Design, spectral, antibacterial and in-silico studies of new thiosemicarbazones and semicarbazones derived from symmetrical chalcones

Abstract

A series of new Schiff bases of semicarbazones and thiosemicarbazones have been derived from the condensation of symmetrical chalcones with semicarbazide and thiosemicarbazide, respectively. Various physicochemical and spectroscopic approaches (UV, IR, 1H, and 13C NMR) were used to fully describe the newly synthesized compounds. Schiff base derivatives were screened against bacterial strains viz. Bacillus Subtilis and Escherichia Coli. The DFT approach was also used to analyze some sensitivity descriptors alike chemical potential (µ), electronegativity (χ), hardness (η), and electrophilicity index (ω). Molecular docking was used to determine binding affinity of compounds with the desired protein. Compounds were identified to be more effective against Bacillus Subtilis than E. Coli. The molecular docking calculations of compound (6) exhibited the escalated binding affinity of -8.01 kcal/mol and binds with the active amino acids (Glu57 and Asp162). The prediction of in silico ADME properties discovered that synthesized molecules acquire significant drug-likeness properties.