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Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents
Published on: May 28, 2014
pH-Driven preparation of two related platinum(ii) complexes exhibiting distinct cytotoxic properties
Jordi Molas Saborit1, Amparo Caubet, Rosa F Brissos
1Department of Inorganic and Organic Chemistry, Inorganic Chemistry Section, University of Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain. amparo.caubet@qi.ub.es manel.martinez@qi.ub.es patrick.gamez@qi.ub.es.
Abstract:
Reaction of cis-[PtCl2(DMSO)2] with the ligand 4-methyl-2-N-(2-pyridylmethylene)aminophenol (Hpyrimol, LH) in methanol at room temperature produces the complexes [PtCl2LH] or [PtClL], under acidic or basic conditions, respectively. The two platinum compounds exhibit distinct DNA-interacting properties, [PtCl2LH] showing a higher affinity for the biomolecules. Furthermore, [PtClL] is clearly more cytotoxic than [PtCl2LH] in three different cancer cell lines. Solution studies reveal the occurrence of intricate solvation processes generating different aquated/hydroxido species, whose nature depends on the starting metal complex and the pH of the medium.

