Synthesis of some novel hydrazone and 2-pyrazoline derivatives: Monoamine oxidase inhibitory activities and docking studies

被引：50
作者：
Evranos-Aksoz, Begum [1 ]
Yabanoglu-Ciftci, Samiye [2 ]
Ucar, Gulberk [2 ]
Yelekci, Kemal [3 ]
Ertan, Rahmiye [4 ]
机构：
[1] Minist Hlth Turkey, Gen Directorate Pharmaceut & Pharm, Anal & Control Labs, TR-06100 Ankara, Turkey
[2] Hacettepe Univ, Fac Pharm, Dept Biochem, TR-06100 Ankara, Turkey
[3] Kadir Has Univ, Dept Bioinformat & Genet Head, Fac Engn & Nat Sci, TR-34083 Istanbul, Turkey
[4] Ankara Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06100 Ankara, Turkey
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2014年 / 24卷 / 15期
关键词：
2-Pyrazoline; Hydrazone; MAO inhibitors; Molecular docking; MAO-B INHIBITORS; 1-N-SUBSTITUTED THIOCARBAMOYL-3-PHENYL-5-THIENYL-2-PYRAZOLINES; 1-ACETYL-3,5-DIPHENYL-4,5-DIHYDRO-(1H)-PYRAZOLE DERIVATIVES; ANTIDEPRESSANT ACTIVITIES; DRUG TARGET; SCAFFOLD;
D O I：
10.1016/j.bmcl.2014.06.015
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A novel series of 2-pyrazoline and hydrazone derivatives were synthesized and investigated for their human monoamine oxidase (hMAO) inhibitory activity. All compounds inhibited the hMAO isoforms (MAO-A or MAO-B) competitively and reversibly. With the exception of 5i, which was a selective MAO-B inhibitor, all derivatives inhibited hMAO-A potently and selectively. According to the experimental K-i values, compounds 6e and 6h exhibited the highest inhibitory activity towards the hMAO-A, whereas compound 5j, which carries a bromine atom at R-4 of the A ring of the pyrazoline, appeared to be the most selective MAO-A inhibitor. Tested compounds were docked computationally into the active site of the hMAO-A and hMAO-B isozymes. The computationally obtained results were in good agreement with the corresponding experimental values. (C) 2014 Elsevier Ltd. All rights reserved.
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收藏
页码：3278 / 3284
页数：7
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