Three new sesquiterpene lactone dimers from Carpesium macrocephalum

Fitoterapia. 2016 Apr:110:72-6. doi: 10.1016/j.fitote.2016.02.013. Epub 2016 Mar 3.

Abstract

Three new sesquiterpene lactone dimers (SLDs), carpedilactones E-G (1-3), together with two known monomeric units, ivalin (4) and alantolactone (5), were isolated from the acetonic extract of Carpesium macrocephalum. Their chemical structures were elucidated by IR, UV, HR-ESI-MS, NMR 1D and 2D experiments, and the absolute configuration of 1-3 was resolved according to the (1)H NMR and CD spectrographic features of 1,3-/2,4-linked SLDs. Furthermore, 1 was unambiguously confirmed by Cu-Kα X-ray crystallographic analysis. Additionally, compounds 1 and 2 were revealed with potent cytotoxicities against human colon cancer HCT116 cells with IC50 values of 2.27 and 3.30 μM, respectively.

Keywords: Carpedilactones E–G; Carpesium macrocephalum; Cytotoxicity; Sesquiterpene lactone dimers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Asteraceae / chemistry*
  • Cell Line, Tumor
  • Humans
  • Lactones / chemistry*
  • Lactones / isolation & purification
  • Molecular Structure
  • Plant Extracts / chemistry
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification

Substances

  • Antineoplastic Agents, Phytogenic
  • Lactones
  • Plant Extracts
  • Sesquiterpenes