English   español  
Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/154788
COMPARTIR / IMPACTO:
Estadísticas
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Exportar a otros formatos:
Título

Multiple condensation reactions involving PtII/PdII−OH2, Pt−NH3, and cytosine−NH2 groups: New twists in cisplatin−nucleobase chemistry

AutorYin-Bandur, Lu; Sanz Miguel, Pablo J. ; Rodríguez-Santiago, Luis; Sodupe, Mariona; Berghaus, Melanie; Lippert, B.
Palabras claveμ-amido complex
Density functional calculations
Nucleobases
Platinum
Condensation reactions
Fecha de publicación2016
EditorWiley-VCH
CitaciónChemistry - A European Journal 22(38): 13653-13668 (2016)
ResumenThe coordination chemistry of the antitumor agent cisplatin and related complexes with DNA and its constituents, that is, the nucleobases, appears to be dominated by 1:1 and 1:2 adducts of the types cis-[Pta2(nucleobase)X] and cis-[Pta2(nucleobase)2] (a=NH3 or amine; a2=diamine or diimine; X=Cl, OH or OH2). Here, we have studied the interactions of the putative 1:1 adducts cis-[Pta2(1-MeC-N3)(OH2)]2+ (with a=NH3, a2=2,2′-bpy (2,2′-bipyridine), 1-MeC=model nucleobase 1-methylcytosine) with additional cis-[Pt(NH3)2(OH2)2]2+ or its kinetically superior analogues [Pd(en)(OH2)2]2+ (en=ethylenediamine) and [Pd(2,2′-bpy)(OH2)2]2+. Depending upon the conditions applied different compounds of different nuclearity are formed. Without exception they represent condensation products of the components, containing μ-1-MeC-H, μ-OH−, as well as μ-NH2− bridges. In the presence of Ag+ ions, the isolated products in several cases display additionally Pt[RIGHTWARDS ARROW]Ag dative bonds. On the basis of the cytosine-containing structures established by X-ray crystallography, it is proposed that any of the feasible initial 1:1 nucleobase adducts of cisplatin could form dinuclear Pt complexes upon reaction with additional hydrolyzed cisplatin, thereby generating nucleobase adducts other than the presently established ones. Two findings appear to be of particular significance: First, hydrolyzed cisplatin can have a moderately accelerating effect on the formation of a secondary nucleobase product. Second, NH3 ligands of the cisplatin moiety can be converted into bridging amido ligands following condensation with the diaqua species of cisplatin.
URIhttp://hdl.handle.net/10261/154788
DOI10.1002/chem.201602244
Identificadoresdoi: 10.1002/chem.201602244
e-issn: 1521-3765
issn: 0947-6539
Aparece en las colecciones: (ISQCH) Artículos
Ficheros en este ítem:
Fichero Descripción Tamaño Formato  
accesoRestringido.pdf15,38 kBAdobe PDFVista previa
Visualizar/Abrir
Mostrar el registro completo
 


NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.