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Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia

Three new polyketides, eutyketides A and B (1 and 2) and cytosporin X (3), along with four known compounds (4–7), were obtained from the marine-derived fungus Eutypella scoparia. The planar structures of 1 and 2 were elucidated by extensive HRMS and 1D and 2D NMR analyses. Their relative configurati...

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Autores principales: Zhang, Ya-Hui, Du, Hui-Fang, Gao, Wen-Bin, Li, Wan, Cao, Fei, Wang, Chang-Yun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9410037/
https://www.ncbi.nlm.nih.gov/pubmed/36005490
http://dx.doi.org/10.3390/md20080486
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author Zhang, Ya-Hui
Du, Hui-Fang
Gao, Wen-Bin
Li, Wan
Cao, Fei
Wang, Chang-Yun
author_facet Zhang, Ya-Hui
Du, Hui-Fang
Gao, Wen-Bin
Li, Wan
Cao, Fei
Wang, Chang-Yun
author_sort Zhang, Ya-Hui
collection PubMed
description Three new polyketides, eutyketides A and B (1 and 2) and cytosporin X (3), along with four known compounds (4–7), were obtained from the marine-derived fungus Eutypella scoparia. The planar structures of 1 and 2 were elucidated by extensive HRMS and 1D and 2D NMR analyses. Their relative configurations of C-13 and C-14 were determined with chemical conversions by introducing an acetonylidene group. The absolute configurations of 1–3 were determined by comparing their experimental electronic circular dichroism (ECD) data with their computed ECD results. All of the isolated compounds were tested for their anti-inflammatory activities on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages. Compounds 5 and 6 showed stronger anti-inflammatory activities than the other compounds, with the inhibition of 49.0% and 54.9% at a concentration of 50.0 µg/mL, respectively.
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spelling pubmed-94100372022-08-26 Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia Zhang, Ya-Hui Du, Hui-Fang Gao, Wen-Bin Li, Wan Cao, Fei Wang, Chang-Yun Mar Drugs Article Three new polyketides, eutyketides A and B (1 and 2) and cytosporin X (3), along with four known compounds (4–7), were obtained from the marine-derived fungus Eutypella scoparia. The planar structures of 1 and 2 were elucidated by extensive HRMS and 1D and 2D NMR analyses. Their relative configurations of C-13 and C-14 were determined with chemical conversions by introducing an acetonylidene group. The absolute configurations of 1–3 were determined by comparing their experimental electronic circular dichroism (ECD) data with their computed ECD results. All of the isolated compounds were tested for their anti-inflammatory activities on lipopolysaccharide-induced nitric oxide production in RAW 264.7 macrophages. Compounds 5 and 6 showed stronger anti-inflammatory activities than the other compounds, with the inhibition of 49.0% and 54.9% at a concentration of 50.0 µg/mL, respectively. MDPI 2022-07-28 /pmc/articles/PMC9410037/ /pubmed/36005490 http://dx.doi.org/10.3390/md20080486 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhang, Ya-Hui
Du, Hui-Fang
Gao, Wen-Bin
Li, Wan
Cao, Fei
Wang, Chang-Yun
Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia
title Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia
title_full Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia
title_fullStr Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia
title_full_unstemmed Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia
title_short Anti-inflammatory Polyketides from the Marine-Derived Fungus Eutypella scoparia
title_sort anti-inflammatory polyketides from the marine-derived fungus eutypella scoparia
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9410037/
https://www.ncbi.nlm.nih.gov/pubmed/36005490
http://dx.doi.org/10.3390/md20080486
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