Resveratrol Ferulate Compounds, Compositions Containing The Compounds, And Methods Of Using The Same

Abstract

The present invention relates to cosmetic compositions containing resveratrol ferulate in a topically acceptable carrier. Such compositions are particularly effective for skin lightening and anti-aging applications and have excellent color stability and extended shelf life.

1 . A compound having the formula of: 
     
       
         
         
             
             
         
       
       wherein X, Y, and Z are independently selected from the group consisting of hydrogen or feruloyl, provided that at least one of X, Y, and Z is feruloyl. 
     
   
   
       2 . The compound of  claim 1 , selected from the group consisting of 3-ferulate-5,4′-dihydroxystilbene, 5-ferulate-3,4′-dihydroxystilbene, 4′-ferulate-3,5-dihydroxystilbene, 3,5-diferulate-4′-hydroxystilbene, 3,4′-diferulate-5-hydroxystilbene, 4′,5-diferulate-3-hydroxystilbene; and 3,5,4′-triferulate-hydroxystilbene 
   
   
       3 . A topical cosmetic or pharmaceutical composition comprising resveratrol ferulate in a cosmetically acceptable carrier. 
   
   
       4 . The cosmetic composition of  claim 3 , wherein the resveratrol ferulate is selected from the group consisting of resveratrol mono-ferulates, resveratrol di-ferulates, resveratrol tri-ferulate, and mixtures thereof. 
   
   
       5 . The cosmetic composition of  claim 3 , wherein resveratrol ferulate is present in an amount ranging from about 0.001% to about 20% by total weight of the cosmetic composition. 
   
   
       6 . The cosmetic composition of  claim 3 , wherein resveratrol ferulate is encapsulated by one or more vesicles, microspheres, nanospheres, capsules, or mixtures thereof. 
   
   
       7 . The cosmetic composition of  claim 3 , wherein the cosmetically acceptable carrier is an emulsion comprising an aqueous phase and an oil phase. 
   
   
       8 . The cosmetic composition of  claim 7 , wherein resveratrol ferulate is dispersed or solubilized in the aqueous phase of the emulsion. 
   
   
       9 . The cosmetic composition of  claim 7 , wherein resveratrol ferulate is dispersed or solubilized in the oil phase of the emulsion. 
   
   
       10 . The cosmetic composition of  claim 3 , wherein the cosmetically acceptable carrier is anhydrous. 
   
   
       11 . The cosmetic composition of  claim 3 , comprising a resveratrol-ferulate-containing fermentation extract that exhibits enhanced biological activities in comparison with unfermented resveratrol ferulate. 
   
   
       12 . The cosmetic composition of  claim 3 , further comprising a structuring agent. 
   
   
       13 . The cosmetic composition of  claim 12 , wherein said structuring agent is an oil phase structuring agent selected from the group consisting of silicon gums, non-emulsifying silicone elastomers, silicone waxes, high melting point waxes, polyamides, silicone polyamides, and mixtures thereof. 
   
   
       14 . The cosmetic composition of  claim 12 , wherein said structuring agent is an aqueous phase structuring agent selected from the group consisting of polysaccharides, acrylate polymers and copolymers, high molecular weight polyethylene glycols (PEGs), polyglycerins, and mixtures thereof. 
   
   
       15 . The cosmetic composition of  claim 3 , further comprising at least one nonvolatile silicone having a vapor pressure of less than about 1 mm. of mercury at 20° C. and selected from the group consisting of phenyl trimethicone, phenyl dimethicone, diphenyl dimethicone, dimethicone, and cetyl dimethicone. 
   
   
       16 . The cosmetic composition of  claim 3 , further comprising at least one silicone surfactant selected from the group consisting of dimethicone copolyols, alkyl dimethicone copolyols, and emulsifying silicone elastomers. 
   
   
       17 . The cosmetic composition of  claim 3 , further comprising at least one linear or branched volatile or near volatile silicone. 
   
   
       18 . The cosmetic composition of  claim 3 , further comprising particulates selected from the group consisting of pigments, powders, and mixtures thereof. 
   
   
       19 . A method for skin lightening, preventing or reducing skin aging, and/or reducing reactive oxygen species in the skin comprising applying to the skin a topical composition comprising resveratrol ferulate in a cosmetically acceptable carrier. 
   
   
       20 . The method of  claim 19 , wherein the cosmetic composition is applied to selected areas of skin with hyperpigmentation to reduce hyperpigmentation in such selected areas. 
   
   
       21 . The method of  claim 19 , wherein the cosmetic composition is applied to facial skin to achieve skin lightening, anti-aging, and antioxidant effects thereon. 
   
   
       22 . A cosmetic composition comprising an ester of resveratrol with an aliphatic or aromaticcarboxylic acid in a cosmetically acceptable carrier, wherein said composition acid has a skin lightening effect. 
   
   
       23 . The cosmetic composition of  claim 22 , wherein the carboxylic acid is selected from the group consisting of ferulic acid, cinnamic acid, glycolic acid, gluconic acid, citric acid, lactic acid, azelaic acid, hydroxy-substituted benzoic acids, genistic acid, hydroxycaprylic acid, linoleic acid, salicylic acid, 5-octanoyl salicylic acid, tranexamic acid, and derivatives thereof. 
   
   
       24 . A method for skin lightening, preventing or reducing skin aging, and/or reducing reactive oxygen species in the skin comprising applying to the skin a cosmetic composition comprising an ester of resveratrol with an aliphatic or aromatic carboxylic acid in a topically acceptable carrier. 
   
   
       25 . The method of  claim 24 , wherein the cosmetic composition is applied to selected areas of skin with hyperpigmentation to reduce hyperpigmentation in such selected areas. 
   
   
       26 . The method of  claim 24 , wherein the cosmetic composition is applied to facial skin to achieve skin lightening, anti-aging, and/or singlet oxygen scavenging properties.