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11?,20?-Epoxybriaranes from the Gorgonian Coral Junceella fragilis (Ellisellidae).

ABSTRACT: Two 11,20-epoxybriaranes, including a known compound, juncenolide K (1), as well as a new metabolite, fragilide X (2), have been isolated from gorgonian Junceella fragilis collected off the waters of Taiwan. The absolute configuration of juncenolide K (1) was determined by single-crystal X-ray diffraction analysis for the first time in this study and the structure, including the absolute configuration of briarane 2 was established on the basis of spectroscopic analysis and compared with that of model compound 1. One aspect of the stereochemistry of the known compound 1 was revised. Briarane 2 was found to enhance the generation of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) release from RAW 264.7 cells.

SUBMITTER: Su TP

PROVIDER: S-EPMC7231240 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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11β,20β-Epoxybriaranes from the Gorgonian Coral Junceella fragilis (Ellisellidae).

Su Tung-Pin TP Kuo Tsu-Jen TJ Yang San-Nan SN Lee Gene-Hsiang GH Lee Yen-Tung YT Wang Yi-Chen YC Chen Jih-Jung JJ Wen Zhi-Hong ZH Hwang Tsong-Long TL Sung Ping-Jyun PJ

Marine drugs 20200331 4

Two 11,20-epoxybriaranes, including a known compound, juncenolide K (1), as well as a new metabolite, fragilide X (2), have been isolated from gorgonian Junceella fragilis collected off the waters of Taiwan. The absolute configuration of juncenolide K (1) was determined by single-crystal X-ray diffraction analysis for the first time in this study and the structure, including the absolute configuration of briarane 2 was established on the basis of spectroscopic ...[more]

PMID: 32244363

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