Beytur_2026_Drug.Dev.Res_87_e70222

In this study, eight 3-substitued -4-amino-4,5-dihydro-1H-1,2,4-triazol-5-one compounds were synthesized. The reactions of these compounds with 2-ethoxy-4-formylphenyl benzoate, which was synthesized by the reaction of 3-ethoxy-4-hydroxy benzaldehyde with benzoyl chloride by using triethylamine, were investigated. Eight novel 2-ethoxy-4-(((3-substitued-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl)imino)methyl)phenyl benzoate compounds were obtained in order to identify the new synthesized compounds by spestroscopic methods including IR, (1)H-NMR and (13)C-NMR used. Concentration ranges of 25, 50, 120, 200, and 400 microg/mL were applied to determine the compund's anti-cancer properties. The human ovarian cancer cell line (OVCAR-3) compared with human umbilical vein endothelial cells (HUVEC) and significant results were obtained against the OVCAR-3 cell line. The enzyme inhibitory effect of compound on glutathione S-transferase (GST), acetylcholinesterase (AChE) enzymes were studied. Ki and IC(50) values were found in the range of 1.1143 +/- 0.2402 microM-7.9100 +/- 1.9107 microM and 1.840 microM-4.149 microM for AChE; 2.0733 +/- 0.8199 microM-8.2120 +/- 1.5720 microM and 1.320 microM-3.223 microM for GST. In silico ADMET and drug-likeness analyses confirmed favorable pharmacokinetic and drug-like profiles for the compounds. Additionally, molecular docking and 100 ns molecular dynamics (MD) simulations revealed stable binding modes and dynamic stability of the most active compounds with the target enzymes.