Potential of pranlukast and zafirlukast in the inhibition of human liver cytochrome P450 enzymes

Xenobiotica. 2004 May;34(5):429-38. doi: 10.1080/00498250410001691253.

Abstract

1. The potential of zafirlukast to inhibit several human cytochrome P450 enzymes is well known. However, pranlukast, a structural analogue of zafirlukast, has not been studied. Accordingly, the inhibitory potential of pranlukast was evaluated and compared with that of zafirlukast, a known CYP2C9 inhibitor, in in vitro microsomal incubation studies. 2. Both pranlukast and zafirlukast showed moderate inhibition of CYP2C9-catalysed tolbutamide 4-methylhydroxylation, competitively inhibiting tolbutamide 4-methylhydroxylation with estimated mean K(i) values of 3.82 +/- 0.50 and 5.86 +/- 0.08 microM, respectively. 3. Pranlukast had no effect on CYP2C19-catalysed S-mephenytoin 4'-hydroxylation or CYP3A4-catalysed midazolam 1-hydroxylation. However, zafirlukast showed minor inhibition of these reactions. Neither pranlukast nor zafirlukast inhibited CYP1A2-catalysed phenacetin O-deethylation, CYP2D6-catalysed dextromethorphan O-demethylation or CYP2E1-catalysed chlorzoxazone 6-hydroxylation. 4. The results suggest that like zafirlukast, pranlukast also has the potential moderately to inhibit CYP2C9-catalysed tolbutamide 4-methylhydroxylation. Therefore, the inhibitory potential of pranlukast should be considered when it is co-administered with CYP2C9 substrates with narrow therapeutic ranges (e.g. S-warfarin, phenytoin).

Publication types

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

MeSH terms

  • Aryl Hydrocarbon Hydroxylases / antagonists & inhibitors
  • Chromones / pharmacology*
  • Cytochrome P-450 CYP2C9
  • Cytochrome P-450 Enzyme Inhibitors*
  • Drug Interactions
  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Hydroxylation
  • In Vitro Techniques
  • Indoles
  • Kinetics
  • Leukotriene Antagonists / pharmacology
  • Microsomes, Liver / drug effects
  • Microsomes, Liver / enzymology
  • Phenylcarbamates
  • Sulfonamides
  • Tolbutamide / metabolism
  • Tosyl Compounds / pharmacology*

Substances

  • Chromones
  • Cytochrome P-450 Enzyme Inhibitors
  • Enzyme Inhibitors
  • Indoles
  • Leukotriene Antagonists
  • Phenylcarbamates
  • Sulfonamides
  • Tosyl Compounds
  • Tolbutamide
  • CYP2C9 protein, human
  • Cytochrome P-450 CYP2C9
  • Aryl Hydrocarbon Hydroxylases
  • pranlukast
  • zafirlukast