title: 5'-O-D-valyl ara A, a potential prodrug for improving oral bioavailability of the antiviral agent vidarabine.
abstract: In order to improve the oral bioavailability of Adenine 9-beta-D-arabinofuranoside (Vidarabine, also called ara A), an antiviral drug which is active against herpes simplex and varicella zoster viruses and the first agent to be licensed for the treatment of systematic herpes virus infection in man, the corresponding 5'-O-D-valyl ester derivative has been synthesized. Based on their physicochemical properties, 5'-O-valyl ara A has emerged as a potential prodrug candidate to improve the oral bioavailability of vidarabine. We describe in this paper a facile synthesis route for the prodrug and its physicochemical properties.
authors.affiliation: TSRL Inc., Ann Arbor, Michigan 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: Stefanie
authors.initials: S
authors.lastname: Mitchell
authors.forename: Phil
authors.initials: P
authors.lastname: Kish
authors.forename: Paul
authors.initials: P
authors.lastname: Kijek
authors.forename: John
authors.initials: J
authors.lastname: Hilfinger
mesh_terms: D000042:Absorption; D000243:Adenosine Deaminase / Q000378:metabolism; D000818:Animals; D000998:Antiviral Agents / Q000097:blood / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D001682:Biological Availability; D045744:Cell Line, Tumor; D004847:Epithelial Cells / Q000378:metabolism; D006801:Humans; D007413:Intestinal Mucosa / Q000378:metabolism; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*; D051381:Rats; D014740:Vidarabine / Q000097:blood / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics*
chemical_list: D000998:Antiviral Agents; D011355:Prodrugs; D000243:Adenosine Deaminase; D014740:Vidarabine