Metabolism of dl-praeruptorin A in rat liver microsomes using HPLC-electrospray ionization tandem mass spectrometry

Arch Pharm Res. 2011 Aug;34(8):1311-21. doi: 10.1007/s12272-011-0811-y. Epub 2011 Sep 11.

Abstract

dl-Praeruptorin A (Pd-Ia) is the major active constituent of the traditional Chinese medicine Peucedanum praeruptorum Dunn. Recently it has been identified as a novel agent in the treatment and prevention of cardiovascular diseases. Accordingly, we investigated the metabolism of Pd-Ia in rat liver microsomes. The involvement of cytochrome P450 (CYP) and CYP isoforms were identified using a CYP-specific inhibitor (SKF-525A), CYP-selective inhibitors (α-naphthoflavone, metyrapone, fluvastatin, quinidine, disulfiram, ketoconazole and ticlopidine) and CYP-selective inducers (phenobarbital, dexamethasone and β-naphthoflavone). Residual concentrations of the substrate and metabolites were determined by HPLC, and further identified by their mass spectra and chromatographic behavior. These experiments showed that CYP450 is involved in Pd-Ia metabolism, and that the major CYP isoform responsible is CYP3A1/2, which acts in a concentration-dependent manner. Four Pd-Ia metabolites (M1, M2, M3, and M4) were detected after incubation with rat liver microsomes. Hydroxylation was the primary metabolic pathway of Pd-Ia, and possible chemical structures of the metabolites were identified. Further research is now needed to link the metabolism of Pd-Ia to its drug-drug interactions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cardiovascular Agents / metabolism*
  • Cardiovascular Agents / pharmacology
  • Chromatography, High Pressure Liquid
  • Coumarins / metabolism*
  • Coumarins / pharmacology
  • Cytochrome P-450 CYP3A / metabolism
  • Cytochrome P-450 Enzyme Inhibitors
  • Cytochrome P-450 Enzyme System / metabolism*
  • Dose-Response Relationship, Drug
  • Drug Evaluation, Preclinical
  • Drug Interactions
  • Drugs, Chinese Herbal
  • Enzyme Induction
  • Enzyme Inhibitors / analysis
  • Enzyme Inhibitors / pharmacology
  • Hydroxylation
  • Isoenzymes / metabolism
  • Male
  • Membrane Proteins / metabolism
  • Microsomes, Liver / metabolism*
  • Molecular Structure
  • Proadifen / metabolism
  • Proadifen / pharmacology
  • Rats
  • Rats, Sprague-Dawley
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Cardiovascular Agents
  • Coumarins
  • Cytochrome P-450 Enzyme Inhibitors
  • Drugs, Chinese Herbal
  • Enzyme Inhibitors
  • Isoenzymes
  • Membrane Proteins
  • praeruptorin A
  • Cytochrome P-450 Enzyme System
  • Proadifen
  • Cyp3a2 protein, rat
  • Cyp3a23-3a1 protein, rat
  • Cytochrome P-450 CYP3A