Design, synthesis, pharmacological evaluation and computational studies of 1-(biphenyl-4-yl)-2-[4-(substituted phenyl)-piperazin-1-yl] ethanones as potential antipsychotics

被引：12
|
作者：
Bhosale, Sharad H. [1 ]
Kanhed, Ashish M. [1 ]
Dash, Radha Charan [1 ]
Suryawanshi, Mugdha R. [1 ]
Mahadik, Kr. [1 ]
机构：
[1] Bharati Vidyapeeth Deemed Univ, Poona Coll Pharm, Dept Pharmaceut Chem, Pune 411038, Maharashtra, India
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 74卷
关键词：
Antipsychotic; 1-(Biphenyl-4-yl)-2-[4-(substituted phenyl)-piperazin-1-yl]ethanones; Pharmacological evaluation; QSAR; Descriptor based similarity study;
D O I：
10.1016/j.ejmech.2013.12.043
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
This article describes the design of biphenyl moiety linked with aryl piperazine and syntheses of fourteen 1-(biphenyl-4-yl)-2-[4-(substituted phenyl)-piperazin-1-yl]ethanone derivatives along with their pharmacological evaluation for antipsychotic activity and computational studies including quantitative structure activity relationship (QSAR) and descriptor based similarity study. All compounds were found to exhibit considerable anti-dopaminergic and anti-serotonergic activity in behavioural models. Among all derivatives, compound 1-(biphenyl-4-yl)-2-[4-(2-methoxyphenyl)-piperazin-1-yl]ethanone (3c) and 1-(biphenyl-4-yl)-2-[4-(2,3-dichlorophenyl)-piperazin-1-yl]ethanone (3k) showed impressive antipsychotic profile with lower potency for catalepsy induction. These results were found to be sturdily matching with docking study in designing of compounds with homology model of human dopamine D-2 receptor. Also the QSAR study strongly supports the obtained results. (C) 2014 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：358 / 365
页数：8
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