Briaviolides K-N, New Briarane-Type Diterpenoids from Cultured Octocoral Briareum violaceum

Marine Drugs
Jing-Hao XuPing-Jyun Sung

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.

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Citations

Jun 23, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Li-Guo ZhengPing-Jyun Sung
Feb 7, 2020·Natural Product Reports·Anthony R CarrollMichèle R Prinsep
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Atallah F AhmedJyh-Horng Sheu

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Methods Mentioned

BETA
NMR
PCA
silica

Software Mentioned

ChEMBL
ChemBio 3D Ultra
MM2
NP
NP Web
ChemBioDraw
ChemGPS

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