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Briarenols W-Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral Briareum stechei (Kukenthal, 1908).


ABSTRACT: Briareum stechei is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W-Z (1-4), along with solenolide A (5), briarenolide M (6), briaexcavatolide F (7), and brianolide (8), were isolated and characterized through spectroscopic analysis, and the absolute configuration of 8 was corroborated by a single-crystal x-ray diffraction analysis. Briaranes 2 and 5 were found to induce significant inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 mouse macrophage cells by enhancing the expression of the inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins.

SUBMITTER: Chen YY 

PROVIDER: S-EPMC7911717 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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Briarenols W-Z: Chlorine-Containing Polyoxygenated Briaranes from Octocoral <i>Briareum stechei</i> (Kükenthal, 1908).

Chen You-Ying YY   Zhang Yi-Lin YL   Lee Gene-Hsiang GH   Tsou Lun Kelvin LK   Zhang Mingzi M MM   Hsieh Hsing-Pang HP   Chen Jih-Jung JJ   Ko Chou-Yuan CY   Wen Zhi-Hong ZH   Sung Ping-Jyun PJ  

Marine drugs 20210131 2


<i>Briareum stechei</i> is proven to be a rich source of 3,8-cyclized cembranoids (briarane) with a bicyclo[8.4.0] carbon core. In the present study, four previously unreported briaranes, briarenols W-Z (<b>1</b>-<b>4</b>), along with solenolide A (<b>5</b>), briarenolide M (<b>6</b>), briaexcavatolide F (<b>7</b>), and brianolide (<b>8</b>), were isolated and characterized through spectroscopic analysis, and the absolute configuration of <b>8</b> was corroborated by a single-crystal x-ray diffr  ...[more]

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