Stilbenoid Derivatives And Their Uses

Abstract

The present invention generally provides stilbenoid derivatives and methods for using stilbenoid derivatives to modulate the activity of cannabinoid receptors or scavenge reactive nitrogen species.

We claim: 
     
         1 . A method for modulating activity of a cannabinoid receptor, the method comprising contacting the cannabinoid receptor with a monomer or an oligomer of a compound comprising Formula (I) such that the activity of the cannabinoid receptor is modulated; the compound comprising Formula (I): 
       
         
           
           
               
               
           
         
         wherein: 
         R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10  are independently chosen from hydrogen, hydroxyl, hydrocarbyl, substituted hydrocarbyl, hydrocarbyloxy, substituted hydrocarbyloxy, and sulfoxy; provided that at least one of the R groups is a hydroxyl or substituted hydroxyl group; and provided that if the compound comprising Formula (I) is monomeric, then the compound comprising Formula (I) is other than resveratrol. 
       
     
     
         2 . The method of  claim 1  wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10  are independently chosen from hydrogen, hydroxyl, alkyl, alkenyl, alkyoxy, alkenyloxy, aryloxy, glucuronidyloxy, glucosyloxy, sulfoxy, and isoprenyl. 
     
     
         3 . The method of  claim 1 , wherein R 1 , R 5 , R 6 , R 7 , R 9 , and R 10  are hydrogen; R 3  is alkenyl; and R 2 , R 4 , and R 8  are chosen from hydroxyl, alkoxy, glucuronidyloxy, and sulfoxy. 
     
     
         4 . The method of  claim 1 , wherein R 1 , R 5 , R 6 , R 9 , and R 10  are hydrogen; R3 is chosen from hydroxyl and alkenyl; and R 2 , R 4 , R 7 , and R 8  are chosen from hydroxyl, alkoxy, glucuronidyloxy, and sulfoxy. 
     
     
         5 . The method of  claim 1 , wherein the compound comprising Formula (I) is a cis isomer or a trans isomer. 
     
     
         6 . The method of  claim 1 , wherein the oligomer of the compound comprising Formula (I) comprises cis isomers, trans isomers, or a combination of cis and trans isomers. 
     
     
         7 . The method of  claim 1 , wherein the cannabinoid receptor is a cannabinoid type 1 receptor or a cannabinoid type 2 receptor. 
     
     
         8 . The method of  claim 1 , wherein the cannabinoid receptor is within an isolated cell or fraction thereof. 
     
     
         9 . The method of  claim 1 , wherein the cannabinoid receptor is within a subject. 
     
     
         10 . The method of  claim 9 , wherein the subject is a human. 
     
     
         11 . The method of  claim 1 , wherein the activity of the compound comprising Formula (I) is chosen from agonist, inverse agonist, partial agonist, and antagonist. 
     
     
         12 . The method of  claim 9 , wherein modulation of cannabinoid receptor activity is used to treat a condition chosen from obesity, drug dependence, inflammation, pain, cardiovascular conditions, cancer, neurodegenerative disorders, and age-related disorders. 
     
     
         13 - 32 . (canceled) 
     
     
         33 . The method of  claim 1 , wherein R 1 , R 5 , R 6 , R 9 , and R 10  are hydrogen; R 2 , R 4 , and R 8  are independently hydroxyl, alkoxy, glucuronidyloxy, or sulfoxy; R 3  is isoprenyl; and R 7  is hydrogen, hydroxyl, alkoxy, glucuronidyloxy, or sulfoxy. 
     
     
         34 . The method of  claim 1 , wherein R 2 , R 4 , R 7 , and R 8  are hydroxyl; and R 3  is 3-methyl-1-butenyl. 
     
     
         35 . The method of  claim 1 , wherein R 2 , R 4 , and R 8  are hydroxyl; R 7  is hydrogen; and R 3  is 3-methyl-but-2-enyl. 
     
     
         36 . The method of  claim 1 , wherein R 2 , R 4 , and R 8  are hydroxyl; R 7  is hydrogen; and R 3  is 3-methyl-1-butenyl.