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INVESTIGATION OF THE BINDING ABILITY OF A NEW THIOSEMICARBAZONE-BASED LIGAND AND ITS Zn(II) COMPLEX TOWARD PROTEINS AND DNA: SPECTRAL, STRUCTURAL, THEORETICAL, AND DOCKING STUDIES

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Abstract

A new thiosemicarbazone derivative ligand N-(4-chlorophenyl)-2-(pyridin-2-ylmethylene)hydrazine-1-carbothioamide (HL) and its zinc(II) complex [ZnL2]·CH2Cl2 (1) are prepared and characterized by elemental analysis, FTIR and 1H NMR spectroscopy, and single crystal X-ray diffraction (for 1). The X-ray analysis reveals that the zinc atom is octahedrally coordinated by two NPyNimineSthiolate -donor ligands with the mer form. The HL ligand is deprotonated during the complexation process through the thiol group. In the crystal network of 1, the N–H⋯S hydrogen bonds form \(\text{R}_{2}^{2}\)(8) hydrogen bond motifs. In addition, the crystal network is more stabilized by π–π stacking and C–H⋯π interactions. The ability of complex 1 to interact with ten selected biomacromolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II, and B-DNA) is investigated by docking studies. The results show that in many cases, complex 1 can interact with proteins better than doxorubicin.

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Authors and Affiliations

  1. Department of Chemistry, Payame Noor University, Tehran, Iran

    L. Saghatforoush, S. Hosseinpour & K. Moeini

  2. Inorganic Chemistry Department, Faculty of Chemistry, Urmia University, Urmia, Iran

    Z. Mardani

  3. Department of Chemistry, Villanova University, Villanova, United States of America

    M. W. Bezpalko & W. Scott Kassel

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  1. L. Saghatforoush
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Text © The Author(s), 2021, published in Zhurnal Strukturnoi Khimii, 2021, Vol. 62, No. 5, pp. 803-816.https://doi.org/10.26902/JSC_id71154

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Saghatforoush, L., Hosseinpour, S., Moeini, K. et al. INVESTIGATION OF THE BINDING ABILITY OF A NEW THIOSEMICARBAZONE-BASED LIGAND AND ITS Zn(II) COMPLEX TOWARD PROTEINS AND DNA: SPECTRAL, STRUCTURAL, THEORETICAL, AND DOCKING STUDIES. J Struct Chem 62, 748–761 (2021). https://doi.org/10.1134/S0022476621050115

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