Synthesis and Biological Profiling of Quinolino-Fused 7-Deazapurine Nucleosides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F24%3A00585794" target="_blank" >RIV/61388963:_____/24:00585794 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/24:10483719 RIV/61989592:15110/24:73625107 RIV/00098892:_____/24:10158644
Result on the web
<a href="https://doi.org/10.1021/acsomega.4c02031" target="_blank" >https://doi.org/10.1021/acsomega.4c02031</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acsomega.4c02031" target="_blank" >10.1021/acsomega.4c02031</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis and Biological Profiling of Quinolino-Fused 7-Deazapurine Nucleosides
Original language description
A series of quinolino-fused 7-deazapurine (pyrimido[5′,4′:4,5]pyrrolo[3,2-f]quinoline) ribonucleosides were designed and synthesized. The synthesis of the key 11-chloro-pyrimido[5′,4′:4,5]pyrrolo[3,2-f]quinoline was based on the Negishi cross-coupling of iodoquinoline with zincated 4,6-dichloropyrimidine followed by azidation and thermal or photochemical cyclization. Vorbrüggen glycosylation of the tetracyclic heterocycle followed by cross-coupling or substitution reactions at position 11 gave the desired set of final nucleosides that showed moderate to weak cytostatic activity and fluorescent properties. The corresponding fused adenosine derivative was converted to the triphosphate and successfully incorporated to RNA using in vitro transcription with T7 RNA polymerase.
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
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACS Omega
ISSN
2470-1343
e-ISSN
2470-1343
Volume of the periodical
9
Issue of the periodical within the volume
18
Country of publishing house
US - UNITED STATES
Number of pages
14
Pages from-to
20557-20570
UT code for WoS article
001226293000001
EID of the result in the Scopus database
2-s2.0-85192185145