From synthesis to the biological effect of isoprenoid 2′-deoxyriboside and 2′,3′-dideoxyriboside cytokinin analogues
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F23%3A00569181" target="_blank" >RIV/61389030:_____/23:00569181 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/23:73616759
Result on the web
<a href="https://doi.org/10.1016/j.phytochem.2022.113481" target="_blank" >https://doi.org/10.1016/j.phytochem.2022.113481</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.phytochem.2022.113481" target="_blank" >10.1016/j.phytochem.2022.113481</a>
Alternative languages
Result language
angličtina
Original language name
From synthesis to the biological effect of isoprenoid 2′-deoxyriboside and 2′,3′-dideoxyriboside cytokinin analogues
Original language description
Isoprenoid cytokinins are a class of naturally occurring plant signaling molecules. A series of prepared compounds derived from isoprenoid cytokinins (isopentenyladenine, trans-zeatin and cis-zeatin) with attached 2′-deoxy-D-ribose or 2′,3′-dideoxy-D-ribose at the N9 position of the purine were prepared and their biological activities were examined. Different synthetic approaches were employed. The final compounds were characterized with variety of physicochemical methods (TLC, HPLC-MS, and NMR) and their cytokinin activity was determined in classical bioassays such as Amaranthus, tobacco callus, detached wheat leaf senescence and Arabidopsis thaliana root elongation inhibition assay. In addition, compounds were screened for activation of the cytokinin signaling pathway (bacterial receptor, competitive ligand binding and ARR5::GUS assay) to provide a detailed assessment of CK structure-activity relationship. The prepared compounds were found to be non-toxic to human cells and the majority of assays exhibited the highest activity of free bases while 2′,3′-dideoxyribosides had very weak or no activity. In contrast to the free bases, all 2′-deoxyriboside derivatives were not toxic to tobacco callus even at the highest tested concentration (10−4 moL/l) and compound 1 (iPdR) induced betacyanin synthesis at higher concentration even stronger than iP free base in the Amaranthus bioassay. The general cytokinin activity pattern base > riboside >2′-deoxyriboside > 2′,3′-dideoxyriboside was distinguished.
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
10608 - Biochemistry and molecular biology
Result continuities
Project
<a href="/en/project/EF16_019%2F0000827" target="_blank" >EF16_019/0000827: Plants as a tool for sustainable global development</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2023
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Phytochemistry
ISSN
0031-9422
e-ISSN
1873-3700
Volume of the periodical
205
Issue of the periodical within the volume
JAN
Country of publishing house
GB - UNITED KINGDOM
Number of pages
12
Pages from-to
113481
UT code for WoS article
000883907500002
EID of the result in the Scopus database
2-s2.0-85141317708