1-oxo-5-hydroxytryptamine:: A surprisingly potent agonist of the 5-HT3 (serotonin) receptor

被引：13

作者：

Kedrowski, Sean M. A. ^{[1
]}

Bower, Kiowa S. ^{[1
]}

Dougherty, Dennis A. ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 17期

关键词：

D O I：

10.1021/ol071083s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthetic route to 1-oxo-5-hydroxytryptamine, the benzofuran analogue of serotonin, has been developed. The new synthesis proceeds via the [3+2] cycloaddition of p-benzoquinone and 2,3-dihydrofuran, followed by a Lewis acid-catalyzed isomerization. This molecule proves to be a competent agonist (equipotent to serotonin) of the 5-HT3 receptor, demonstrating that the indolic proton of serotonin is not essential to its activation of the receptor.

引用

页码：3205 / 3207

页数：3

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