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.