Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives as New Acetylcholinesterase Inhibitors

被引：22
|
作者：
Arab, Saman [1 ,2 ]
Sadat-Ebrahimi, Seyed-Esmail [1 ,2 ]
Mohammadi-Khanaposhtani, Maryam [1 ,2 ]
Moradi, Alireza [3 ]
Nadri, Hamid [3 ]
Mahdavi, Mohammad [1 ,2 ]
Moghimi, Setareh [1 ,2 ]
Asadi, Mehdi [1 ,2 ]
Firoozpour, Loghman [4 ]
Pirali-Hamedani, Morteza [1 ,2 ]
Shafiee, Abbas [1 ,2 ]
Foroumadi, Alireza [1 ,2 ,4 ]
机构：
[1] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran
[2] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran, Iran
[3] Shahid Sadoughi Univ Med Sci, Fac Pharm, Dept Med Chem, Yazd, Iran
[4] Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran, Iran
来源：
ARCHIV DER PHARMAZIE | 2015年 / 348卷 / 09期
关键词：
Acetylcholinesterase; Alzheimer's disease; Chroman-4-one; Docking study; N-Benzyl pyridinium; BETA-AMYLOID AGGREGATION; ALZHEIMERS-DISEASE; ANTICHOLINESTERASE ACTIVITY; BINDING; DESIGN; CHOLINESTERASES; DOCKING; POTENT;
D O I：
10.1002/ardp.201500149
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A novel series of chroman-4-one derivatives containing the N-benzyl pyridinium moiety were designed, synthesized, and evaluated for their acetylcholinesterase (AChE) inhibitory activities. Among the various synthesized compounds, (E)-1-(2,3-dibromobenzyl)-4-((7-ethoxy-4-oxochroman-3-ylidene)methyl)pyridinium bromide (8l) depicted the most potent anti-AChE activity (IC50=0.048M). In addition, the molecular modeling study allowed us to detect possible binding modes that are in full compliance with the observed results through in vitro experiments.
引用
收藏
页码：643 / 649
页数：7
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