Isomeric Naphtho-Fused 7-Deazapurine Nucleosides and Nucleotides: Synthesis, Biological Activity, Photophysical Properties and Enzymatic Incorporation to Nucleic Acids
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F18%3A10383306" target="_blank" >RIV/00216208:11310/18:10383306 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/18:00495509
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=8qG4No7-nf" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=8qG4No7-nf</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201800165" target="_blank" >10.1002/ejoc.201800165</a>
Alternative languages
Result language
angličtina
Original language name
Isomeric Naphtho-Fused 7-Deazapurine Nucleosides and Nucleotides: Synthesis, Biological Activity, Photophysical Properties and Enzymatic Incorporation to Nucleic Acids
Original language description
Two series of substituted benzo[g]- or benzo[e]pyrimido[4,5-b]indole (naphtho-fused 7-deazapurine) ribonucleosides were synthesized. The heterocyclic nucleobases were obtained by Negishi cross-coupling reaction of zincated pyrimidines with naphthyl iodides, nucleophilic substitution to tetrazoles/azides and thermal cyclization or photocyclization. Nucleosides were obtained by glycosylation followed by substitution reactions and deprotection. Resulting ribonucleosides were tested for their cytotoxic activity against cancer cell lines and antiviral activities. Some derivatives showed micromolar cytotoxic activities and moderate anti-hepatitis C virus activities. Naphtho-fused 7-deazapurine 2-deoxyribonucleoside triphosphate was successfully incorporated into DNA oligonucleotides by KOD XL DNA polymerase. Fluorescence properties of naphtho-fused 7-deazapurine nucleosides and oligonucleotides were also studied.
Czech name
—
Czech description
—
Classification
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
Result continuities
Project
—
Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
—
Volume of the periodical
Neuveden
Issue of the periodical within the volume
37
Country of publishing house
DE - GERMANY
Number of pages
17
Pages from-to
5092-5108
UT code for WoS article
000446662900004
EID of the result in the Scopus database
2-s2.0-85046750074