Gładysz Michał, Ruszkowski Piotr, Milecki Jan
a Institute of Bioorganic Chemistry Polish Academy of Sciences , Z. Noskowskiego 12/14, Poznań , Poland.
b Department of Pharmacology Poznan University of Medical Sciences , Rokietnicka 5a, Poznań , Poland.
Nucleosides Nucleotides Nucleic Acids. 2018 Jan 2;37(1):53-66. doi: 10.1080/15257770.2017.1417598. Epub 2018 Jan 16.
We describe synthesis of novel acyclic nucleoside analogues which are building blocks for CuAAC reaction and their activity against two types of human cancer cell lines (HeLa, KB). Three of chosen compounds show promising cytotoxic activity. Synthesis pathway starting from simple and easily accessible substrates employing DMT or TBDPS protective groups is described. Adenosine and thymidine analogues containing alkyne moiety and adenosine analogue containing azido group were synthesized. The obtained units showed ability of forming triazole motif under the CuAAC reaction conditions.
我们描述了新型无环核苷类似物的合成，这些类似物是铜催化的叠氮化物-炔烃环加成反应（CuAAC反应）的构建模块，以及它们对两种人类癌细胞系（HeLa、KB）的活性。所选的三种化合物显示出有前景的细胞毒性活性。描述了从使用二甲氧基三苯甲基（DMT）或叔丁基二苯基硅基（TBDPS）保护基的简单且易于获得的底物开始的合成途径。合成了含有炔基部分的腺苷和胸苷类似物以及含有叠氮基的腺苷类似物。所得到的单元在CuAAC反应条件下显示出形成三唑基序的能力。
