2-Aminopyridine schiff base compounds: Synthesis, characterization, anti-bacterial properties, molecular docking and computational studies

Abstract

The synthesis and characterization of Schiff bases based on 3, 4, 5-trimethoxy benzaldehyde and 2-aminopyridine derivatives 3a to 3i were done using FT-IR, ¹H NMR and ¹³CNMR and Mass spectral studies. The antibacterial properties of the compounds were assessed with two gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus, and two gram-negative bacteria, Pseudomonas aeruginosa and Escherichia coli. Compounds 3h and 3j exhibited greater activity than standard against S. aureus and E. coli. Molecular docking, cited several type interactions among the target proteins and Schiff base compounds including H-bond, Alkyl, Van der Waals and π–alkyl interactions. DFT calculations confirmed that the cis form of all the synthesized compounds were stable more than the trans form. Global reactive descriptors calculation indicated that the maximum reactivity of compound 3f present in IV quadrant while all the other compounds were present in I and III quadrant indicated the good reactivity rate compared to reference.