In the current work, Schiff base derivatives of antipyrine were synthesized. The chemical characterization of the compounds was confirmed using IR, 1H NMR, 13C NMR and mass spectroscopies. The inhibitory potency of synthesized compounds was investigated towards acetylcholinesterase (AChE), butyrylcholinesterase (BuChE), and monoamine oxidases A and B (MAO-A and MAO-B) enzymes. Some of the compounds displayed significant inhibitory activity against AChE and MAO-B enzymes, respectively. According to AChE enzyme inhibition assay, compounds 3e and 3g were found as the most potent derivatives with IC50 values of 0.285 µM and 0.057 µM, respectively. Also, compounds 3a (IC50 = 0.114 µM), 3h (IC50 = 0.049 µM), and 3i (IC50 = 0.054 µM) were the most active derivatives against MAO-B enzyme activity. So as to understand inhibition type, enzyme kinetics studies were carried out. Furthermore, molecular docking studies were performed to define and evaluate the interaction mechanism between compounds 3g and 3h and related enzymes. ADME (Absorption, Distribution, Metabolism, and Excretion) and BBB (Blood, Brain, Barier) permeability predictions were applied to estimate pharmacokinetic profiles of synthesized compounds.

中文翻译：

---

新型吡唑啉酮席夫碱作为单胺氧化酶和胆碱酯酶抑制剂的合成和生物学评估。

在目前的工作中，合成了安替比林的席夫碱衍生物。使用IR，1 H NMR，13 C NMR和质谱法确认了化合物的化学表征。研究了合成化合物对乙酰胆碱酯酶（AChE），丁酰胆碱酯酶（BuChE）以及单胺氧化酶A和B（MAO-A和MAO-B）的抑制作用。一些化合物分别显示出对AChE和MAO-B酶的显着抑制活性。根据AChE酶抑制试验，发现化合物3e和3g是最有效的衍生物，IC50值分别为0.285 µM和0.057 µM。同样，化合物3a（IC50 = 0.114 µM），3h（IC50 = 0.049 µM）和3i（IC50 = 0.054 µM）是对抗MAO-B酶活性最强的衍生物。为了了解抑制类型，进行了酶动力学研究。此外，进行了分子对接研究，以定义和评估化合物3g和3h与相关酶之间的相互作用机理。使用ADME（吸收，分布，代谢和排泄）和BBB（血液，大脑，Barier）渗透性预测来估计合成化合物的药代动力学特征。