Development of a liquid chromatography-electrospray ionization tandem mass spectrometry method for detecting oxaliplatin-DNA intrastrand cross-links in biological samples

Chem Res Toxicol. 2007 Aug;20(8):1177-82. doi: 10.1021/tx700088j. Epub 2007 Jul 18.

Abstract

Cellular resistance, both intrinsic and acquired, poses a problem in the effectiveness of platinum-based chemotherapy. The cytotoxic activity of Pt-based chemotherapeutic agents is derived from their ability to react with cellular DNA. Oxaliplatin binds to the N7 position of the purine DNA bases, forming mainly intrastrand cross-links between either two adjacent guanines (GG), an adjacent adenine and guanine (AG), or two guanines separated by an unmodified nucleotide (GNG). We report the development of a liquid chromatography-electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) method for measuring GG and AG intrastrand cross-links formed by oxaliplatin. The limits of detection for GG-oxPt and AG-oxPt were 23 and 19 adducts per 10 (8) nucleotides, respectively. We compare the formation and persistence of intrastrand cross-links between wild-type and glutathione transferase P null mice (GSTP null) treated with oxaliplatin. No significant difference was observed in the level of intrastrand cross-links formed by oxaliplatin between the mouse strains in liver, kidney, and lung DNA. Adduct levels were greatest in liver and lowest in lung tissue.

Publication types

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

MeSH terms

  • Animals
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / therapeutic use
  • Chromatography, Liquid / methods*
  • Cisplatin / metabolism
  • Cisplatin / pharmacology
  • Cisplatin / toxicity
  • Cross-Linking Reagents / chemistry
  • Cross-Linking Reagents / metabolism*
  • DNA / analysis*
  • DNA / metabolism
  • DNA Adducts / analysis
  • DNA Adducts / metabolism
  • Mice
  • Mice, Knockout
  • Organoplatinum Compounds / metabolism
  • Organoplatinum Compounds / pharmacology
  • Organoplatinum Compounds / toxicity*
  • Oxaliplatin
  • Spectrometry, Mass, Electrospray Ionization / methods*
  • Tandem Mass Spectrometry / methods*
  • Tissue Distribution

Substances

  • Antineoplastic Agents
  • Cross-Linking Reagents
  • DNA Adducts
  • Organoplatinum Compounds
  • Oxaliplatin
  • DNA
  • Cisplatin