Pyrrolo[2,3-d]pyrimidine (7-deazapurine) as a privileged scaffold in design of antitumor and antiviral nucleosides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00480866" target="_blank" >RIV/61388963:_____/17:00480866 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/17:10365505
Result on the web
<a href="http://onlinelibrary.wiley.com/doi/10.1002/med.21465/full" target="_blank" >http://onlinelibrary.wiley.com/doi/10.1002/med.21465/full</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/med.21465" target="_blank" >10.1002/med.21465</a>
Alternative languages
Result language
angličtina
Original language name
Pyrrolo[2,3-d]pyrimidine (7-deazapurine) as a privileged scaffold in design of antitumor and antiviral nucleosides
Original language description
7-Deazapurine (pyrrolo[2,3-d]pyrimidine) nucleosides are important analogues of biogenic purine nucleosides with diverse biological activities. Replacement of the N7 atom with a carbon atom makes the five-membered ring more electron rich and brings a possibility of attaching additional substituents at the C7 position. This often leads to derivatives with increased base-pairing in DNA or RNA or better binding to enzymes. Several types of 7-deazapurine nucleosides with potent cytostatic or cytotoxic effects have been identified. The most promising are 7-hetaryl-7-deazaadenosines, which are activated in cancer cells by phosphorylation and get incorporated both to RNA (causing inhibition of proteosynthesis) and to DNA (causing DNA damage). Mechanism of action of other types of cytostatic nucleosides, 6-hetaryl-7-deazapurine and thieno-fused deazapurine ribonucleosides, is not yet known. Many 7-deazaadenosine derivatives are potent inhibitors of adenosine kinases. Many types of sugar-modified derivatives of 7-deazapurine nucleosides are also strong antivirals. Most important are 2'-C-methylribo- or 2'-C-methyl-2'-fluororibonucleosides with anti-HCV activities (several compounds underwent clinical trials). Some underexplored areas of potential interest are also outlined.
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
<a href="/en/project/GA16-00178S" target="_blank" >GA16-00178S: Novel nucleosides and nucleotides derived from hetero-fused 7-deazapurines</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Medicinal Research Reviews
ISSN
0198-6325
e-ISSN
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Volume of the periodical
37
Issue of the periodical within the volume
6
Country of publishing house
US - UNITED STATES
Number of pages
32
Pages from-to
1429-1460
UT code for WoS article
000412672200007
EID of the result in the Scopus database
2-s2.0-85027982788