Synthesis, biological activity and decomposition studies of amino acid phosphomonoester amidates of acyclovir

Timothy W. Abraham, Edward J. McIntee, Vidhya V. Iyer, Raymond F. Schinazi, Carston R. Wagner

Research output: Contribution to journalReview article

15 Scopus citations

Abstract

Highly stable and water soluble amino acid phosphomonoester amidates of acyclovir (ACV) were synthesized and shown to function predominantly as prodrugs of ACV and not acyclovir monophosphate (ACV-MP) with activities within two fold of the amino acid prodrug of ACV, valaciclovir (VACV). Metabolism studies revealed that incubation of cell-free extracts of Vero cells with the L-leucine phosphomonoester amidate of ACV (3c), resulted in a burst of ACV-MP production followed by the rapid generation of ACV.

Original languageEnglish (US)
Pages (from-to)2079-2092
Number of pages14
JournalNucleosides and Nucleotides
Volume16
Issue number10-11
DOIs
StatePublished - Jan 1 1997

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