| Summary: | Twelve new Schiff base derivatives have been prepared by the condensation reaction of different amino substituted compounds (aniline, pyridin-2-amine, <i>o</i>-toluidine, 2-nitrobenzenamine, 4-aminophenol, and 3-aminopropanol) and substituted aldehydes such as nicotinaldehyde, <i>o</i>,<i>m</i>,<i>p</i>-nitrobenzaldehyde, and picolinaldehyde in ethanol using acetic acid as a catalyst. The envisaged structures of the all the synthesized ligands have been confirmed on the basis of their spectral analysis FT-IR, mass spectroscopy, <sup>1</sup>H- and <sup>13</sup>C-NMR. In vitro screening of their antibacterial and antifungal potential against <i>Escherichia coli</i> bacterium and <i>Fusarium oxysporum f.sp albedinis</i> (<i>F.o.a</i>) fungus, respectively, revealed that all the ligands showed no significant antibacterial activity, whereas most of them displayed good antifungal activity. Homology modeling and docking analysis were performed to explain the antifungal effect of the most and least active compound against two <i>F.o.a</i> fungus proteins.
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