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; Ru Angelie Edrada-Ebel

doi:10.3390/md12052937

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
, Ru Angelie Edrada-Ebel

Research output: Contribution to journal › Article › peer-review

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,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.

Original language	English
Pages (from-to)	2937-2952
Number of pages	16
Journal	Marine Drugs
Volume	12
Issue number	5
DOIs	https://doi.org/10.3390/md12052937
Publication status	Published - May 2014

Keywords

Anti-mycobacterial
Antitrypanosomal
Haliclona simulans
Marine sponges
Steroids

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.3390/md12052937

Cite this

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title = "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-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.",

keywords = "Anti-mycobacterial, Antitrypanosomal, Haliclona simulans, Marine sponges, Steroids",

author = "Christina Viegelmann and Jennifer Parker and Thengtheng Ooi and Carol Clements and Gr{\'a}inne Abbott and Louise Young and Jonathan Kennedy and Dobson, \{Alan D.W.\} and Edrada-Ebel, \{Ru Angelie\}",

year = "2014",

month = may,

doi = "10.3390/md12052937",

language = "English",

volume = "12",

pages = "2937--2952",

journal = "Marine Drugs",

issn = "1660-3397",

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}

TY - JOUR

T1 - Isolation and identification of antitrypanosomal and antimycobacterial active steroids from the sponge Haliclona simulans

AU - Viegelmann, Christina

AU - Parker, Jennifer

AU - Ooi, Thengtheng

AU - Clements, Carol

AU - Abbott, Gráinne

AU - Young, Louise

AU - Kennedy, Jonathan

AU - Dobson, Alan D.W.

AU - Edrada-Ebel, Ru Angelie

PY - 2014/5

Y1 - 2014/5

N2 - 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.

AB - 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.

KW - Anti-mycobacterial

KW - Antitrypanosomal

KW - Haliclona simulans

KW - Marine sponges

KW - Steroids

UR - https://www.scopus.com/pages/publications/84901421268

U2 - 10.3390/md12052937

DO - 10.3390/md12052937

M3 - Article

C2 - 24862183

AN - SCOPUS:84901421268

SN - 1660-3397

VL - 12

SP - 2937

EP - 2952

JO - Marine Drugs

JF - Marine Drugs

IS - 5

ER -

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

Abstract

Keywords

UN SDGs

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