Synthesis, spectroscopic characterization, computational and biological evaluation of organometallic Re(I) complexes with 5-(2-butyl-5-chloro-1H-imidazol-4-yl)-1,3-diaryl- 4,5-dihydro-1H-pyrazole

Abstract

Organometallic rhenium(I) complexes (I-VI) using substituted 5-(2-butyl-5-chloro-1H-imidazol-4-yl)-1,3-diaryl-4,5-dihydro-1H-pyrazole were synthesized and characterized by the spectroscopic method. For evaluation of HOMO-LUMO energy gap, estimation of bond angle, bond length data and Mulliken charge analysis DFT studies were performed. The interactions between synthesized compounds and HS-DNA were carried out by viscosity measurements and absorption titration gives information about modes of binding and the nucleolytic efficiency of compounds. Molecular docking study was performed to support the results of the viscosity measurements and absorption titration, Groove binding was suggested as the most possible mode and the DNA-binding (Kb) constants of the complexes were between 1.7 × 106 to 8.8 × 106 M−1. Thermodynamic parameter ΔG0 value ranging from −7227.0 to −9463.0 J/mole.K. According to the thermodynamic parameter, the main binding force could be judged. In vivo and in vitro cytotoxicity against the eukaryotic and prokaryotic cells gives the toxic nature of the synthesized compounds. An antimicrobial study was carried out by estimating MIC against two Gram-positive and three Gram-negative bacteria. the Electronic spectra and conductivity measurement confirm the different transition and non-electrolytic nature of the metal complexes.