Synthesis and cytotoxic activity of novel acyclic nucleoside analogues with functionality in click chemistry

ABSTRACT

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.

GRAPHICAL ABSTRACT

KEYWORDS:

• Modified nucleosides
• DNA
• Click chemistry
• CuAAC
• Anticancer nucleosides

Additional information

Funding

This publication was also supported by the Polish Ministry of Science and Higher Education, under the KNOW program.