Major active components in grapefruit, orange, and apple juices responsible for OATP2B1-mediated drug interactions

J Pharm Sci. 2013 Jan;102(1):280-8. doi: 10.1002/jps.23357. Epub 2012 Nov 6.

Abstract

We aimed to explore the major active components in grapefruit juice (GFJ), orange juice (OJ), and apple juice (AJ) that are responsible for OATP2B1-mediated drug interactions, by means of in vitro studies using Xenopus oocytes expressing OATP2B1 with a typical OATP2B1 substrate, estrone-3-sulfate. All three juices inhibited OATP2B1-mediated estrone-3-sulfate uptake with half-maximum inhibition (IC(50) ) values of 0.222% (GFJ), 0.807% (OJ), and 2.27% (AJ). Eight major flavonoids (naringin, naringenin, hesperidin, hesperetin, phloridzin, phloretin, quercetin, and kaempferol) contained in the juices inhibited OATP2B1-mediated estrone-3-sulfate uptake with IC(50) values of 4.63, 49.2, 1.92, 67.6, 23.2, 1.31, 9.47, and 21.3 µM, respectively. When the concentration-IC(50) ratios ([C]/IC(50) ) of these flavonoids in GFJ, OJ, and AJ were calculated, values of [C]/IC(50) ≥ 100 were obtained for naringin in GFJ and hesperidin in OJ. No flavonoid in AJ showed a ratio higher than unity. However, significant inhibition of OATP2B1 was observed with a mixture of phloridzin, phloretin, hesperidin, and quercetin at the concentrations present in AJ. In conclusion, our results indicate that naringin and hesperidin are the major OATP2B1 inhibitors in GFJ and OJ, respectively, whereas a combination of multiple components appears to be responsible for OATP2B1 inhibition by AJ.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Beverages*
  • Citrus paradisi*
  • Citrus sinensis*
  • Dose-Response Relationship, Drug
  • Estrone / analogs & derivatives*
  • Estrone / metabolism
  • Flavanones / pharmacology
  • Flavonoids / pharmacology*
  • Food-Drug Interactions*
  • Fruit
  • Hesperidin / pharmacology
  • Humans
  • Kinetics
  • Least-Squares Analysis
  • Malus*
  • Models, Biological
  • Nonlinear Dynamics
  • Oocytes
  • Organic Anion Transporters / antagonists & inhibitors*
  • Organic Anion Transporters / genetics
  • Organic Anion Transporters / metabolism
  • Osmolar Concentration
  • Phlorhizin / pharmacology
  • Quercetin / pharmacology
  • Xenopus laevis

Substances

  • Flavanones
  • Flavonoids
  • Organic Anion Transporters
  • SLCO2B1 protein, human
  • Estrone
  • Quercetin
  • Phlorhizin
  • Hesperidin
  • naringin
  • estrone sulfate