Echinopines A and B: sesquiterpenoids possessing an unprecedented skeleton from Echinops spinosus

Org Lett. 2008 Mar 6;10(5):701-4. doi: 10.1021/ol702629z. Epub 2008 Feb 6.

Abstract

Echinopines A (1) and B (2), novel sesquiterpenoids with an unprecedented rearranged skeleton named echinopane, were isolated from the roots of Echinops spinosus. The structures were elucidated by extensive spectroscopic analysis. The relative configuration of 1 was assigned by a combination of NOESY correlations and a simulation analysis. A plausible biosynthetic pathway for echinopane was discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drug Screening Assays, Antitumor
  • Echinops Plant / chemistry*
  • Female
  • Humans
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology

Substances

  • Sesquiterpenes
  • echinopine A
  • echinopine B