Syntheses of Dimeric Tetrahydroxanthones with Varied Linkages: Investigation of 鈥淪hapeshifting鈥?Properties

详细信息    查看全文

• 作者：Tian Qin ; Takayuki Iwata ; Tanya T. Ransom ; John A. Beutler ; John A. Porco Jr.
• 刊名：Journal of the American Chemical Society
• 出版年：2015
• 出版时间：December 9, 2015
• 年：2015
• 卷：137
• 期：48
• 页码：15225-15233
• 全文大小：742K
• ISSN：1520-5126

文摘

The 2,4鈥? and 4,4鈥?linked variants of the cytotoxic agent secalonic acid A and their analogues have been synthesized. Kinetic resolution of an unprotected tetrahydroxanthone scaffold followed by copper-mediated biaryl coupling allowed for efficient access to these compounds. Evaluation of the 鈥渟hapeshifting鈥?properties of 2,2鈥?, 2,4鈥?, and 4,4鈥?linked variants of the secalonic acids A in a polar solvent in conjunction with assays of the compounds against select cancer cell lines was conducted to study possible correlations between linkage variation and cytotoxicity.