Synthesis and cytotoxic activities of chloropyridylimineplatinum(II) and chloropyridyliminecopper(II) surface-functionalized poly(amidoamine) dendrimers

J Inorg Biochem. 2010 Feb;104(2):105-10. doi: 10.1016/j.jinorgbio.2009.10.001. Epub 2009 Oct 23.

Abstract

The preparations of novel platinum and copper metallodendrimers are reported. Surface modified first generation (G0) poly(amidoamine) (PAMAM) dendritic Schiff base, prepared via a condensation reaction was coordinated with platinum chloride and copper chloride yielding [G0-Py(4)-[PtCl(2)](4)] (4D) and [G0-Py(4)-[CuCl(2)](7)] (7E) respectively. These functionalized hyper-branched complexes were characterized by IR spectroscopy and CHN analysis. 4D was further characterized through (1)H and (13)C spectroscopy, while 7E was characterized using matrix-assisted laser desorption ionization time-of-flight (MALDI/TOF) Mass Spectrometer. The cytotoxic effects of the compounds against cells of neoplastic origin (MOLT-4, MCF-7) and cells of benign origin (Chang Liver) were studied. Their cytotoxicities were then compared to their mono-nuclear analogues, [(MeCONHCH(2)CH(2)NCHPy)(PtCl(2))] (1D) and [(MeCONHCH(2)CH(2)NCHPy)(CuCl(2))] (1E). The multi-nuclear complexes showed increased cytotoxic activities as compared to their respective mono-nuclear compounds. Most notably, significant inhibitions were observed for 7E on all cell lines, in which its IC(50) values were 11.1+/-0.6, 10.2+/-1.5 and 8.7+/-0.7microM against MOLT-4, MCF-7 and Chang Liver cells respectively. The multi-nuclear copper-based complexes (7E) are therefore most effective against a cancer cell line (MOLT-4) and a cisplatin-resistant cell line (MCF-7).

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Copper / chemistry*
  • Dendrimers / chemical synthesis*
  • Dendrimers / chemistry*
  • Dendrimers / pharmacology*
  • Dose-Response Relationship, Drug
  • Humans
  • Inorganic Chemicals / chemical synthesis
  • Inorganic Chemicals / chemistry
  • Inorganic Chemicals / pharmacology
  • Microscopy, Electron, Scanning
  • Models, Chemical
  • Molecular Structure
  • Nanoparticles / chemistry
  • Nanoparticles / ultrastructure
  • Platinum / chemistry*
  • Platinum Compounds / chemical synthesis
  • Platinum Compounds / chemistry
  • Platinum Compounds / pharmacology
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Spectrophotometry, Infrared

Substances

  • Dendrimers
  • Inorganic Chemicals
  • Platinum Compounds
  • platinum chloride
  • Platinum
  • Copper