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

被引：6

作者：

Mai, A

Artico, M ^{[1
]}

Valente, S

Cerbara, I

Befani, O

Turini, P

Dalla Vedova, L

Agostinelli, E

机构：

[1] Univ Roma La Sapienza, Dipartimento Studi Farmaceut, Ple A Moro 5, I-00185 Rome, Italy

[2] Univ Roma La Sapienza, Dipartimento Sci Biochim A Rossi Fanelli, I-00185 Rome, Italy

[3] Univ Roma La Sapienza, CNR, Ctr Biol Mol, I-00185 Rome, Italy

来源：

ARKIVOC | 2004年

关键词：

MAO-A; MAO inhibitors (MAOIs); 2-oxazolidinones; 3-(H-1-pyrrol-1-yl)-2-oxazolidinones; antidepressant agents;

D O I：

10.3998/ark.5550190.0005.504

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(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.

引用

页码：32 / 43

页数：12

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