Synthesis of the active stilbenoids by photooxidation reaction of trans‐ϵ‐viniferin

Abstract

Abstract Two new stilbenoids, cis ‐ϵ‐viniferin (3) and 2b, 14b‐dehydro‐bisresveratrol (4) were synthesized by photooxidation reaction of trans ‐ϵ‐viniferin (2) prepared from tram‐resveratrol (1). Pentamethoxyl trans ‐ϵ‐viniferin (5) and pentamethoxyl cis ‐ϵ‐viniferin (6) were also obtained by methylation of trans ‐ϵ‐viniferin (2) with (MeO) 2 SO 2 . Their structures were elucidated on the basis of spectral evidence. Compounds 3 and 4 showed potent inhibition of TNF‐α at concentrations of 10 − ‐ 5 mol.L −1 with inhibitory ratios of 51.43% and 36.64%. respectively.