Abstract Two series of novel fluorinated nucleosides dimers with an unnatural 1,2,3-triazole linkage were synthesized. The obtained molecules were prepared using “click” chemistry approach based on copper(I) catalyzed Huisgen azide–alkyne cycloaddition. It was performed between 3′- and 5′-azido-nucleosides as the azide components, and the 3′-O- and 5′-O-propargyl-nucleosides as the alkyne components. Based on analysis of the 3JHH, 3JH1′C2 and 3JH1′C6 we estimated conformational preferences of sugar part and orientation around glycosidic bond. All described nucleosides dimers analogs were characterized by spectroscopic methods and evaluated for their in vitro cytotoxicity in three human cancer cell lines: cervical (HeLa), oral (KB) and breast (MCF-7).

中文翻译：

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含有氟尿苷和胸苷的核苷二聚体类似物和非天然连接基团：合成和癌症线研究。第三部分

摘要 合成了两个系列具有非天然1,2,3-三唑键的新型氟化核苷二聚体。获得的分子是使用基于铜（I）催化的 Huisgen 叠氮化物-炔烃环加成反应的“点击”化学方法制备的。它在作为叠氮化物组分的 3'-和 5'-叠氮基核苷和作为炔组分的 3'-O-和 5'-O-炔丙基核苷之间进行。基于对 3JHH、3JH1'C2 和 3JH1'C6 的分析，我们估计了糖部分的构象偏好和围绕糖苷键的方向。所有描述的核苷二聚体类似物都通过光谱方法表征，并评估了它们在三种人类癌细胞系中的体外细胞毒性：宫颈 (HeLa)、口腔 (KB) 和乳腺 (MCF-7)。