Research Information System
Journal of the Indian Chemical Society, vol.102, no.1, 2025 (SCI-Expanded, Scopus)
In this study, it was aimed synthesizing novel azo compounds containing heterocyclic imidazole, pyrazole rings, and investigate their antioxidant properties using in vitro and in silico techniques. For these purposes, nine compounds (3a–i) which one of them known (3a), and eigth of them (3b-i) novel were synthesized. The structures of synthesized compounds were confirmed with spectroscopic techniques such as 1H and 13C APT NMR, Mass, FTIR, UV–Vis. Antioxidant properties of all compounds were investigated using cupric ion reducing antioxidant capacity (CUPRAC) method and antioxidant properties were compared with Trolox standard. TEAC values of five compounds (3b, 3d, 3f, 3h, 3i) were higher than Trolox standard, while the others (3a, 3c, 3e, 3g) were lower. Molecular docking studies were conducted using five antioxidant proteins. The proteins were Lipoxygenase (PDB ID: 1N8Q), Cytochrome P450 (PDB ID: 1OG5), NADPH oxidase (PDB ID: 2CDU), Bovine Serum Albumin (PDB ID: 4JK4), and Tyrosinase (PDB ID: 3NM8). From molecular docking studies, it was observed that the docking scores of all synthesized compounds with each protein were higher than Trolox. Physicochemical, Lipophilicity, Pharmacokinetic and Druglikeness properties which have important roles determining ADME parameters, toxicity properties such as LD50 and toxicity class were calculated. Herein, when all obtained results were assessed, it was shown that compound 3b which has the highest antioxidant activity with the 1.59 TEAC value, potential to be an antioxidant reagent.