Abstract

1-phenyl-3-methyl-4-benzoyl-5-pyrazolone 4-ethyl-thiosemicarbazone (HL) and its copper(II), vanadium(V) and nickel(II) complexes: [Cu(L)(Cl)]·C2H5OH·(1), [Cu(L)2]·H2O (2), [Cu(L)(Br)]·H2O·CH3OH (3), [Cu(L)(NO3)]·2C2H5OH (4), [VO2(L)]·2H2O (5), [Ni(L)2]·H2O (6), were synthesized and characterized. The ligand has been characterized by elemental analyses, IR, 1H NMR and 13C NMR spectroscopy. The tridentate nature of the ligand is evident from the IR spectra. The copper(II), vanadium(V) and nickel(II) complexes have been characterized by different physico-chemical techniques such as molar conductivity, magnetic susceptibility measurements and electronic, infrared and electron paramagnetic resonance spectral studies. The structures of the ligand and its copper(II) (2, 4), and vanadium(V) (5) complexes have been determined by single-crystal X-ray diffraction. The composition of the coordination polyhedron of the central atom in 2, 4 and 5 is different. The tetrahedral coordination geometry of Cu was found in complex 2 while in complex 4, it is square planar, in complex 5 the coordination polyhedron of the central ion is distorted square pyramid. The in vitro antibacterial activity of the complexes against Escherichia coli, Salmonella abony, Staphylococcus aureus, Bacillus cereus and the antifungal activity against Candida albicans strains was higher for the metal complexes than for free ligand. The effect of the free ligand and its metal complexes on the proliferation of HL-60 cells was tested.

Highlights

  • The chemistry of the transition metal complexes of thiosemicarbazones became largely appealing because of their broad profile of pharmacological activity that provides a diverse variety of compounds with different activities [1,2,3,4]

  • We report the synthesis, spectral studies and crystal structures of Cu(II), V(V) and Ni(II) complexes with 1-phenyl3-methyl-4-benzoyl-5-pyrazolone 4-ethyl-thiosemicarbazone

  • The free ligand and metal complexes synthesized were tested for their in vitro antibacterial activity against Escherichia coli (O-111), Salmonella abony, Staphylococcus aureus (209-P), Bacillus cereus and their anti-fungal activity against Candida albicans strains using the paper disc diffusion method [22] and with serial dilutions in liquid broth [23] [for the determination of minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC)]

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Summary

Introduction

The chemistry of the transition metal complexes of thiosemicarbazones became largely appealing because of their broad profile of pharmacological activity that provides a diverse variety of compounds with different activities [1,2,3,4]. Thiosemicarbazone derivatives containing a 4-acyl-2-pyrazolin-5one moiety form an important class of organic compounds because of their structural chemistry and biological activities [11]. Journal of Cellular and Molecular Medicine published by John Wiley & Sons Ltd and Foundation for Cellular and Molecular Medicine.

Materials and methods
Results and discussion
C20H20CuN6O4S

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