Briavioids E–G, Newly Isolated Briarane-Diterpenoids from a Cultured Octocoral Briareum violaceum

Thanh Hao Huynh; Chia Jung Liu; Yi Hung Liu; Su Ying Chien; Zhi Hong Wen; Lee Shing Fang; Jih Jung Chen; Yang Chang Wu; Jui Hsin Su; Ping Jyun Sung

doi:10.3390/md21020124

Briavioids E–G, Newly Isolated Briarane-Diterpenoids from a Cultured Octocoral Briareum violaceum

Thanh Hao Huynh, Chia Jung Liu, Yi Hung Liu, Su Ying Chien, Zhi Hong Wen, Lee Shing Fang, Jih Jung Chen, Yang Chang Wu^*, Jui Hsin Su^*, Ping Jyun Sung^*

^*Corresponding author for this work

Faculty of Pharmacy

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

1 Scopus citations

Abstract

The chemical screening of a cultured soft coral, Briareum violaceum, led to the isolation of eight natural, briarane-related diterpenoids, including three unreported metabolites, briavioids E–G (1–3), and five known briaranes, briacavatolides B (4) and C (5), briaexcavatin L (6), briaexcavatolide U (7) and briarenol K (8). The structures of briaranes 1–8 were established using spectroscopic methods. The absolute configuration of briavioid A (9), obtained in a previous study, was reported for the first time in this study by a single-crystal X-ray diffraction analysis using a copper radiation source. The anti-inflammatory activity of briaranes 1 and 2 and briaranes 4–8 was evaluated by screening their inhibitory ability against the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins in lipopolysaccharide (LPS)-induced RAW 264.7 macrophage cells.

Original language	English
Article number	124
Journal	Marine Drugs
Volume	21
Issue number	2
DOIs	https://doi.org/10.3390/md21020124
State	Published - Feb 2023

Keywords

anti-inflammation
briarane
Briareum violaceum
briavioid
COX-2
iNOS
X-ray

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@article{89cd5eb4b3224dd989a72ec09d239474,

title = "Briavioids E–G, Newly Isolated Briarane-Diterpenoids from a Cultured Octocoral Briareum violaceum",

abstract = "The chemical screening of a cultured soft coral, Briareum violaceum, led to the isolation of eight natural, briarane-related diterpenoids, including three unreported metabolites, briavioids E–G (1–3), and five known briaranes, briacavatolides B (4) and C (5), briaexcavatin L (6), briaexcavatolide U (7) and briarenol K (8). The structures of briaranes 1–8 were established using spectroscopic methods. The absolute configuration of briavioid A (9), obtained in a previous study, was reported for the first time in this study by a single-crystal X-ray diffraction analysis using a copper radiation source. The anti-inflammatory activity of briaranes 1 and 2 and briaranes 4–8 was evaluated by screening their inhibitory ability against the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins in lipopolysaccharide (LPS)-induced RAW 264.7 macrophage cells.",

keywords = "anti-inflammation, briarane, Briareum violaceum, briavioid, COX-2, iNOS, X-ray",

author = "Huynh, {Thanh Hao} and Liu, {Chia Jung} and Liu, {Yi Hung} and Chien, {Su Ying} and Wen, {Zhi Hong} and Fang, {Lee Shing} and Chen, {Jih Jung} and Wu, {Yang Chang} and Su, {Jui Hsin} and Sung, {Ping Jyun}",

note = "Publisher Copyright: {\textcopyright} 2023 by the authors.",

year = "2023",

month = feb,

doi = "10.3390/md21020124",

language = "English",

volume = "21",

journal = "Marine Drugs",

issn = "1660-3397",

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T1 - Briavioids E–G, Newly Isolated Briarane-Diterpenoids from a Cultured Octocoral Briareum violaceum

AU - Huynh, Thanh Hao

AU - Liu, Chia Jung

AU - Liu, Yi Hung

AU - Chien, Su Ying

AU - Wen, Zhi Hong

AU - Fang, Lee Shing

AU - Chen, Jih Jung

AU - Wu, Yang Chang

AU - Su, Jui Hsin

AU - Sung, Ping Jyun

PY - 2023/2

Y1 - 2023/2

N2 - The chemical screening of a cultured soft coral, Briareum violaceum, led to the isolation of eight natural, briarane-related diterpenoids, including three unreported metabolites, briavioids E–G (1–3), and five known briaranes, briacavatolides B (4) and C (5), briaexcavatin L (6), briaexcavatolide U (7) and briarenol K (8). The structures of briaranes 1–8 were established using spectroscopic methods. The absolute configuration of briavioid A (9), obtained in a previous study, was reported for the first time in this study by a single-crystal X-ray diffraction analysis using a copper radiation source. The anti-inflammatory activity of briaranes 1 and 2 and briaranes 4–8 was evaluated by screening their inhibitory ability against the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins in lipopolysaccharide (LPS)-induced RAW 264.7 macrophage cells.

AB - The chemical screening of a cultured soft coral, Briareum violaceum, led to the isolation of eight natural, briarane-related diterpenoids, including three unreported metabolites, briavioids E–G (1–3), and five known briaranes, briacavatolides B (4) and C (5), briaexcavatin L (6), briaexcavatolide U (7) and briarenol K (8). The structures of briaranes 1–8 were established using spectroscopic methods. The absolute configuration of briavioid A (9), obtained in a previous study, was reported for the first time in this study by a single-crystal X-ray diffraction analysis using a copper radiation source. The anti-inflammatory activity of briaranes 1 and 2 and briaranes 4–8 was evaluated by screening their inhibitory ability against the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins in lipopolysaccharide (LPS)-induced RAW 264.7 macrophage cells.

KW - anti-inflammation

KW - briarane

KW - Briareum violaceum

KW - briavioid

KW - COX-2

KW - iNOS

KW - X-ray

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U2 - 10.3390/md21020124

DO - 10.3390/md21020124

M3 - Article

C2 - 36827165

AN - SCOPUS:85148958677

SN - 1660-3397

VL - 21

JO - Marine Drugs

JF - Marine Drugs

IS - 2

M1 - 124

ER -

Briavioids E–G, Newly Isolated Briarane-Diterpenoids from a Cultured Octocoral Briareum violaceum

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