Ferrocenyl chalcone derivative (E)-3-(2-methylpyrimidin-5-yl)-1-ferroceynlprop-2-en-1-one: Synthesis, Structural analysis, Docking study and their Antibacterial evaluation

Novel bioactive ferrocene containing chalcone derivative (E)-3-(2-methylpyrimidin-5-yl)-1-ferroceynlprop-2-en-1-one (MPFP) were synthesized by Claisen-Schmidt condensation reaction method. A full scale exploration on the intramolecular charge transfer of a bioactive ferrocenylchalcone derivative, from a strong electron-donor (ferrocene) to an electron-acceptor (pyrimidine) through the π-conjugated bridge (α-β-unsaturated carbonyl) has been carried out from their IR and Raman spectra. The vibrational spectra supported by the density functional theory computations have been employed to analyse the effect of intramolecular charge transfer on the stabilized geometries and the vibrational modes contributing to the bioactivity of the synthesized compound. Natural bond and natural population analysis have also been carried out to analyse the effects of intramolecular charge transfer, C–H⋯O hydrogen bonding, conjugation and hyperconjugative interactions on the stabilized geometries. Molecular electrostatic potentials have also been discussed. The synthesized compound were evaluated for their antibacterial activity against Gram-positive (staphylococcus aureus) and Gram-negative (pseudomonas aeruginosa) bacteria by agar well disc diffusion method. Docking simulation has also been performed for the active site of pencicillin binding protein3 from pseudomonas aeruginosa and staphylococcus aureus organisms.