Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans

  • J Nat Prod. 2006 Mar;69(3):356-9. doi: 10.1021/np0503707.
Young-Whan Choi  1 ,  Satoshi Takamatsu ,  Shabana I Khan ,  Pullela V Srinivas ,  Daneel Ferreira ,  Jianping Zhao ,  Ikhlas A Khan
Affiliations
  • 1. National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, The University of Mississippi, 38677, USA.
PMID: 16562834 DOI: 10.1021/np0503707
Abstract

Phytochemical investigation of the fruits of Schisandra chinensis led to the isolation of 13 Lignans including schisandrene (13), a new lignan based on a dibenzocyclooctadiene backbone with an exocyclic double bond. Its structure and absolute configuration were established using NMR, MS, and CD data. Antioxidant activity of the Lignans was evaluated using a DCFH-DA cellular-based assay. The structure-activity relationships of the dibenzocyclooctadiene Lignans showed that the exocyclic methylene functionality was essential for antioxidant activity, with the benzoyloxy group probably enhancing such effects.