REDOX-CONTROLLED BERGMAN CYCLOAROMATIZATIONS - DESIGNED ENEDIYNES WITH DNA-CLEAVING PROPERTIES AND ANTITUMOR-ACTIVITY

被引：104

作者：

NICOLAOU, KC ^{[1
]}

LIU, A ^{[1
]}

ZENG, Z ^{[1
]}

MCCOMB, S ^{[1
]}

机构：

[1] UNIV CALIF SAN DIEGO, DEPT CHEM, LA JOLLA, CA 92093 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1992年 / 114卷 / 24期

关键词：

D O I：

10.1021/ja00050a006

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enediynes 7 and 9 were designed for their potential to act as radical-generating species upon oxidation to the corresponding quinone. Their synthesis entailed a chromium-nickel-mediated ring closure of iodo aldehyde 6. Investigations with these molecules and their derivatives 8 and 10 demonstrated the anticipated acceleration of the Bergman cycloaromatization of the oxidized species as compared to the reduced compounds and potent DNA-cleaving and antitumor properties.

引用

页码：9279 / 9282

页数：4

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