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Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758)
Two previously undescribed caryophyllane-related sesquiterpenoids, antipacids A (1) and B (2), with a novel bicyclo[5.2.0] core skeleton, and known compound clovane-2β,9α-diol (3), along with rumphellolide L (4), an esterified product of 1 and 3, were isolated from the organic extract of octocoral R...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7694975/ https://www.ncbi.nlm.nih.gov/pubmed/33172193 http://dx.doi.org/10.3390/md18110554 |
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author | Chang, Yu-Chia Chiang, Chih-Chao Chang, Yuan-Shiun Chen, Jih-Jung Wang, Wei-Hsien Fang, Lee-Shing Chung, Hsu-Ming Hwang, Tsong-Long Sung, Ping-Jyun |
author_facet | Chang, Yu-Chia Chiang, Chih-Chao Chang, Yuan-Shiun Chen, Jih-Jung Wang, Wei-Hsien Fang, Lee-Shing Chung, Hsu-Ming Hwang, Tsong-Long Sung, Ping-Jyun |
author_sort | Chang, Yu-Chia |
collection | PubMed |
description | Two previously undescribed caryophyllane-related sesquiterpenoids, antipacids A (1) and B (2), with a novel bicyclo[5.2.0] core skeleton, and known compound clovane-2β,9α-diol (3), along with rumphellolide L (4), an esterified product of 1 and 3, were isolated from the organic extract of octocoral Rumphella antipathes. Their structures, including the absolute configurations were elucidated by spectroscopic and chemical experiments. In vivo anti-inflammatory activity analysis indicated that antipacid B (2) inhibited the generation of superoxide anions and the release of elastase by human neutrophils, with IC(50) values of 11.22 and 23.53 μM, respectively, while rumphellolide L (4) suppressed the release of elastase with an IC(50) value of 7.63 μM. |
format | Online Article Text |
id | pubmed-7694975 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-76949752020-11-28 Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) Chang, Yu-Chia Chiang, Chih-Chao Chang, Yuan-Shiun Chen, Jih-Jung Wang, Wei-Hsien Fang, Lee-Shing Chung, Hsu-Ming Hwang, Tsong-Long Sung, Ping-Jyun Mar Drugs Article Two previously undescribed caryophyllane-related sesquiterpenoids, antipacids A (1) and B (2), with a novel bicyclo[5.2.0] core skeleton, and known compound clovane-2β,9α-diol (3), along with rumphellolide L (4), an esterified product of 1 and 3, were isolated from the organic extract of octocoral Rumphella antipathes. Their structures, including the absolute configurations were elucidated by spectroscopic and chemical experiments. In vivo anti-inflammatory activity analysis indicated that antipacid B (2) inhibited the generation of superoxide anions and the release of elastase by human neutrophils, with IC(50) values of 11.22 and 23.53 μM, respectively, while rumphellolide L (4) suppressed the release of elastase with an IC(50) value of 7.63 μM. MDPI 2020-11-06 /pmc/articles/PMC7694975/ /pubmed/33172193 http://dx.doi.org/10.3390/md18110554 Text en © 2020 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 Chang, Yu-Chia Chiang, Chih-Chao Chang, Yuan-Shiun Chen, Jih-Jung Wang, Wei-Hsien Fang, Lee-Shing Chung, Hsu-Ming Hwang, Tsong-Long Sung, Ping-Jyun Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) |
title | Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) |
title_full | Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) |
title_fullStr | Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) |
title_full_unstemmed | Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) |
title_short | Novel Caryophyllane-Related Sesquiterpenoids with Anti-Inflammatory Activity from Rumphella antipathes (Linnaeus, 1758) |
title_sort | novel caryophyllane-related sesquiterpenoids with anti-inflammatory activity from rumphella antipathes (linnaeus, 1758) |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7694975/ https://www.ncbi.nlm.nih.gov/pubmed/33172193 http://dx.doi.org/10.3390/md18110554 |
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