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

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Main Authors: Christina Viegelmann, Jennifer Parker, Thengtheng Ooi, Carol Clements, Gráinne Abbott, Louise Young, Jonathan Kennedy, Alan D. W. Dobson, RuAngelie Edrada-Ebel
Format: Article
Language:English
Published: MDPI AG 2014-05-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/12/5/2937
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spelling doaj-279e565dfd6b441aab300b9e2c4fb0d82020-11-24T21:44:59ZengMDPI AGMarine Drugs1660-33972014-05-011252937295210.3390/md12052937md12052937Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulansChristina Viegelmann0Jennifer Parker1Thengtheng Ooi2Carol Clements3Gráinne Abbott4Louise Young5Jonathan Kennedy6Alan D. W. Dobson7RuAngelie Edrada-Ebel8Strathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow, Scotland G4 0RE, UKStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow, Scotland G4 0RE, UKStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow, Scotland G4 0RE, UKStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow, Scotland G4 0RE, UKStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow, Scotland G4 0RE, UKStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow, Scotland G4 0RE, UKMarine Biotechnology Centre, Environmental Research Institute, University College Cork, Lee Road, Cork, IrelandMarine Biotechnology Centre, Environmental Research Institute, University College Cork, Lee Road, Cork, IrelandStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow, Scotland G4 0RE, UKThe 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.http://www.mdpi.com/1660-3397/12/5/2937Haliclona simulansmarine spongessteroidsantitrypanosomalanti-mycobacterial
collection DOAJ
language English
format Article
sources DOAJ
author Christina Viegelmann
Jennifer Parker
Thengtheng Ooi
Carol Clements
Gráinne Abbott
Louise Young
Jonathan Kennedy
Alan D. W. Dobson
RuAngelie Edrada-Ebel
spellingShingle Christina Viegelmann
Jennifer Parker
Thengtheng Ooi
Carol Clements
Gráinne Abbott
Louise Young
Jonathan Kennedy
Alan D. W. Dobson
RuAngelie Edrada-Ebel
Isolation and Identification of Antitrypanosomal and Antimycobacterial Active Steroids from the Sponge Haliclona simulans
Marine Drugs
Haliclona simulans
marine sponges
steroids
antitrypanosomal
anti-mycobacterial
author_facet Christina Viegelmann
Jennifer Parker
Thengtheng Ooi
Carol Clements
Gráinne Abbott
Louise Young
Jonathan Kennedy
Alan D. W. Dobson
RuAngelie Edrada-Ebel
author_sort Christina Viegelmann
title 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_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_sort isolation and identification of antitrypanosomal and antimycobacterial active steroids from the sponge haliclona simulans
publisher MDPI AG
series Marine Drugs
issn 1660-3397
publishDate 2014-05-01
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,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.
topic Haliclona simulans
marine sponges
steroids
antitrypanosomal
anti-mycobacterial
url http://www.mdpi.com/1660-3397/12/5/2937
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