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Chromone Schiff base complexes: synthesis, structural elucidation, molecular modeling, antitumor, antimicrobial, and DNA studies of Co(II), Ni(II), and Cu(II) complexes

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Abstract

A new Schiff base, namely 3-{(5-mercapto-1,3,4-thiadiazol-2-ylimino) methyl}-4H-chromen-4-one, and its complexes of divalent Co, Ni, and Cu ions have been synthesized. Elemental analyses, molar conductance, thermal analysis (TGA), inductive coupled plasma (ICP), magnetic moment measurements, and spectral techniques (X-ray powder diffraction, IR, EI-mass, 1H NMR, 13C NMR, UV–Vis, and ESR spectral studies) have been employed for structure elucidation of the target complexes. The spectral and analytical data revealed that the Schiff base acts as monobasic tetradentate ligand via deprotonated SH, oxygen atom of carbonyl group, and azomethine nitrogen atom for Ni2+ and Cu2+ complexes; bidentate via oxygen atom of carbonyl group and azomethine nitrogen atom for Co2+ complex. Molecular modeling calculations confirm the structural geometry of the complexes. The complexes were assayed for their in vitro antimicrobial activities against some bacterial strains. The anticancer activity of the target compounds is evaluated against human liver carcinoma (HEPG2) cell. These compounds exhibited weak activities against the tested HEPG2 cell lines. The interaction of the investigated materials with calf-thymus DNA was also studied.

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Acknowledgements

Financial support from Faculty of Science, Tanta University, Tanta, Egypt is gratefully acknowledged.

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  1. Chemistry Department, Faculty of Science, Tanta University, Tanta, Egypt

    Mohamed Gaber, Nadia El-Wakiel, Kamal El-Baradie & Sara Hafez

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  1. Mohamed Gaber
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Correspondence to Mohamed Gaber.

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Gaber, M., El-Wakiel, N., El-Baradie, K. et al. Chromone Schiff base complexes: synthesis, structural elucidation, molecular modeling, antitumor, antimicrobial, and DNA studies of Co(II), Ni(II), and Cu(II) complexes. J IRAN CHEM SOC 16, 169–182 (2019). https://doi.org/10.1007/s13738-018-1494-9

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