Syntheses, Spectroscopic Characterization and Antimicrobial Activities of Novel Transition Metal Complexes of 2-fluorobenzylidene)-2-(2-(hydroxyimino)-1,2-diphenylethylidene)hydrazine-1-carbothiohydrazide

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Authors: Tanhaji Walunj, Madhukar Badgujar

Abstract: A new series of transition metal complexes derived from 2-fluorobenzylidene)-2-(2-(hydroxyimino)-1,2-diphenylethylidene)hydrazine-1-carbothiohydrazide (FBHT) was successfully synthesized and systematically characterized using a range of spectroscopic and analytical techniques. The complexes were obtained through the reaction of the FBHT ligand with copper(II), zinc(II), and nickel(II) salts in a 1:2 metal-to-ligand molar ratio. Comprehensive characterization was carried out by elemental analysis, UV–Visible spectroscopy, Fourier-transform infrared (FT-IR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry to confirm the structures and coordination behavior of the synthesized compounds. The electronic absorption spectra of the metal complexes exhibited noticeable shifts relative to the free ligand, providing clear evidence of successful metal coordination. Infrared spectral analysis further supported complex formation by displaying new absorption bands in the low-frequency region, which were assigned to metal–ligand vibrations involving the hydroxyimino and thiohydrazide donor sites. Moreover, the 1H and 13C NMR spectra revealed significant changes in the chemical shifts of the ligand signals following complexation, indicating alterations in the electronic environment caused by coordination with the metal ions. The antimicrobial potential of the synthesized complexes was assessed against representative Gram-positive and Gram-negative bacterial strains, namely Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa, as well as the fungal pathogen Candida albicans, using the disk diffusion assay. All of the metal complexes demonstrated enhanced antimicrobial activity compared with the uncoordinated ligand. Among them, the copper(II) complex exhibited the strongest inhibitory effect, particularly against S. aureus and P. aeruginosa. This enhanced performance was further confirmed by lower minimum inhibitory concentration (MIC) values compared with the corresponding zinc(II) and nickel(II) complexes. In contrast, the free FBHT ligand displayed only weak antimicrobial activity, highlighting the beneficial role of metal complexation in improving biological efficacy. Overall, these findings suggest that the synthesized FBHT transition metal complexes, especially the copper(II) derivative, represent promising candidates for the development of novel antimicrobial agents.

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