Design, virtual screening, synthesis and anti-hepatitis B virus of oxime derivatives

A series of new oxime and oxime ethers compounds were designed and virtually screened with target using the Molecular Operating Environment (MOE) software. Twelve unreported compounds including 4 oximes and 8 oxime ethers were synthesized with benzene, toluene, methoxybenzene and chlorobenzene as initial raw materials. Structures of compounds were elucidated by ¹H NMR, ¹³C NMR and MS. The results of bioactive screening showed that a part of compounds displayed obviously anti-HBV activities. Inhibitory activities of compounds 4B-2 in secretion of HBsAg and HBeAg were IC_{50 HBsAg}=81.15 μmol·L^-1, SI_HBsAg=9.20 and IC_{50 HBeAg}=90.66 μmol·L^-1, SI_HBeAg8.24, respectively. Preliminary structure-activity relationship study shows that methyl oxime ethers displayed better anti-HBV activities than the oximes.