Abstract:
In this study a series of triazole linked vanillin derivatives were synthesized via Click chemistry and characterized using FTIR, sup(1)H NMR, sup(1)sub(3)C NMR, and HRMS/MS. Among the synthesized compounds, 6k, 6f, and 6b showed strong alpha-amylase inhibitory activity (IC sub(50) = 50.70, 51.36, and 53.25 Mu g/mL, respectively) and alpha-glucosidase inhibitory activity (IC sub(50) = 36.85, 37.99, and 38.49 Mu g/mL), comparable to acarbose (IC sub(50) = 54.38 and 39.04 Mu g/mL). Compound 6e exhibited potent antibacterial activity (MIC = 0.5-2 Mu g/mL) against all tested strains, including S. aureus, S. pyogenes, S. typhi, and P. aeruginosa, comparable to streptomycin, while 6k also showed notable inhibition (MIC = 2-4 Mu g/mL). In antioxidant assays, 6a and 6j demonstrated IC sub(50) values (48.25 and 49.31 Mu g/mL) comparable to ascorbic acid (IC sub(50) = 49.18 Mu g/mL). Anti-inflammatory activity was significant for 6a and 6j (IC sub(50) = 36.66 and 37.21 Mu g/mL), surpassing diclofenac (IC sub(50) = 37.89 Mu g/mL). The compounds were nontoxic in cytotoxicity studies, with IC sub(50) values greater than 120 Mu g/mL for Vero cells, significantly higher than cisplatin (35.15 Mu g/mL). Molecular docking supported the in vitro results, with active compounds showing strong binding affinities, and SwissADME analysis indicated favorable pharmacokinetic properties. These findings highlight the multifunctional therapeutic potential of the designed compounds as anti-diabetic, antibacterial, antioxidant, and anti-inflammatory agents.
