通过乙烯基吲哚的酸催化氢芳基化反应合成双吲哚甲烷及其初步生物学研究
Synthesis and Preliminary Biological Study of Bisindolylmethanes Accessed by an Acid-Catalyzed Hydroarylation of Vinylindoles.
作者信息
Pathak Tejas P, Osiak Jaroslaw G, Vaden Rachel M, Welm Bryan E, Sigman Matthew S
机构信息
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112.
出版信息
Tetrahedron. 2012 Jul 1;68(26):5203-5208. doi: 10.1016/j.tet.2012.03.075.
Abstract
An acid-catalyzed hydroarylation reaction of vinyl indoles is reported, which tolerates a wide range of heterocycles as the exogenous nucleophile such as indoles, pyrroles, and indolizines. The method rapidly accesses the biologically relevant bisindolylmethane scaffold in good to excellent yields. Evaluation of the biological activity of several synthesized analogues reveals cytotoxic activity against and selectivity for the MCF-7 breast cancer cell line.
摘要
报道了一种乙烯基吲哚的酸催化氢芳基化反应，该反应能够耐受多种杂环作为外源亲核试剂，如吲哚、吡咯和中氮茚。该方法能以良好至优异的产率快速得到具有生物学相关性的双吲哚甲烷骨架。对几种合成类似物的生物活性评估显示，它们对MCF-7乳腺癌细胞系具有细胞毒性活性和选择性。
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