(E)-2-[(2,4-DIHYDROXYBENZYLIDENE)AMINO]-3-HYDROXYPYRIDINE: SYNTHESIS, ANTI-MICROBIAL, ANTIOXIDANT ACTIVITY AND BINDING INTERACTIONS WITH SARS-CoV-2
In the present study, the synthesis, characterisation, and biological evaluation of (E)-2-[(2,4- dihydroxybenzylidene)amino]-3-hydroxypyridine were investigated. The title compound was synthesised viaasimple condensation reaction between 2,4-dihydroxybenzaldehyde and 2-amino-3-hydroxypyridine, yieldingthedesired Schiff base in good purity. Structural confirmation and purity of the synthesised compound were establishedusing spectroscopic techniques, including FT-IR and NMR analyses. The biological evaluation revealed that thecompound exhibits promising antibacterial activity against selected Gram-positive and Gram-negative bacterial strains, along with antifungal activity against tested fungal species. In addition, the compound demonstrated notableantioxidant potential (IC₅₀ value of 57.40 µg/mL, IC₅₀ value of Ascorbic acid = 42.31 µg/mL), as confirmedby its efficient free radical scavenging ability and protective effect against oxidative stress. Furthermore, molecular docking studies were performed to investigate the binding interactions of the compound with the 2019-nCoVreceptor-binding domain (RBD) complexed with ACE2–B0AT1 (PDB ID: 6M17). The docking results indicatedfavourable binding interactions, suggesting the potential of the synthesised Schiff base as a lead molecule for further biological and antiviral studies with a binding energy of −4.72 kcal/mol and an inhibition constant of 347.06 µM.
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