Diverse synthetic approaches towards C1′-branched acyclic nucleoside phosphonates

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F21%3A00543050" target="_blank" >RIV/61388963:_____/21:00543050 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/21:10439260
Result on the web
<a href="https://doi.org/10.1039/D1OB00751C" target="_blank" >https://doi.org/10.1039/D1OB00751C</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d1ob00751c" target="_blank" >10.1039/d1ob00751c</a>

Result language
angličtina
Original language name
Diverse synthetic approaches towards C1′-branched acyclic nucleoside phosphonates
Original language description
Acyclic nucleoside phosphonates (ANPs) represent a significant class of antiviral, anticancer, and antiprotozoal compounds. It is therefore highly desirable to have diverse synthetic routes leading towards these molecules. In the past, many structural modifications were explored, but surprisingly, the field of C1′-branched ANPs has been neglected with only a handful of articles reporting their synthesis. Herein we describe and compare five convenient approaches leading to key synthetic 6-chloropurine ANPs bearing the 9-phosphonomethoxyethyl (PME) moiety branched at the C1′ position. These intermediates can be further vastly diversified into target C1′-branched ANPs bearing either natural or unnatural nucleobases. The importance of C1′-branched ANPs is emphasized by their analogy with C1′-substituted cyclic nucleotides (such as remdesivir, a broad-spectrum antiviral agent) and evaluation of their biological activity (e.g. antiviral, antineoplastic, and antiprotozoal) will be a tempting subject of further research.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry

Project
<a href="/en/project/LTAUSA18086" target="_blank" >LTAUSA18086: Design, synthesis and biological evaluation of potential modulators of human adenylate cyclases</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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