Vibrational circular dichroism study for natural bioactive schizandrin and reassignment of its absolute configuration

摘要

Bioactive natural product (+)-schizandrin was assigned as (7S.8S) using NMR. Recently, we obtained (+)-schizandrin from TCM Schisandra sphenanthera Rehd. et Wils. Its planar structure was well established using NMR and HR-MS including the reported references, its absolute configuration is assigned using vibrational circular dichroism (VCD). By careful VCD investigation of (7S.8S) and (7S.8R) using B3LYP/ 6-311+G(d) methods, absolute configuration of (+)-schizandrin is assigned as (7S.8R). Electronic circular dichroism (ECD) was used for the discussion too and it gave the same conclusion.