Synthetic nucleosides and nucleotides.: 40.: Selective inhibition of eukaryotic DNA polymeraseα by 9-(β-D-arabinofuranosyl)-2-(p-n-butylanilino)adenine 5′-triphosphate (BuAaraATP) and its 2′-up azido analog:: Synthesis and enzymatic evaluations

Starting from 2',3',5'-tri-O-acetyl-2-iodoadenosine, 9-(beta-D-arabinofuranosyl)-2-(p-n-butylanilino)adenine and its 2'(S)-azido counterparts were synthesized in seven steps. These exhibited only moderate growth-inhibitory effects against mouse leukemic P388 cells (IC50 = 13-24 mu M), although 5'-triphosphate derivatives showed strong and selective inhibitory action on calf thymus DNA polymerase alpha, but not on beta- and epsilon-polymerases from eukaryotes.