Generation of nitric oxide and possibly nitroxyl by nitrosation of sulfohydroxamic acids and hydroxamic acids.
作者： Frances N. Shirota , Eugene G. DeMaster , Melinda J.C. Lee , Herbert T. Nagasawa
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摘要: Abstract Diazeniumdiolates (NONOates) and sulfohydroxamic acids are chemical entities that spontaneously generate nitric oxide (NO) nitroxyl (HNO), respectively, at physiological pH temperature. By combining the functional aspects of NONOates with hydroxamic acids, hybrid NONOate-type compounds could theoretically or can be rationalized. Although instability these compounds, viz., N-nitrosohydroxamic N-nitrososulfohydroxamic precluded their characterization by actual isolation, transient existence was deduced identification products decomposition. Thus, treatment benzohydroxamic acid (BHA) limiting excess nitrous (from NaNO2 H3PO4) gave rise to quantitative generation N2O, possibly via HNO, based on reactant. Nitrosation N-t-butyloxycarbonyl hydroxylamine similar results. The organic produced from BHA identified as benzoic acid. No detected reactions. In contrast, Piloty's (benzenesulfohydroxamic acid) methanesulfohydroxamic (MSHA) under same conditions above 36% theoretical quantity NO 47% MSHA, although finite quantities HNO (measured N2O) were also formed. reverse-phase HPLC redox product, benzenesulfinic
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