Vitreal pharmacokinetics of dipeptide monoester prodrugs of ganciclovir

J Ocul Pharmacol Ther. 2006 Aug;22(4):231-41. doi: 10.1089/jop.2006.22.231.

Abstract

Purpose: The aim of this study was to determine vitreal pharmacokinetics of a series of dipeptide monoester ganciclovir (GCV) prodrugs and to study their interaction with the retinal peptide transporter.

Methods: New Zealand albino male rabbits were selected as the animal model. Ocular microdialysis technique was employed to delineate the pharmacokinetics of GCV, L-valine-GCV and dipeptide monoester GCV prodrugs (L-valine-L-valine, L-tyrosine-L-valine, and L-glycine- L-valine) following intravitreal administration.

Results: Val-GCV and Val-Val-GCV inhibited retinal uptake of [3H]Gly-Sar by 43% and 37%, respectively, suggesting that these prodrugs may be substrates of the retinal peptide transport system. Val-GCV and Gly-Val-GCV were observed to be the most stable GCV prodrugs in vitreous humor. All GCV prodrugs were rapidly converted to GCV in retinal homogenates. Vitreal pharmacokinetic studies suggest that Val-GCV and Val-Val-GCV are rapidly eliminated from the vitreous chamber, compared to GCV, whereas Gly-Val-GCV is eliminated at a much slower rate. Retinal GCV concentrations generated from all three prodrugs, at the end of 5 h, were almost equivalent and were almost twice that following intravitreal administration of GCV. Gly-Pro, however, did not demonstrate any effect on retinal uptake of Val-GCV or Gly-Val-GCV.

Conclusions: Considering retinal GCV concentrations generated and vitreal pharmacokinetic profiles, Gly-Val-GCV appears to be a lead candidate for further in vivo evaluation against human cytomegalovirus (HCMV) retinitis.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Antiviral Agents / pharmacokinetics*
  • Biotransformation
  • Choroid / metabolism
  • Chromatography, High Pressure Liquid
  • Dipeptides / pharmacokinetics*
  • Ganciclovir / analogs & derivatives
  • Ganciclovir / pharmacokinetics*
  • Male
  • Prodrugs / pharmacokinetics*
  • Rabbits
  • Retina / metabolism
  • Tissue Distribution
  • Vitreous Body / metabolism*

Substances

  • Antiviral Agents
  • Dipeptides
  • Prodrugs
  • Ganciclovir