Brartemicin analogues

Abstract

The invention relates to brartemicin analogues of Formula IV and their uses. These compounds are potent Mincle agonists and Th1-stimulating vaccine adjuvants.

1 - 20 . (canceled) 
     
     
         21 . A compound of Formula IVa 
       
         
           
           
               
               
           
         
         wherein X a  and X b  are independently selected from O or NH; 
         each Y a  and Y b  is independently selected from the group comprising —I, —Br, —Cl, —F, —OH, —R 1  and —OR 1  where R 1  is selected from (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl and (C 2 -C 6 )alkynyl, wherein (C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl and (C 2 -C 6 )alkynyl are each optionally substituted with —OH or (C 1 -C 6 )alkoxy; 
         n and m are independently 0 to 4; 
         each Z a  and Z b  is independently selected from R 2 , —OR 2 , —NHR 2 , —NHC(O)—R 2  and —S—R 2 , where R 2  is selected from (C 5 -C 26 )alkyl, (C 5 -C 26 )alkenyl and (C 5 -C 26 )alkynyl, wherein (C 5 -C 26 )alkyl, (C 5 -C 26 )alkenyl and (C 5 -C 26 )alkynyl are each optionally substituted with —OH or (C 1 -C 6 )alkoxy; 
         r and s are independently 1 to 3; 
         alk a  and alk b  are independently selected from (C 1 -C 4 )alkylene, (C 2 -C 4 )alkenylene and (C 2 -C 4 )alkynylene or each alk a  and alk b  may be absent such that the aryl ring connects directly to the C(O) carbon; 
         wherein n+r=1 to 5; and 
         m+s=1 to 5. 
       
     
     
         22 - 37 . (canceled)