An Expedient Synthesis, Acetylcholinesterase Inhibitory Activity, and Molecular Modeling Study of Highly Functionalized Hexahydro-1,6-naphthyridines

被引：10

作者：

Almansour, Abdulrahman I. ^{[1
]}

Kumar, Raju Suresh ^{[1
]}

Arumugam, Natarajan ^{[1
]}

Basiri, Alireza ^{[2
]}

Kia, Yalda ^{[3
]}

Ali, Mohamed Ashraf ^{[4
]}

机构：

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

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

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

[4] Univ Sains Malaysia, Pharmacogenet & Novel Therapeut Inst Res Mol Med, George Town 11800, Penang, Malaysia

来源：

BIOMED RESEARCH INTERNATIONAL | 2015年 / 2015卷

关键词：

ALZHEIMERS-DISEASE; CHOLINESTERASE-INHIBITORS; CHOLINERGIC HYPOTHESIS; POTENT; DERIVATIVES; DISCOVERY; LIGANDS;

D O I：

10.1155/2015/965987

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

A series of hexahydro-1,6-naphthyridines were synthesized in good yields by the reaction of 3,5-bis[(E)-arylmethylidene] tetrahydro-4(1H)-pyridinones with cyanoacetamide in the presence of sodium ethoxide under simple mixing at ambient temperature for 6-10 minutes and were assayed for their acetylcholinesterase (AChE) inhibitory activity using colorimetric Ellman's method. Compound 4e with methoxy substituent at ortho-position of the phenyl rings displayed the maximum inhibitory activity with IC50 value of 2.12 mu M. Molecular modeling simulation of 4e was performed using three-dimensional structure of Torpedo californica AChE (TcAChE) enzyme to disclose binding interaction and orientation of this molecule into the active site gorge of the receptor.

引用

页数：9

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