New Schiff Base Clubbed Benzothiazole Derivatives: Design, Synthesis, Biological Evaluation, Molecular Docking and Pharmacokinetic Studies as Antibacterial and Antifungal Agents

A series of N,N'-(methylenebis(4-methyl-7-nitrobenzo[d]thiazole-6,2-diyl))bis(1-arylmeth- animine) derivatives 3a–3o were synthesized by the reaction of 6,6'-methylene bis(2-amino-4-methyl-7-nitrobenzo[d]thiazole) with different aromatic aldehyde. All the synthesized compounds were characterized by spectroscopic analysis such as FTIR, ¹H NMR, ¹³C NMR, mass spectra and elemental analysis. The antibacterial activity of these compounds was first studied in vitro by the disk diffusion assay against gram positive and gram negative bacteria. The minimum inhibition concentration (MIC) was then determined with the references of standard drug Ampicillin and Chloramphenicol. The antifungal activity was examined against Candida albicans, Aspergillus clavatus, and Aspergillus niger by the serial plate dilution method using Nystatin and Griseofulv in as standard. All fifteen derivatives were docked against the two proteins, namely carbonic anhydrase 2 (PDB ID: 7SEV) and lanosterol 14 alpha demethylase ((PDB ID: 5V5Z).The compound 3m has shown the best binding score against carbonic anhydrase 2 (PDB ID: 7SEV) (–9.785 kcal/mol) and compound 3o has shown the best score for fungal lanosterol 14 alpha demethylase (–12.538 kcal/mol). The physicochemical properties of potent derivatives were also reported.