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1.
Eur J Med Chem ; 43(11): 2338-46, 2008 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-18023933

RESUMO

The synthesis, structure, physico-chemical investigation and biological studies of some metal complexes of thiocarbohydrazone ligands are described. The ligand is obtained by condensation of N,N'-thiocarbohydrazide with 3-acetylcoumarin. The metal complexes of Co(II), Ni(II) and Cu(II) with bis(3-acetylcoumarin)thiocarbohydrazone were synthesized and isolated as solid products and characterized by analytical means as well as by spectral techniques such as FT-IR, (1)H NMR and EPR and UV spectrometry. The ligand acts as bidentate, through NO or NN, neutral in coordinating the M(II) ions. The bonding sites are the azomethine nitrogen, lactone carbonyl oxygen and respective anion counterparts. The metal complexes exhibit either octahedral or distorted octahedral structures. The complexes are found to be soluble in dimethylformamide and dimethylsulphoxide. Molar conductance values in dimethylsulphoxide indicate the non-electrolytic nature of the complexes. The compounds tested in present study have shown promising cytotoxic activity when screened using the in vitro method and at the same time were shown to have good activity when tested using the Ehrlich Ascites Carcinoma model. Preliminary antimicrobial screening shows the promising results against both bacterial and fungal strains.


Assuntos
Antineoplásicos/síntese química , Antineoplásicos/farmacologia , Cobalto/química , Cobre/química , Hidrazonas/síntese química , Hidrazonas/farmacologia , Níquel/química , Compostos Organometálicos/síntese química , Compostos Organometálicos/farmacologia , Animais , Antibacterianos/síntese química , Antibacterianos/química , Antibacterianos/farmacologia , Antibacterianos/uso terapêutico , Antineoplásicos/química , Antineoplásicos/uso terapêutico , Peso Corporal/efeitos dos fármacos , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Feminino , Hidrazonas/química , Hidrazonas/uso terapêutico , Camundongos , Viabilidade Microbiana/efeitos dos fármacos , Estrutura Molecular , Transplante de Neoplasias , Neoplasias/tratamento farmacológico , Neoplasias/patologia , Compostos Organometálicos/química , Compostos Organometálicos/uso terapêutico , Análise Espectral , Relação Estrutura-Atividade
2.
Eur J Med Chem ; 45(2): 455-62, 2010 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-19913333

RESUMO

A series of novel Co(II), Ni(II), Cu(II) and Zn(II) complexes of 1H-pyrazole-3,5-dicarboxylic(2'-hydroxy-3'-hydrazinequinoxaline) has been prepared and characterized by the spectral and analytical techniques. Cu(II) ion reacts with the ligand LH(3) and forms the complex in one compartment of the ligand whereas, the other compartment remains free. In Co(II), Ni(II) and Zn(II) complexes both compartments of LH(3) are involved in the coordination. DNA binding/cleavage studies were revealed the stronger binding capability of the present Ni(II) complex, confirmed by the absorbance, viscometric and gel-electrophoresis studies. Similarly, remaining complexes do the same in the ligand field with lesser binding constants, subsequently, no complex was found to cleave the DNA. Finally, Cu(II) complex shows growth inhibitory activity against biogram.


Assuntos
Clivagem do DNA , DNA/metabolismo , Compostos Organometálicos/química , Compostos Organometálicos/metabolismo , Pirazóis/química , Elementos de Transição/química , Bactérias/efeitos dos fármacos , Cobalto/química , Cobre/química , DNA/química , Eletroquímica , Espectrometria de Massas , Níquel/química , Desnaturação de Ácido Nucleico , Compostos Organometálicos/síntese química , Compostos Organometálicos/farmacologia , Oxirredução , Análise Espectral , Termogravimetria , Temperatura de Transição , Viscosidade , Zinco/química
3.
Eur J Med Chem ; 45(1): 106-13, 2010 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-19854545

RESUMO

The novel glycosyl saccharide derivative, (D-glucopyranose)-4-phenylthiosemicarbazide (LH) and its complexes, with cobalt(II), nickel(II), copper(II) and zinc(II) were synthesized, characterised and tested for cytotoxic effects. The copper complex, [CuLCl] inhibited Ehrlich Ascites Carcinoma (EAC) induced cancer cell lines in Swiss albino mice at LC50=1.94 x 10(-8) (LC50=2.76 x 10(-8) for cisplatin) and so distinctly better than free ligand and other complexes.


Assuntos
Antineoplásicos/síntese química , Antineoplásicos/farmacologia , Carcinoma de Ehrlich/tratamento farmacológico , Compostos Organometálicos/síntese química , Compostos Organometálicos/farmacologia , Semicarbazidas/química , Animais , Antineoplásicos/química , Antineoplásicos/uso terapêutico , Materiais Biomiméticos/química , Carbono/química , Carcinoma de Ehrlich/patologia , Morte Celular/efeitos dos fármacos , Linhagem Celular Tumoral , Eletroquímica , Feminino , Glicosilação , Magnetismo , Camundongos , Compostos Organometálicos/química , Compostos Organometálicos/uso terapêutico , Sacarina/química , Análise Espectral , Temperatura
4.
Met Based Drugs ; 2008: 362105, 2008.
Artigo em Inglês | MEDLINE | ID: mdl-18320020

RESUMO

The synthesis, structure, electrochemistry, and biological studies of Co(II), Ni(II), Cu(II), and Zn(II) complexes of thiocarbohydrazone ligand are described. The ligand is synthesized starting from thiocarbohydrazide and isatin. It is evident from the IR data that in all the complexes, only one part of the ligand is coordinated to the metal ion resulting mononuclear complexes. The ligand coordinates essentially through the carbonyl oxygen of the isatin fragment, the nitrogen atom of the azomethine group, and sulfur atom after deprotonation to give five membered rings. H1 NMR spectrum of the ligand shows only one set of signals for the aromatic protons, while the NH of isatin and NH of hydrazone give rise to two different singlets in the 11-14 ppm range. The formulations, [Cu(L)Cl].2H2O, [Cu(L)(CH3COO)].2H2O, [Ni(L)Cl], [Ni(L)(CH3COO)], [Co(L2)], and [Zn(L2)].2H2O are in accordance with elemental analyses, physical, and spectroscopic measurements. The complexes are soluble in organic solvents. Molar conductance values in DMF indicate the nonelectrolytic nature of the complexes. Copper complex displays quasireversible cyclic voltametric responses with Ep near -0.659 v and 0.504 v Vs Ag/AgCl at the scan rate of 0.1 V/s. Copper(II) complexes show a single line EPR signals. For the observed magnetic moment and electronic spectral data possible explanation has been discussed. From all the available data, the probable structures for the complexes have been proposed. The compounds synthesized in present study have shown promising cytotoxic activity when screened using the in vitro method and at the same time were shown to have good activity when tested using the Ehrlich ascites carcinoma (EAC) model. The antimicrobial screening showed that the cobalt complex possesses enhanced antimicrobial activity towards fungi.

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