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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Main Authors: Jing-Hao Xu, Kuei-Hung Lai, Yin-Di Su, Yu-Chia Chang, Bo-Rong Peng, Anders Backlund, Zhi-Hong Wen, Ping-Jyun Sung
Format: Article
Language:English
Published: MDPI AG 2018-02-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/16/3/75
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spelling 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
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