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合成核苷和核苷酸。40. 9-(β-D-阿拉伯呋喃糖基)-2-(对正丁基苯胺基)腺嘌呤5'-三磷酸酯（BuAaraATP）及其2'-位叠氮类似物对真核DNA聚合酶α的选择性抑制：合成与酶学评估

Synthetic nucleosides and nucleotides. 40. Selective inhibition of eukaryotic DNA polymerase alpha by 9-(beta-D-arabinofuranosyl)-2-(p-n-butylanilino) adenine 5'-triphosphate (BuAaraATP) and its 2'-up azido analog: synthesis and enzymatic evaluations.

作者信息

Tomikawa A, Seno M, Sato-Kiyotaki K, Ohtsuki C, Hirai T, Yamaguchi T, Kawaguchi T, Yoshida S, Saneyoshi M

机构信息

Department of Biological Sciences, Teikyo University of Science and Technology, Yamanashi, Japan.

出版信息

Nucleosides Nucleotides. 1998 Jan-Mar;17(1-3):487-501. doi: 10.1080/07328319808005193.

DOI:10.1080/07328319808005193
PMID:9708358
Abstract

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 microM), 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.

摘要

从2',3',5'-三-O-乙酰基-2-碘腺苷开始，经七步合成了9-(β-D-阿拉伯呋喃糖基)-2-(对正丁基苯胺基)腺嘌呤及其2'(S)-叠氮类似物。这些化合物对小鼠白血病P388细胞仅表现出中等程度的生长抑制作用（IC50 = 13 - 24 microM），尽管5'-三磷酸衍生物对小牛胸腺DNA聚合酶α表现出强烈且选择性的抑制作用，但对真核生物的β-和ε-聚合酶没有抑制作用。

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