In vitro DNA scission activity of heterometallocenes

Dalton Trans. 2007 Feb 21:(7):743-8. doi: 10.1039/b616191j. Epub 2007 Jan 4.

Abstract

A comparative DNA scission activity study of azaferrocene, N-methyl-azaferrocene iodide and 3,3',4,4'-tetramethyl-1,1'-diphosphaferrocene (featuring iron in a +2 oxidation state), along with ferrocene (iron +2) and ferrocenium (iron +3) cation is described. Experiments indicate a high cleavage activity of azaferrocene and its N-methyl derivative in DMSO. DNA cleavage activity can be slowed down by addition of a free radical scavenger (thiourea) or triggered by addition of a reductive agent (dithiothreitol, DTT). The X-ray crystal structure of the N-methyl-2,5-dimethylazaferrocene cation (iron +2) with hexafluorophosphate as counter anion is also reported.

MeSH terms

  • Aza Compounds / chemistry
  • Crystallography, X-Ray
  • DNA / chemistry
  • DNA / metabolism*
  • DNA Cleavage / drug effects*
  • Dithiothreitol / pharmacology
  • Dose-Response Relationship, Drug
  • Electrophoresis, Agar Gel
  • Ferric Compounds / pharmacology
  • Ferrous Compounds / pharmacology*
  • Fluorides / chemistry
  • Free Radical Scavengers / pharmacology
  • Ions
  • Metallocenes
  • Organometallic Compounds / pharmacology*
  • Phosphates / chemistry
  • Reducing Agents / pharmacology
  • Thiourea / pharmacology

Substances

  • Aza Compounds
  • Ferric Compounds
  • Ferrous Compounds
  • Free Radical Scavengers
  • Ions
  • Metallocenes
  • Organometallic Compounds
  • Phosphates
  • Reducing Agents
  • metallocene
  • fluorophosphate
  • DNA
  • Thiourea
  • Fluorides
  • Dithiothreitol
  • ferrocene