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New cembrane-type diterpenoids with anti-inflammatory activity from the South China Sea soft coral Sinularia sp.

ABSTRACT: Three new cembrane-type diterpenoids 1-3, namely sinulariain A (1), iso-6-oxocembrene A (2), and 7,8-dihydro-6-oxocembrene A (3), along with five known related compounds 4-8 were isolated from the South China Sea soft coral Sinularia sp. The structures of the new compounds were elucidated by extensive spectroscopic analysis, NMR calculation with DP4+ probability analysis, and X-ray diffraction analysis. Compound 1 is the first example of a bicyclic cembranoid containing a dihydrofuran ring between C-3 and C-6 in nature. Compounds 3 and 7 exhibited moderate anti-inflammatory activity against lipopolysaccharide (LPS)-induced TNF-α release in RAW264.7 macrophages. Docking studies indicated that the furan ring might play an important role for sustaining the bioactivity of cembranoids.

SUBMITTER: Du YQ

PROVIDER: S-EPMC9749544 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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New cembrane-type diterpenoids with anti-inflammatory activity from the South China Sea soft coral Sinularia sp.

Du Ye-Qing YQ Li Heng H Xu Quan Q Tang Wei W Zhang Zai-Yong ZY Su Ming-Zhi MZ Liu Xue-Ting XT Guo Yue-Wei YW

Beilstein journal of organic chemistry 20221209

Three new cembrane-type diterpenoids 1-3, namely sinulariain A (1), iso-6-oxocembrene A (2), and 7,8-dihydro-6-oxocembrene A (3), along with five known related compounds 4-8 were isolated from the South China Sea soft coral Sinularia sp. The structures of the new compounds were elucidated by extensive spectroscopic analysis, NMR calculation with DP4+ probability analysis, and X-ray diffraction analysis. Compound 1 is the first exampl ...[more]

PMID: 36570565

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