- Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives as New Acetylcholinesterase Inhibitors.
Synthesis and Evaluation of Chroman-4-One Linked to N-Benzyl Pyridinium Derivatives as New Acetylcholinesterase Inhibitors.
Archiv der Pharmazie (2015-07-21)
Saman Arab, Seyed-Esmail Sadat-Ebrahimi, Maryam Mohammadi-Khanaposhtani, Alireza Moradi, Hamid Nadri, Mohammad Mahdavi, Setareh Moghimi, Mehdi Asadi, Loghman Firoozpour, Morteza Pirali-Hamedani, Abbas Shafiee, Alireza Foroumadi
PMID26192069
ABSTRACT
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.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Sodium bicarbonate, powder, BioReagent, Molecular Biology, suitable for cell culture, suitable for insect cell culture
Sigma-Aldrich
5,5′-Dithiobis(2-nitrobenzoic acid), ≥98%, BioReagent, suitable for determination of sulfhydryl groups
Sigma-Aldrich
Potassium phosphate monobasic, powder, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, ≥99.0%
Sigma-Aldrich
Potassium phosphate dibasic, anhydrous, suitable for luminescence, Molecular Biology, BioUltra, ≥99.0% (T)