Absolute Configuration of (鈭?-Gambogic Acid, an Antitumor Agent

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• 作者：Yulin Ren ; Chunhua Yuan ; Hee-byung Chai ; Yuanqing Ding ; Xing-Cong Li ; Daneel Ferreira ; A. Douglas Kinghorn
• 刊名：Journal of Natural Products
• 出版年：2011
• 出版时间：March 25, 2011
• 年：2011
• 卷：74
• 期：3
• 页码：460-463
• 全文大小：755K
• 年卷期：v.74,no.3(March 25, 2011)
• ISSN：1520-6025

文摘

(鈭?-Gambogic acid (1), a biologically active 鈥渃aged xanthone鈥?from gamboge, the dried resin of Garcinia hanburyi, is of interest as a potential anticancer agent. The planar structure of (鈭?-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 (鈭?-morellic acid (2), an analogue of (鈭?-gambogic acid, as a model compound, the 5R, 7S, 10aS, 13R, 27S absolute configuration of (鈭?-gambogic acid was determined for the first time by comparison of physical and spectroscopic data, especially experimental and calculated electronic circular dichroism.