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

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.