Synthesis and antiviral activity of 1-(2-deoxy-beta-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone.
1-(2-Deoxy-beta-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone (1b) was synthesized via modification of the silyl method. 1b inhibits the Herpes simplex virus type 1 (98%) and type 2 (97%) at a concentration which is nontoxic to human HeLa cells. The compound shows 50 times greater binding affinity (lower Ki) to the virus-specific thymidine kinase than to the thymidine kinase of uninfected HeLa cells.
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000378:metabolism; D055598:Chemical Phenomena; D002621:Chemistry; D006801:Humans; D018139:Simplexvirus / Q000187:drug effects; D013872:Thionucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D013937:Thymidine Kinase / Q000378:metabolism; D010948:Viral Plaque Assay
D000998:Antiviral Agents; D013872:Thionucleosides; C029121:1-(2-deoxy-beta-D-ribofuranosyl)-5-(methylmercapto)-2-pyrimidinone; D013937:Thymidine Kinase