Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Xu, Jing-Hao, Lai, Kuei-Hung, Su, Yin-Di, Chang, Yu-Chia, Peng, Bo-Rong, Backlund, Anders, Wen, Zhi-Hong, Sung, Ping-Jyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5867619/
https://www.ncbi.nlm.nih.gov/pubmed/29495481
http://dx.doi.org/10.3390/md16030075
_version_ 1783309000296628224
author Xu, Jing-Hao
Lai, Kuei-Hung
Su, Yin-Di
Chang, Yu-Chia
Peng, Bo-Rong
Backlund, Anders
Wen, Zhi-Hong
Sung, Ping-Jyun
author_facet Xu, Jing-Hao
Lai, Kuei-Hung
Su, Yin-Di
Chang, Yu-Chia
Peng, Bo-Rong
Backlund, Anders
Wen, Zhi-Hong
Sung, Ping-Jyun
author_sort Xu, Jing-Hao
collection PubMed
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.
format Online
Article
Text
id pubmed-5867619
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-58676192018-03-27 Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum Xu, Jing-Hao Lai, Kuei-Hung Su, Yin-Di Chang, Yu-Chia Peng, Bo-Rong Backlund, Anders Wen, Zhi-Hong Sung, Ping-Jyun Mar Drugs Article 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. MDPI 2018-02-27 /pmc/articles/PMC5867619/ /pubmed/29495481 http://dx.doi.org/10.3390/md16030075 Text en © 2018 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
Xu, Jing-Hao
Lai, Kuei-Hung
Su, Yin-Di
Chang, Yu-Chia
Peng, Bo-Rong
Backlund, Anders
Wen, Zhi-Hong
Sung, Ping-Jyun
Briaviolides K–N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum
title 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_short 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
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5867619/
https://www.ncbi.nlm.nih.gov/pubmed/29495481
http://dx.doi.org/10.3390/md16030075
work_keys_str_mv AT xujinghao briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum
AT laikueihung briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum
AT suyindi briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum
AT changyuchia briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum
AT pengborong briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum
AT backlundanders briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum
AT wenzhihong briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum
AT sungpingjyun briaviolidesknnewbriaranetypediterpenoidsfromculturedoctocoralbriareumviolaceum