Isolation and absolute configurations of diastereomers of 8α-hydroxy-T-muurolol and (1α,6β,7β)-cadinane-4-en-8α,10α-diol from Chimonanthus salicifolius

Abstract

Phytochemical investigation of the aerial parts of Chimonanthus salicifolius resulted in the isolation of two sesquiterpenoids, 8α-hydroxy-T-muurolol and (1α,6β,7β)-cadinane-4-en-8α,10α-diol, together with 13 known compounds. The 15 structures were established by means of 1D and 2D NMR spectroscopy. The relative and absolute configurations of 8α-hydroxy-T-muurolol and 8α,11-elemodiol were achieved by NOESY experiments and X-ray crystallography using CuKα radiation. 8α-hydroxy-T-muurolol and (1α,6β,7β)-cadinane-4-en-8α,10α-diol showed immunosuppressive activities in a dose-dependent manner.

Keywords: (1α,6β,7β)-Cadinane-4-en-8α,10α-diol; 8α-Hydroxy-T-muurolol; Bioactivity; Calycanthaceae; Chimonanthus salicifolius; Sesquiterpene.