title: Design and synthesis of vidarabine prodrugs as antiviral agents.
abstract: 5'-O-D- and L-amino acid derivatives and 5'-O-(D- and L-amino acid methyl ester phosphoramidate) derivatives of vidarabine (ara-A) were synthesized as vidarabine prodrugs. Some compounds were equi- or more potent in vitro than vidarabine against two pox viruses and their uptake by cultured cells was improved compared to the parent drug.
authors.affiliation: TSRL Inc., 540 Avis Drive Suite A, Ann Arbor, MI 48108, USA. wshen@tsrlinc.com
authors.forename: Wei
authors.initials: W
authors.lastname: Shen
authors.forename: Jae-Seung
authors.initials: JS
authors.lastname: Kim
authors.forename: Phillip E
authors.initials: PE
authors.lastname: Kish
authors.forename: Jie
authors.initials: J
authors.lastname: Zhang
authors.forename: Stefanie
authors.initials: S
authors.lastname: Mitchell
authors.forename: Brian G
authors.initials: BG
authors.lastname: Gentry
authors.forename: Julie M
authors.initials: JM
authors.lastname: Breitenbach
authors.forename: John C
authors.initials: JC
authors.lastname: Drach
authors.forename: John
authors.initials: J
authors.lastname: Hilfinger
mesh_terms: D000284:Administration, Oral; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001087:Arabinonucleosides / Q000737:chemistry; D018938:Caco-2 Cells; D002478:Cells, Cultured; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D004952:Esters; D006367:HeLa Cells; D006801:Humans; D007982:Levulinic Acids / Q000737:chemistry; D009705:Nucleosides / Q000737:chemistry; D011212:Poxviridae / Q000378:metabolism; D011355:Prodrugs / Q000138:chemical synthesis* / Q000494:pharmacology; D014740:Vidarabine / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D001087:Arabinonucleosides; D004952:Esters; D007982:Levulinic Acids; D009705:Nucleosides; D011355:Prodrugs; C008099:hypoxanthine arabinoside; D014740:Vidarabine; C032246:levulinic acid