Synthesis of nitric oxide releasing, vasodilating and platelet aggregation inhibiting S‐[15N]nitroso compounds

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Abstract
[15N]Nitric oxide (15NO) was produced in a “gas‐tight” flask from [15N]nitrite by reaction with iodide in acetic acid acidified water and purged for 60 min by a continuous nitrogen gas stream applied through an uncoated polytetrafluoroethylene flate membrane into a second flask which contained a methanolic solution of N‐acetyl‐L‐cysteine or N‐acetyl‐DL‐penicillamine. Analysis of these solutions by UV spectroscopy, reversed‐phase high‐performance liquid chromatography and capillary isotachophoresis showed formation of the corresponding S‐nitroso compounds. Gas chromatographic‐mass spectrometric analysis for [15N]nitrite which was formed by dissolving these compounds in aqueous buffered solutions gave an isotopic purity higher than 95% at 15N. The S‐nitroso compounds were shown to inhibit ADP‐induced platelet aggregation.