(R)-5-Acyloxymethyl- and (S)-5-acylaminomethyl-3-(1H-pyrrol-1-yl)-2-oxazolidinones 2a-s were synthesized as pyrrole analogues of toloxatone (Humoryl(R)), 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 muM comparable to that found for toloxatone (KiMAO-A = 0.38 muM), the A isoform being 11-fold more selective. The results indicate that 2a-s show promise as new antidepressant agents.

Synthesis and biochemical evaluation of (R)-5-acyloxymethyl- and (S)-5-acylaminomethyl-3-(1H-pyrrol-1-yl)-2-oxazolidinones as new anti-monoamine oxidase (anti-MAO) agents / Mai, Antonello; Artico, Marino; Valente, Sergio; I., Cerbara; Befani, Olivia; Turini, Paola; L., Dalla Vedova; Agostinelli, Enzo. - In: ARKIVOC. - ISSN 1551-7004. - STAMPA. - V:(2004), pp. 23-43.

Synthesis and biochemical evaluation of (R)-5-acyloxymethyl- and (S)-5-acylaminomethyl-3-(1H-pyrrol-1-yl)-2-oxazolidinones as new anti-monoamine oxidase (anti-MAO) agents.

MAI, Antonello;ARTICO, Marino;VALENTE, Sergio;BEFANI, Olivia;TURINI, Paola;AGOSTINELLI, Enzo
2004

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(R)), 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 muM comparable to that found for toloxatone (KiMAO-A = 0.38 muM), the A isoform being 11-fold more selective. The results indicate that 2a-s show promise as new antidepressant agents.
2004
MAO-A; MAO inhibitors (MAOIs); 2-oxazolidinones; 3-(H-1-pyrrol-1-yl)-2-oxazolidinones; antidepressant agents
01 Pubblicazione su rivista::01a Articolo in rivista
Synthesis and biochemical evaluation of (R)-5-acyloxymethyl- and (S)-5-acylaminomethyl-3-(1H-pyrrol-1-yl)-2-oxazolidinones as new anti-monoamine oxidase (anti-MAO) agents / Mai, Antonello; Artico, Marino; Valente, Sergio; I., Cerbara; Befani, Olivia; Turini, Paola; L., Dalla Vedova; Agostinelli, Enzo. - In: ARKIVOC. - ISSN 1551-7004. - STAMPA. - V:(2004), pp. 23-43.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/240328
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