Antrocarines A-F, antiplasmodial ergostane steroids from the stem bark of Antrocaryon klaineanum

Phytochemistry. 2015 Sep:117:521-526. doi: 10.1016/j.phytochem.2015.07.011. Epub 2015 Jul 30.

Abstract

During a study on the chemistry and biological activity of Antrocaryon klaineanum Pierre, six new sterols including 4,24(28)-ergostadiene-6α,7α-diol (1), 6α-methoxy-4,24(28)-ergostadiene-7α,20S-diol (2), 6α-methoxy-4,24(28)-ergostadien-7α-ol (3), 20S-hydroxy-24(28)-ergosten-3-one (4), 7α-hydroxy-4,24(28)-ergostadien-3-one (5), and 24(28)-ergostene-3β,6α-diol (6) were characterized by physical and spectroscopic means. The known steroids 7 and 8 were also isolated. The crude extract and the isolated compounds were evaluated for their ability to inhibit the 3D7 strain of Plasmodium falciparum. Compounds 2, 3, and 8 showed potent activity while that of the crude extract was moderate.

Keywords: Anacardiaceae; Antiplasmodial activities; Antrocaryon klaineanum; Ergostane steroids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anacardiaceae / chemistry*
  • Antimalarials / chemistry*
  • Antimalarials / pharmacology*
  • Drug Evaluation, Preclinical / methods
  • Ergosterol / analogs & derivatives
  • Ergosterol / chemistry
  • Ergosterol / isolation & purification
  • Ergosterol / pharmacology
  • Inhibitory Concentration 50
  • Molecular Structure
  • Plant Bark / chemistry
  • Plant Extracts / analysis
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plasmodium falciparum / drug effects
  • Steroids / chemistry
  • Steroids / pharmacology*

Substances

  • 6-methoxy-4,24(28)-ergostadien-7-ol
  • 6-methoxy-4,24(28)-ergostadiene-7,20-diol
  • Antimalarials
  • Plant Extracts
  • Steroids
  • ergostane
  • Ergosterol