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吲哚与重氮盐的 C-2 芳基化反应:2,3-二取代吲哚的合成及其抗菌活性。

Unprecedented C-2 arylation of indole with diazonium salts: Syntheses of 2,3-disubstituted indoles and their antimicrobial activity.

机构信息

Department of Biology, New Mexico Institute of Mining and Technology, Socorro, NM 87801, USA.

出版信息

Bioorg Med Chem Lett. 2011 Aug 15;21(16):4720-3. doi: 10.1016/j.bmcl.2011.06.081. Epub 2011 Jun 25.

DOI:10.1016/j.bmcl.2011.06.081
PMID:21752646
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3233240/
Abstract

A novel reaction of indole with aryldiazonium salts leading to the formation of 2-aryl-3-(arylazo)indoles was discovered. The products were found to possess potent anti-MRSA and anti-LLVRE activities. The SAR studies indicate that the potentially metabolically labile azo functionality can be replaced with ether oxygen and thioether sulfur atoms without any loss of activity.

摘要

发现了吲哚与芳基重氮盐的新型反应,生成了 2-芳基-3-(芳偶氮基)吲哚。发现这些产物具有很强的抗耐甲氧西林金黄色葡萄球菌(MRSA)和抗利奈唑胺肠球菌(LLVRE)活性。SAR 研究表明,潜在的代谢不稳定的偶氮官能团可以被醚氧和硫醚硫原子取代,而不会损失任何活性。

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