Palladium(II) complexes with R(2)edda derived ligands. Part IV. O,O'-dialkyl esters of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)-pentanoic acid dihydrochloride and their palladium(II) complexes: synthesis, characterization and in vitro antitumoral activity against chronic lymphocytic leukemia (CLL) cells

Eur J Med Chem. 2010 Sep;45(9):3601-6. doi: 10.1016/j.ejmech.2010.05.005. Epub 2010 May 12.

Abstract

Four novel bidentate N,N'-ligand precursors, including O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), L1 x 2 HCl-L4 x 2 HCl, of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)-pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl(2) and the corresponding palladium(II) complexes 1-4, were prepared and characterized by IR, (1)H NMR and (13)C NMR spectroscopy and elemental analysis. In vitro cytotoxicity of all compounds was determined against chronic lymphocytic leukemia cells (CLL). The compounds were found to exhibit higher antitumoral activity than cisplatin. The most active compound 2, [PdCl(2){(S,S)-nPr(2)eddl}], was found to be 13.6 times more active than cisplatin on CLL cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Edetic Acid / analogs & derivatives*
  • Edetic Acid / chemistry
  • Esters
  • Ethylenediamines / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Leucine / analogs & derivatives*
  • Leucine / chemistry
  • Leukemia, Lymphocytic, Chronic, B-Cell / pathology*
  • Ligands
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology*
  • Palladium / chemistry*
  • Spectrum Analysis

Substances

  • Antineoplastic Agents
  • Esters
  • Ethylenediamines
  • Ligands
  • Organometallic Compounds
  • EDDA
  • Palladium
  • Edetic Acid
  • Leucine