Prodrugs of nitroxyl as potential aldehyde dehydrogenase inhibitors vis-a-vis vascular smooth muscle relaxants

HT Nagasawa, SP Kawle, JA Elberling…

Index: Nagasawa; Kawle; Elberling; DeMaster; Fukuto Journal of Medicinal Chemistry, 1995 , vol. 38, # 11 p. 1865 - 1871

Full Text: HTML

Citation Number: 75

Abstract

The synthesis and the chemicalhiological properties of N-hydroxysaccharin (1)(2-hydroxy-1, 2-benzisothiazol-3 (2H)-one 1, l-dioxide), a nitroxyl prodrug, are described. When treated with 0.1 M aqueous NaOH, 1 liberated nitroxyl (HN-0), a known inhibitor of aldehyde dehydrogenase (AlDH), in a time-dependent manner. Nitroxyl was measured gas chromatographically as its dimerizatioddehydration product N20. Under these conditions, ...