Perfluoroalkylated derivatives of 6-deoxy-6-ethylamino-d-galactose, 1-deoxy-1-methylamino-d-glucitol, and 1-amino-1-deoxy-d-glucitol: syntheses, hemocompatibility, and effect on perfluorocarbon emulsion
| Autor: | Oldrich Paleta, Jitka Moravcová, Milan Kodíček, Robert Kaplánek, Karel Kefurt, Radek Polák, Iva Krenová |
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| Rok vydání: | 2010 |
| Předmět: |
Erythrocytes
Hydrocarbons Fluorinated Stereochemistry Morpholines Epoxide Poloxamer Biochemistry Analytical Chemistry Methylamines chemistry.chemical_compound Nucleophile Polyol Amphiphile Ethylamines Humans Sorbitol Microemulsion chemistry.chemical_classification Fluorocarbons Organic Chemistry Galactose General Medicine Perfluorodecalin chemistry Emulsions |
| Zdroj: | Carbohydrate Research. 345:1008-1014 |
| ISSN: | 0008-6215 |
| Popis: | N-polyfluoroalkyl derivatives of 6-deoxy-6-ethylamino-1,2;3,4-di-O-isopropylidene-alpha-D-galactopyranose (8-10), 1-deoxy-1-methylamino-D-glucitol (13-15), and 1-amino-1-deoxy-D-glucitol (16-18), all possessing perfluoroalkyl segment, were prepared using nucleophilic epoxide ring opening of 2-[(perfluoroalkyl)methyl]oxiranes 1-3. Co-emulsifying properties and hemolytic activity of the new perfluoroalkylated amphiphiles were tested. Both types of the polyol derivatives 8-10 and 13-18 generally displayed good to excellent co-emulsifying properties on testing on perfluorodecalin/Pluronic F-68 microemulsions. Mono-perfluoroalkylated compounds 8-10 and 13-15 displayed high hemolysis, whereas acyclic bis-perfluoroalkylated compounds 16-18 were non-hemolytic even for short perfluorobutyl segment (16). The properties were generally improving with increasing perfluoroalkyl chain length. |
| Databáze: | OpenAIRE |
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