Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans

Two new steroids, crellasterones A (1) and B (2), together with the previously reported compound chalinasterol (3) and several nucleosides (4–7), were isolated from the sponge Crella incrustans, collected in New Caledonia. The structures of the new compounds were established by extensive NMR and mas...

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Autores principales: Ragini, Kavita, Piggott, Andrew M., Karuso, Peter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5484127/
https://www.ncbi.nlm.nih.gov/pubmed/28617320
http://dx.doi.org/10.3390/md15060177
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author Ragini, Kavita
Piggott, Andrew M.
Karuso, Peter
author_facet Ragini, Kavita
Piggott, Andrew M.
Karuso, Peter
author_sort Ragini, Kavita
collection PubMed
description Two new steroids, crellasterones A (1) and B (2), together with the previously reported compound chalinasterol (3) and several nucleosides (4–7), were isolated from the sponge Crella incrustans, collected in New Caledonia. The structures of the new compounds were established by extensive NMR and mass spectroscopic analysis and revealed unprecedented marine natural products with a ring-contracted A-norsterone nucleus and 2-hydroxycyclopentenone chromophore. The absolute configurations were derived from electronic circular dichroism (ECD) measurements in conjunction with high-level density functional theory (DFT) calculations.
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spelling pubmed-54841272017-06-29 Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans Ragini, Kavita Piggott, Andrew M. Karuso, Peter Mar Drugs Article Two new steroids, crellasterones A (1) and B (2), together with the previously reported compound chalinasterol (3) and several nucleosides (4–7), were isolated from the sponge Crella incrustans, collected in New Caledonia. The structures of the new compounds were established by extensive NMR and mass spectroscopic analysis and revealed unprecedented marine natural products with a ring-contracted A-norsterone nucleus and 2-hydroxycyclopentenone chromophore. The absolute configurations were derived from electronic circular dichroism (ECD) measurements in conjunction with high-level density functional theory (DFT) calculations. MDPI 2017-06-15 /pmc/articles/PMC5484127/ /pubmed/28617320 http://dx.doi.org/10.3390/md15060177 Text en © 2017 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ragini, Kavita
Piggott, Andrew M.
Karuso, Peter
Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans
title Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans
title_full Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans
title_fullStr Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans
title_full_unstemmed Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans
title_short Crellasterones A and B: A-Norsterol Derivatives from the New Caledonian Sponge Crella incrustans
title_sort crellasterones a and b: a-norsterol derivatives from the new caledonian sponge crella incrustans
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5484127/
https://www.ncbi.nlm.nih.gov/pubmed/28617320
http://dx.doi.org/10.3390/md15060177
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AT piggottandrewm crellasteronesaandbanorsterolderivativesfromthenewcaledonianspongecrellaincrustans
AT karusopeter crellasteronesaandbanorsterolderivativesfromthenewcaledonianspongecrellaincrustans

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