Screening of a chemical library reveals novel PXR-activating pharmacologic compounds

Toxicol Lett. 2015 Jan 5;232(1):193-202. doi: 10.1016/j.toxlet.2014.10.009. Epub 2014 Oct 16.

Abstract

The pregnane X receptor (PXR) is one of the master regulators of xenobiotic transformation. Interactions between pharmacologic compounds and PXR frequently result in drug-to-drug interactions, drug-induced hepatotoxicity, and the development of drug-resistant phenotypes in cancer cells. Potential PXR-mediated effects on drug metabolism can be predicted using high-throughput methods to detect PXR transactivation. We used the reporter cell line nhrtox-hepg2 to screen an 1120-compound library of pharmacologic substances. Using a three-stage screening process combined with a quantitative structure-activity relationships (QSAR) analysis, we detected 16 novel, previously unreported PXR activators capable of upregulating CYP450 expression. For some of these compounds such as mycophenolic acid, leflunomide, and trifluridine, the observed interactions with PXR occurred at clinically significant concentrations and could provide potential mechanistic explanations for observed drug-to-drug interactions and drug-induced toxicity. A parallel QSAR analysis revealed significant correlation between the experimentally measured PXR-dependent bioactivity and the calculated molecular descriptors of the PXR activators.

Keywords: CYP3A4; Chemical library; Drug to drug interaction; Etoposide; Leflunomide; Mycophenolic acid; PXR; QSAR; Trifluridine.

MeSH terms

  • Computer Simulation
  • Cytochrome P-450 CYP3A / biosynthesis*
  • Cytochrome P-450 CYP3A / genetics
  • Cytochrome P-450 CYP3A Inducers / chemistry
  • Cytochrome P-450 CYP3A Inducers / pharmacology*
  • Dose-Response Relationship, Drug
  • Genes, Reporter
  • Hep G2 Cells
  • Humans
  • Ligands
  • Liver / drug effects*
  • Liver / enzymology
  • Models, Molecular
  • Molecular Structure
  • Pregnane X Receptor
  • Quantitative Structure-Activity Relationship
  • Receptors, Steroid / agonists*
  • Receptors, Steroid / metabolism
  • Small Molecule Libraries*
  • Transfection

Substances

  • Cytochrome P-450 CYP3A Inducers
  • Ligands
  • Pregnane X Receptor
  • Receptors, Steroid
  • Small Molecule Libraries
  • Cytochrome P-450 CYP3A
  • CYP3A4 protein, human