Two new cyclohexylethanol derivatives from the whole plants of Incarvillea delavayi and their inhibition on LPS-induced NO release in BV-2 cells

Abstract

Delavatones A (4 β , 7 α -dihydroxy-7 β -(13-methylpent-11-one-12-ene)-octahydrobenzofuran, 1) and B (4 β , 7 α -dihydroxy-7 β -(propan-9-one)-octahydrobenzofuran, 2 ), two structurally unique cyclohexylethanol derivatives with a substituted alkyl chain, were isolated from the 90% ethanol extract of the whole plants of Incarvillea delavayi . The structures of delavatones A and B were characterized by the interpretation of 1D and 2D NMR spectroscopic data in combination with NMR chemical shift calculation coupled with DP4+ probability analysis. In an in vitro assay for anti-inflammatory effect, delavatones A and B displayed remarkable suppression on NO production in LPS-induced BV-2 cells at concentrations ranging from 6 μM to 100 μM. • Two new cyclohexylethanols, delavatones A and B, were isolated from I. delavayi . • Delavatones A and B are two rare cyclohexyethanols with an substituted alkyl chain. • The stereo configurations of delavatones A and B was determined by DP4+ computation. • Delavatones A and B remarkably suppressed LPS induced NO release in BV-2 cells.