Sinunanolobatone A, an Anti-inflammatory Diterpenoid with Bicyclo[13.1.0]pentadecane Carbon Scaffold, and Related Casbanes from the Sanya Soft Coral Sinularia nanolobata

A novel diterpenoid, sinunanolobatone A (1), featuring an unprecedented bicyclo­[13.1.0]­pentadecane carbon framework, along with two new casbane diterpenoids (2 and 3), and five known related ones (4–8) were isolated from the Sanya soft coral Sinularia nanolobata. The structures of the new compound...

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Bibliographic Details
Published in:Organic letters 2021-10, Vol.23 (19), p.7575-7579
Main Authors: Zeng, Zi-Rong, Li, Wang-Sheng, Nay, Bastien, Hu, Pei, Zhang, Hai-Yan, Wang, Hong, Li, Xu-Wen, Guo, Yue-Wei
Format: Article
Language:English
Subjects:
Alkanes - chemistry
Analytical chemistry
Animals
Anthozoa - chemistry
Anti-Inflammatory Agents - chemistry
Anti-Inflammatory Agents - isolation & purification
Anti-Inflammatory Agents - pharmacology
Chemical Sciences
Crystallography, X-Ray
Diterpenes - chemistry
Lipopolysaccharides - chemistry
Microglia - drug effects
Molecular Structure
Organic chemistry
Spectrum Analysis
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Summary:A novel diterpenoid, sinunanolobatone A (1), featuring an unprecedented bicyclo­[13.1.0]­pentadecane carbon framework, along with two new casbane diterpenoids (2 and 3), and five known related ones (4–8) were isolated from the Sanya soft coral Sinularia nanolobata. The structures of the new compounds were established by detailed spectroscopic analysis, X-ray diffraction analysis, chemical reactions, or a quantum chemical computation method. A plausible biosynthetic pathway of 1 was proposed. In bioassay, the novel compound 1 showed significant inhibitory activity against lipopolysaccharide (LPS) induced inflammation in BV-2 microglial cells.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02772