Stereospecific ligands and their complexes. Part XV. Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with some esters of ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetic acid. Crystal structure of O,O -dipropyl-ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetate dihydrochloride

Abstract

The synthesis of ethylenediamine-N,N-di-S,S-(2,2-dibenzyl)acetic acid (H-2-S,S-eddba) and its ethyl-, propyl-, butyl-esters (R-2-S,S-eddba) are reported here. The esters were used for synthesis of the corresponding platinum(IV) complexes, [PtCl4(R-2-S,S-eddba)]. The compounds were characterized by elemental analysis, infrared, H-1 and C-13 NMR spectroscopy. The structure of propyl ester of H-2-S,S-eddba was confirmed by single-crystal X-ray analysis. All [PtCl4(R-2-S,S-eddba)] complexes displayed significantly higher in vitro cytotoxicity in comparison to cisplatin. (C) 2013 Published by Elsevier B.V.