The metabolism of primaquine to its active metabolite is dependent on CYP 2D6

Malar J. 2013 Jun 20:12:212. doi: 10.1186/1475-2875-12-212.

Abstract

Background: The efficacy of the 8-aminoquinoline (8AQ) drug primaquine (PQ) has been historically linked to CYP-mediated metabolism. Although to date no clear evidence exists in the literature that unambiguously assigns the metabolic pathway or specific metabolites necessary for activity, recent literature suggests a role for CYP 2D6 in the generation of redox active metabolites.

Methods: In the present study, the specific CYP 2D6 inhibitor paroxetine was used to assess its effects on the production of specific phenolic metabolites thought to be involved in PQ efficacy. Further, PQ causal prophylactic (developing liver stage) efficacy against Plasmodium berghei in CYP 2D knockout mice was assessed in comparison with a normal C57 background and with humanized CYP 2D6 mice to determine the direct effects of CYP 2D6 metabolism on PQ activity.

Results: PQ exhibited no activity at 20 or 40 mg/kg in CYP 2D knockout mice, compared to 5/5 cures in normal mice at 20 mg/kg. The activity against developing liver stages was partially restored in humanized CYP 2D6 mice.

Conclusions: These results unambiguously demonstrate that metabolism of PQ by CYP 2D6 is essential for anti-malarial causal prophylaxis efficacy.

MeSH terms

  • Animals
  • Antimalarials / chemistry
  • Antimalarials / metabolism*
  • Antimalarials / pharmacokinetics
  • Antimalarials / therapeutic use
  • Cytochrome P-450 CYP2D6 / genetics*
  • Cytochrome P-450 CYP2D6 / metabolism*
  • Hydroxylation
  • Malaria / drug therapy
  • Malaria / parasitology
  • Male
  • Mice
  • Mice, Inbred BALB C
  • Mice, Knockout
  • Plasmodium berghei
  • Primaquine / chemistry
  • Primaquine / metabolism*
  • Primaquine / pharmacokinetics
  • Primaquine / therapeutic use

Substances

  • Antimalarials
  • Cytochrome P-450 CYP2D6
  • Primaquine