Carpedilactones A-D, four new isomeric sesquiterpene lactone dimers with potent cytotoxicity from Carpesium faberi

Org Lett. 2014 Aug 15;16(16):4216-9. doi: 10.1021/ol501923k. Epub 2014 Jul 31.

Abstract

Four new isomeric sesquiterpene lactone dimers, carpedilactones A-D (1-4), were isolated from the acetonic extract of Carpesium faberi. Among them, 1-3 are the first three 2,4-linked exo-Diels-Alder adducts between a eudesmanolide dienophile and a guaianolide diene. The absolute configurations of 1-4 were unambiguously established by Cu Kα X-ray crystallographic analyses. Compounds 1-4 exhibited potent cytotoxicities against human leukemia (CCRF-CEM) cells with IC50 value of 0.14, 0.32, 0.35, and 0.16 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Asteraceae / chemistry*
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Sesquiterpenes
  • eudesmanolide