Berliner & Associates
Tyrosine-based prodrugs of antiviral agents
A tyrosine-based (phosphonylmethoxyalkyl)purine or -pyrimidine conjugate is provided. In some embodiments, the conjugate includes tyrosine based amino acid or dipeptide moieties of (S)-9-(3-hydroxy-2-phosphonyl-methoxypropyl)adenine or its cytosine analog. A method of synthesizing such conjugates based on Boc-protected amino acid or dipeptides is also provided. In addition, a method of isomerizing an (S,S)-diastereoisomer to an (S,R)-diastereoisomer of an amino acid-based or dipeptide-based conjugate by a process including transesterification is provided. A method of inhibiting viral infection and a method of treating viral infection based on (phosphonylmethoxyalkyl)purine or -pyrimidine conjugates is also provided.
University of Southern California
C A A C A C A
C07F A61K A61P C07F A61P C07F A61P
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Ivan S. Boris A. Valeria M. Charles E. Larryn W. John M. Michaela
Krylov Kashemirov Zakharova McKenna Peterson Hilfinger Serpi