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Articles

Synthesis and biological assay of new 2’-deoxyuridine dimers containing a 1,2,3-triazole linker. Part I

, , , , & ORCID Icon
Pages 218-235 | Received 17 May 2018, Accepted 16 Aug 2018, Published online: 27 Dec 2018
 

Abstract

We describe a simple method for the synthesis of modified dinucleosides containing pyrimidine nucleoside analogues (2’-deoxyuridine, thymidine and 5-fluoro-2’-deoxyuridine). Six different dimers with a 1,2,3-triazole linkage were obtained by azide–alkyne 1,3-dipolar cycloaddition (click reaction), starting from propargylated 2’-deoxyuridine and 5’-azido-nucleoside derivatives. Their cytotoxic activity was tested in five human cancer cell lines: cervical (HeLa), high grade gliomas (U-118 MG, U-87 MG, T98G), liver (HepG2), and normal human fibroblast cell line (MRC-5) using the sulforhodamine B (SRB) assay. The experiment showed that the obtained dimers with a 1,2,3-triazole moiety were very stable compounds, also in the physiological-like media, and had no anticancer activity.

Acknowledgements

We are grateful to Prof. Maciej Stobiecki for MS ES analysis of novel compounds. This study was partly supported by the Polish Ministry of Science and Higher Education (statutory financing). This publication was also supported by the Polish Ministry of Science and Higher Education, under the KNOW program.

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