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Novel cytotoxic 1,10-phenanthroline-triterpenoid amphiphiles with supramolecular characteristics capable of coordinating Cu-64(ii) labels
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SYSNO ASEP 0563219 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Novel cytotoxic 1,10-phenanthroline-triterpenoid amphiphiles with supramolecular characteristics capable of coordinating Cu-64(ii) labels Author(s) Bildziukevich, Uladzimir (UEB-Q) RID, ORCID
Özdemir, Zülal (UEB-Q) ORCID
Šaman, David (UOCHB-X) RID, ORCID
Vlk, M. (CZ)
Šlouf, Miroslav (UMCH-V) RID, ORCID
Rárová, L. (CZ)
Wimmer, Zdeněk (UEB-Q) RID, ORCIDNumber of authors 7 Source Title Organic & Biomolecular Chemistry. - : Royal Society of Chemistry - ISSN 1477-0520
Roč. 20, č. 41 (2022), s. 8157-8163Number of pages 7 s. Language eng - English Country GB - United Kingdom Keywords BETULINIC ACID ; CHELATORS ; SQUALAMINE OECD category Organic chemistry R&D Projects FV10599 GA MPO - Ministry of Industry and Trade (MPO) TN01000008 GA TA ČR - Technology Agency of the Czech Republic (TA ČR) Method of publishing Limited access Institutional support UEB-Q - RVO:61389030 ; UOCHB-X - RVO:61388963 ; UMCH-V - RVO:61389013 UT WOS 000865941400001 EID SCOPUS 85140856013 DOI 10.1039/d2ob01172g Annotation 1,10-Phenanthroline was decorated with triterpenoid-based substituents bearing additional spermine units to form amphiphilic molecules. The synthetic procedure designed for the new phenanthroline-triterpenoid amphiphiles is described in detail. Besides 1,10-phenanthroline, all target structures bear 1,4-disubstituted 1,2,3-triazole rings. The target compounds self-assembled into either helical-like or sheet-like nanostructures, depending on the structure of the target molecule, either based on betulinic acid or oleanolic acid, and on the way of binding spermine subunits to the rest of the molecules. They also proved their ability to coordinate Cu-64(ii) ions. Finally, the target compounds showed cytotoxicity that was partly dependent on the formation of nanostructures. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2023 Electronic address https://doi.org/10.1039/d2ob01172g
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