Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)

Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were...

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Autores principales: Chen, You-Ying, Zhang, Yi-Lin, Lee, Gene-Hsiang, Tsou, Lun Kelvin, Zhang, Mingzi M., Hsieh, Hsing-Pang, Chen, Jih-Jung, Ko, Chou-Yuan, Wen, Zhi-Hong, Sung, Ping-Jyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7911717/
https://www.ncbi.nlm.nih.gov/pubmed/33572535
http://dx.doi.org/10.3390/md19020077
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author Chen, You-Ying
Zhang, Yi-Lin
Lee, Gene-Hsiang
Tsou, Lun Kelvin
Zhang, Mingzi M.
Hsieh, Hsing-Pang
Chen, Jih-Jung
Ko, Chou-Yuan
Wen, Zhi-Hong
Sung, Ping-Jyun
author_facet Chen, You-Ying
Zhang, Yi-Lin
Lee, Gene-Hsiang
Tsou, Lun Kelvin
Zhang, Mingzi M.
Hsieh, Hsing-Pang
Chen, Jih-Jung
Ko, Chou-Yuan
Wen, Zhi-Hong
Sung, Ping-Jyun
author_sort Chen, You-Ying
collection PubMed
description Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.
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spelling pubmed-79117172021-02-28 Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908) Chen, You-Ying Zhang, Yi-Lin Lee, Gene-Hsiang Tsou, Lun Kelvin Zhang, Mingzi M. Hsieh, Hsing-Pang Chen, Jih-Jung Ko, Chou-Yuan Wen, Zhi-Hong Sung, Ping-Jyun Mar Drugs Article Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W–Z (1–4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins. MDPI 2021-01-31 /pmc/articles/PMC7911717/ /pubmed/33572535 http://dx.doi.org/10.3390/md19020077 Text en © 2021 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
Chen, You-Ying
Zhang, Yi-Lin
Lee, Gene-Hsiang
Tsou, Lun Kelvin
Zhang, Mingzi M.
Hsieh, Hsing-Pang
Chen, Jih-Jung
Ko, Chou-Yuan
Wen, Zhi-Hong
Sung, Ping-Jyun
Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)
title Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)
title_full Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)
title_fullStr Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)
title_full_unstemmed Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)
title_short Briarenols W–Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kükenthal, 1908)
title_sort briarenols w–z: chlorine-containing polyoxygenated briaranes from octocoral briareum stechei (kükenthal, 1908)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7911717/
https://www.ncbi.nlm.nih.gov/pubmed/33572535
http://dx.doi.org/10.3390/md19020077
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