A Hammett correlation for CC-1065 and duocarmycin analogs: Magnitude of substituent electronic effects on functional reactivity

被引：35

作者：

Boger, DL ^{[1
]}

McKie, JA ^{[1
]}

Han, NH ^{[1
]}

Tarby, CM ^{[1
]}

Riggs, HQW ^{[1
]}

Kitos, PA ^{[1
]}

机构：

[1] UNIV KANSAS, DEPT BIOCHEM, LAWRENCE, KS 67501 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1996年 / 6卷 / 06期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0960-894X(96)00093-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A quantitative Hammett study of the magnitude of the electronic effects of a C7 substituent on the functional reactivity of N-BOC-CBI (5, R = H), its impact on biological properties, details of the mechanism of the acid-catalyzed nucleophilic addition to the activated cyclopropane, and its implications on the origin of the DNA alkylation selectivity of this class of agents is detailed.

引用

页码：659 / 664

页数：6

共 28 条

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[2] AN EFFICIENT SYNTHESIS OF 1,2,9,9A-TETRAHYDROCYCLOPROPA[C]BENZ[E]INDOL-4-ONE (CBI) - AN ENHANCED AND SIMPLIFIED ANALOG OF THE CC-1065 AND DUOCARMYCIN ALKYLATION SUBUNITS
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