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Bioactive Diterpenoid Containing a Reversible "Spring-Loaded" (E,Z)-Dieneone Michael Acceptor

  作者 GUPTA PRASOON; SHARMA UPASANA; SCHULZ THOMAS C; SHERRER ERIC S; MCLEAN AMANDA B; ROBINS ALLAN J; WEST LYNDON M  
  选自 期刊  Organic Letters;  卷期  2011年13-15;  页码  3920-3923  
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[摘要]Three new briarane diterpenoids, briareolate esters L-N (1-3), have been isolated from a gorgonian Briareum asbestinum. Briareolate esters L (1) and M (2) are the first natural products possessing a 10-membered macrocyclic ring with a (E,Z)-dieneone and exhibit growth inhibition activity against both human embryonic stem cells (BG02) and a pancreatic cancer cell line (BxPC-3). Briareolate ester L (1) was found to contain a "spring-loaded" (E,Z)-dieneone Michael acceptor group that can form a reversible covalent bond to model sulfur-based nucleophiles.

 
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