Abstract

Pirlindole analogs are antidepressants that selectively inhibit mitochondrial monoamine oxidase A. New analogs were synthesized to probe the interaction with the FAD prosthetic group. Previous work (Hynson, R.M.G., Wouters, J. and Ramsay, R.R. (2003) Biochem. Pharmacol. 65, 1867–74) showed that changing the position of the pirlindole nitrogen relative to the N5 of the isoalloxazine ring altered the intensity of the spectral shift at 500 nm. New derivatives masking the pirlindole nitrogen or changing it to C or O provide experimental support for the position of the inhibitor docked in the active site.Supported by INTAS 99‐00433

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