SYNTHETIC NUCLEOSIDES AND NUCLEOTIDES - 40 - SELECTIVE-INHIBITION OF EUKARYOTIC DNA POLYMERASE-ALPHA BY TA-D-ARABINOFURANOSYL)-2-(P-N-BUTYLANILINO)ADENINE 5'-TRIPHOSPHATE (BUAARAATP) AND ITS 2'-UP AZIDO ANALOG- SYNTHESIS AND ENZYMATIC EVALUATIONS
A. Tomikawa et al., SYNTHETIC NUCLEOSIDES AND NUCLEOTIDES - 40 - SELECTIVE-INHIBITION OF EUKARYOTIC DNA POLYMERASE-ALPHA BY TA-D-ARABINOFURANOSYL)-2-(P-N-BUTYLANILINO)ADENINE 5'-TRIPHOSPHATE (BUAARAATP) AND ITS 2'-UP AZIDO ANALOG- SYNTHESIS AND ENZYMATIC EVALUATIONS, Nucleosides & nucleotides, 17(1-3), 1998, pp. 487-501
Starting from 2',3',5'-tri-O-acetyl-2-iodoadenosine, ta-D-arabinofuran
osyl)-2-(p-n-butylanilino)adenine and its 2'(S)-azido counterparts wer
e synthesized in seven steps. These exhibited only moderate growth-inh
ibitory effects against mouse leukemic P388 cells (IC50 = 13-24 mu M),
although 5'-triphosphate derivatives showed strong and selective inhi
bitory action on calf thymus DNA polymerase alpha, but not on beta- an
d epsilon-polymerases from eukaryotes.