A novel series of coumarin-pyridinium hybrids were synthesized and evaluated as inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) using Ellman’s method. Among synthesized compounds, 1-(3-fluorobenzyl)-4-((2-oxo-2H-chromene-3-carboxamido)methyl)pyridinium bromide (7l) was found to be the most active compound toward AChE (IC₅₀ = 10.14 µM), 1-(3-chlorobenzyl)-3-((2-oxo-2H-chromene-3-carboxamido)methyl)pyridinium bromide (7g) and 1-(2,3-dichlorobenzyl)-3-((2-oxo-2H-chromene-3-carboxamido)methyl)pyridinium chloride (7h) depicted the best BChE inhibitory activity (IC₅₀s = 0.32 and 0.43 µM, respectively). Although most compounds showed moderate to good anti-AChE activity, their anti-BChE activity was more significant and compound 7g was found as the most selective BChE with SI of 101.18. Also, kinetic study of the compounds 7g and 7l displayed a mixed type inhibition for both AChE and BChE. Furthermore, they were evaluated against β-secretase; however, they showed low inhibitory activity.

合成了一系列新的香豆素-吡啶鎓杂化物，并使用Ellman方法评估其为乙酰胆碱酯酶（AChE）和丁酰胆碱酯酶（BChE）的抑制剂。在合成的化合物中，发现1-（3-氟苄基）-4-（（2-氧代-2 H-色烯-3-羧酰胺基）甲基）溴化吡啶鎓（7l）是对AChE最具活性的化合物（IC ₅₀  = 10.14μM），1-（3-氯苄基）-3-（（2-氧代-2 H-色烯-3-羧酰胺基）甲基）溴化吡啶鎓（7g）和1-（2,3-二氯苄基）-3-（ （2-oxo-2 H -chromene-3-carboxamido）methyl）pyridinium chloride（7h）表现出最佳的BChE抑制活性（IC ₅₀s分别为0.32和0.43 µM）。尽管大多数化合物显示出中等至良好的抗AChE活性，但它们的抗BChE活性更为显着，发现化合物7g是选择性最强的BChE，SI为101.18。而且，化合物7g和7l的动力学研究显示出对AChE和BChE的混合型抑制。此外，还针对β-分泌酶进行了评估。然而，它们显示出低的抑制活性。