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
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.
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页码:9279 / 9282
页数:4
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