Abstract
R)-5-Acyloxymethyland (S)-5-acylaminomethyl-3-(1H-pyrrol-1-yl)-2-oxazolidinones 2a-s were synthesized as pyrrole analogues of toloxatone (Humoryl), an anti-MAO agent used in clinical therapy because of its antidepressant properties. Their ability to inhibit the enzymatic isoforms MAO-A and MAO-B was evaluated. From the data most 2a-s showed high reversibility and selective MAO-A inhibitory activity. They exhibited an inhibitory potency (KiMAO-A) of 0.16-0.90 μM comparable to that found for toloxatone (KiMAO-A = 0.38 μM), the A isoform being 11-fold more selective. The results indicate that 2a-s show promise as new antidepressant agents.
Highlights
Monoamine oxidase (MAO, EC 1.4.3.4) catalyzes the oxidative deamination of biogenic amines both from exogenous and endogenous sources, such in the central nervous system and in peripheral tissues
Abstract (R)-5-Acyloxymethyl- and (S)-5-acylaminomethyl-3-(1H-pyrrol-1-yl)-2-oxazolidinones 2a-s were synthesized as pyrrole analogues of toloxatone (Humoryl®), an anti-MAO agent used in clinical therapy because of its antidepressant properties
The results indicate that 2a-s show promise as new antidepressant agents
Summary
Monoamine oxidase (MAO, EC 1.4.3.4) catalyzes the oxidative deamination of biogenic amines both from exogenous and endogenous sources, such in the central nervous system and in peripheral tissues. From biochemical evaluation data many of them emerged as reversible, selective MAO-A inhibitors, with the same inhibitory potency (KiMAO-A = 0.16-0.90 μM) of toloxatone (Humoryl®) (KiMAO-A = 0.38 μM), in clinical use as antidepressant drug, but being up to 11-fold more selective for the A isoform of the enzyme.
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
