In Vitro and In Situ evaluation of pH-dependence of atazanavir intestinal permeability and interactions with acid-reducing agents

Pharm Res. 2014 Sep;31(9):2404-19. doi: 10.1007/s11095-014-1336-0. Epub 2014 Mar 5.

Abstract

Purpose: The objectives of this study were to evaluate the effects of intestinal lumen pH, food intake, and acid-reducing agents on the intestinal permeability of atazanavir, an HIV-1 protease inhibitor.

Methods: Atazanavir permeability across Caco-2 cell monolayers (P app) and in situ steady-state permeability across rat jejunum and ileum (P eff) were evaluated in buffers of varied pH (4.5-8.5), in fasted- or fed-state simulated intestinal fluid, or in presence of acid-reducing drugs (e.g., omeprazole).

Results: In vitro accumulation and apical-to-basolateral P app of atazanavir increased with decreasing pH. This effect appeared to be associated with lower atazanavir efflux by P-glycoprotein at acidic pH (5.5) compared to neutral pH. In situ atazanavir P eff across rat jejunum and ileum also decreased 2.7 and 2.3-fold, respectively, when pH was increased from 4.5 to 8.5. Several acid-reducing agents (e.g., omeprazole) moderately inhibited atazanavir efflux in Caco-2 monolayers; however, this effect was not observed in situ. Fed-state buffer significantly increased atazanavir apical-to-basolateral P app (p < 0.001) and in situ P eff (p < 0.05) compared to fasted-state buffer.

Conclusions: Atazanavir permeability is sensitive to changes in intestinal lumen pH. This pH-sensitivity may contribute to atazanavir clinical interactions with acid-reducing agents and variable oral bioavailability.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • ATP Binding Cassette Transporter, Subfamily B, Member 1 / metabolism
  • Acids / chemistry
  • Animals
  • Atazanavir Sulfate
  • Caco-2 Cells
  • Drug Interactions
  • Eating
  • HIV Infections / drug therapy
  • HIV Protease Inhibitors / pharmacokinetics*
  • HIV Protease Inhibitors / pharmacology
  • Humans
  • Hydrogen-Ion Concentration
  • Intestinal Absorption / drug effects*
  • Intestinal Mucosa / metabolism
  • Intestines / drug effects
  • Male
  • Oligopeptides / pharmacokinetics*
  • Oligopeptides / pharmacology
  • Omeprazole / pharmacology*
  • Permeability / drug effects
  • Proton Pump Inhibitors / pharmacology*
  • Pyridines / pharmacokinetics*
  • Pyridines / pharmacology
  • Rats, Sprague-Dawley
  • Reducing Agents / pharmacology*

Substances

  • ATP Binding Cassette Transporter, Subfamily B, Member 1
  • Acids
  • HIV Protease Inhibitors
  • Oligopeptides
  • Proton Pump Inhibitors
  • Pyridines
  • Reducing Agents
  • Atazanavir Sulfate
  • Omeprazole