Prodrugs of nitroxyl and nitrosobenzene as cascade latentiated inhibitors of aldehyde dehydrogenase

…, EG DeMaster, MJC Lee, HT Nagasawa

Index: Conway, Terry T.; DeMaster, Eugene G.; Lee, Melinda J. C.; Nagasawa, Herbert T. Journal of Medicinal Chemistry, 1998 , vol. 41, # 15 p. 2903 - 2909

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Citation Number: 18

Abstract

The prototypic aromatic C-nitroso compound, nitrosobenzene (NB), was shown previously to mimic the effect of nitroxyl (HN O), the putative active metabolite of cyanamide, in inhibiting aldehyde dehydrogenase (AlDH). To minimize the toxicity of NB in vivo, pro-prodrug forms of NB, which were designed to be bioactivated either by an esterase intrinsic to AlDH or the mixed function oxidase enzymes of liver microsomes, were prepared. Accordingly, the ...