Pd(II) and Pt(II) complexes with aromatic diamines: study of their interaction with DNA

J Inorg Biochem. 2004 Mar;98(3):510-21. doi: 10.1016/j.jinorgbio.2003.12.022.

Abstract

Pd(II) and Pt(II) new complexes with simple aromatic diamines were synthesised and characterised with the aim of studying their possible antitumour activity. The aromatic diamines chosen were 2,3-diaminotoluene (2,3 dat), 3,4-diaminotoluene (3,4 dat), 4,5-diaminoxylene (4,5 dax) and 2,3-diaminophenol (2,3 dap). The complexes, of formulae cis-[MCl(2)(diamine)], were characterised by elemental analysis, conductivity measurements, 1H, 13C(1H) and 195Pt NMR spectroscopy. The X-ray crystal structure was also resolved for the palladium complexes with 2,3-diaminotoluene and 4,5-diaminoxylene. The DNA adduct formation of the eight new complexes synthesised was followed by circular dichroism and electrophoretic mobility. Atomic force microscopy images of the modifications caused by the complexes on plasmid DNA pBR322 were also obtained. Values of IC50 were also calculated for the four platinum complexes against the cisplatin resistant tumour cell line A2780cisR.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology
  • Cattle
  • Cell Line, Tumor
  • Cisplatin / pharmacology
  • Crystallography, X-Ray
  • DNA / metabolism*
  • Diamines / chemistry*
  • Diamines / metabolism
  • Diamines / pharmacology
  • Drug Screening Assays, Antitumor
  • Electrophoretic Mobility Shift Assay
  • Humans
  • Hydrocarbons, Aromatic / chemistry
  • Hydrocarbons, Aromatic / metabolism
  • Hydrocarbons, Aromatic / pharmacology
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy / methods
  • Microscopy, Atomic Force
  • Molecular Structure
  • Nucleic Acid Conformation
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / metabolism
  • Organometallic Compounds / pharmacology
  • Organoplatinum Compounds / chemistry*
  • Organoplatinum Compounds / metabolism*
  • Organoplatinum Compounds / pharmacology
  • Palladium / chemistry*
  • Palladium / metabolism*
  • Palladium / pharmacology

Substances

  • Antineoplastic Agents
  • Diamines
  • Hydrocarbons, Aromatic
  • Organometallic Compounds
  • Organoplatinum Compounds
  • Palladium
  • DNA
  • calf thymus DNA
  • Cisplatin