Abstract
The diorganotin(IV) complexes (5–20) were synthesized in the present research from 4-fluorophenoxyacetic hydrazide and salicylaldehyde derivatives-based hydrazone ligands (1–4) to get an effective biological agent to combat microbial and oxidant deformities. Numerous spectral techniques such as (1H, 13C, 119Sn) NMR, UV–Vis, IR, and mass spectrometry were executed to illuminate the composition of complexes. These techniques ascertained tridentate chelation of hydrazone ligands with tin metal through enolic, phenolic oxygens and imine nitrogen, revealing pentacoordinated geometry of the complexes. The single crystal XRD of complex (5) confirmed distorted trigonal bipyramidal geometry. The TGA studies showed thermal stability up to 180 °C of the complexes, whereas the low conductance observed pointed to the non-electrolytic nature of the compounds. Furthermore, serial dilution assay was implemented to uncover the microbial inhibition efficacy (against six strains) of the compounds using ciprofloxacin and fluconazole. Among the synthesized compounds, (1, 8) exhibited comparable MIC value to standard. The compound (8) was reported as four times more potent than the fluconazole against C. albicans. Using DPPH assay, the antioxidant efficiency was examined which advocates enhanced efficacy of complexes than the ligands. The potency of complex (8) against C. albicans makes it a point of interest for molecular docking investigation, so, complex (8) and its ligand (1) were studied against protein of C. albicans (5TZ1), revealing the more efficacy of complex (binding energy-11.6 kcal/mol) than ligand. Further, the compounds were analysed for ADME prediction which concluded the efficacy of compounds as orally efficient pharmaceuticals.
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Data availability
The data that has been used is included in supplementary article and manuscript. The datasets generated and/or analysed during the current study are available in the Protein Data Bank (https://www.rcsb.org/) repository. The crystallographic files for complex (5) can be downloaded from the Cambridge Crystallographic Data Centre (CCDC No.-2291927).
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Acknowledgements
Ms. Bharti Taxak (SRF) extends her heartfelt appreciation to the CSIR, New Delhi, India, the Deptt. of Chemistry, Guru Jambheshwar University of Science & Technology, Hisar, India and Dr. APJ Abdul Kalam Central Instrumentation Laboratory for providing research facilities.
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Taxak, B., Devi, J., Kumar, B. et al. Hydrazone-containing organotin(IV) complexes: synthesis, characterization, antimicrobial, antioxidant activity and molecular-docking studies. Biometals (2024). https://doi.org/10.1007/s10534-024-00593-2
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DOI: https://doi.org/10.1007/s10534-024-00593-2