Synthesis, characterization, cytotoxicity of mixed ligand complexes of palladium(II) with dipyrido[3,2-d:2',3'-f]quinoxaline/dipyrido[3,2-a:2',3'-c](6,7,8,9-tetrahydro)phenazine and 4-toluensulfonyl-L-amino acid dianion

Eur J Med Chem. 2014 Nov 24:87:624-30. doi: 10.1016/j.ejmech.2014.10.002. Epub 2014 Oct 7.

Abstract

Ten novel palladium(II) complexes with dipyrido[3,2-d:2',3'-f]quinoxaline (Dpq)/dipyrido[3,2-a:2',3'-c](6,7,8,9-tetrahydro)phenazine (Dpqc) and 4-toluensulfonyl-L-amino acid dianion, [Pd(Dpq)(TsvalNO)]·H2O (1a), [Pd(Dpq)(TsileNO)]·H2O (1b), [Pd(Dpq)(TsserNO)] (1c), [Pd(Dpq)(TsthrNO)]·1.5H2O (1d), [Pd(Dpq)(TsleuNO)]·0.5H2O (1e), [Pd(Dpq)(TspheNO)] (1f), [Pd(Dpqc)(TsvalNO)] (2a), [Pd(Dpqc)(TsileNO)] (2b), [Pd(Dpqc)(TsserNO)]·H2O (2c) and [Pd(Dpqc)(TsthrNO)]·0.5H2O (2d) have been synthesized and characterized by elemental analysis, IR, UV, (1)H NMR and mass spectrometry techniques. Crystal structure of the complex 1f has been determined by X-ray diffraction. The cytotoxicity was tested by MTT assay. The results indicated that the complexes 1a and 2a showed better cytotoxicity than cisplatin against MCF-7. The complex 1e had higher cytotoxicity than cisplatin against K562. Both the N donating ligands and the amino acid have important effects on the cytotoxicity.

Keywords: 4-Toluenesulfonyl-L-amino acids; Cytotoxicity; Dpq/Dpqc; Palladium(II); Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor*
  • Humans
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Palladium / chemistry*
  • Phenazines / chemical synthesis*
  • Phenazines / chemistry
  • Phenazines / pharmacology*
  • Quinoxalines / chemical synthesis*
  • Quinoxalines / chemistry
  • Quinoxalines / pharmacology*
  • Spectrometry, Mass, Electrospray Ionization
  • Toluene / chemistry*

Substances

  • Amino Acids
  • Phenazines
  • Quinoxalines
  • Toluene
  • Palladium