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Metabolism of tranylcypromine (TCP) in rat liver microsomes was studied in vitro using fortified microsomal preparations. As well as unlabeled TCP, two deuterium labeled analogs, TCP-phenyl-d5 and TCP-cyclopropyl-d2 were used and GC/MS employed for the analysis. It was found that TCP was converted chemically to hydrocinnamaldehyde which was then metabolized to cinnamaldehyde and hydrocinnamyl alcohol. Schiff bases of TCP with hydrocinnamaidehyde and acetaldehyde were detected and possibility of the metabolic formation of N-ethylideneTCP was proposed. In addition, acetophenone (benzoylacetic acid), benzaldehyde, benzoic acid, and benzyl alcohol were detected as the metabolites. Chemical decomposition studies suggested that parts of the oxidized products might be derives by air oxidation processes. A potential metabolite assumed to be N-ethylidene-1,2-dihydroxy-3-phenylpropanamine oxide was also detected.
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