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1.
Spectrochim Acta A Mol Biomol Spectrosc ; 81(1): 21-7, 2011 Oct 15.
Artículo en Inglés | MEDLINE | ID: mdl-21723777

RESUMEN

Two novel copper(II) thiocyanate complexes with 4-(N,N-dimethylamino) pyridine and N,N-dimethylformamide (1) and with 4-(N,N-dimethylamino) pyridine (2) have been synthesized and characterized. The crystal and molecular structures of complexes 1 and 2 were determined by single-crystal X-ray diffraction. Antioxidative activity tests in vitro showed that complex 1 has significant antioxidative activity against hydroxyl free radicals from the Fenton reaction and also oxygen free radicals, which is better than standard antioxidants like vitamin C and mannitol. The interaction of complex 1 with calf thymus DNA was investigated by spectroscopic, cyclic voltammetry, and viscosity measurements. Results suggest that complex 1 can bind to DNA via partial intercalation mode. Moreover, complex 1 has been found to cleavage of plasmid DNA pBR322.


Asunto(s)
Complejos de Coordinación/química , Complejos de Coordinación/síntesis química , Complejos de Coordinación/metabolismo , Complejos de Coordinación/farmacología , Cobre/química , División del ADN/efectos de los fármacos , ADN/metabolismo , Sitios de Unión/efectos de los fármacos , Cristalografía por Rayos X , ADN/biosíntesis , Dimetilformamida , Formamidas/química , Formamidas/metabolismo , Modelos Biológicos , Modelos Moleculares , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/química , Compuestos Organometálicos/metabolismo , Compuestos Organometálicos/farmacología , Piridinas/química , Piridinas/metabolismo , Piridinas/farmacología , Tiocianatos/química , Tiocianatos/metabolismo
2.
Chem Pharm Bull (Tokyo) ; 57(11): 1237-42, 2009 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-19881274

RESUMEN

The interaction between bovine serum albumin (BSA) and the cobalt(II) complex with salicylaldehyde-2-phenylquinoline-4-carboylhydrazone (Co-SPC) was investigated using fluorescence spectroscopy, UV absorption, and circular dichroism (CD) under simulated physiologic conditions for the first time. Fluorescence data and UV absorption spectra revealed that the intrinsic fluorescence of BSA was strongly quenched by Co-SPC in terms of a static quenching process at a lower concentration of the complex and a combined quenching process at a higher concentration of the complex. Binding constants and binding sites were evaluated. The average binding distance between Co-SPC and BSA was obtained (2.28 nm) on the basis of Förster's theory. The thermodynamic parameters indicated that hydrophobic force played a major role in the binding. The binding of Co-SPC to BSA leads to changes in the conformation of BSA according to synchronous fluorescence spectra and CD data.


Asunto(s)
Cobalto/química , Hidrazonas/química , Compuestos Organometálicos/química , Quinolinas/química , Albúmina Sérica Bovina/química , Animales , Sitios de Unión , Bovinos , Dicroismo Circular , Transferencia de Energía , Fluorescencia , Compuestos Organometálicos/farmacología , Albúmina Sérica Bovina/efectos de los fármacos , Espectrometría de Fluorescencia , Espectrofotometría Ultravioleta , Relación Estructura-Actividad
3.
J Biol Inorg Chem ; 14(6): 815-9, 2009 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-19444491

RESUMEN

The synthesis and spectral properties of a chemidosimeter 1,4-di[2-(6-ethylamino-3-ethylimino-2,7-dimethyl-3H-xanthen-9-yl) benzoic acid (aminomethyl)-3-phenylthiourea] benzene (1) for Hg(II) ions are reported, and it has been demonstrated that 1 can be used as a fluorescent probe for monitoring Hg(II) ions in living cells.


Asunto(s)
Células/química , Células/citología , Contaminantes Ambientales/análisis , Colorantes Fluorescentes/química , Mercurio/análisis , Rodaminas/química , Urea/análogos & derivados , Supervivencia Celular , Células HeLa , Humanos , Concentración de Iones de Hidrógeno , Espectrometría de Fluorescencia , Espectrofotometría Ultravioleta , Temperatura , Urea/química
4.
J Fluoresc ; 19(1): 63-72, 2009 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-18523879

RESUMEN

1-(4-aminoantipyrine)-3-tosylurea (H2L) and its three lanthanide (III) complexes, M(H2L)3 3NO3 [where M=Nd(III), Sm(III) and Eu(III)], have been synthesized and characterized. In addition, the DNA-binding properties of the three complexes have been investigated by UV-vis (ultraviolet and visible) absorption spectroscopy, fluorescence spectroscopy, circular dichroism (CD) spectroscopy, cyclic voltammetry, and viscosity measurements. Results suggest that the three complexes bind to DNA via a groove binding mode. Furthermore, the antioxidant activity (superoxide and hydroxyl radical) of the metal complexes was determined by using spectrophotometer methods in vitro. These complexes were found to possess potent antioxidant activity and be better than standard antioxidants like vitamin C and mannitol.


Asunto(s)
Antioxidantes/química , Antipirina/análogos & derivados , ADN/química , Metales de Tierras Raras/química , Compuestos Organometálicos/química , Urea/análogos & derivados , Antioxidantes/síntesis química , Antioxidantes/farmacología , Antipirina/química , Sitios de Unión , Dicroismo Circular , ADN/efectos de los fármacos , Relación Dosis-Respuesta a Droga , Electrodos , Radical Hidroxilo/química , Ligandos , Estructura Molecular , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/farmacología , Espectrometría de Fluorescencia , Espectrofotometría Infrarroja , Espectrofotometría Ultravioleta , Relación Estructura-Actividad , Urea/química , Viscosidad
5.
J Inorg Biochem ; 103(2): 210-8, 2009 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-19026448

RESUMEN

2-Phenylquinoline-4-carboylhydrazide (HL), and its novel nickel(II), zinc(II) complexes [M(HL)(2)(L)].2H(2)O.NO(3) (M=Ni (1), M=Zn (2)), have been synthesized and characterized by elemental analysis, molar conductivity, and IR spectra. The crystal structure of [Ni(HL)(2)(L)].2H(2)O.NO(3) obtained from ethanol solution was determined by X-ray diffraction analysis, crystallized in the rhombohedral system, space group R3 , Z=18, a=31.913(3)A, b=31.913(3)A, c=27.709(2)A, alpha=90 degrees , beta=90 degrees , gamma=120 degrees , R(1)=0.0647. The interactions of the complexes and the ligand with calf thymus DNA had been investigated using UV-Vis spectra, fluorescent spectra, CD (circular dichroism) spectra, CV (cyclic voltammetry) and viscosity measurements. These compounds were tested against MFC (mouse forestomach carcinoma) cell lines. The complex 1 showed significant cytotoxic activity against MFC cell lines. The cleavage reaction on plasmid DNA has been monitored by agarose gel electrophoresis. Results suggest that the two complexes bound to DNA via a groove binding mode and the complexes can cleave pBR322 DNA.


Asunto(s)
Antineoplásicos/química , Hidrazinas/química , Níquel/química , Compuestos Organometálicos/química , Quinolinas/química , Zinc/química , Animales , Antineoplásicos/síntesis química , Antineoplásicos/farmacología , Línea Celular Tumoral , Cristalización , Cristalografía por Rayos X , ADN/química , División del ADN , Diseño de Fármacos , Ligandos , Ratones , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/farmacología , Análisis Espectral
6.
J Photochem Photobiol B ; 92(2): 98-102, 2008 Aug 21.
Artículo en Inglés | MEDLINE | ID: mdl-18571426

RESUMEN

The interaction of 1-phenyl-3-(coumarin-6-yl)sulfonylurea (SU22) with bovine serum albumin (BSA) has been investigated by fluorescence quenching spectroscopy combined with UV-absorption, circular dichroism (CD), Fourier transform infrared (FT-IR) spectroscopy techniques under simulative physiological conditions for the first time. Fluorescence data and UV-absorption spectra revealed that the quenching mechanism of fluorescence of BSA by SU22 was a static quenching process and the number of binding sites was about 0.8858; the thermodynamic parameters (DeltaG=-29.23 kJ mol(-1), DeltaH=-47.48 kJ mol(-1), and DeltaS=-61.24 J mol(-1)K(-1)) explained that hydrogen bond and Van der Waals interaction were the main binding force stabilizing the complex. The binding average distance between SU22 and BSA was obtained (3.20 nm) on the basis of the Förster's theory. In addition, The CD spectra and FT-IR spectra have proved that BSA secondary structure changed in the presence of SU22 in aqueous solution.


Asunto(s)
Cumarinas/química , Cumarinas/metabolismo , Albúmina Sérica Bovina/química , Albúmina Sérica Bovina/metabolismo , Compuestos de Sulfonilurea/química , Compuestos de Sulfonilurea/metabolismo , Animales , Bovinos , Dicroismo Circular , Cumarinas/síntesis química , Estructura Secundaria de Proteína , Espectroscopía Infrarroja por Transformada de Fourier , Termodinámica
7.
Chem Pharm Bull (Tokyo) ; 56(4): 541-6, 2008 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-18379105

RESUMEN

A new ligand, 1-cyclohexyl-3-tosylurea (H(2)L), was prepared by condensation ethyl N-(3-tossulfonyl) carbamate and cyclohexanamine. Its two lanthanide(III) complexes, Ln(H(2)L)(3) . 3NO(3) [Ln=Nd (1), and Eu (2)], have been synthesized and characterized on the base of element analyses, ESI-MS, molar conductivities, IR spectra and thermogravimetry/differential thermal analysis (TG-DTA). In addition, the DNA-binding properties of the ligand and its complexes have been investigated by electronic absorption spectroscopy, fluorescence spectroscopy, circular dichroic (CD) spectroscopy and viscosity measurements. The experiment results suggest that the ligand and its two complexes bind to DNA via a groove binding mode, and the binding affinity of the complex 2 is higher than that of the complex 1 and the ligand. Furthermore, the antioxidant activity (superoxide and hydroxyl radical) of the ligand and its metal complexes was determined by using spectrophotometer methods in vitro. These complexes were found to possess potent antioxidant activity and be better than standard antioxidants like vitamin C and mannitol. In particular, complex 2 displayed excellent activity on the superoxide and hydroxyl radical.


Asunto(s)
Antioxidantes/síntesis química , Antioxidantes/farmacología , ADN/química , ADN/efectos de los fármacos , Europio/química , Niobio/química , Urea/análogos & derivados , Fenómenos Químicos , Química Física , Dicroismo Circular , Análisis Diferencial Térmico , Dimetilsulfóxido , Depuradores de Radicales Libres/química , Radical Hidroxilo/química , Ligandos , Espectroscopía de Resonancia Magnética , Espectrometría de Fluorescencia , Espectrometría de Masa Bombardeada por Átomos Veloces , Espectrofotometría Infrarroja , Espectrofotometría Ultravioleta , Superóxidos/química , Urea/síntesis química , Urea/farmacología , Viscosidad
8.
Spectrochim Acta A Mol Biomol Spectrosc ; 71(2): 523-8, 2008 Nov 15.
Artículo en Inglés | MEDLINE | ID: mdl-18280777

RESUMEN

1-Cyclohexyl-3-tosylurea (HL) and its two complexes, ML2.2H2O [M=Ni(1), and Cd(2)], have been synthesized and characterized on the basis of elemental analyses, molar conductivities, IR spectra and thermal analyses. In addition, the DNA-binding properties of the ligand and the two complexes have been investigated by electronic absorption, fluorescence, CD spectroscopy and viscosity measurements. The experiment results suggest that the ligand and its two complexes bind to DNA via a groove binding mode, and the binding affinity of the complex 2 is higher than that of the complex 1 and the ligand.


Asunto(s)
Compuestos de Cadmio/química , ADN/química , Níquel/química , Urea/análogos & derivados , Absorción , Animales , Bovinos , Dicroismo Circular , Electrones , Ligandos , Estructura Molecular , Espectrofotometría , Volumetría , Urea/química , Viscosidad
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