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Synthesis, Crystal Structures and Urease Inhibition of Zinc(II) and Copper(II) Complexes Derived from 2-Amino-N′-(1-(Pyridin-2-yl) Ethylidene)Benzohydrazide

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Abstract

Two mononuclear zinc(II) and copper(II) complexes, [ZnBr(HL)(NCS)] (1) and [CuL2] (2), where HL and L are the ketone and enolate forms of 2-amino-N′-(1-(pyridin-2-yl)ethylidene)benzohydrazide (HL), have been prepared and characterized by elemental analyses, IR and UV-Vis spectroscopy, as well as single crystal X-ray diffraction studies. The Zn atom in complex 1 is in distorted square pyramidal coordination, with the pyridine N, imino N and carbonyl O atoms of the hydrazone ligand HL and the N atom of the thiocyanate ligand in the basal plane, and with the Br atom at the apical position. The Cu atom in complex 2 is in distorted octahedral coordination, with the pyridine N, imino N and enolate O atoms of one hydrazone ligand L, and the imino N atom of the other hydrazone ligand L in the equatorial plane, and with the pyridine N and enolate O atoms of the other hydrazone ligand L at the axial positions. The hydrazone and the complexes have been assayed for their Jack bean urease activity. As a result, the copper complex has effective urease inhibitory activity with IC50 = 11.9±1.3 μmol/L. Molecular docking study was performed to investigate the interaction between the complex molecule and the enzyme.

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  1. College of Chemical Engineering and Machinery, Eastern Liaoning University, Dandong, People’s Republic of China

    J. Jiang, A. Li & Q. Xue

  2. School of Engineering and Technology, Eastern Liaoning University, Dandong, People’s Republic of China

    P. Liang

  3. Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian, People’s Republic of China

    H. Yu & Z. You

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Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 3, 106985.https://doi.org/10.26902/JSC_id106985

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Jiang, J., Liang, P., Li, A. et al. Synthesis, Crystal Structures and Urease Inhibition of Zinc(II) and Copper(II) Complexes Derived from 2-Amino-N′-(1-(Pyridin-2-yl) Ethylidene)Benzohydrazide. J Struct Chem 64, 365–376 (2023). https://doi.org/10.1134/S0022476623030034

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