Synthesis of arabinofuranosyl derivatives of 3-deazaguanine.
Synthesis of four arabinofuranosyl derivatives of the antitumor agent 3-deazaguanine is described. By the use of 13C and 1H nuclear magnetic resonance spectroscopy, the structures of these nucleosides were established to be alpha and beta pairs of N-7 and N-9 arabinosides of 3-deazaguanine. In contrast to 3-deazaguanine and its ribosyl derivative, the nucleosides described in this paper were found to be inactive against Sarcoma 180 in mice at 100 mg/kg.
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D001087:Arabinonucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D006150:Guanine Nucleotides / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D008968:Molecular Conformation; D012510:Sarcoma 180 / Q000188:drug therapy
D000970:Antineoplastic Agents; D001087:Arabinonucleosides; D006150:Guanine Nucleotides