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1.
J Fluoresc ; 26(4): 1331-9, 2016 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-27210797

RESUMEN

Two new zinc complexes, namely Zn(L(1))ClCH2NO(1) and {Zn(L(2))CH2NO}n▪N(CH3)3▪ClO4(2) (L(1) = 3,5-di(1H-imidazol-1-yl)pyridine L(2) = 1,3,5-tris(1-imidazolyl) benzene), have been synthesized, and characterized by IR spectra, elemental analysis, and a single crystal X-ray diffraction. Fluorescence spectroscopy indicated that two complexes presented strong DNA binding affinity constants to fish sperm DNA (FS-DNA). Gel electrophoresis assay demonstrated the ability of the complex to cleave the HL-60 DNA. Apoptotic study showed the complex exhibited significant cancer cell(KB) inhibitory rate.


Asunto(s)
Antineoplásicos/síntesis química , Antineoplásicos/farmacología , Complejos de Coordinación/síntesis química , Complejos de Coordinación/farmacología , Imidazoles/química , Zinc/química , Antineoplásicos/química , Antineoplásicos/metabolismo , Apoptosis/efectos de los fármacos , Técnicas de Química Sintética , Complejos de Coordinación/química , Complejos de Coordinación/metabolismo , ADN/metabolismo , Humanos , Células KB , Ligandos , Espectrometría de Fluorescencia
2.
J Inorg Biochem ; 101(10): 1404-9, 2007 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-17640736

RESUMEN

The novel Pd(II) complex, [Pd(2)(micro-bzta)(4)].1.5DMSO (where bzta=benzothiazole-2-thiolate) has been synthesized and structurally characterized by element analysis, IR and single-crystal X-ray diffractometry. In the binuclear complex, two palladium(II) are bridged by four deprotonated benzothiazole-2-thialate in a head to tail disposition and the distance of the two Pd(II) is 2.747 A. Three-dimensional structure of the complex was constructed though S...S (3.339 A) weak interaction and pi...pi stack. The binding of the title complex with fish sperm DNA (FS-DNA) has been investigated by absorption and fluorescence spectra. The results indicate that the complex bind to FS-DNA in an intercalative mode and the intrinsic binding constant K of the title complex with FS-DNA is about 1.2 x 10(4)M(-1). Gel electrophoresis assay demonstrates the ability of the complex to cleave the pUC19 plasmid DNA.


Asunto(s)
Benzotiazoles/química , ADN/química , Paladio/química , Animales , Cristalografía por Rayos X , Electroforesis en Gel de Agar , Peces , Masculino , Modelos Moleculares , Estructura Molecular , Análisis Espectral
3.
J Photochem Photobiol B ; 170: 173-180, 2017 May.
Artículo en Inglés | MEDLINE | ID: mdl-28433873

RESUMEN

Two isomeric dinuclear Cerium(II) complexes 1 and 2, formulated as Ce2(phen)2(NO3)2(L)4 [L=phenylacetic acid, phen=1,10-phenanthroline] was synthesized under solvothermal conditions at different pH values. The two complexes were characterized by elemental analysis, IR and single crystal X-ray diffraction. Complexes 1 and 2 were studied the binding with DNA and against cytotoxic activity. Fluorescence analysis indicated that the two complexes can bind to DNA. The changes with different gradient concentration of DNA added into the complexes in absorption spectra show a strongπ-stacking interaction between the complexes and DNA base pairs. The Cerium(II) complexes showed good cytotoxic activity against cancer cell lines, being 2 the most potent complex. Apoptotic studies of the two novel dinuclear complexes showed significant inhibitory rate on cancer cell growth line KB.


Asunto(s)
Antineoplásicos/química , Cerio/química , Complejos de Coordinación/síntesis química , ADN/química , Antineoplásicos/metabolismo , Antineoplásicos/toxicidad , Apoptosis/efectos de los fármacos , Línea Celular Tumoral , Complejos de Coordinación/química , Complejos de Coordinación/metabolismo , Complejos de Coordinación/toxicidad , Cristalografía por Rayos X , ADN/metabolismo , Células HeLa , Humanos , Enlace de Hidrógeno , Concentración de Iones de Hidrógeno , Isomerismo , Conformación Molecular , Fenantrolinas/química , Espectrofotometría Ultravioleta
4.
Eur J Med Chem ; 92: 295-301, 2015 Mar 06.
Artículo en Inglés | MEDLINE | ID: mdl-25575313

RESUMEN

Two new complexes, Zn(L)2(H2O)2 (1) and Mn(L)2(H2O)2 (2) [L = 2-Methyl-1H-4,5-imidazoledicarboxylic acid] were synthesized and characterized by elemental analysis, infrared spectroscopy, and single crystal X-ray diffraction. Intramolecular weak interactions, such as hydrogen-bond and intermolecular interactions were presented in the complexes. The activities of the complexes binding with DNA, and cytotoxic activities were studied. The binding of complexes with fish sperm DNA (FS-DNA) was investigated by fluorescence spectra. Gel electrophoresis assay demonstrated the ability of the complexes to cleave the pBR322 plasmid DNA. The cytotoxic activities of the complexes were tested against the KB cell line. Cytotoxic activity studies showed the two complexes exhibited significant cancer cell inhibitory rate. The most active compound was complex 1 with IC50 and CC50value of 36.5, 429, with the selectivity index (SI = 11.75) among the tested compounds.


Asunto(s)
Antineoplásicos/síntesis química , Antineoplásicos/farmacología , Apoptosis/efectos de los fármacos , Ácidos Carboxílicos/química , ADN/química , Imidazoles/química , Manganeso/farmacología , Compuestos Organometálicos/farmacología , Zinc/farmacología , Animales , Antineoplásicos/química , Proliferación Celular/efectos de los fármacos , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Peces , Humanos , Masculino , Manganeso/química , Estructura Molecular , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/química , Espermatozoides/química , Relación Estructura-Actividad , Células Tumorales Cultivadas , Zinc/química
5.
Eur J Med Chem ; 82: 172-80, 2014 Jul 23.
Artículo en Inglés | MEDLINE | ID: mdl-24904964

RESUMEN

A series of complexes [Pd(L1)(Phen)]·2H2O (1), [Pd(L2)(Phen)]·H2O (2), [Pd(L3)(Phen)]·H2O (3), [Pd(L4)(Phen)]·2H2O (4) and [Pd(L5)(Phen)]·2H2O (5) were prepared. The complexes were characterized by IR, (1)H NMR, elemental analysis, and single-crystal X-ray diffractometry. The binding of the complexes was investigated by fluorescence spectrum and UV spectrum, showing the ability of interaction with DNA of intercalative mode. Gel electrophoresis assay demonstrated the ability of the complexes to cleave the pBR322 DNA. Moreover, the five complexes bind to DNA with different binding affinities, in ascending order: complex 1 < 2<3 < 4 < 5. Evaluation of cytotoxic activity of the complexes against five different cancer cell lines proved that the complexes exhibited cytotoxic specificity and significant cancer cell inhibitory rate.


Asunto(s)
Antineoplásicos/farmacología , Carbono/química , Compuestos Organometálicos/farmacología , Paladio/química , Antineoplásicos/síntesis química , Antineoplásicos/química , Apoptosis/efectos de los fármacos , Proliferación Celular/efectos de los fármacos , Cristalografía por Rayos X , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Células HeLa , Humanos , Modelos Moleculares , Estructura Molecular , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/química , Relación Estructura-Actividad , Células Tumorales Cultivadas
6.
Dalton Trans ; 42(11): 3957-67, 2013 Mar 21.
Artículo en Inglés | MEDLINE | ID: mdl-23334262

RESUMEN

Four metal complexes [Pd(L(1))Cl(2)·2H(2)O] (1), [Pt(L(1))Cl(2)·2H(2)O] (2), [Pd(L(2))Cl(2)·H(2)O] (3) and [Pt(L(2))Cl(2)·H(2)O] (4) (L(1) = 2,2'-bipyridyl-5,5'-dicarboxylic acid, L(2) = 2,2'-bipyridyl-4,4'-dicarboxylic acid) have been synthesized under hydrothermal conditions and fully characterized by IR and (1)H-NMR spectra, elemental analysis, and X-ray single crystal diffraction analysis. Interactions of these complexes with fish sperm DNA (FS-DNA) were investigated using UV-Vis absorption and fluorescence spectroscopic methods. Further insight was brought by quantum chemistry calculations by means of G03 package and taking B3LYP functional Lanl2dz Gen basis set. Agarose gel electrophoresis run on pBR322 plasmid DNA gave proof that all four complexes exhibit efficient DNA cleavage. Complexes 1-4 manifested cytotoxic specificity and a significant cancer cell inhibitory rate. Independent apoptosis tests under the light microscope, performed on hematoxylin-eosin stained HeLa cells, evidenced morphological changes induced by all the complexes.


Asunto(s)
Complejos de Coordinación/química , Complejos de Coordinación/farmacología , ADN/efectos de los fármacos , Compuestos Organoplatinos/química , Compuestos Organoplatinos/farmacología , Paladio/química , Piridinas/química , Apoptosis/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Complejos de Coordinación/síntesis química , ADN/química , ADN/metabolismo , División del ADN , Células HeLa , Humanos , Modelos Moleculares , Simulación de Dinámica Molecular , Compuestos Organoplatinos/síntesis química , Paladio/farmacología , Piridinas/síntesis química , Piridinas/farmacología , Espectrometría de Fluorescencia , Espectrofotometría Infrarroja , Espectrofotometría Ultravioleta
7.
Dalton Trans ; 41(43): 13352-8, 2012 Nov 21.
Artículo en Inglés | MEDLINE | ID: mdl-23001283

RESUMEN

The organic ligand Hbpmc and the polymeric complex [Mn(bpmc)(2)(4,4'-bipy)(H(2)O)(2)](n)·3H(2)O (4,4'-bipy = 4,4'-bipyridine, Hbpmc = 2,2-bis(3-phenylpropyl) malonic acid), which have both a lipophilic group (aromatic ring) and a hydrophilic group (non-coordination carboxyl), were synthesized and characterized by IR spectra, elemental analysis and X-ray single-crystal diffraction. The interaction of the complexes with HC-DNA was investigated by fluorescence spectroscopy. Gel electrophoresis assay demonstrates the ability to cleave the extracted HC-DNA. The value of IC(50) is to understand the effect of cytotoxic activity which is lower than cisplatin and higher than the ligand Hbpmc. The apoptotic tests show that the complexes apparently have an apoptotic effect on Hela cells.


Asunto(s)
Ácidos Carboxílicos/química , Complejos de Coordinación/síntesis química , Malonatos/química , Manganeso/química , Apoptosis/efectos de los fármacos , Línea Celular Tumoral , Complejos de Coordinación/metabolismo , Complejos de Coordinación/toxicidad , Cristalografía por Rayos X , ADN/química , ADN/metabolismo , Células HeLa , Humanos , Iones/química , Ligandos , Conformación Molecular , Piridinas/química
8.
Eur J Med Chem ; 46(6): 2546-54, 2011 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-21507533

RESUMEN

The complex [Cu4(phen)4(H2O)2]·(pyri)·3H2O(where phen=1,10-phenanthroline and pyri=3,5-pyridine dicarboxylic acid)has been synthesized and characterized. IR spectra, elemental analysis and X-ray single-crystal diffraction were carried out to determine the composition and crystal structure of the complex. The binding of the complex with HC-DNA (HeLa cells DNA, which was extracted by ourselves) was investigated by fluorescence spectrum. Gel electrophoresis assay demonstrates the ability of the complex to cleave the extracted HC-DNA. Additionally, the complex exhibited a significant cytotoxic specificity and cancer cell inhibitory rate. The apoptotic tests indicate that the complex have an apoptotic effect on HeLa cells.


Asunto(s)
Antineoplásicos/farmacología , Apoptosis/efectos de los fármacos , Complejos de Coordinación/farmacología , Compuestos Organometálicos/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/química , Complejos de Coordinación/síntesis química , Complejos de Coordinación/química , Cristalografía por Rayos X , ADN/efectos de los fármacos , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Células HeLa , Humanos , Modelos Moleculares , Estructura Molecular , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/química , Estereoisomerismo , Relación Estructura-Actividad , Células Tumorales Cultivadas
9.
Eur J Med Chem ; 46(1): 160-7, 2011 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-21093965

RESUMEN

Two novel dinuclear complexes [Co(2)(L)(2)(phen)(2)·2H(2)O](n) (1), [Co(2)(L)(2)(bipy)(2)](n) (2) (where phen=1,10-phenanthroline, bipy=2,2'-bipyridine, and L=biphenyl-2,4'-dicarboxylic acid) have been synthesized and characterized using IR, (1)H NMR, element analysis and single-crystal X-ray diffractometry. The binding of the complexes with HC-DNA (HeLa cells DNA, which was extracted by ourselves) was investigated by fluorescence spectrum. The experimental results show that the two complexes have the ability to bind with extracted HC-DNA. Gel electrophoresis assay demonstrates the ability of the complexes to cleave the extracted HC-DNA. The complexes exhibit a higher cytotoxicity against tumor cells as against normal cells in vitro. Further more, the apoptotic tests indicate that the complexes have an apoptotic effect on HeLa cells.


Asunto(s)
Antineoplásicos/síntesis química , Antineoplásicos/metabolismo , Cobalto/química , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/metabolismo , Antineoplásicos/química , Antineoplásicos/farmacología , Apoptosis/efectos de los fármacos , Ácidos Carboxílicos/química , Supervivencia Celular/efectos de los fármacos , Cristalografía por Rayos X , ADN/aislamiento & purificación , ADN/metabolismo , Células HeLa , Humanos , Ligandos , Modelos Moleculares , Conformación Molecular , Compuestos Organometálicos/química , Compuestos Organometálicos/farmacología , Espectrometría de Fluorescencia
10.
Eur J Med Chem ; 45(7): 2784-90, 2010 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-20359787

RESUMEN

A novel tetranuclear palladium(II) complex [Pd(4)(phen)(4) (micro-pydc)(4)].10H(2)O (phen = 1,10-phenanthroline, pydc = pyridine-3,4-dicarboxylate) has been synthesized and characterized. In the tetranuclear complex, two pairs of dipalladated [Pd(phen)] moieties are bridged together by four pydc, presenting a hairpin molecular shape. The binding of the title complex with fish sperm DNA (FS-DNA) has been investigated by UV spectrum and fluorescence spectrum. All the results indicate that the complex bind to DNA in an intercalative mode and considerating the molecular shape and size, the dipalladated phenanthroline moieties bisintercalate to the base pairs of DNA. Agarose gel electrophoresis assay demonstrates the ability of the complex to cleave the pBR322 plasmid DNA. Cytotoxic activity studies show the complex exhibited good cytotoxic activity against four different cancer cell lines.


Asunto(s)
Antineoplásicos/metabolismo , Antineoplásicos/farmacología , ADN/metabolismo , Compuestos Organometálicos/metabolismo , Compuestos Organometálicos/farmacología , Paladio/química , Animales , Antineoplásicos/síntesis química , Antineoplásicos/química , Línea Celular Tumoral , Cristalografía por Rayos X , Electrones , Humanos , Modelos Moleculares , Conformación Molecular , Compuestos Organometálicos/síntesis química , Compuestos Organometálicos/química , Solubilidad , Análisis Espectral , Agua/química
11.
Eur J Med Chem ; 45(1): 311-6, 2010 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-19913954

RESUMEN

The complexes [Pt(dmphen)CO3].H2O (1), [Pd(dmphen)CO3].H2O (2) (dmphen is 2,9-dimethyl-1,10-phenanthroline) have been synthesized and characterized. The binding of the complexes with FS-DNA was investigated by UV spectrum and fluorescence spectrum, showing that the complexes have the ability of interaction with DNA of intercalative mode. The intrinsic binding constant K of the complexes with FS-DNA is 1.8 x 10(5) M(-1) (1) and 1.6 x 10(4) M(-1) (2), respectively. Gel electrophoresis assay demonstrated the ability of the complexes to cleave the pBR 322 plasmid DNA. Evaluation of cytotoxic activity of the complexes against four different cancer cell lines proved that the complexes exhibited cytotoxic specificity and significant cancer cell inhibitory rate.


Asunto(s)
ADN/metabolismo , Compuestos Organoplatinos/metabolismo , Compuestos Organoplatinos/farmacología , Paladio/química , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , ADN/química , Humanos , Modelos Moleculares , Conformación de Ácido Nucleico , Compuestos Organoplatinos/síntesis química , Compuestos Organoplatinos/química , Análisis Espectral , Agua/química
12.
Eur J Med Chem ; 45(3): 1034-41, 2010 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-20015578

RESUMEN

Two novel complexes, namely, [Pd(pdc)(2)].(dmp).6H(2)O (1) and [Pd(pdc)(2)K(H(2)O)(5).3H(2)O]n (2) [H(2)pdc=pyridine-2,3-dicarboxylate acid, dmp=2,9-Dimethyl-1,10-phenanthroline] were synthesized and characterized as pH-dependent products. Gel electrophoresis assay demonstrated the ability of the complexes to cleave the pBR 322 plasmid DNA. Values of IC(50) calculated for complexes 1 and 2 show that the two complexes exhibit good cytotoxic activity against different cell lines tested in general, especially more effective against HL-60 and A2780(cisR) cell lines.


Asunto(s)
Antineoplásicos/química , Modelos Moleculares , Compuestos Organoplatinos/química , Paladio/química , Línea Celular Tumoral , Cristalografía por Rayos X , División del ADN , Ensayos de Selección de Medicamentos Antitumorales , Células HL-60 , Humanos , Enlace de Hidrógeno , Concentración de Iones de Hidrógeno , Concentración 50 Inhibidora , Sustancias Macromoleculares , Espectroscopía de Resonancia Magnética , Estructura Molecular
13.
Dalton Trans ; 39(47): 11383-95, 2010 Dec 21.
Artículo en Inglés | MEDLINE | ID: mdl-20978673

RESUMEN

Seven novel heterometallic coordination polymers [CeAg(Hbidc)(2)(H(2)O)(2)] (1) and [LnAg(Hbidc)(2)]·3(H(2)O)[Ln = Sm (2), Gd (3), Tb (4), Dy (5), Ho (6), Er (7), H(3)bidc = 1H-benzimidazole-5,6-dicarboxylic acid] have been synthesized under hydrothermal conditions and characterized by elemental analysis, FT-IR, TG analysis, and single crystal X-ray diffraction. X-Ray analysis revealed that the seven complexes present two different types of three-dimensional (3D) structures. Complex 1 crystallized in an orthorhombic manner having a Pna2(1) space group, consisting of a 3D framework with a 1D heterometallic chain. Polymers 2-7 are isostructural and crystallized in an orthorhombic fashion having a Pccn space group existing of a two-fold interpenetrating 3D framework. The luminescence properties and the magnetic properties of all polymers were investigated.

14.
Eur J Med Chem ; 45(10): 4531-8, 2010 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-20692739

RESUMEN

Four novel Zn(II) complexes [Zn(L(1))(bipy)(H(2)O)(2)].4H(2)O(1), [Zn(L(1))(phen)(H(2)O)(2)].4H(2)O(2), [Zn(L(2))(bipy)(H(2)O)(2)].4H(2)O(3) and [Zn(L(2))(phen)(H(2)O)(2)].4H(2)O (4), where bipy=2,2'-bipyridine, phen=1,10-phenanthroline, L(1)=2,2'-bipyridine 5,5'-dicarboxylic acid, L(2)=2,2'-bipyridine-4,4'-dicarboxylic acid, have been synthesized and characterized using IR, (1)H NMR, element analysis and single-crystal X-ray diffractometry. The unit cell parameters for the title complex (1), a=7.9621(10)A, b=12.6853(17)A, c=13.3714(17)A, alpha=68.549(2) degrees , beta=79.065(2) degrees , gamma=88.723(2) degrees , V=1232.5(3)A(3), Z=15, space group,P-1(2).complex (4) a=9.5710(5)A, b=14.1140(7)A, c=19.0045(9)A, alpha=90 degrees , beta=99.9920(10) degrees , gamma=90 degrees , V=2528.3(2)A(3), Z=32, space group, P121/n 1(14). The binding of the complexes with fish sperm DNA (FS-DNA) was investigated by electronic absorption spectra and fluorescence spectroscopy, showing that the complexes have the ability of interaction with DNA of intercalative mode. The intrinsic binding constant K of the complexes with FS-DNA is 0.37 x 10(5)M(-1) (1) 0.73 x 10(5)M(-1) (2), 0.98 x 10(5)M(-1) (3), and 1.05 x 10(5)M(-1) (4). The results indicate that the four complexes bound to DNA with different binding affinity, in the order complex 4>3>2>1. Gel electrophoresis assay demonstrates the ability of the complexes to cleave the pBR322 plasmid DNA. The cytotoxic activity of the complexes was tested against four different cancer cell lines. The four complexes exhibited cytotoxic specificity and significant cancer cell inhibitory rate.


Asunto(s)
Antineoplásicos/química , Antineoplásicos/farmacología , Complejos de Coordinación/química , Complejos de Coordinación/farmacología , Piridinas/química , Piridinas/farmacología , Zinc/química , Zinc/farmacología , Antineoplásicos/síntesis química , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Complejos de Coordinación/síntesis química , Cristalografía por Rayos X , ADN/metabolismo , Humanos , Modelos Moleculares , Neoplasias/tratamiento farmacológico , Plásmidos/metabolismo , Piridinas/síntesis química
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