Synthesis of analogs of L-valacyclovir and determination of their substrate activity for the oligopeptide transporter in Caco-2 cells

GM Friedrichsen, W Chen, M Begtrup, CP Lee…

Index: Friedrichsen, Gerda Marie; Chen, Weiqing; Begtrup, Mikael; Lee, Chao-Pin; Smith, Philip L.; Borchardt, Ronald T. European Journal of Pharmaceutical Sciences, 2002 , vol. 16, # 1-2 p. 1 - 13

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Citation Number: 42

Abstract

l-Valacyclovir, a prodrug of acyclovir, is a substrate for the peptide transporter (PepT1) in the intestinal mucosa, which accounts for its higher than expected oral bioavailability. The substrate activity of l-valacyclovir for PepT1 is surprising, particularly when one considers that the molecule has the structural features of a nucleoside rather than a peptide. In an attempt to better understand the structure–transport relationships (STR) for the interactions ...