A one-pot, two-step synthesis of tetrahydro asterriquinone E

被引：37

作者：

Harris, GD ^{[1
]}

Nguyen, A ^{[1
]}

App, H ^{[1
]}

Hirth, P ^{[1
]}

McMahon, G ^{[1
]}

Tang, C ^{[1
]}

机构：

[1] SUGEN Inc, S San Francisco, CA 94080 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 03期

关键词：

D O I：

10.1021/ol990075b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bis(indolyl)dihydroxyquinone 2, the tetrahydro analogue of naturally occurring 1a, was synthesized by a novel, expeditious route. The short synthesis was accomplished by treating p-bromanil (3) with 2 equiv of indole 4 in the presence of cesium carbonate in acetonitrile at ambient temperature to provide a 1:1 mixture of the dibromo regioisomers 7 and 8, followed by hydrolysis of the mixture to afford 2, The synthetic compound 2 was found to inhibit the binding of the Grb2 adapter protein to tyrosine-phosphorylated EGF receptor (IC50 = 1.2 mu M).

引用

页码：431 / 433

页数：3

共 27 条

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[3]

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