Benzofused n-substituted cyclic enediynes: Activation and DNA-cleavage potential

被引：11

作者：

Basak, Amit ^{[1
]}

Kar, Moumita ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 08期

关键词：

enediynes; Mitsunobu reaction; Bergman cyclization; DNA; cleavage; pH;

D O I：

10.1016/j.bmc.2008.02.044

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The effect of electron withdrawal on the reactivity of N-substituted cyclic enediynes has been studied. These were synthesized via an intramolecular Mitsunobu reaction. The electron withdrawing effect of the nitro groups or the positive charge on the free ammonium salts was found to lower the cyclization temperature for Bergman cyclization. The ammonium salts cleave ds-DNA at nanomolar concentrations. (c) 2008 Published by Elsevier Ltd.

引用

页码：4532 / 4537

页数：6

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