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Int. J. Mol. Sci. 2016, 17(5), 687; doi:10.3390/ijms17050687

Metal Complexes of New Bioactive Pyrazolone Phenylhydrazones; Crystal Structure of 4-Acetyl-3-methyl-1-phenyl-2-pyrazoline-5-one phenylhydrazone Ampp-Ph

1
Chemistry Department, University of Fort Hare, Private Bag X1314, Alice 5700, South Africa
2
Chemistry Department, Nelson Mandela Metropolitan University, Summerstrand Campus, P.O Box 77000, Port Elizabeth 6031, South Africa
*
Author to whom correspondence should be addressed.
Academic Editors: Sotiris Hadjikakou and Nick Hadjiliadis
Received: 27 March 2016 / Revised: 16 April 2016 / Accepted: 22 April 2016 / Published: 18 May 2016
(This article belongs to the Special Issue Recent Advances in Metal Based Drugs)
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Abstract

The condensation reaction of phenylhydrazine and dinitrophenylhydrazine with 4-acetyl and 4-benzoyl pyrazolone precipitated air-stable acetyldinitrophenylhydrazone Ampp-Dh, benzoylphenylhydrazone Bmpp-Ph and benzoyldinitrophenylhydrazone Bmpp-Dh in their keto imine form; a study inspired by the burning interest for the development of new bioactive materials with novel properties that may become alternative therapeutic agents. Elemental analysis, FTIR, 1H, and 13C NMR, and mass spectroscopy have been used to justify their proposed chemical structures, which were in agreement with the single crystal structure of Bmpp-Dh earlier reported according to X-ray crystallography. The single crystal structure of 4-acetyl-3-methyl-1-phenyl--pyrazoline-5-one phenylhydrazone Ampp-Ph, which crystallizes in a triclinic crystal system with a P-1 (No. 2) space group is presented. Octahedral Mn(II), Ni(II), Co(II), and Cu(II) complexes of these respective ligands with two molecules each of the bidentate Schiff base, coordinating to the metal ion through the azomethine nitrogen C=N and the keto oxygen C=O, which were afforded by the reaction of aqueous solutions of the corresponding metal salts with the ligands are also reported. Their identity and proposed structures were according to elemental analysis, FTIR spectroscopy, UV-VIS spectrophotometry (electronic spectra) and Bohr magnetic moments, as well as thermogravimetric analysis (TGA) results. A look at the antibacterial and antioxidant activities of synthesized compounds using the methods of the disc diffusion against some selected bacterial isolates and 1,1-diphenyl-2-picryl-hydrazil (DPPH) respectively, showed biological activities in relation to employed standard medicinal drugs. View Full-Text
Keywords: phenylhydrazide; dinitrophenylhydrazone; acylpyrazolone; transition metal complexes; TG-DTG; X-ray crystallography; biological studies phenylhydrazide; dinitrophenylhydrazone; acylpyrazolone; transition metal complexes; TG-DTG; X-ray crystallography; biological studies
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MDPI and ACS Style

Idemudia, O.G.; Sadimenko, A.P.; Hosten, E.C. Metal Complexes of New Bioactive Pyrazolone Phenylhydrazones; Crystal Structure of 4-Acetyl-3-methyl-1-phenyl-2-pyrazoline-5-one phenylhydrazone Ampp-Ph. Int. J. Mol. Sci. 2016, 17, 687.

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