Synthesis and DNA cleavage activities of mononuclear macrocyclic polyamine zinc(II), copper(II), cobalt(II) complexes which linked with uracil

Bioorg Med Chem. 2006 Oct 1;14(19):6745-51. doi: 10.1016/j.bmc.2006.05.049. Epub 2006 Jun 22.

Abstract

Mononuclear macrocyclic polyamine zinc(II), copper(II), cobalt(II) complexes, which could attach to peptide nucleic acid (PNA), were synthesized as DNA cleavage agents. The structures of these new mononuclear complexes were identified by MS and (1)H NMR spectroscopy. The catalytic activities on DNA cleavage of these mononuclear complexes with different central metals were subsequently studied, which showed that copper complex was better catalyst in the DNA cleavage process than zinc and cobalt complexes. The effects of reaction time, concentration of complexes were also investigated. The results indicated that the copper(II) complexes could catalyze the cleavage of supercoiled DNA (pUC 19 plasmid DNA) (Form I) under physiological conditions to produce selectively nicked DNA (Form II, no Form III produced) with high yields. The mechanism of the cleavage process was also studied.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cobalt*
  • Copper*
  • DNA / drug effects
  • DNA / metabolism*
  • Indicators and Reagents
  • Mass Spectrometry
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / pharmacology*
  • Plasmids / chemistry
  • Polyamines / chemical synthesis*
  • Polyamines / pharmacology*
  • Spectrometry, Mass, Electrospray Ionization
  • Thiobarbituric Acid Reactive Substances / chemistry
  • Uracil / chemistry*
  • Zinc Compounds / chemical synthesis*
  • Zinc Compounds / pharmacology*

Substances

  • Indicators and Reagents
  • Organometallic Compounds
  • Polyamines
  • Thiobarbituric Acid Reactive Substances
  • Zinc Compounds
  • Cobalt
  • Uracil
  • Copper
  • DNA