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

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Abstract

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.

Original languageEnglish
Pages (from-to)2937-2952
Number of pages16
JournalMarine Drugs
Volume12
Issue number5
DOIs
Publication statusPublished - 16 May 2014

Keywords

  • haliclona simulans
  • marine sponges
  • steroids
  • antitrypanosomal
  • anti-mycobacterial

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