Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity

Nine new compounds, namely sinularones A–I (1–9), characterized as cyclopentenone and butenolide-type analogues, were isolated from a soft coral Sinularia sp., together with a known butenolide (10). Their structures were elucidated by means of spectroscopic (IR, MS, 1D and 2D NMR, CD) analysis. The...

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Autores principales: Shi, Haiyan, Yu, Shanjiang, Liu, Dong, van Ofwegen, Leen, Proksch, Peter, Lin, Wenhan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3397443/
https://www.ncbi.nlm.nih.gov/pubmed/22822376
http://dx.doi.org/10.3390/md10061331
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author Shi, Haiyan
Yu, Shanjiang
Liu, Dong
van Ofwegen, Leen
Proksch, Peter
Lin, Wenhan
author_facet Shi, Haiyan
Yu, Shanjiang
Liu, Dong
van Ofwegen, Leen
Proksch, Peter
Lin, Wenhan
author_sort Shi, Haiyan
collection PubMed
description Nine new compounds, namely sinularones A–I (1–9), characterized as cyclopentenone and butenolide-type analogues, were isolated from a soft coral Sinularia sp., together with a known butenolide (10). Their structures were elucidated by means of spectroscopic (IR, MS, 1D and 2D NMR, CD) analysis. The absolute configurations were determined on the basis of CD and specific rotation data in association with the computed electronic circular dichroism (ECD) by time dependent density functional theory (TD DFT) at 6-31+G(d,p)//DFT B3LYP/6-31+G(d,p) level. Compounds 1–2 and 7–10 showed potent antifouling activities against the barnacle Balanus amphitrite.
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spelling pubmed-33974432012-07-20 Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity Shi, Haiyan Yu, Shanjiang Liu, Dong van Ofwegen, Leen Proksch, Peter Lin, Wenhan Mar Drugs Article Nine new compounds, namely sinularones A–I (1–9), characterized as cyclopentenone and butenolide-type analogues, were isolated from a soft coral Sinularia sp., together with a known butenolide (10). Their structures were elucidated by means of spectroscopic (IR, MS, 1D and 2D NMR, CD) analysis. The absolute configurations were determined on the basis of CD and specific rotation data in association with the computed electronic circular dichroism (ECD) by time dependent density functional theory (TD DFT) at 6-31+G(d,p)//DFT B3LYP/6-31+G(d,p) level. Compounds 1–2 and 7–10 showed potent antifouling activities against the barnacle Balanus amphitrite. MDPI 2012-06-11 /pmc/articles/PMC3397443/ /pubmed/22822376 http://dx.doi.org/10.3390/md10061331 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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 Article
Shi, Haiyan
Yu, Shanjiang
Liu, Dong
van Ofwegen, Leen
Proksch, Peter
Lin, Wenhan
Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity
title Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity
title_full Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity
title_fullStr Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity
title_full_unstemmed Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity
title_short Sinularones A–I, New Cyclopentenone and Butenolide Derivatives from a Marine Soft Coral Sinularia sp. and Their Antifouling Activity
title_sort sinularones a–i, new cyclopentenone and butenolide derivatives from a marine soft coral sinularia sp. and their antifouling activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3397443/
https://www.ncbi.nlm.nih.gov/pubmed/22822376
http://dx.doi.org/10.3390/md10061331
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