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Abstract
Pd(DHP)Cl2 complex ( DHP = 1,3-diamino-2-hydroxopropane ), was synthesized and characterized by physico-chemical measurements. The coordination of [Pd(DHP) (H2O)2]2+ with some selected bio-relevant ligands as phenylglycine, phenylalanine, lysine, valine, ethanolamine, glycineamide, glycylphenylalanine, glycylleucine, inosine, guanosine and inosine-5’-monophosphate disodium salt was investigated.Stoichiometry and stability constants of the complexes formed are reported at 25 0C and 0.1M ionic strength. The results show the formation of 1:1 complexes with amino acids. DNA constituents form 1:1 and 1:2 complexes. Peptides form both 1:1 complexes and the coresponding deprotonated amide species. The effect of chloride ion concentration on the formation constant of inosine, taken as a representaive ofDNA constituents, complex with Pd(DHP)2+ was reported.
Highlights
In 1969, Barnet Rosenberg discovered the cytostatic activity of cis- diamminedichloroplatinum(II)- cisplatin- by chance [1]
As known for several years [5], a subsequent reaction with DNA will occur inside the nucleus, which results in a kink in the DNA structure and leads to apoptosis of the cell or to reparation of the DNA by cutting out platinum and resynthesizing at the open sites [6]. This possibility of reparation of the platinated DNA leads to drug resistance and big efforts are still made to create novel platinum-containing compounds to reduce such cisplatin and carboplatin resistence, which may violate the classical structure-activity relationship [7,8]
The formation constants of the complexes were determined by titrating solution mixtures of [PdDHP)(H2O)2]2+ (1 mmole) and the ligand in the concentration ratio of 1:1 for amino acids, peptides and dicarboxylic acids and in the ratio of 1:2 (Pd:ligand) for the DNA constituents
Summary
In 1969, Barnet Rosenberg discovered the cytostatic activity of cis- diamminedichloroplatinum(II)- cisplatin- by chance [1]. As known for several years [5], a subsequent reaction with DNA will occur inside the nucleus, which results in a kink in the DNA structure and leads to apoptosis of the cell or to reparation of the DNA by cutting out platinum and resynthesizing at the open sites [6]. This possibility of reparation of the platinated DNA leads to drug resistance and big efforts are still made to create novel platinum-containing compounds to reduce such cisplatin and carboplatin resistence, which may violate the classical structure-activity relationship [7,8]. In order to avoid the inert substitution behavior of Pt(II) complexes, and on the basis of the remarkable analogy between the coordination chemistry of Pt(II) and Pd(II) complexes, a series of labile Pd(II) complexes have proved useful as models for the Pt(II) complexes
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