Synthesis, Antimicrobial Evaluation, and Molecular Docking Analysis of Novel Schiff Bases Derived from Isatoic Anhydride and Salicylaldehyde

Abstract

Schiff bases are bioactive compounds that have been synthesized by many researchers in recent years. They may also exhibit strong antimicrobial activities against various pathogenic microorganisms in both medicine and veterinary applications. The synthesis of new Schiff base-derived compounds remains of interest due to the increasing problem of antibiotic-resistance in clinical practice. Seven new Schiff base derivatives were synthesized, and their chemical structures were characterized using FT-IR, 1H/13C NMR, and LCMS-MS analyses. The antimicrobial activities of thesyntesized compounds against various pathogenic bacteria, yeasts, and fungi were evaluated using the disk-diffusion method, and their MIC values were also determined. In addition, one representative microorganisms from each class were selected for molecular docking studies. IFD analyses were performed for the 4f and 4g ligands using the dihydrofolate reductase enzyme. Spectroscopic analyses confirmed the structures of the synthesized compounds, revealing the presence of characteristic imine functionalities and validating the integrity of the molecular frameworks. Antimicrobial assays demonstrated that several derivatives exhibited measurable activity, with compounds 4f and 4g showing the most potent effects, displaying MIC values of 32 µg/mL against B. cereus and E. faecalis, respectively. Molecular docking studies further indicated that both 4f and 4g bind efficiently to the DHFR active site. These findings indicate that among the synthesized Schiff base derivatives, compounds 4f and 4g exhibit particularly promising antimicrobial activity, warranting further pharmacological evaluation and medicinal chemistry optimization.