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

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,5α,8α-epidioxy, along with the widely distributed 24-methylenecholesterol. One of the steroids possesses an unusually short hydrocarbon side ch...

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Autores principales: Viegelmann, Christina, Parker, Jennifer, Ooi, Thengtheng, Clements, Carol, Abbott, Gráinne, Young, Louise, Kennedy, Jonathan, Dobson, Alan D. W., Edrada-Ebel, RuAngelie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4052325/
https://www.ncbi.nlm.nih.gov/pubmed/24862183
http://dx.doi.org/10.3390/md12052937
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author Viegelmann, Christina
Parker, Jennifer
Ooi, Thengtheng
Clements, Carol
Abbott, Gráinne
Young, Louise
Kennedy, Jonathan
Dobson, Alan D. W.
Edrada-Ebel, RuAngelie
author_facet Viegelmann, Christina
Parker, Jennifer
Ooi, Thengtheng
Clements, Carol
Abbott, Gráinne
Young, Louise
Kennedy, Jonathan
Dobson, Alan D. W.
Edrada-Ebel, RuAngelie
author_sort Viegelmann, Christina
collection PubMed
description 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,5α,8α-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.
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spelling pubmed-40523252014-06-11 Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans Viegelmann, Christina Parker, Jennifer Ooi, Thengtheng Clements, Carol Abbott, Gráinne Young, Louise Kennedy, Jonathan Dobson, Alan D. W. Edrada-Ebel, RuAngelie Mar Drugs Communication 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,5α,8α-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. MDPI 2014-05-16 /pmc/articles/PMC4052325/ /pubmed/24862183 http://dx.doi.org/10.3390/md12052937 Text en © 2014 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Viegelmann, Christina
Parker, Jennifer
Ooi, Thengtheng
Clements, Carol
Abbott, Gráinne
Young, Louise
Kennedy, Jonathan
Dobson, Alan D. W.
Edrada-Ebel, RuAngelie
Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans
title Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans
title_full Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans
title_fullStr Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans
title_full_unstemmed Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans
title_short Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans
title_sort isolation and identification of antitrypanosomal and antimycobacterial active steroids from the sponge haliclona simulans
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4052325/
https://www.ncbi.nlm.nih.gov/pubmed/24862183
http://dx.doi.org/10.3390/md12052937
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