Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols

The marine sponge Petrosia weinbergi was found to contain isofucosterol and clionasterol as its major sterols. The rare cyclopropyl sterol (24S,28S)-24,28-methylenestigmast-5-en-3β-ol, previously detected as only 0.07% of the total sterols of a pelagophytic alga Pulvinaria sp., made up 6.6% of the t...

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Autores principales: Giner, José-Luis, Gunasekera, Sarath P., Pomponi, Shirley A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Science Inc. 1999
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7126050/
https://www.ncbi.nlm.nih.gov/pubmed/10576216
http://dx.doi.org/10.1016/S0039-128X(99)00068-9
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author Giner, José-Luis
Gunasekera, Sarath P.
Pomponi, Shirley A.
author_facet Giner, José-Luis
Gunasekera, Sarath P.
Pomponi, Shirley A.
author_sort Giner, José-Luis
collection PubMed
description The marine sponge Petrosia weinbergi was found to contain isofucosterol and clionasterol as its major sterols. The rare cyclopropyl sterol (24S,28S)-24,28-methylenestigmast-5-en-3β-ol, previously detected as only 0.07% of the total sterols of a pelagophytic alga Pulvinaria sp., made up 6.6% of the total sterols. These sterols are believed to be the biosynthetic precursors of the antiviral orthoesterols and weinbersterols found in the same sponge. Based on the side chains of the isolated sterols, the absolute configurations of the antiviral steroid side chains are assigned to be (24R,28S)- for orthoesterol B, (24R)- for orthoesterol C, and (24S,28S)- for weinbersterols A and B.
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spelling pubmed-71260502020-04-08 Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols Giner, José-Luis Gunasekera, Sarath P. Pomponi, Shirley A. Steroids Article The marine sponge Petrosia weinbergi was found to contain isofucosterol and clionasterol as its major sterols. The rare cyclopropyl sterol (24S,28S)-24,28-methylenestigmast-5-en-3β-ol, previously detected as only 0.07% of the total sterols of a pelagophytic alga Pulvinaria sp., made up 6.6% of the total sterols. These sterols are believed to be the biosynthetic precursors of the antiviral orthoesterols and weinbersterols found in the same sponge. Based on the side chains of the isolated sterols, the absolute configurations of the antiviral steroid side chains are assigned to be (24R,28S)- for orthoesterol B, (24R)- for orthoesterol C, and (24S,28S)- for weinbersterols A and B. Elsevier Science Inc. 1999-12 1999-11-01 /pmc/articles/PMC7126050/ /pubmed/10576216 http://dx.doi.org/10.1016/S0039-128X(99)00068-9 Text en Copyright © 1999 Elsevier Science Inc. All rights reserved. Since January 2020 Elsevier has created a COVID-19 resource centre with free information in English and Mandarin on the novel coronavirus COVID-19. The COVID-19 resource centre is hosted on Elsevier Connect, the company's public news and information website. Elsevier hereby grants permission to make all its COVID-19-related research that is available on the COVID-19 resource centre - including this research content - immediately available in PubMed Central and other publicly funded repositories, such as the WHO COVID database with rights for unrestricted research re-use and analyses in any form or by any means with acknowledgement of the original source. These permissions are granted for free by Elsevier for as long as the COVID-19 resource centre remains active.
spellingShingle Article
Giner, José-Luis
Gunasekera, Sarath P.
Pomponi, Shirley A.
Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
title Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
title_full Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
title_fullStr Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
title_full_unstemmed Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
title_short Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
title_sort sterols of the marine sponge petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7126050/
https://www.ncbi.nlm.nih.gov/pubmed/10576216
http://dx.doi.org/10.1016/S0039-128X(99)00068-9
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