Synthesis and Antibacterial Activity of Ethynyl and Azido Derivatives of N4-Dodecylamino-2′-deoxycytidine

Objective: Methods for obtaining new derivatives of N4-dodecylamino-2′-deoxycytidine and cytidine have been developed with the aim to prepare convenient synthons for the introduction of tags (above all, fluorescent dyes) into biopolymers and cells for further study of their cellular localization. Methods: The new derivatives contain 5-ethynyl, 5-(prop-2-in-1-yl)oxymethyl, or 5′-azido groups necessary for the introduction of dyes in vitro using click chemistry methods. Results and Discussion: The obtained compounds, like N4-dodecylamino-2′-deoxycytidine, showed significant antibacterial activity against Gram-positive bacteria. Conclusions: The new nucleosides can be used for visualizing their subcellular localization, which may help in determining the potential mechanism of action of antibacterial agents of this type.

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Publication Details

Journal
Russian Journal of Bioorganic Chemistry
Published
2025-12-01
DOI
https://doi.org/10.1134/s1068162025602332
Primary Topic
Click Chemistry and Applications
Type
article
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article

Synthesis and Antibacterial Activity of Ethynyl and Azido Derivatives of N4-Dodecylamino-2′-deoxycytidine

Sergey N. Kochetkov, Yaroslav V. Tkachev, О.Г. Леонова, Dmitry A. Makarov et al.
Russian Journal of Bioorganic Chemistry
Click Chemistry and Applications
article

Synthesis and Antibacterial Activity of Ethynyl and Azido Derivatives of N4-Dodecylamino-2′-deoxycytidine

Sergey N. Kochetkov, Yaroslav V. Tkachev, О.Г. Леонова, Dmitry A. Makarov, В. И. Попенко, Olga V. Efremenkova, Maxim V. Jasko, Inna L. Karpenko, Liudmila A. Alexandrova, B. F. Vasilyeva, E. V. Urbina
article en

Abstract

Objective: Methods for obtaining new derivatives of N4-dodecylamino-2′-deoxycytidine and cytidine have been developed with the aim to prepare convenient synthons for the introduction of tags (above all, fluorescent dyes) into biopolymers and cells for further study of their cellular localization. Methods: The new derivatives contain 5-ethynyl, 5-(prop-2-in-1-yl)oxymethyl, or 5′-azido groups necessary for the introduction of dyes in vitro using click chemistry methods. Results and Discussion: The obtained compounds, like N4-dodecylamino-2′-deoxycytidine, showed significant antibacterial activity against Gram-positive bacteria. Conclusions: The new nucleosides can be used for visualizing their subcellular localization, which may help in determining the potential mechanism of action of antibacterial agents of this type.

Russian Journal of Bioorganic ChemistryVol. 51(6)
Engelhardt Institute of Molecular Biology (RU), Gause Institute of New Antibiotics Russian Academy of Medical Sciences (RU)
Openalex Percentile: Top 72%
Click Chemistry and Applications
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