Pharmacokinetics, distribution, metabolism, and excretion of deferasirox and its iron complex in rats

Drug Metab Dispos. 2008 Dec;36(12):2523-38. doi: 10.1124/dmd.108.022962. Epub 2008 Sep 5.

Abstract

Deferasirox (Exjade, ICL670, CGP72670) is an iron-chelating drug for p.o. treatment of transfusional iron overload in patients with beta-thalassemia or sickle cell disease. The pharmacokinetics and disposition of deferasirox were investigated in rats. The animals received single intravenous (10 mg/kg) or p.o. (10 or 100 mg/kg) doses of 14C-radiolabeled deferasirox. Biological samples were analyzed for radioactivity (liquid scintillation counting, quantitative whole-body autoradioluminography), for deferasirox and its iron complex [high-performance liquid chromatography (HPLC)/UV], and for metabolites (HPLC with radiodetection, liquid chromatography/mass spectrometry, 1H and 13C NMR, and two-dimensional NMR techniques). At least 75% of p.o.-dosed deferasirox was absorbed. The p.o. bioavailability was 26% at the 10 mg/kg dose and showed an overproportional increase at the 100 mg/kg dose, probably because of saturation of elimination processes. Deferasirox-related radioactivity was distributed mainly to blood, excretory organs, and gastrointestinal tract. Enterohepatic recirculation of deferasirox was observed. No retention occurred in any tissue. The placental barrier was passed to a low extent. Approximately 3% of the dose was transferred into the breast milk. Excretion of deferasirox and metabolites was rapid and complete within 7 days. Key clearance processes were hepatic metabolism and biliary elimination via multidrug resistance protein 2. Deferasirox, iron complex, and metabolites were excreted largely via bile and feces (total > or = 90%). Metabolism included glucuronidation at the carboxylate group (acyl glucuronide M3) and at phenolic hydroxy groups, as well as, to a lower degree, cytochrome P450-catalyzed hydroxylations. Two hydroxylated metabolites (M1 and M2) were administered to rats and were shown not to contribute substantially to iron elimination in vivo.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • ATP-Binding Cassette Transporters / genetics
  • ATP-Binding Cassette Transporters / metabolism
  • Animals
  • Animals, Suckling / metabolism
  • Benzoates / administration & dosage
  • Benzoates / metabolism*
  • Benzoates / pharmacokinetics*
  • Bile / chemistry
  • Blood Chemical Analysis
  • Deferasirox
  • Enterohepatic Circulation
  • Feces / chemistry
  • Female
  • Fetus / metabolism
  • Iron / analysis
  • Iron / metabolism*
  • Iron Chelating Agents / administration & dosage
  • Iron Chelating Agents / metabolism
  • Iron Chelating Agents / pharmacology
  • Magnetic Resonance Spectroscopy
  • Male
  • Mass Spectrometry
  • Milk, Human / chemistry
  • Milk, Human / metabolism
  • Models, Biological
  • Molecular Structure
  • Placenta / metabolism
  • Pregnancy
  • Rats
  • Rats, Long-Evans
  • Rats, Transgenic
  • Rats, Wistar
  • Tissue Distribution
  • Triazoles / administration & dosage
  • Triazoles / metabolism*
  • Triazoles / pharmacokinetics*
  • Urine / chemistry

Substances

  • ATP-Binding Cassette Transporters
  • Abcc2 protein, rat
  • Benzoates
  • Iron Chelating Agents
  • Triazoles
  • Iron
  • Deferasirox