Click estradiol dimers with novel aromatic bridging units: synthesis and anticancer evaluation.
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F24%3A00587162" target="_blank" >RIV/61388963:_____/24:00587162 - isvavai.cz</a>
Alternative codes found
RIV/68378050:_____/24:00587162 RIV/61989592:15110/24:73625419 RIV/60461373:22330/24:43930222 RIV/00098892:_____/24:10158703
Result on the web
<a href="https://www.tandfonline.com/doi/full/10.1080/14756366.2024.2367139" target="_blank" >https://www.tandfonline.com/doi/full/10.1080/14756366.2024.2367139</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1080/14756366.2024.2367139" target="_blank" >10.1080/14756366.2024.2367139</a>
Alternative languages
Result language
angličtina
Original language name
Click estradiol dimers with novel aromatic bridging units: synthesis and anticancer evaluation.
Original language description
Estradiol dimers (EDs) possess significant anticancer activity by targeting tubulin dynamics. In this study, we synthesised 12 EDs variants via copper-catalysed azide-alkyne cycloaddition (CuAAC) reaction, focusing on structural modifications within the aromatic bridge connecting two estradiol moieties. In vitro testing of these EDs revealed a marked improvement in selectivity towards cancerous cells, particularly for ED1-8. The most active compounds, ED3 (IC50=0.38muM in CCRF-CEM) and ED5 (IC50=0.71muM in CCRF-CEM) demonstrated cytotoxic effects superior to 2-methoxyestradiol (IC50=1.61muM in CCRF-CEM) and exhibited anti-angiogenic properties in an endothelial cell tube-formation model. Cell-based experiments and in vitro assays revealed that EDs interfere with mitotic spindle assembly. Additionally, we proposed an in silico model illustrating the probable binding modes of ED3 and ED5, suggesting that dimers with a simple linker and a single substituent on the aromatic central ring possess enhanced characteristics compared to more complex dimers.
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
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
Journal of Enzyme Inhibition and Medicinal Chemistry
ISSN
1475-6366
e-ISSN
1475-6374
Volume of the periodical
39
Issue of the periodical within the volume
1
Country of publishing house
GB - UNITED KINGDOM
Number of pages
15
Pages from-to
2367139
UT code for WoS article
001252432600001
EID of the result in the Scopus database
2-s2.0-85196514008