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Isolation and identification of antitrypanosomal and antimycobacterial active steroids from the sponge Haliclona simulans.


ABSTRACT: The marine sponge Haliclona simulans collected from the Irish Sea yielded two new steroids: 24-vinyl-cholest-9-ene-3?,24-diol and 20-methyl-pregn-6-en-3?-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.

SUBMITTER: Viegelmann C 

PROVIDER: S-EPMC4052325 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

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Isolation and identification of antitrypanosomal and antimycobacterial active steroids from the sponge Haliclona simulans.

Viegelmann Christina C   Parker Jennifer J   Ooi Thengtheng T   Clements Carol C   Abbott Gráinne G   Young Louise L   Kennedy Jonathan J   Dobson Alan D W AD   Edrada-Ebel RuAngelie R  

Marine drugs 20140516 5


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 an  ...[more]

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