Molecular modeling, DFT studies, and biological evaluation of pyrazine-based platinum(II) complexes

Abstract

The reaction of 2-acetyl pyrazine with phenyl hydrazine gives Schiff base ligands. The Schiff base further reacted with K2PtCl4 to provide Pt(II) complexes. Ligands and Pt(II) complexes were characterized using 1H NMR, IR, mass spectrometry, elemental analysis, electronic spectra, and conductivity measurement. DFT studies were performed to optimize the structure of Pt(II) complexes. ADMET profile of the synthesized molecule was predicted using admetSAR. The antibacterial, DNA-binding, and molecular docking capabilities highlighted the influence of the various functional groups in the Schiff base ligands and platinum(II) complexes. For example, when the electron-withdrawing (nitro or methoxy) group is added to the Schiff base ligands, absorption maxima shifted to a higher wavelength, and antibacterial potency increases. Anticancer properties on the MCF-7 cancer cell line were tested to evaluate the potency of the compounds toward the cancer cell line. The IC50 value of the ligands and metal complexes ranged from 183 to 146 μg/mL and 120 to 88 μg/mL, respectively.

Keywords

• Pt(II) complexes
• DNA binding
• DFT study
• Molecular modeling, Antibacterial, Anticancer