Eight novel quercetin conjugates 20~27 were successfully synthesized through a concise procedure with 15%~ 46% overall yields by using Rutin as the starting material. After O-benzylation, glycoside hydrolysis and O-propargylation, rutin was converted to the key intermediate 5,7,3',4'-tetrabenzyloxy-3-O-propargylquercetin, which subsequently 'clicked' with azido containing glycosides, poly(ethylene glycol) (PEG) or oligo(ethylene glycol) (OEG) to provide the fully protected quercetin conjugates

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... 2~19. After global deprotection, the resulting quercetin conjugates were evaluated on hypoglycemic activities at 3T3-L1 adipocyte level. The results showed that conjugates 24, 26 and 27 exhibited good hypoglycemic effects.