NO-Mediated Aromatic Nitration during Decomposition of Phenolic S-Nitrosothiols in Non-Aqueous Aerobic Medium

概要

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Five novel S-nitrosothiol compounds (6-10) derived from L-cysteine were generated in solution and their decomposition rate was followed by UV spectroscopy. In acetonitrile, compounds 9 and 10 were the most stable of this series with a half-life of 24 h. The final organic decomposition products of the five S-nitrosothiols were also analysed. Derivatives 8,9,and 10,possessing a phenolic hydroxyl group, afforded an unexpected decomposition pathway, with nitration of aromatic ring occurring in non-aqueous media. A mechanism involving a phenoxy radical seems to be implicated.
公益社団法人日本薬学会の論文
2000-11-01