(1,2-Diaryl-1,2-ethylenediamine)platinum(II) complexes with sulfato and 3-sulfopropionato leaving groups: investigations with different types of coordination in the solid state, in solution and reactions with nucleophiles

Add time:07/22/2019    Source:sciencedirect.com

The syntheses, solid state and solution chemistry, and the in vitro cytotoxic activities of water soluble (1,2-diaryl-1,2-ethylenediamine)platinum(II) complexes, having either the sulfato or the novel sulfopropionato anionic leaving group, are described. The compounds were prepared by allowing the (1,2-diaryl-1,2-ethylenediamine)diiodoplatinum(II) complexes and either silver sulfate or silver sulfopropionate to react in water. IR studies of the complexes in the solid state indicate that the preparations are mixtures of platinum species, whereby the anionic leaving groups show varying forms of platinum coordination. These compositions vary depending on the procedure used to isolate the platinum complexes. The aqueous solution chemistry was investigated by means of a reversed-phase HPLC assay. The results of these studies show the presence of several platinum species in solution. Based on the column retention properties of the species as well as their behavior to changes in pH, it is concluded that these solution components are various monomers and oligomers of the parent platinum complex. These results are in agreement with previous 195Pt and 15N NMR studies from other diamineplatinum(II) complexes. The type of aromatic substitution has an influence on the qualitative composition of the aqueous platinum species; an additional platinum species is observed in aqueous solutions of platinum complexes possessing an ortho phenol group compared to the complexes possessing a para fluorine group. Aqueous reactions of the platinum complexes with chloride indicate that the sulfopropionato ligand is more stable-bound than the sulfato ligand, however, results from cell culture cytotoxicity tests show little difference between the cytotoxic activities of the complexes possessing a sulfato or a sulfopropionato leaving group.

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