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Schiff bases are imine (-C=N-) containing compounds having beneficial biological properties, such as anticancer, antibacterial, and antioxidant. Interest in such compounds has grown, inspiring researchers to develop more active and less toxic compounds. Thus, the present study was aimed at synthesizing some Schiff bases and evaluating them for antibacterial and antioxidant activities. Based on ortho vanillin, a variety of Schiff bases (compounds 1–7) were synthesized by the condensation method with substituted amines. The synthesized compounds were characterized using CHN analysis, FT-IR, and 1H-NMR techniques. The in vitro antibacterial activity of the compounds was evaluated against gram-negative Escherichia coli and gram-positive Staphylococcus aureus using the agar well diffusion method. Furthermore, the antioxidant potential of the compounds was determined by the DPPH (2,2 -diphenyl-1-picrylhydrazyl) assay. The results showed that all the synthesized compounds had significant antibacterial and antioxidant activities. Compounds 3 and 4 inhibited the test microorganisms most effectively, with an inhibition zone of 35 mm. When compared to the reference compound ascorbic acid (48.7%), compound 5 demonstrated a more powerful suppression of the DPPH radical (28 %) among the imines. The findings of this study suggest that these imines may have therapeutic potential, but more in vivo research into their safety and efficacy is needed.
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