Synthesis and anti-trypanosomal activity of 3′-fluororibonucleosides derived from 7-deazapurine nucleosides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60077344%3A_____%2F21%3A00541603" target="_blank" >RIV/60077344:_____/21:00541603 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/21:00541603 RIV/00216208:11310/21:10430035
Result on the web
<a href="https://doi.org/10.1016/j.bmcl.2021.127957" target="_blank" >https://doi.org/10.1016/j.bmcl.2021.127957</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.bmcl.2021.127957" target="_blank" >10.1016/j.bmcl.2021.127957</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis and anti-trypanosomal activity of 3′-fluororibonucleosides derived from 7-deazapurine nucleosides
Original language description
Trypanosoma brucei parasites cause Human African Trypanosomiasis and the current drugs for its treatment are often inefficient and toxic. This urges the need to development of new antitrypanosomal agents. We report the synthesis and biological profiling of 3′-deoxy-3′-fluororibonucleosides derived from 7-deazaadenine nucleosides bearing diverse substituents at position 7. They were synthesized through glycosylation of 6-chloro-7-bromo- or -7-iodo-7-deazapurine with protected 3′-fluororibose followed by cross-coupling reactions at position 7 and/or deprotection. Most of the title nucleosides displayed micromolar or submicromolar activity against Trypanosoma brucei brucei. The most active were the 7-bromo- and 7-iododerivatives which exerted double-digit nanomolar activity against T. b. brucei and T. b. gambiense and no cytotoxicity and thus represent promising candidates for further development.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Bioorganic and Medicinal Chemistry Letters
ISSN
0960-894X
e-ISSN
1464-3405
Volume of the periodical
40
Issue of the periodical within the volume
May 15
Country of publishing house
GB - UNITED KINGDOM
Number of pages
4
Pages from-to
127957
UT code for WoS article
000663617900004
EID of the result in the Scopus database
2-s2.0-85103100878