Synthesis, characterization, DNA binding and cytotoxic studies of platinum(II) and palladium(II) complexes of the 2,2'-bipyridine and an anion of 1,1-cyclobutanedicarboxylic acid

Chem Pharm Bull (Tokyo). 2001 Dec;49(12):1517-20. doi: 10.1248/cpb.49.1517.

Abstract

Two neutral complexes of formula [M(bpy)(cbdca)] [where M is palladium(II) (Pd(II)) or platinum(II) (Pt(II)), bpy is 2,2'-bipyridine and cbdca is anion of 1,1-cyclobutanedicarboxylic acid] have been synthesized. These water soluble complexes have been characterized by chemical analysis and conductivity measurements as well as 1H-NMR, ultraviolet-visible and infrared spectroscopy. In these complexes the ligand cbdca coordinates to Pt(II) or Pd(II) as bidentate with two oxygen atoms. They are nonelectrolyte in conductivity water. These complexes inhibit the growth of P388 lymphocytic leukemia cells and their targets are DNA. They invariably show ID50 values less than cisplatin. [Pt(bpy)(cbdca)] and [Pd(bpy)(cbdca)] have been interacted with calf thymus DNA and bind to DNA through coordinate covalent bond. In addition, the influence of binding of these complexes on the intensity of EtBr-DNA have been studied. They bind to DNA via a nonintercalating mode.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 2,2'-Dipyridyl / analogs & derivatives
  • 2,2'-Dipyridyl / chemistry*
  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • DNA / drug effects*
  • Kinetics
  • Leukemia P388 / drug therapy
  • Leukemia P388 / pathology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Nucleic Acid Denaturation / drug effects
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / pharmacology*
  • Organoplatinum Compounds / chemical synthesis*
  • Organoplatinum Compounds / chemistry*
  • Organoplatinum Compounds / pharmacology*
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet

Substances

  • (1,1-cyclobutanedicarboxylato)(2,2'-bipyridine)palladium(II)
  • (1,1-cyclobutanedicarboxylato)(2,2'-bipyridine)platinum(II)
  • Antineoplastic Agents
  • Organometallic Compounds
  • Organoplatinum Compounds
  • 2,2'-Dipyridyl
  • DNA