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
Jazyk angličtina Země Nizozemsko Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
20382375
DOI
10.1016/j.carres.2010.03.023
PII: S0008-6215(10)00119-9
Knihovny.cz E-zdroje
- MeSH
- emulze * MeSH
- erytrocyty účinky léků MeSH
- ethylaminy chemie MeSH
- fluorokarbony chemie MeSH
- fluorované uhlovodíky chemie MeSH
- galaktosa škodlivé účinky analogy a deriváty chemická syntéza MeSH
- lidé MeSH
- methylaminy chemie MeSH
- morfoliny chemie MeSH
- poloxamer chemie MeSH
- sorbitol škodlivé účinky analogy a deriváty chemická syntéza MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- emulze * MeSH
- ethylaminy MeSH
- fluorokarbony MeSH
- fluorované uhlovodíky MeSH
- galaktosa MeSH
- methylaminy MeSH
- morfoliny MeSH
- perfluorodecalin MeSH Prohlížeč
- poloxamer MeSH
- sorbitol MeSH
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.
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