Department of Chemistry, Faculty of Science and Letters, Kafkas University, Kars, Turkey.
Health Services Vocational School, Iğdır University, Iğdır, Turkey.
J Biomol Struct Dyn. 2023 Jul;41(10):4286-4294. doi: 10.1080/07391102.2022.2066021. Epub 2022 Apr 20.
In this study, a series of novel Schiff bases (4a-4h) containing 1,2,4-triazole structure were synthesized through a condensation reaction of 3-alkyl(aryl)-4-amino-4,5-dihydro-1-1,2,4-triazol-5-ones with 3-(4-methylbenzenesulfonyloxy)-benzaldehyde. The structures of 3-alkyl(aryl)-4-[3-(4-methylsulfonyloxy)-benzylidenamino]-4,5-dihydro-1-1,2,4-triazol-5-ones (4a-h) were determined through a range of spectroscopic techniques (FT-IR, H NMR, C NMR, and elemental analysis). In addition, enzyme inhibitory properties of the newly synthesized Schiff bases were determined against acetylcholinesterase (AChE). Their K values were calculated in the range of 0.70 ± 0.07-8.65 ± 5.6 µM. Besides, their IC values were calculated in the range of 0.43-3.87 µM. Finally, molecular docking interactions of the compounds with AChE target enzyme (PDB ID:4EY7) were evaluated using Chimera and AutoDock Vina softwares. The lowest binding energy levels (-12.0 kcal/mol) of the compounds 4e and 4g with AChE target enzyme were verified the best binding affinities and molecular interactions.Communicated by Ramaswamy H. Sarma.
在这项研究中，通过 3-烷基（芳基）-4-氨基-4,5-二氢-1-1,2,4-三唑-5-酮与 3-(4-甲基苯磺酰氧基）-苯甲醛的缩合反应，合成了一系列含有 1,2,4-三唑结构的新型席夫碱（4a-4h）。通过一系列光谱技术（FT-IR、H NMR、C NMR 和元素分析）确定了 3-烷基（芳基）-4-[3-（4-甲基磺酰氧基）-亚苄基氨基]-4,5-二氢-1-1,2,4-三唑-5-酮（4a-h）的结构。此外，还测定了新合成的席夫碱对乙酰胆碱酯酶（AChE）的抑制特性。它们的 K 值在 0.70±0.07-8.65±5.6 μM 的范围内。此外，它们的 IC 值在 0.43-3.87 μM 的范围内。最后，使用 Chimera 和 AutoDock Vina 软件评估了化合物与 AChE 靶酶（PDB ID：4EY7）的分子对接相互作用。化合物 4e 和 4g 与 AChE 靶酶的最低结合能水平（-12.0 kcal/mol）验证了它们具有最佳的结合亲和力和分子相互作用。由 Ramaswamy H. Sarma 交流。
