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Redox-activated, hypoxia-selective DNA cleavage by quinoxaline 1, 4-di-N-oxide

B Ganley, G Chowdhury, J Bhansali, JS Daniels…

文献索引:Ganley, Brian; Chowdhury, Goutam; Bhansali, Jennifer; Daniels; Gates, Kent S. Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 9 p. 2395 - 2401

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被引用次数: 128

摘要

Quinoxaline 1, 4-dioxide (4) is the historical prototype for modern heterocyclic N-oxide antitumor agents such as 3-amino-1, 2, 4-benzotriazine 1, 4-dioxide (tirapazamine, 1) and 3- amino-2-quinoxalinecarbonitrile 1, 4-dioxide (11). Early experiments in bacterial cell lines suggested that enzymatic, single-electron reduction of quinoxaline 1, 4-dioxides under low- oxygen (hypoxic) conditions leads to DNA damage. Here the ability of quinoxaline 1, 4- ...