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Absolute Configuration of (-)-Gambogic Acid, an Antitumor Agent

  作者 Ren, YL; Yuan, CH; Chai, HB; Ding, YQ; Li, XC; Ferreira, D; Kinghorn, AD  
  选自 期刊  Journal of natural products;  卷期  2011年74-3;  页码  460-463  
  关联知识点  
 

[摘要](-)-Gambogic acid (1), a biologically active "caged xanthone" from gamboge, the dried resin of Garcinia hanburyi, is of interest as a potential anticancer agent. The planar structure of (-)-gambogic acid has been determined previously by analysis of its detailed NMR data and confirmed by single-crystal X-ray diffraction, with the absolute configuration at C-13 deduced as R through a series of chemical degradations. Using (-)-morellic acid (2), an analogue of (-)-gambogic acid, as a model compound, the 5R, 7S, 10aS, 13R, 27S absolute configuration of (-)-gambogic acid was determined for the first time by comparison of physical and spectroscopic data, especially experimental and calculated electronic circular dichroism.

 
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