Novel cytotoxic 1,10-phenanthroline-triterpenoid amphiphiles with supramolecular characteristics capable of coordinating 64Cu(II) labels
Language English Country Great Britain, England Media electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
36222062
DOI
10.1039/d2ob01172g
Knihovny.cz E-resources
- MeSH
- Phenanthrolines chemistry MeSH
- Oleanolic Acid * MeSH
- Spermine MeSH
- Triazoles MeSH
- Triterpenes * MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 1,10-phenanthroline MeSH Browser
- Phenanthrolines MeSH
- Oleanolic Acid * MeSH
- Spermine MeSH
- Triazoles MeSH
- Triterpenes * MeSH
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 64Cu(II) ions. Finally, the target compounds showed cytotoxicity that was partly dependent on the formation of nanostructures.
References provided by Crossref.org
Cytotoxicity and Nanoassembly Characteristics of Aromatic Amides of Oleanolic Acid and Ursolic Acid
Purine Scaffold in Agents for Cancer Treatment
Saponins of Selected Triterpenoids as Potential Therapeutic Agents: A Review
