Could 5′-N and S ProTide analogues work as prodrugs of antiviral agents?

0519335 - ÚOCHB 2021 RIV GB eng J - Journal Article
Procházková, Eliška - Hřebabecký, Hubert - Dejmek, Milan - Šála, Michal - Šmídková, Markéta - Tloušťová, Eva - Zborníková, Eva - Eyer, Luděk - Růžek, Daniel - Nencka, Radim
Could 5′-N and S ProTide analogues work as prodrugs of antiviral agents?
Bioorganic and Medicinal Chemistry Letters. Roč. 30, č. 4 (2020), č. článku 126897. ISSN 0960-894X. E-ISSN 1464-3405
R&D Projects: GA MZd(CZ) NV16-34238A; GA MŠMT(CZ) EF16_019/0000729; GA MŠMT LO1302
Institutional support: RVO:61388963 ; RVO:60077344
Keywords : antiviral * nucleotide * prodrug * ProTide * HCV * 31P NMR spectroscopy
OECD category: Organic chemistry; Microbiology (BC-A)
Impact factor: 2.823, year: 2020
Method of publishing: Limited access
https://www.sciencedirect.com/science/article/pii/S0960894X19308753?via%3Dihub

The nucleoside/nucleotide derived antiviral agents have been the most important components of antiviral therapy used in clinics. Recently, the focus of the medicinal chemists within this exciting research field has been affected mainly by the lack of effective therapies for the Hepatitis C virus (HCV) infection and several other “neglected” diseases caused by viruses such as Zika or Dengue. 2′-Methyl modified nucleosides and their monophosphate prodrugs (ProTides) have revolutionized the therapies for HCV in the last few years and, according to the latest research efforts, have also brought a promise for treatment of diseases caused by other members of Flaviviridae family. Here, we report on the design and synthesis of 5’-N and S modified ProTides derived from 2′-methyladenosine. We studied potential applicability of these derivatives as prodrugs of this archetypal antiviral compound.
Permanent Link: http://hdl.handle.net/11104/0304523