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Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum

Glaucumolides A (1) and B (2), novel biscembranes composed of an unprecedented α,β-unsaturated ε-lactone, along with the known metabolites ximaolide A (3) and isosarcophytonolide D (4), were isolated from the cultured soft coral Sarcophyton glaucum. The structures of the new metabolites were determi...

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Autores principales: Huang, Chiung-Yao, Sung, Ping-Jyun, Uvarani, Chokkalingam, Su, Jui-Hsin, Lu, Mei-Chin, Hwang, Tsong-Long, Dai, Chang-Feng, Wu, Shwu-Li, Sheu, Jyh-Horng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4632109/
https://www.ncbi.nlm.nih.gov/pubmed/26531161
http://dx.doi.org/10.1038/srep15624
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author Huang, Chiung-Yao
Sung, Ping-Jyun
Uvarani, Chokkalingam
Su, Jui-Hsin
Lu, Mei-Chin
Hwang, Tsong-Long
Dai, Chang-Feng
Wu, Shwu-Li
Sheu, Jyh-Horng
author_facet Huang, Chiung-Yao
Sung, Ping-Jyun
Uvarani, Chokkalingam
Su, Jui-Hsin
Lu, Mei-Chin
Hwang, Tsong-Long
Dai, Chang-Feng
Wu, Shwu-Li
Sheu, Jyh-Horng
author_sort Huang, Chiung-Yao
collection PubMed
description Glaucumolides A (1) and B (2), novel biscembranes composed of an unprecedented α,β-unsaturated ε-lactone, along with the known metabolites ximaolide A (3) and isosarcophytonolide D (4), were isolated from the cultured soft coral Sarcophyton glaucum. The structures of the new metabolites were determined by extensive spectroscopic analyses. Compounds 1 and 2 were shown to exhibit cytotoxicity against a limited panel of cancer cell lines. In anti-inflammation assay, compounds 1 and 2 displayed strong inhibition of superoxide anion generation and elastase release in human neutrophils stimulated by fMLP/CB. Furthermore, both 1 and 2 were shown to significantly inhibit the accumulation of the pro-inflammatory inducible nitric oxide synthase protein, and compounds 1−3 were found to effectively reduce the expression of cyclooxygenase-2 protein, in lipopolysaccharide-stimulated RAW264.7 macrophage cells.
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spelling pubmed-46321092015-11-05 Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum Huang, Chiung-Yao Sung, Ping-Jyun Uvarani, Chokkalingam Su, Jui-Hsin Lu, Mei-Chin Hwang, Tsong-Long Dai, Chang-Feng Wu, Shwu-Li Sheu, Jyh-Horng Sci Rep Article Glaucumolides A (1) and B (2), novel biscembranes composed of an unprecedented α,β-unsaturated ε-lactone, along with the known metabolites ximaolide A (3) and isosarcophytonolide D (4), were isolated from the cultured soft coral Sarcophyton glaucum. The structures of the new metabolites were determined by extensive spectroscopic analyses. Compounds 1 and 2 were shown to exhibit cytotoxicity against a limited panel of cancer cell lines. In anti-inflammation assay, compounds 1 and 2 displayed strong inhibition of superoxide anion generation and elastase release in human neutrophils stimulated by fMLP/CB. Furthermore, both 1 and 2 were shown to significantly inhibit the accumulation of the pro-inflammatory inducible nitric oxide synthase protein, and compounds 1−3 were found to effectively reduce the expression of cyclooxygenase-2 protein, in lipopolysaccharide-stimulated RAW264.7 macrophage cells. Nature Publishing Group 2015-11-04 /pmc/articles/PMC4632109/ /pubmed/26531161 http://dx.doi.org/10.1038/srep15624 Text en Copyright © 2015, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Huang, Chiung-Yao
Sung, Ping-Jyun
Uvarani, Chokkalingam
Su, Jui-Hsin
Lu, Mei-Chin
Hwang, Tsong-Long
Dai, Chang-Feng
Wu, Shwu-Li
Sheu, Jyh-Horng
Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum
title Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum
title_full Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum
title_fullStr Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum
title_full_unstemmed Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum
title_short Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum
title_sort glaucumolides a and b, biscembranoids with new structural type from a cultured soft coral sarcophyton glaucum
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4632109/
https://www.ncbi.nlm.nih.gov/pubmed/26531161
http://dx.doi.org/10.1038/srep15624
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