Determination of the absolute configuration of two pairs of C-8 - C-9' linked neolignan enantiomers

Abstract

Two pairs of new neolignan enantiomers, (±)-torreyayunan A (1a/1b) and (±)-torreyayunan B (2a/2b), featuring a rare C-8 - C-9' linked skeleton, were isolated from leaves and twigs of Torreya yunnanensis. Their absolute configuration involving two chiral centers was determined by combined spectral and Density Functional Theory (DFT) calculation. This is the first report of the absolute configuration of this group of neolignans.

Keywords: C-8 − C-9′ linked skeleton; DFT; ECD; Torreya yunnanensis; absolute configuration; neolignan enantiomers.