Euphorbesulins A-P, Structurally Diverse Diterpenoids from Euphorbia esula

J Nat Prod. 2016 Aug 26;79(8):1952-61. doi: 10.1021/acs.jnatprod.6b00205. Epub 2016 Jul 22.

Abstract

Aqueous ethanol extracts of powdered twigs of Euphorbia esula afforded 16 new diterpenoids, named euphorbesulins A-P. These euphorbesulins included presegetane (1-3), jatrophane (4-14), paraliane (15), and isopimarane (16) diterpenoids as well as six known analogues. Compounds 1-3 represent a rare type of presegetane diterpenoid. Their structures were determined by analysis of the spectroscopic data, and the absolute configuration of 1 was established by X-ray crystallography. Diterpenoid 7 showed low nanomolar antimalarial activity, while the remaining compounds showed only moderate or no antimalarial activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials / chemistry
  • Antimalarials / isolation & purification*
  • Antimalarials / pharmacology
  • Chloroquine / pharmacology
  • Crystallography, X-Ray
  • Disease Resistance / drug effects
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Euphorbia / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plasmodium falciparum / drug effects

Substances

  • Antimalarials
  • Diterpenes
  • Drugs, Chinese Herbal
  • euphorbesulin G
  • Chloroquine