Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives as New Acetylcholinesterase Inhibitors.
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 = 0.048 μM). 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.
['Arab|Saman|S|', 'Sadat-Ebrahimi|Seyed-Esmail|SE|', 'Mohammadi-Khanaposhtani|Maryam|M|', 'Moradi|Alireza|A|', 'Nadri|Hamid|H|', 'Mahdavi|Mohammad|M|', 'Moghimi|Setareh|S|', 'Asadi|Mehdi|M|', 'Firoozpour|Loghman|L|', 'Pirali-Hamedani|Morteza|M|', 'Shafiee|Abbas|A|', 'Foroumadi|Alireza|A|']
D000110:Acetylcholinesterase D001593:Benzyl Compounds D002800:Cholinesterase Inhibitors D015195:Drug Design D062105:Molecular Docking Simulation D011487:Protein Conformation D011726:Pyridinium Compounds D013329:Structure-Activity Relationship
Chroman-4-one N-Benzyl pyridinium Acetylcholinesterase Alzheimer's disease Docking study