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
收藏
页码：32 / 43
页数：12
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