Preparation of some novel S-nitroso compounds as potential slow-release agents of nitric oxide in vivo

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Abstract

The optimum conditions for the preparation of N-acetyl-S-nitrosopenicillamine (SNAP) 3 were determined and applied to the synthesis of the corresponding N-formyl compound 7. The nitrosation of penicillamine dipeptides was investigated and bis-thionitroso compounds 13, 18, 26 and 27 were isolated. S,S′-Dinitroso dithiol 13 showed biological activity akin to that of glyceryl trinitrate in decreasing systemic arterial blood pressure in anaesthetized rats and rabbits. Concomitant inhibition of collagen- or ADP-induced platelet aggregation was observed.

Original languageEnglish
Pages (from-to)797-805
Number of pages9
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number7
DOIs
Publication statusPublished - 1994
Externally publishedYes

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