Journal of medicinal chemistry

1, 2-Benzisoxazole phosphorodiamidates as novel anticancer prodrugs requiring bioreductive activation

M Jain, CH Kwon

Index: Jain, Monish; Kwon, Chul-Hoon Journal of Medicinal Chemistry, 2003 , vol. 46, # 25 p. 5428 - 5436

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Citation Number: 81

Abstract

Several 1, 2-benzisoxazole phosphorodiamidates have been designed as prodrugs of phosphoramide mustard requiring bioreductive activation. Enzymatic reduction of 1, 2- benziosoxazole moiety is expected to result in the formation of imine intermediate due to the cleavage of the NO bond. The imine should then be spontaneously hydrolyzed to a ketone metabolite, thereby facilitating base-catalyzed β-elimination of cytotoxic phosphoramide ...