Japonicones A-D, bioactive dimeric sesquiterpenes from Inula japonica Thunb

Bioorg Med Chem Lett. 2009 Feb 1;19(3):710-3. doi: 10.1016/j.bmcl.2008.12.043. Epub 2008 Dec 14.

Abstract

Four new dimeric sesquiterpene lactones japonicones A-D (1-4), comprised by eudesmane and guaiane sesquiterpenes, were isolated from the aerial part of Inula japonica Thunb. The structures and stereochemistry of 1-4 were elucidated by use of 2D NMR spectroscopic techniques, X-ray crystallography and modified Mosher method. Japonicone A (1) showed the most potent cytotoxicities against four tumor cell lines, A549, LOVO, CEM and MDA-MB-435.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line, Tumor
  • Crystallography, X-Ray / methods
  • Dimerization
  • Humans
  • Inula / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Molecular Conformation
  • Molecular Structure
  • Neoplasms / drug therapy
  • Plant Extracts / chemistry
  • Plant Extracts / metabolism*
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes, Eudesmane / chemistry*
  • Sesquiterpenes, Guaiane / chemistry*
  • Stereoisomerism
  • Tetrazolium Salts / chemistry
  • Thiazoles / chemistry

Substances

  • Antineoplastic Agents, Phytogenic
  • Plant Extracts
  • Sesquiterpenes
  • Sesquiterpenes, Eudesmane
  • Sesquiterpenes, Guaiane
  • Tetrazolium Salts
  • Thiazoles
  • japonicone A
  • thiazolyl blue