Sinueretone A, a Diterpenoid with Unprecedented Tricyclo[12.1.0.05,9] pentadecane Carbon Scaffold from the South China Sea Soft Coral Sinularia erecta

被引：18

作者：

Liu, Jiao ^{[1
,2
]}

Li, Heng ^{[1
]}

Wu, Meng-Jun ^{[1
,3
,4
]}

Tang, Wei ^{[1
]}

Wang, Jian-Rong ^{[1
]}

Gu, Yu-Cheng ^{[5
]}

Wang, Hong ^{[3
,4
]}

Li, Xu-Wen ^{[1
,2
]}

Guo, Yue-Wei ^{[1
,3
,4
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[3] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China

[4] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Peoples R China

[5] Syngenta, Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 16期

基金：

中国国家自然科学基金;

关键词：

CASBANE DITERPENOIDS; TERPENOIDS;

D O I：

10.1021/acs.joc.0c02397

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel diterpenoid, sinueretone A (1), featuring an unprecedented tricyclo[12.1.0.0(5,9)]( )pentadecane carbon framework, along with two new (2 and 3) and one known (4) casbane diterpenoids were isolated from the South China Sea soft coral Sinularia erecta. The structures of the new compounds, especially their absolute stereochemistry, were established by extensive spectroscopic analysis, various quantum chemical calculations, and/or X-ray diffraction analyses. A plausible biogenetic relationship of 1 4 was proposed, which gave an insight for future biomimetic synthesis of the novel compounds. In a bioassay, compounds 1 and 2 displayed interesting anti-inflammatory activity by the inhibition of lipopolysaccharide-induced tumor necrosis factor-alpha protein release.

引用

页码：10975 / 10981

页数：7