Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum
Four new briarane diterpenoids, briaviolides K–N (1–4), have been obtained from the cultured-type octocoral Briareum violaceum. Using a spectroscopic approach, the structures of briaranes 1–4 were identified. This study employed an in vitro model of lipopolysaccharide (LPS)-induced inflammation in t...
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doaj-f323a95f65534890b342c44fb05510db2020-11-24T23:51:16ZengMDPI AGMarine Drugs1660-33972018-02-011637510.3390/md16030075md16030075Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceumJing-Hao Xu0Kuei-Hung Lai1Yin-Di Su2Yu-Chia Chang3Bo-Rong Peng4Anders Backlund5Zhi-Hong Wen6Ping-Jyun Sung7Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 94450, TaiwanPlanning & Research Division, National Museum of Marine Biology and Aquarium, Pingtung 94450, TaiwanPlanning & Research Division, National Museum of Marine Biology and Aquarium, Pingtung 94450, TaiwanPlanning & Research Division, National Museum of Marine Biology and Aquarium, Pingtung 94450, TaiwanPlanning & Research Division, National Museum of Marine Biology and Aquarium, Pingtung 94450, TaiwanDivision of Pharmacognosy, Department of Medicinal Chemistry, Uppsala University, 75123 Uppsala, SwedenDepartment of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 80424, TaiwanGraduate Institute of Marine Biology, National Dong Hwa University, Pingtung 94450, TaiwanFour new briarane diterpenoids, briaviolides K–N (1–4), have been obtained from the cultured-type octocoral Briareum violaceum. Using a spectroscopic approach, the structures of briaranes 1–4 were identified. This study employed an in vitro model of lipopolysaccharide (LPS)-induced inflammation in the murine macrophage RAW 264.7 cell line, and found that among the four briaranes, briarane 2 possessed anti-inflammatory activity against inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein expressions in cells. In addition, principal component analysis using the chemical global positioning system (ChemGPS) for natural products (ChemGPS-NP) was employed in order to analyze the structure-activity relationship (SAR), and the results indicated that the ring conformation of the compound has a leading role in suppressing the expressions of pro-inflammatory iNOS and COX-2 proteins in macrophages.http://www.mdpi.com/1660-3397/16/3/75Briareum violaceumbriaranebriaviolideiNOSCOX-2ChemGPS-NP |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Jing-Hao Xu Kuei-Hung Lai Yin-Di Su Yu-Chia Chang Bo-Rong Peng Anders Backlund Zhi-Hong Wen Ping-Jyun Sung |
spellingShingle |
Jing-Hao Xu Kuei-Hung Lai Yin-Di Su Yu-Chia Chang Bo-Rong Peng Anders Backlund Zhi-Hong Wen Ping-Jyun Sung Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum Marine Drugs Briareum violaceum briarane briaviolide iNOS COX-2 ChemGPS-NP |
author_facet |
Jing-Hao Xu Kuei-Hung Lai Yin-Di Su Yu-Chia Chang Bo-Rong Peng Anders Backlund Zhi-Hong Wen Ping-Jyun Sung |
author_sort |
Jing-Hao Xu |
title |
Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum |
title_short |
Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum |
title_full |
Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum |
title_fullStr |
Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum |
title_full_unstemmed |
Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum |
title_sort |
briaviolides k–n, new briarane-type diterpenoids from cultured octocoral briareum violaceum |
publisher |
MDPI AG |
series |
Marine Drugs |
issn |
1660-3397 |
publishDate |
2018-02-01 |
description |
Four new briarane diterpenoids, briaviolides K–N (1–4), have been obtained from the cultured-type octocoral Briareum violaceum. Using a spectroscopic approach, the structures of briaranes 1–4 were identified. This study employed an in vitro model of lipopolysaccharide (LPS)-induced inflammation in the murine macrophage RAW 264.7 cell line, and found that among the four briaranes, briarane 2 possessed anti-inflammatory activity against inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein expressions in cells. In addition, principal component analysis using the chemical global positioning system (ChemGPS) for natural products (ChemGPS-NP) was employed in order to analyze the structure-activity relationship (SAR), and the results indicated that the ring conformation of the compound has a leading role in suppressing the expressions of pro-inflammatory iNOS and COX-2 proteins in macrophages. |
topic |
Briareum violaceum briarane briaviolide iNOS COX-2 ChemGPS-NP |
url |
http://www.mdpi.com/1660-3397/16/3/75 |
work_keys_str_mv |
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