Sesquiterpene lactones from Inula falconeri, a plant endemic to the Himalayas, as potential anti-inflammatory agents

Eur J Med Chem. 2011 Nov;46(11):5408-15. doi: 10.1016/j.ejmech.2011.08.047. Epub 2011 Sep 8.

Abstract

A phytochemical investigation of Inula falconeri, a plant endemic to the Himalayas, afforded 10 new sesquiterpenoids and 26 known sesquiterpene lactones, including those bearing guaiane, pseudoguaiane, xanthane, eudesmane, germacrane, rare secocaryophyllane, chromolaevane, and carabrane frameworks. The structures were elucidated via spectroscopic analysis and compared with data from literature. All the isolates were assessed for their inhibitory effects against LPS-induced nitric oxide production in RAW264.7 macrophages. Compounds 4, 11, 24, and 31 showed stronger inhibitory activities than the positive control with IC(50) values of 0.13, 0.07, 0.11, and 0.11 μM, respectively. These studies also led to a better understanding of the structure-activity relationships for the sesquiterpene lactone family of compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology*
  • Cell Line
  • Inula / chemistry*
  • Inula / growth & development
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology*
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Nitric Oxide / biosynthesis
  • Sesquiterpenes / chemistry*
  • Structure-Activity Relationship

Substances

  • Anti-Inflammatory Agents
  • Lactones
  • Sesquiterpenes
  • Nitric Oxide