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Fragilides K and L, New Briaranes from the Gorgonian Coral Junceella fragilis.


ABSTRACT: Two new briarane metabolites—fragilides K (1) and L (2)—along with five known analogues—gemmacolide X, praelolide, juncins P and ZI, and gemmacolide V (3?7)—were extracted and purified from Junceella fragilis, a gorgonian coral. Based on data obtained via spectroscopic techniques, the structures of new briaranes 1 and 2 were determined and the cyclohexane rings in 1 and 2 were found to exist in chair and twist boat conformation, respectively. Additionally, anti-inflammatory analysis showed that briaranes 2, 3, and 6 inhibited pro-inflammatory inducible nitric oxide synthase protein expression and briaranes 3 and 7 suppressed the cyclooxygenase-2 level, in LPS-stimulated murine macrophage-like RAW264.7 cells.

SUBMITTER: Zheng LG 

PROVIDER: S-EPMC6100390 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature

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Fragilides K and L, New Briaranes from the Gorgonian Coral <i>Junceella fragilis</i>.

Zheng Li-Guo LG   Chang Yu-Chia YC   Hu Chiung-Chih CC   Wen Zhi-Hong ZH   Wu Yang-Chang YC   Sung Ping-Jyun PJ  

Molecules (Basel, Switzerland) 20180622 7


Two new briarane metabolites—fragilides K (<b>1</b>) and L (<b>2</b>)—along with five known analogues—gemmacolide X, praelolide, juncins P and ZI, and gemmacolide V (<b>3</b>⁻<b>7</b>)—were extracted and purified from <i>Junceella fragilis</i>, a gorgonian coral. Based on data obtained via spectroscopic techniques, the structures of new briaranes <b>1</b> and <b>2</b> were determined and the cyclohexane rings in <b>1</b> and <b><i>2</i></b> were found to exist in chair and twist boat conformatio  ...[more]

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