Novel fluorescent pyrimidine nucleosides containing 2,1,3-benzoxadiazole and naphtho-[1,2,3-cd]indole-6 (2h)-one fragments
| Autor: | Vladimir N. Silnikov, Juliya G. Khalyavina, Svetlana V. Vasilyeva, Gornostaev Leonid M, Anastasya S. Kuznetsova, Alexander A. Shtil, Valeria A. Glazunova |
|---|---|
| Rok vydání: | 2014 |
| Předmět: |
Indoles
Pyrimidine Cell Survival Stereochemistry Sonogashira coupling Antineoplastic Agents Naphthols Biochemistry Catalysis chemistry.chemical_compound Cell Line Tumor Genetics Humans Fluorescent Dyes Indole test Oxadiazoles Molecular Structure Chemistry Cytidine General Medicine Pyrimidine Nucleosides Fluorescence Uridine Cycloaddition Molecular Medicine Click Chemistry Nucleoside |
| Zdroj: | Collection Symposium Series. |
| Popis: | A series of novel fluorescent pyrimidine nucleosides containing 2,1,3-benzoxadiazole or naphtho[1,2,3-cd]indole-6 (2h)-one fragments was designed and synthesized. Introduction of fluorescent fragments into the position 5 of the uridine or cytidine heterocycle was carried out in two ways: by Sonogashira Coupling Reaction and CuI-catalyzed cycloaddition (“click” reaction). The obtained nucleoside derivatives became fluorescent due to the inserted fragments. The excitation wavelength (440–450 nm) was outside the absorption band of many biomolecules and significantly differed from the emission wavelength (560–600 nm). In addition, the intended nucleoside analogs were shown to kill cultured human tumor cells at submicromolar concentrations. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|