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A new azo Schiff-base ligand, (N1Z, N2Z)-N1, N2-bis(4-((Z)4-hydroxy naphthalen-1-yl)diazenyl)-(1,5-dimethy-2-phenyl-1H-pyrazol-3(2H)-ylidene) benzene-1,2-diamine, has been synthesized from coupling (N1Z, N2Z)-N1, N2-bis(4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-ylidene)benzene-1,2-diamine with 1-naphthol. Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR), carbon nuclear magnetic resonance (13C-NMR) technique, ultraviolet-visible spectroscopy (UV-Vis), mass analysis, molar conductance and magnetic susceptibility were used to characterize the structures of the new ligand and their transition metal complexes. The complexes were found to have the general formula (M)(L)Cl2 where M = Co(Ⅱ), Ni(Ⅱ), Cu(Ⅱ), Zn(Ⅱ), Cd(Ⅱ) and Hg(Ⅱ), (M)(L)Cl3 where M = Au(III), and (M)(L)Cl2Cl where M = Fe(III). The FTIR results demonstrated that the coordination sites were the azomethine nitrogen and azo nitrogen atoms of the azo Schiff-base ligand. The electronic spectral and magnetic measurement data indicated that the complexes exhibited octahedral geometry, except the Au(III) complex suggested a square planar geometry around the central metal ion. The results showed the highest inhibitory effect for gold the complex. The effect of biological screening of the gold complex on human colon cancer cell line LS-174 was investigated. The gold complex was observed to have the highest inhibitory effect.


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Synthesis and Biological Screening of the Gold Complex as Anticancer and Some Transition Metal Complexes with New Heterocyclic Ligand Derived from 4-Amino Antipyrine

Show Author's information Layla Ali Mohammed( )Raheem Tahir MehdiAbid Allah Mohammed Ali
Department of Chemistry, College of Education for Girls, University of Kufa, Iraq

Abstract

A new azo Schiff-base ligand, (N1Z, N2Z)-N1, N2-bis(4-((Z)4-hydroxy naphthalen-1-yl)diazenyl)-(1,5-dimethy-2-phenyl-1H-pyrazol-3(2H)-ylidene) benzene-1,2-diamine, has been synthesized from coupling (N1Z, N2Z)-N1, N2-bis(4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-ylidene)benzene-1,2-diamine with 1-naphthol. Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR), carbon nuclear magnetic resonance (13C-NMR) technique, ultraviolet-visible spectroscopy (UV-Vis), mass analysis, molar conductance and magnetic susceptibility were used to characterize the structures of the new ligand and their transition metal complexes. The complexes were found to have the general formula (M)(L)Cl2 where M = Co(Ⅱ), Ni(Ⅱ), Cu(Ⅱ), Zn(Ⅱ), Cd(Ⅱ) and Hg(Ⅱ), (M)(L)Cl3 where M = Au(III), and (M)(L)Cl2Cl where M = Fe(III). The FTIR results demonstrated that the coordination sites were the azomethine nitrogen and azo nitrogen atoms of the azo Schiff-base ligand. The electronic spectral and magnetic measurement data indicated that the complexes exhibited octahedral geometry, except the Au(III) complex suggested a square planar geometry around the central metal ion. The results showed the highest inhibitory effect for gold the complex. The effect of biological screening of the gold complex on human colon cancer cell line LS-174 was investigated. The gold complex was observed to have the highest inhibitory effect.

Keywords: Antitumor activity, 4-Amino antipyrine, Azo Schiff-base, Transition metal complexes

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Publication history
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Publication history

Received: 20 March 2018
Accepted: 03 June 2018
Published: 10 July 2018
Issue date: September 2018

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© Layla Ali Mohammed, Raheem Tahir Mehdi, and Abid Allah Mohammed Ali.

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This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.

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