title: 3-(1H-Pyrrol-1-yl)-2-oxazolidinones as reversible, highly potent, and selective inhibitors of monoamine oxidase type A.
abstract: 3-(1H-Pyrrol-1-yl)-2-oxazolidinones 1aminus signi have been synthesized as pyrrole analogues of toloxatone (Humoryl), an antidepressant agent belonging to the 3-phenyl-2-oxazolidinone class, and their monoamine oxidase (MAO) type A and B inhibitory activities have been evaluated. The majority of 1aminus signi showed inhibitory activity against the A isoform of the enzyme higher than that exerted against the MAO-B, the sole exception being the (S)-5-aminomethylderivative 1d. (R)-5-Methoxymethyl-3-(1H-pyrrol-1-yl)-2-oxazolidinone 1b, the most potent among test derivatives, was 78-fold more potent than toloxatone.
authors.affiliation: Dipartimento di Studi Farmaceutici, Università degli Studi di Roma La Sapienza, P.le A. Moro 5, 00185 Roma, Italy.
authors.forename: Antonello
authors.initials: A
authors.lastname: Mai
authors.forename: Marino
authors.initials: M
authors.lastname: Artico
authors.forename: Monica
authors.initials: M
authors.lastname: Esposito
authors.forename: Gianluca
authors.initials: G
authors.lastname: Sbardella
authors.forename: Silvio
authors.initials: S
authors.lastname: Massa
authors.forename: Olivia
authors.initials: O
authors.lastname: Befani
authors.forename: Paola
authors.initials: P
authors.lastname: Turini
authors.forename: Valentina
authors.initials: V
authors.lastname: Giovannini
authors.forename: Bruno
authors.initials: B
authors.lastname: Mondovì
mesh_terms: D006801:Humans; D008995:Monoamine Oxidase / Q000378:metabolism; D008996:Monoamine Oxidase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000494:pharmacology; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D008996:Monoamine Oxidase Inhibitors; D023303:Oxazolidinones; D011758:Pyrroles; D008995:Monoamine Oxidase