Abstract:

Phenolic β-D-glucopyranosides exist widely in nature and exhibit many important physiological activities. For example, gastrodia isolated from Pholidota chinensis Lind1. has such a sketch and play an important bioactivity on nerve system. Recently, we found another phenolic β-D-glucopyranoside from the Pulicaria insignis which had definite anti-HCV activity. Based on the results achieved in our research group, we tried to design and synthesize series of phenolic β-D-glucopyranosides to wish to find new and better bioactive compounds used in anti-HCV study. Fifteen novel natural analogues of phenolic β-D-glucopyranosides were synthesized from phenolic aglycones and acetobromo-α-D-glucose or β-D-glucose pentaacetate. Their structures were characterized by MS, ¹H NMR and ¹³C NMR. Preliminary anti-HCV activity tests showed that compounds 8a and 10a exhibited definite anti-viral activity, their EC₅₀ are 21 and 9.4 μmol/L, and the CC₅₀ of them are 150.4 and 145.9 μmol/L, respectively.

Key words: β-D-Glucoside, Phenolic glycoside, Anti-HCV activity