
     wherein X, Y, and Z are each independently hydrogen or a protective group, provided that at least one of X, Y, or Z is a protective group wherein the protective group is selected from:
 (a) an inorganic acid functional group which is phosphate, sulfonate, carbonate, or combinations thereof, 
 (b) —C(O)—R 1  wherein R 1  is a linear, branched, saturated or unsaturated, or cyclic C 1 -C 40  alkyl, substituted C 1 -C 40  alkyl, C 1 -C 40  alkenyl, substituted C 1 -C 40  alkenyl, C 1 -C 40  alkynyl, substituted C 1 -C 40  alkynyl, aryl, C 1 -C 40  aryl, or C 1 -C 40  substituted aryl carboxylic acid ester; where the substituents are selected from C 1-40  straight or branched chain, saturated or unsaturated alkyl, halogen, alkoxy, hydroxyl; 
 (c) amine or amide; 
 (d) —R 2  wherein R 2  is selected from the group consisting of linear, branched or cyclic C 1 -C 40  alkyl, substituted C 1 -C 40  alkyl, C 1 -C 40  alkenyl, substituted C 1 -C 40  alkenyl, C 1 -C 40  alkynyl, substituted C 1 -C 40  alkynyl, C 1 -C 40  aryl, substituted C 1 -C 40  aryl, and mono-, di-, oligo-, and polysaccharides; or 
 combinations thereof. 
 
   
   
       5 . The composition of  claim 4  wherein the oil phase structuring agent comprises at least one of a silicone gum, non-emulsifying silicone elastomer, silicone wax, natural wax, or mixtures thereof. 
   
   
       6 . The composition of  claim 4  wherein the oil phase structuring agent comprises at least one silicone gum having a viscosity ranging from about 500,000 to 100 million centistokes at 25° C. 
   
   
       7 . The composition of  claim 4  wherein the oil phase structuring agent additionally comprises one or more fatty acids or fatty alcohols and one or more botanical extracts. 
   
   
       8 . The composition of  claim 4  in the oil and water emulsion form comprising water; an oil phase comprising a liquid silicone and at least one liquid plant oil; an oil phase structuring agent which is a silicone gum, non-emulsifying silicone elastomer, or silicone wax; one or more botanical extracts; and an aqueous phase structuring agent which is an acrylate-based polymer, a polysaccharide or mixtures thereof. 
   
   
       9 . The composition of  claim 8  in the oil in water emulsion form and wherein the silicone elastomer comprises Polysilicone-11; the acrylate based polymer comprises acrylate or methacrylate groups or mixtures thereof. 
   
   
       10 . The composition of  claim 4  in the oil and water emulsion form comprising water; an oil phase comprising dimethicone and at least one glyceryl ester of a fatty acid; an oil phase structuring agent comprising a natural wax; one or more botanical extracts; and at least one humectant selected from a monomeric or polymeric alkylene glycol, sugars, or mixtures thereof. 
   
   
       11 . The composition of  claim 10  in the oil in water emulsion form. 
   
   
       12 . The composition of  claim 4  in the oil and water emulsion form comprising water; an aqueous phase structuring agent comprising a polysaccharide; an oil phase comprising at least one mono-, di-, or triester; an oil phase structuring agent comprising at least one natural or synthetic wax; at least one botanical extract; and at least one particulate. 
   
   
       13 . The composition of  claim 12  in the oil in water emulsion form wherein the at least one particulate comprises titanium dioxide. 
   
   
       14 . The composition of  claim 4  in the oil and water emulsion form comprising water; an aqueous phase structuring agent comprising an acrylate based polymer; an oil phase comprising at least one of a silicone or hydrocarbon; an oil phase structuring agent comprising at least one silicone elastomer; and at least one vitamin or vitamin derivative. 
   
   
       15 . The composition of  claim 14  in the oil in water emulsion form further comprising at least one humectant that is a sugar. 
   
   
       16 . The composition of  claim 4  in the oil and water emulsion form comprising water; an aqueous phase structuring agent that is a polysaccharide or acrylate based polymer; an oil phase comprising a mixture of volatile and non-volatile silicones; an oil phase structuring agent comprising a high melting point natural or synthetic non-silicone wax; at least one humectant; and at least one particulate in the form of pigment or powder. 
   
   
       17 . The composition of  claim 4  in the oil and water emulsion form comprising water, an oil phase comprising at least one glyceryl ester of a fatty acid; an oil phase structuring agent comprising at least one natural or synthetic organic wax; at least one humectant; and at least one nonionic organic surfactant. 
   
   
       18 . The composition of  claim 17  wherein the nonionic organic surfactant comprises an alkylene oxide. 
   
   
       19 . The composition of  claim 4  which is a skin cream, lotion, or makeup, further comprising one or more chemical sunscreens. 
   
   
       20 . A method for preparing a stable water and oil emulsion capable of delivering active resveratrol to the skin comprising incorporating into the emulsion a resveratrol derivative where one or more of the hydroxyl groups are protected and incorporating at least one oil phase structuring agent into the oil phase.