Cytotoxic dimeric xanthanolides from fruits of Xanthium chinense

Phytochemistry. 2016 Dec:132:115-122. doi: 10.1016/j.phytochem.2016.10.006. Epub 2016 Oct 20.

Abstract

Nine dimeric xanthanolides, pungiolides F-N, and five known analogues, pungiolides A-E, were isolated from fruits of Xanthium chinense. Their structures were elucidated through spectroscopic and electronic circular dichroism (ECD) analyses. Pungiolide F is a xanthanolide dimer with an acyclic linkage. Five of the dimers, pungiolides H, L, A, C and E, exhibited moderate cytotoxicities with IC50 values in the range of 0.90-6.84 μM using taxol as the positive control, which had, by comparison, IC50 values in the range of 0.00118-0.0675 μM. These findings enrich the structural diversity of dimeric sesquiterpene lactones.

Keywords: Compositae; Cytotoxic activity; Dimeric xanthanolides; Xanthium chinense.

MeSH terms

  • Fruit / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology*
  • Molecular Structure
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology*
  • Xanthium / chemistry*

Substances

  • Lactones
  • Sesquiterpenes
  • pungiolide F