Carbocyclic analogs of arabinosylpurine nucleosides.
Carbocyclic analogs of arabinofuranosylguanine (VII) and 2,6-diamino-9-beta-arabinofuranosylpurine (VIII) and the corresponding 8-azapurine analogs, 5-amino-7-hydroxy-3-[2 alpha,3 beta-dihydroxy-4 alpha-(hydroxymethyl)cyclopent-1 alpha-yl]-v-triazolo[4,5-d]pyrimidine (X) and 5,7-diamino-3-[2 alpha,3 beta-dihydroxy-4 alpha-(hydroxymethyl)cyclopent-1 alpha-yl]-v-triazolo[4,5-d]pyrimidine (XI), were prepared. Carbocyclic nucleoside analogs VII and X exhibited significant cytotoxicity against P-388 mouse leukemia cells in culture. In vitro testing against herpes simplex type 1 (strain HF) indicated that only VIII exhibited significant antiviral activity.
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D000998:Antiviral Agents / Q000138:chemical synthesis*; D001087:Arabinonucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D007941:Leukemia P388 / Q000188:drug therapy; D051379:Mice; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D018139:Simplexvirus / Q000187:drug effects
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D001087:Arabinonucleosides; D011684:Purine Nucleosides