Briaviolides k-n, new briarane-type diterpenoids from cultured octocoral briareum violaceum

Jing Hao Xu; Kuei Hung Lai; Yin Di Su; Yu Chia Chang; Bo Rong Peng; Anders Backlund; Zhi Hong Wen; Ping Jyun Sung

doi:10.3390/md16030075

Briaviolides k-n, new briarane-type diterpenoids from cultured octocoral briareum violaceum

Jing Hao Xu, Kuei Hung Lai, Yin Di Su, Yu Chia Chang, Bo Rong Peng, Anders Backlund, Zhi Hong Wen, Ping Jyun Sung

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

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.

Original language	English
Article number	75
Journal	Marine Drugs
Volume	16
Issue number	3
DOIs	https://doi.org/10.3390/md16030075
Publication status	Published - 2018
Externally published	Yes

Keywords

Briarane
Briareum violaceum
Briaviolide
ChemGPS-NP
COX-2
INOS

ASJC Scopus subject areas

Drug Discovery

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10.3390/md16030075

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title = "Briaviolides k-n, new briarane-type diterpenoids from cultured octocoral briareum violaceum",

abstract = "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.",

keywords = "Briarane, Briareum violaceum, Briaviolide, ChemGPS-NP, COX-2, INOS",

author = "Xu, {Jing Hao} and Lai, {Kuei Hung} and Su, {Yin Di} and Chang, {Yu Chia} and Peng, {Bo Rong} and Anders Backlund and Wen, {Zhi Hong} and Sung, {Ping Jyun}",

year = "2018",

doi = "10.3390/md16030075",

language = "English",

volume = "16",

journal = "Marine Drugs",

issn = "1660-3397",

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AU - Xu, Jing Hao

AU - Lai, Kuei Hung

AU - Su, Yin Di

AU - Chang, Yu Chia

AU - Peng, Bo Rong

AU - Backlund, Anders

AU - Wen, Zhi Hong

AU - Sung, Ping Jyun

PY - 2018

Y1 - 2018

N2 - 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.

AB - 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.

KW - Briarane

KW - Briareum violaceum

KW - Briaviolide

KW - ChemGPS-NP

KW - COX-2

KW - INOS

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SN - 1660-3397

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Briaviolides k-n, new briarane-type diterpenoids from cultured octocoral briareum violaceum

Abstract

Keywords

ASJC Scopus subject areas

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