Search
Abstract
This review summarizes the state of knowledge on the chemical methods of C(5)-modifications of uridine and cytidine derivatives and may serve as a useful tool for synthetic chemists to choose an appropriate reaction protocol. The synthesis of 5-substituted uracil derivatives is gaining an increasing interest because of their possible applications in medicine and pharmacy. Modifications at the C(5) position of pyrimidine nucleosides can enhance their biostability, bioavailability or(and) biological activity. Among the C(5)-modified nucleosides, 5-halopyrimidines exhibit anticancer, antiviral, radio- and photosensitizing properties. Besides 5-halo-substituted derivatives, there are other examples of nucleosides with confirmed biological activity containing a C7C bond at the C(5) position in the pyrimidine ring. In recent decades, scientists have achieved great progress in the field of cross-coupling reactions. Among them, nickel-catalyzed processes provide a broad spectrum of synthetic methods that are based on less toxic and cheaper starting materials. This review summarizes the synthetic approaches based on the coupling or halogenation reactions, which enable 5-substituted pyrimidine nucleosides to be obtained. Moreover, the importance of the systems considered for medicine and pharmacy is briefly discussed.
Citations
-
1 0
CrossRef
-
0
Web of Science
-
1 0
Scopus
Authors (5)
-
Kozak Witold dr inż
-
Janusz Rak Prof.
- University of Gdańsk
Cite as
Full text
- Publication version
- Submitted Version
- License
- Copyright (2020, Turpion Ltd)
Keywords
Details
- Category:
- Articles
- Type:
- artykuły w czasopismach
- Published in:
-
RUSSIAN CHEMICAL REVIEWS
no. 89,
pages 281 - 310,
ISSN: 0036-021X - Language:
- English
- Publication year:
- 2020
- Bibliographic description:
- Witold K., Demkowicz S., Daśko M., Rachoń J., Rak J.: Modifications at the C(5) position of pyrimidine nucleosides// RUSSIAN CHEMICAL REVIEWS -Vol. 89,iss. 3 (2020), s.281-310
- DOI:
- Digital Object Identifier (open in new tab) 10.1070/rcr4919
- Verified by:
- Gdańsk University of Technology
seen 154 times
Recommended for you
Efficient synthesis and antifungal investigation of nucleosides’ quaternary ammonium salt derivatives
- B. Dmochowska,
- L. Pellowska-Januszek,
- J. Samaszko
- + 3 authors
Mechanisms of Damage to DNA Labeled with Electrophilic Nucleobases Induced by Ionizing or UV Radiation
- J. Rak,
- L. Chomicz-Mańka,
- J. Wiczk
- + 6 authors
Modified DNA polymerases for PCR troubleshooting
- M. Śpibida,
- B. Krawczyk,
- M. Olszewski
- + 1 authors
Electron-Induced Decomposition of 5-Bromo-4-thiouracil and 5-Bromo-4-thio-2′-deoxyuridine: The Effect of the Deoxyribose Moiety on Dissociative Electron Attachment
- F. Izadi,
- A. Szczyrba,
- M. Datta
- + 4 authors