2. Academic Validation
  3. Synthesis of 3'-azido-3'-deoxythymidine (AZT)--Cinchona alkaloid conjugates via click chemistry: Toward novel fluorescent markers and cytostatic agents

Synthesis of 3'-azido-3'-deoxythymidine (AZT)--Cinchona alkaloid conjugates via click chemistry: Toward novel fluorescent markers and cytostatic agents

  • Bioorg Med Chem Lett. 2011 Jan 15;21(2):723-6. doi: 10.1016/j.bmcl.2010.11.127.
Dagmara Baraniak 1,  Karol Kacprzak,  Lech Celewicz
Affiliations

Affiliation

  • 1 Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland.
PMID: 21194944 DOI: 10.1016/j.bmcl.2010.11.127
Abstract

Novel nucleoside-Cinchona alkaloid conjugates were synthesized using 'click' chemistry approach based on the copper(I) catalyzed Huisgen azide-alkyne cycloaddition. Two series of conjugates were prepared employing 3'-azido-3'-deoxythymidine (AZT) as the azide component and the four 10,11-didehydro Cinchona Alkaloids as well as their 9-O-propargyl ethers as the alkyne components. All obtained conjugates showed strong fluorescence emission and some of them exhibited marked cytotoxic activity in vitro.

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