Cholinesterase inhibitory activity versus aromatic core multiplicity: A facile green synthesis and molecular docking study of novel piperidone embedded thiazolopyrimidines

被引：23

作者：

Basiri, Alireza ^{[1
]}

Murugaiyah, Vikneswaran ^{[1
]}

Osman, Hasnah ^{[2
]}

Kumar, Raju Suresh ^{[3
]}

Kia, Yalda ^{[2
]}

Hooda, Alysha ^{[4
]}

Parsons, Richard B. ^{[4
]}

机构：

[1] Univ Sains Malaysia, Sch Pharmaceut Sci, Minden 11800, Penang, Malaysia

[2] Univ Sains Malaysia, Sch Chem Sci, Minden 11800, Penang, Malaysia

[3] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia

[4] Kings Coll London, Inst Pharmaceut Sci, London SE1 9NH, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2014年 / 22卷 / 02期

关键词：

Domino cascade synthesis; Ionic liquids; Thiazolopyrimidines; AChE and BChE inhibitory activity; Molecular modeling; Aromatic core multiplicity; ALZHEIMERS-DISEASE; DUAL CHOLINESTERASE; IONIC LIQUID; ACETYLCHOLINESTERASE; DERIVATIVES; BUTYRYLCHOLINESTERASE; BINDING; SUBSTRATE; PROTEIN; SITE;

D O I：

10.1016/j.bmc.2013.11.020

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Novel thiazolopyrimidine derivatives have been synthesized via microwave assisted, domino cascade methodology in ionic liquid and evaluated in vitro for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities. Among the newly synthesized compounds 6d, 6a, 6e and 6b displayed higher AChE inhibitory activity than standard drug, galanthamine, with IC50 values of 0.53, 1.47, 1.62 and 2.05 mu M, respectively. Interestingly, all the compounds except for 6m-r and 6x displayed higher BChE inhibitory potentials than galanthamine with IC50 values ranging from 1.09 to 18.56 mu M. Molecular docking simulations for 6d possessing the most potent AChE and BChE inhibitory activities, disclosed its binding interactions at the active site gorge of AChE and BChE enzymes. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：906 / 916

页数：11

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