Monoamine oxidase inhibitory activity of 3,5-biaryl-4,5-dihydro-1H-pyrazole-l-carboxylate derivatives

被引：47
|
作者：
Nayak, B. Vishnu [1 ]
Ciftci-Yabanoglu, S. [2 ]
Jadav, Surender Singh [1 ]
Jagrat, Monika [1 ]
Sinha, Barij N. [1 ]
Ucar, G. [2 ]
Jayaprakash, Venkatesan [1 ,3 ]
机构：
[1] Birla Inst Technol, Dept Pharmaceut Sci, Ranchi 835215, Jharkhand, India
[2] Hacettepe Univ, Fac Pharm, Dept Biochem, TR-06100 Ankara, Turkey
[3] Valens Pharma Serv, Regus Citi Ctr, Chennai Citi Ctr, Madras 600004, Tamil Nadu, India
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2013年 / 69卷
关键词：
Human monoamine oxidase; Inhibitors; Pyrazolines; Carbamates; Molecular docking; MAO-INHIBITORS; ANTICONVULSANT ACTIVITIES; BIOLOGICAL EVALUATION; A INHIBITORS; 1-N-SUBSTITUTED THIOCARBAMOYL-3-PHENYL-5-THIENYL-2-PYRAZOLINES; 1-ACETYL-3,5-DIPHENYL-4,5-DIHYDRO-(1H)-PYRAZOLE DERIVATIVES; ANTIDEPRESSANT ACTIVITY; PYRAZOLE DERIVATIVES; BROFAROMINE; MOCLOBEMIDE;
D O I：
10.1016/j.ejmech.2013.09.010
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Ethyl and phenyl carbamate derivatives of pyrazoline (3a-3h) were synthesized and tested for their MAO inhibitory activity. All the compounds were found to be selective towards MAO-A. Phenyl carbamates (3e-3h) were better than ethyl carbamates (3a-3d) and displayed the best selectivity index. Compound 3f (Ki(MAO-A); 4.96 +/- 0.21 nM) was found to be equally potent as that of standard drug, Moclobemide (Ki(MAO-A); 5.01 +/- 0.13 nM) but with best selectivity index (8.86 x 10-5). Molecular docking studies with R & S conformer of 3f revealed S-enantiomer is better than R-enantiomer as reported earlier by other groups. It is proposed that VdW's radii of the substitution (bulkiness) in ring B determine the potency of phenyl carbamates. (C) 2013 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：762 / 767
页数：6
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