Marine Drugs (May 2014)

Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans

  • Christina Viegelmann,
  • Jennifer Parker,
  • Thengtheng Ooi,
  • Carol Clements,
  • Gráinne Abbott,
  • Louise Young,
  • Jonathan Kennedy,
  • Alan D. W. Dobson,
  • RuAngelie Edrada-Ebel

DOI
https://doi.org/10.3390/md12052937
Journal volume & issue
Vol. 12, no. 5
pp. 2937 – 2952

Abstract

Read online

The marine sponge Haliclona simulans collected from the Irish Sea yielded two new steroids: 24-vinyl-cholest-9-ene-3β,24-diol and 20-methyl-pregn-6-en-3β-ol,5a,8a-epidioxy, along with the widely distributed 24-methylenecholesterol. One of the steroids possesses an unusually short hydrocarbon side chain. The structures were elucidated using nuclear magnetic resonance spectroscopy and confirmed using electron impact- and high resolution electrospray-mass spectrometry. All three steroids possess antitrypanosomal and anti-mycobacterial activity. All the steroids were found to possess low cytotoxicity against Hs27 which was above their detected antitrypanosomal potent concentrations.

Keywords