seco-Briarellinone and Briarellin S, Two New Eunicellin-Based Diterpenoids from the Panamanian Octocoral Briareum asbestinum

被引:11
作者
Felix Gomez-Reyes, Jose [1 ,2 ]
Salazar, Ana [1 ]
Guzman, Hector M. [3 ]
Gonzalez, Yisett [4 ]
Fernandez, Patricia L. [4 ]
Ariza-Castolo, Armando
Gutierrez, Marcelino [1 ]
机构
[1] Inst Sci Res & Technol Serv INDICASAT, Ctr Drug Discovery & Biodivers, Clayton, Panama
[2] Natl Polytech Inst CINVESTAV IPN, Dept Chem, Ctr Res & Adv Studies, Mexico City 07000, DF, Mexico
[3] Smithsonian Trop Res Inst, Balboa, Ancon, Panama
[4] Inst Sci Res & Technol Serv INDICASAT, Ctr Mol & Cellular Biol Dis, Clayton, Panama
来源
MARINE DRUGS | 2012年 / 10卷 / 11期
关键词
Briareum asbestinum; seco-briarellins; briarellin diterpenes; seco-asbestinin diterpenes; anti-inflammatory properties; CORAL PACHYCLAVULARIA-VIOLACEA; POLYANTHES; PALLAS;
D O I
10.3390/md10112608
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Two new eunicellin-based diterpenes, seco-briarellinone (1) and briarellin S (2), and a known seco-asbestinin (3) have been isolated from the methanolic extract of the common octocoral Briareum asbestinum collected in Bocas del Toro, Caribbean of Panama. The structures and relative stereochemistry of the compounds were defined using extensive spectroscopic analysis including 1D, 2D-nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). Compounds 1 and 2 displayed anti-inflammatory properties inhibiting nitric oxide (NO) production induced by lipopolisacharide (LPS) in macrophages with an Inhibitory concentration 50% (IC50) of 4.7 mu M and 20.3 mu M, respectively. This is the first report of briarellin diterpenes containing a ketone group at C-12.
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页码:2608 / 2617
页数:10
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