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核苷。102. 一些3'-脱氧-3'-取代阿拉伯呋喃糖基嘧啶核苷的合成。

Nucleosides. 102. Synthesis of some 3'-deoxy-3'-substituted arabinofuranosylpyrimidine nucleosides.

作者信息

Hollenberg D H, Watanabe K A, Fox J J

出版信息

J Med Chem. 1977 Jan;20(1):113-6. doi: 10.1021/jm00211a023.

DOI:10.1021/jm00211a023
PMID:833809
Abstract

The synthesis of some 3'-deoxy-3'-substituted arabinofuranosylcytosine (4a-d) and uracil (7a-d, 8a-d, X =Br, I, N3, SCN) nucleosides was accomplished by treatment of the requisite 2',3'-anhydrolyxofuranosylpyrimidine nucleoside (5,6a,b) with the appropriate ammonium salt in refluxing ethanol. Cleavage of the oxirane ring provided the desired 3'-deoxy-3'-substituted pyrimidine nucleosides (4a-d, 7a-d, and 8a-d). In vitro screening of compounds 4a-d, and 7a-d, with L5178Y cells in culture showed no significant inhibitory properties.

摘要

通过在回流乙醇中用适当的铵盐处理所需的2',3'-脱水呋喃核糖基嘧啶核苷(5,6a,b),完成了一些3'-脱氧-3'-取代的阿拉伯呋喃糖基胞嘧啶(4a-d)和尿嘧啶(7a-d, 8a-d, X = Br、I、N3、SCN)核苷的合成。环氧乙烷环的裂解提供了所需的3'-脱氧-3'-取代的嘧啶核苷(4a-d、7a-d和8a-d)。在培养的L5178Y细胞中对化合物4a-d和7a-d进行的体外筛选显示没有明显的抑制特性。

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