Microbial transformation of deoxyandrographolide and their inhibitory activity on LPS-induced NO production in RAW 264.7 macrophages

  • Bioorg Med Chem Lett. 2012 Feb 15;22(4):1615-8. doi: 10.1016/j.bmcl.2011.12.122.
Sa Deng  1 ,  Bao Jing Zhang ,  Chang Yuan Wang ,  Yan Tian ,  Ji Hong Yao ,  Lei An ,  Shan Shan Huang ,  Jin Yong Peng ,  Ke Xin Liu ,  Xiao Chi Ma
Affiliations
  • 1. School of Pharmaceutical Sciences, Dalian Medical University, Dalian 116044, PR China.
PMID: 22264489 DOI: 10.1016/j.bmcl.2011.12.122
Abstract

A series of analogues of deoxyandrographolide (1) transformed by Cunninghamella blakesleana AS 3.2004 were isolated and identified by spectral methods including 2D NMR. Among them, 3-oxo-17,19-dihydroxy-7,13-ent-labdadien-15,16-olide (9), 3-oxo-19-hydroxy-1,13-ent-labdadien-15,16-olide (16), 3-oxo-1β-hydroxy-14-deoxy-andrographolide (17) and 3-oxo-2β-hydroxy-14-deoxyandrographolide (18) are new compounds. And their structure-activity relationships (SAR) of inhibitory activity on LPS-induced NO production in RAW 264.7 macrophage cells were also discussed.