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1.
Spectrochim Acta A Mol Biomol Spectrosc ; 126: 232-41, 2014 May 21.
Artigo em Inglês | MEDLINE | ID: mdl-24607473

RESUMO

Two new hydrazone ligands, H2L(1) and H2L(2), were synthesized by the condensation of 4,6-diacetylresorcinol with 3-hydrazino-5,6-diphenyl-1,2,4-triazine and isatin monohydrazone, respectively. The structures of the ligands were elucidated by elemental analyses, IR, (1)H NMR, electronic and mass spectra. Reactions of the ligands with several copper(II) salts, including AcO(-), NO3(-), SO4(2-), Cl(-) and Br(-) afforded mono- and binuclear metal complexes. Also, the ligands were allowed to react with Cu(II) ion in the presence of a secondary ligand (L') [N,O-donor; 8-hydroxyquinoline, N,N-donor; 1,10-phenanthroline or O,O-donor; benzoylacetone]. Characterization and structure elucidation of the prepared complexes were achieved by elemental and thermal analyses, IR, electronic, mass and ESR spectra as well as conductivity and magnetic susceptibility measurements. The ESR spin Hamiltonian parameters of some complexes were calculated. The spectroscopic data showed that the H2L(1) ligand acts as a neutral or monobasic tridentate ligand while the H2L(2) ligand acts as a bis(monobasic tridentate) ligand. The coordination sites with the copper(II) ion are phenolic oxygen, azomethine nitrogen and triazinic nitrogen (H2L(1) ligand) or isatinic oxygen (H2L(2) ligand). The metal complexes exhibited octahedral and square planar geometrical arrangements depending on the nature of the anion. The ligands and some metal complexes showed antimicrobial activity.


Assuntos
Anti-Infecciosos/química , Complexos de Coordenação/química , Cobre/química , Hidrazonas/química , Resorcinóis/química , Anti-Infecciosos/farmacologia , Bactérias/efeitos dos fármacos , Infecções Bacterianas/tratamento farmacológico , Complexos de Coordenação/farmacologia , Cobre/farmacologia , Espectroscopia de Ressonância de Spin Eletrônica , Fungos/efeitos dos fármacos , Humanos , Hidrazonas/farmacologia , Micoses/tratamento farmacológico
2.
Artigo em Inglês | MEDLINE | ID: mdl-23860404

RESUMO

A tridentate ONS donor ligand, HL, was synthesized by the condensation of 2-aminochromone-3-carboxaldehyde with thiosemicarbazide. The structure of the ligand was elucidated by elemental analyses, IR, (1)H and (13)C NMR, electronic and mass spectra. Reaction of the ligand with several copper(II) salts, including AcO(-), NO3(-), SO4(2-), Cl(-), Br(-) and ClO4(-) afforded different metal complexes that reflect the non-coordinating or weakly coordinating power of the ClO4(-) and Br(-) anions as compared to the strongly coordinating power of AcO(-), SO4(2-), Cl(-) and NO3(-) anions. Also, the ligand was allowed to react with Cu(II) ion in the presence of a secondary ligand (L') [N,O-donor; 8-hydroxyquinoline or N,N-donor; 1,10-phenanthroline]. Characterization and structure elucidation of the prepared complexes were achieved by elemental and thermal analyses, IR, electronic, mass and EPR spectra as well as conductivity and magnetic susceptibility measurements. The EPR spin Hamiltonian parameters of some complexes were calculated. The metal complexes exhibited octahedral and square planar geometrical arrangements depending on the nature of the anion. The ligand and most of its metal complexes showed antibacterial activity towards Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Salmonella typhimurium and Escherichia coli), yeast (Candida albicans) and fungus (Aspergillus fumigatus).


Assuntos
Aldeídos/química , Anti-Infecciosos/síntese química , Anti-Infecciosos/farmacologia , Cromonas/química , Complexos de Coordenação/síntese química , Complexos de Coordenação/farmacologia , Cobre/farmacologia , Semicarbazidas/química , Anti-Infecciosos/química , Bactérias/efeitos dos fármacos , Cátions , Complexos de Coordenação/química , Condutividade Elétrica , Espectroscopia de Ressonância de Spin Eletrônica , Elétrons , Fungos/efeitos dos fármacos , Ligantes , Fenômenos Magnéticos , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Testes de Sensibilidade Microbiana , Espectrofotometria Infravermelho , Estereoisomerismo , Temperatura
3.
Artigo em Inglês | MEDLINE | ID: mdl-23743042

RESUMO

Reactions of 4,6-diacetylresorcinol with different cobalt(II) and copper(II) salts viz., OAc(-), Cl(-), NO3(-) and SO4(2-), yielded a new series of binuclear metal complexes. Reactions of the ligand with these metal ions in the presence of a secondary ligand (L') [O,O-donor; acetylacetone, N,O-donor; 8-hydroxyquinoline or N,N-donor; 1,10-phenanthroline and N,N,N',N'-tetramethylethylenediamine] in 1:2:2 (L:M:L') molar ratio yielded mixed-ligand complexes with different molar ratios. The metal complexes were characterized by elemental and thermal analyses, IR, electronic, ESR and mass spectra as well as conductivity and magnetic susceptibility measurements. The analytical and spectroscopic data suggested that the H2L ligand behaves as a neutral, monobasic or dibasic tetradentate ligand, depending on the type of the anion and secondary ligand used, through the two phenolic and two carbonyl groups. Electronic spectra, magnetic and conductivity measurements showed that all complexes are octahedral with non-electrolytic nature. The profile of ESR spectra of copper(II) complexes suggested the octahedral geometry and the spin Hamiltonian parameters of the complexes were calculated and discussed. Molecular orbital calculations were performed for metal complexes using Hyperchem 7.52 program on the bases of PM3 level and the results correlated with the experimental data. The free ligand and some of its metal complexes showed antimicrobial activity towards some of Gram-positive and Gram-negative bacteria, yeast (Candida albicans) and fungus (Aspergillus fumigatus).


Assuntos
Anti-Infecciosos/farmacologia , Cobalto/farmacologia , Complexos de Coordenação/síntese química , Cobre/farmacologia , Modelos Moleculares , Resorcinóis/síntese química , Resorcinóis/farmacologia , Bactérias/efeitos dos fármacos , Complexos de Coordenação/química , Complexos de Coordenação/farmacologia , Condutividade Elétrica , Espectroscopia de Ressonância de Spin Eletrônica , Elétrons , Fungos/efeitos dos fármacos , Ligantes , Espectrometria de Massas , Testes de Sensibilidade Microbiana , Resorcinóis/química , Espectrofotometria Infravermelho , Temperatura , Termodinâmica , Termogravimetria
4.
Artigo em Inglês | MEDLINE | ID: mdl-23563639

RESUMO

New bis (pyridylurea) ligand, H2L, was synthesized by the reaction of ethylpyridine-2-carbamate (EPC) and p-phenylenediamine. The ligand was characterized by elemental analysis, IR, (1)H NMR, electronic and mass spectra. Reaction of the prepared ligand with Co(2+), Ni(2+), Cu(2+), Fe(3+), VO(2+) and UO2(2+) ions afforded mono, bi- and trinuclear metal complexes. Also, new mixed ligand complexes of the ligand H2L and 8-hydroxyquinoline (8-HQ) with Co(2+), Ni(2+), Cu(2+) and Fe(3+) ions were synthesized. The ligand behaves as bi- and tetradentate toward the transition metal ions, coordination via the pyridine N, the carbonyl O and/or the amidic N atoms in a non, mono- and bis-deprotonated form. The complexes were characterized by elemental and thermal analyses, IR, electronic and mass spectra as well as conductance and magnetic susceptibility measurements. The results showed that the metal complexes exhibited different geometrical arrangements such as square planar, tetrahedral, octahedral and square pyramidal arrangements. The Coats-Redfern equation was used to calculate the kinetic and thermodynamic parameters for the different thermal decomposition steps of some complexes. 3D molecular modeling of the ligand, H2L and a representative complex were studied.


Assuntos
Derivados de Benzeno/química , Complexos de Coordenação/química , Piridinas/química , Ureia/análogos & derivados , Espectroscopia de Ressonância de Spin Eletrônica , Ligantes , Espectroscopia de Ressonância Magnética , Modelos Moleculares , Espectroscopia de Infravermelho com Transformada de Fourier , Termogravimetria , Elementos de Transição/química
5.
Acta Chim Slov ; 57(3): 716-25, 2010 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-24061821

RESUMO

Heterobinuclear complexes have been synthesized by stepwise reactions using the mononuclear complex, [Zn(Tsc)2] • H2O, as a complex ligand towards the metal ions, vanadyl(IV), manganese(II), iron(III), cobalt(II), nickel(II) and copper(II). The complex ligand was synthesized by the reaction of zinc acetate dihydrate with salicylaldehyde followed by the condensation with thiosemicarbazide. The structures of the complex ligand and the prepared complexes were elucidated by elemental analyses, IR, electronic, mass, 1H and 13C NMR spectra as well as molar conductivity and magnetic susceptibility measurements. All the complexes exhibited octahedral geometrical arrangements formulated as [Zn(Tsc)2VO(SO4)(H2O)], [Zn(Tsc)2MCl2(H2O)2] (M = Mn, Fe and Co) and [Zn(Tsc)2Fe(ox)Cl2] except the nickel(II) and copper(II) complexes, [Zn(Tsc)2CuCl(H2O)], [Zn(Tsc)2NiCl2], which have square planar geometries. The complex ligand and some of its heterobinuclear complexes showed antibacterial activity against the sensitive organisms Staphylococcus aureus as Gram-positive bacteria, Escherichia coli as Gram-negative bacteria and antifungal activity against the fungi Candida albicans and Aspergillus flavus.

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