title: Novel 5-vinyl pyrimidine nucleosides with potent anti-hepatitis B virus activity.
abstract: Synthesis and antiviral activities of novel N-1 alkyl substituted pyrimidines, 1-[(2-hydroxyethoxy)methyl]-5-vinyluracil (5), 1-[(2-hydroxy-1-(hydroxymethyl)ethoxy)methyl]-5-vinyluracil (6), and 1-[4-hydroxy-3-(hydroxymethyl)-1-butyl]-5-vinyluracil (7) are reported. Compounds 6 and 7 were potent inhibitors of DHBV in cell culture, in contrast, all of the compounds described were devoid of activity against TK(+) HSV-1 and TK(-) HSV-1.
authors.affiliation: Department of Medical Microbiology and Immunology, Faculty of Medicine, University of Alberta, Edmonton, Canada T6G 2H7. rakesh.kumar@ualberta.ca
authors.forename: R
authors.initials: R
authors.lastname: Kumar
authors.forename: D L
authors.initials: DL
authors.lastname: Tyrrell
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006515:Hepatitis B virus / Q000187:drug effects*; D006801:Humans; D007202:Indicators and Reagents; D008968:Molecular Conformation; D015394:Molecular Structure; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014498:Uracil / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: C443751:1-((2-hydroxy-1(hydroxymethyl)ethoxy)methyl)-5-vinyluracil; C443749:1-((2-hydroxyethoxy)methyl)-5-vinyluracil; C443750:1-(4-hydroxy-3-(hydroxymethyl)1-butyl)-5-vinyluracil; D000998:Antiviral Agents; D007202:Indicators and Reagents; D011741:Pyrimidine Nucleosides; D014498:Uracil