title: Synthesis and anti-herpes virus activity of 2'-deoxy-4'-thiopyrimidine nucleosides.
abstract: A series of 5-substituted 2'-deoxy-4'-thiopyrimidine nucleosides was synthesized and evaluated as potential antiviral agents. A number of analogues such as 2'-deoxy-5-propyl-4'-thiouridine (3ii), 2'-deoxy-5-isopropyl-4'-thiouridine (3iii), 5-cyclopropyl-2'-deoxy-4'-thiouridine (3iv), 2'-deoxy-4'-thio-5-vinyluridine (3viii), and 5-(2-chloroethyl)-2'-deoxy-4'-thiouridine (3xx) were found to be highly active against herpes simplex virus type-1 (HSV-1) and varicella zoster virus (VZV) in vitro with no significant cytotoxicity. The compound with the broadest spectrum of activity was 2'-deoxy-5-ethyl-4'-thiouridine (3i) which showed significant activity against HSV-1, HSV-2, and VZV.
authors.affiliation: Wellcome Research Laboratories, Beckenham, Kent, U.K.
authors.forename: S G
authors.initials: SG
authors.lastname: Rahim
authors.forename: N
authors.initials: N
authors.lastname: Trivedi
authors.forename: M V
authors.initials: MV
authors.lastname: Bogunovic-Batchelor
authors.forename: G W
authors.initials: GW
authors.lastname: Hardy
authors.forename: G
authors.initials: G
authors.lastname: Mills
authors.forename: J W
authors.initials: JW
authors.lastname: Selway
authors.forename: W
authors.initials: W
authors.lastname: Snowden
authors.forename: E
authors.initials: E
authors.lastname: Littler
authors.forename: P L
authors.initials: PL
authors.lastname: Coe
authors.forename: I
authors.initials: I
authors.lastname: Basnak
authors.forename: R F
authors.initials: RF
authors.lastname: Whale
authors.forename: R T
authors.initials: RT
authors.lastname: Walker
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002522:Chlorocebus aethiops; D006801:Humans; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D018139:Simplexvirus / Q000187:drug effects*; D014709:Vero Cells; D010948:Viral Plaque Assay
chemical_list: D000998:Antiviral Agents; D011741:Pyrimidine Nucleosides