Novel Metal Complexes of Dehydroacetic Acid Hydrazone as Platforms for Hepatocellular Carcinoma Therapy

The formation constants (K1, K2, and β2) of the complexes of 3-acetyl-4- hydroxycoumarin (ahc) and dehydroacetic acid (dha) and their respective oximes, ahco and dhao, with iron(II), cobalt(II), nickel(II), copper(II), zinc(II), calcium(II), magnesium(II), cadmium(II), dioxouranium(VI), iron(III), aluminium(III), scandium(III), indium(III), yttrium(III), and lanthanon(III) ions (lanthanum to lutetium inclusive with the exception of promethium) have been determined pH-metrically at 35� in 50% v/v aqueous dioxan medium with 0.100M sodium perchlorate as the constant ionic concentration, using Calvin and Wilson's pH-metric technique. The trends in the formation constants of these complexes are discussed. It is observed that, except in the case of Co2+, Ni2+, and Cu2+ ions, for which chelation through nitrogen donors is more favoured, all other ions prefer coordination through oxygen donors.

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Synthesis and Structural Studies of Transition Metal Complexes with Bidentate Schiff Base Derived from 3-Acetyl-6-methyl-(2H)-pyran-2,4(3H)-dione

E-Journal of Chemistry ◽

10.1155/2011/763915 ◽

2011 ◽

Vol 8 (s1) ◽

pp. S245-S252 ◽

Cited By ~ 1

Author(s):

Praveen S. Mane ◽

Sanjiv M. Salunke ◽

Balagi S. More

Keyword(s):

Schiff Base ◽

Metal Complexes ◽

Transition Metal Complexes ◽

Octahedral Geometry ◽

Ligand Field ◽

Schiff Base Ligands ◽

H Nmr ◽

Dehydroacetic Acid ◽

Ligand Field Parameters

The solid complexes of Cu(II), Ni(II), Co(II), Mn(II) and Fe(III) with Schiff base ligands derived from heterocyclic compounds 3-acetyl-6-methyl-(2H)-pyran-2,4(3H)-dione (Dehydroacetic acid) ando-chloroaniline were synthesized and characterized by elemental analysis, conductance, magnetic, thermal, UV-Vis and1H-NMR spectroscopy. The ligand field parameters have been evaluated for Cu(II), Ni(II), Co(II), Mn(II) and Fe(III) complexes which suggest an octahedral geometry for each of them. The magnetic moment and spectral data suggest the dimeric nature of Mn(II) complexes with octahedral geometry. The fungicidal activities of the ligands and their metal complexes have been screened in vitro againstAspergillus nigerand the percentage inhibition of the metal complexes is found to be increased considerably then that of their corresponding ligands and the order is Cu>Ni>Fe>Mn>Co.

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Synthesis, Superoxide Dismutase Mimetic and Anticancer Activities of Metal Complexes of 2,2-Dimethylpentanedioic Acid(2dmepdaH2) and 3,3-Dimethylpentanedioic acid(3dmepdaH2): X-Ray Crystal Structures of [Cu(3dmepda)(bipy)]2⋅6H2Oand [Cu(2dmepda)(bipy)(EtOH)]2⋅4EtOH(bipy=2,2′Bipyridine)

Bioinorganic Chemistry and Applications ◽

10.1155/bca/2006/80283 ◽

2006 ◽

Vol 2006 ◽

pp. 1-11 ◽

Cited By ~ 16

Author(s):

Michael Devereux ◽

Malachy McCann ◽

Denis O'Shea ◽

Mark O'Connor ◽

Eileen Kiely ◽

...

Keyword(s):

Hepatocellular Carcinoma ◽

Superoxide Dismutase ◽

Metal Complexes ◽

Crystal Structures ◽

Cell Lines ◽

Copper Complexes ◽

The Novel ◽

Anticancer Activities ◽

Adenocarcinoma Cell ◽

X Ray

2,2-dimethylpentanedioic acid (2dmepdaH2) and 3,3-dimethylpentanedioic acid (3dmepdaH2) reacted with copper(II) acetate to give [Cu(2dmepda)(H2O)3]2(1) and [Cu(3dmepda)(H2O)3]2(2). Reaction of (1) and (2) with 1,10-phenanthroline and 2,2′-bipyridine yielded [Cu(2dmepda)(phen)(H2O)]20.5phen (3), [Cu(2dmepda)(bipy)(H2O)]2(4), [Cu(2dmepda)(bipy)(EtOH)]2⋅2EtOH(4A), [Cu(3dmepda)(phen)(H2O)]2(5), and [Cu(3dmepda)(bipy)(H2O)]2⋅(6). The structures of (4A) and (6) each consists of a [Cu(bipy)(dicarboxylate)(solvent)]2dimer. The superoxide dismutase (SOD) mimetic activity of the novel copper complexes and their manganese analogues was investigated. The dimethyl sulphoxide(DMSO) soluble complexes (1)–(4) and (6) were assessed for their cancer chemotherapeutic potential towards hepatocellular carcinoma and kidney adenocarcinoma cell lines. The 1,10-phenanthroline containing complex [Cu(2dmepda)(phen)(H2O)]20.5phen (3) was the most potent with activity that compares well to that ofcisplatin.

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