| dc.contributor.advisor |
Kimmel, Roman
|
|
| dc.contributor.author |
Němcová, Alena
|
|
| dc.date.accessioned |
2013-10-08T08:39:02Z |
|
| dc.date.available |
2013-10-08T08:39:02Z |
|
| dc.date.issued |
2012-02-10 |
|
| dc.identifier |
Elektronický archiv Knihovny UTB |
cs |
| dc.identifier.uri |
http://hdl.handle.net/10563/22352
|
|
| dc.description.abstract |
Tato práce se zabývá stereoselektivní 2-O-glykosylací N-nesubstituovaných 4 hydroxychinolin-2(1H)-onů na odpovídající 3-substituované 2-O-(?-D-glukopyranosyloxy)-4-hydroxychinoliny. Hydroxylová skupina 4 hydroxychinolin-2(1H)-onu byla chráněna acetylací acetanhydridem v pyridinu a 4-acetyloxyderiváty byly podrobeny glykosylačním reakcím s 2,3,4,6-tetra-O-acetyl-?-D-glukopyranosylbromidem v přítomnosti oxidu stříbrného v acetonitrilu. Tyto reakce poskytly 2-O-(2,3,4,6-tetra-O-acetyl-?-D-glukopyranosyloxy)chinolin-4-yl acetáty v uspokojivých výtěžcích. U získaných sloučenin byly provedeny pokusy o jejich deacetylaci účinkem Et3N nebo NH3 v MeOH. Prakticky u všech získaných produktů byla jejich charakterizace provedena běžnými spektrálními metodami (ESI-MS, EI-MS a IČ). U několika studovaných sloučenin bylo změřeno NMR. |
cs |
| dc.format |
60 s. |
cs |
| dc.format.extent |
3256411 bytes |
cs |
| dc.format.mimetype |
application/pdf |
cs |
| dc.language.iso |
cs |
|
| dc.publisher |
Univerzita Tomáše Bati ve Zlíně |
|
| dc.rights |
Bez omezení |
|
| dc.subject |
4-Hydroxychinolin-2
|
cs |
| dc.subject |
1H-ony
|
cs |
| dc.subject |
Acetobrom-?-D-glukosa
|
cs |
| dc.subject |
2-O-Glykosylace
|
cs |
| dc.subject |
Koenigsova-Knorrova metoda
|
cs |
| dc.subject |
Deacetylace
|
cs |
| dc.subject |
4-Hydroxyquinolin-2
|
en |
| dc.subject |
1H-ones
|
en |
| dc.subject |
Acetobromo-?-D-glucose
|
en |
| dc.subject |
2-O-Glycosylation
|
en |
| dc.subject |
Koenigs-Knorr method
|
en |
| dc.subject |
Deacetylation
|
en |
| dc.title |
2-O-Glykosylace N-nesubstituovaných 4-hydroxychinolin-2(1H)-onů |
cs |
| dc.title.alternative |
2-O-Glycosylation of N-Unsubstituted 4-Hydroxyquinolin-2(1H)-ones |
en |
| dc.type |
diplomová práce |
cs |
| dc.contributor.referee |
Soural, Miroslav |
|
| dc.date.accepted |
2012-06-11 |
|
| dc.description.abstract-translated |
This diploma thesis deals with stereoselective 2-O-glucosylation of N-unsubstituted 4-hydroxyquinolin-2(1H)-one into 3-substituted 2-(?-D-glucopyranosyloxy)-4-hydroxyquinolines. Hydroxyl group of quinolinone was protected by acetylation using acetic anhydride in pyridine and the 4-O-acetyl derivatives were treated with 2,3,4,6-tetra-O-acetyl-?-D-glucopyranosyl bromide and silver oxide in acetonitrile. The reaction furnished 2-(2,3,4,6-tetra-O-acetyl-?-D-glu?copyranosyloxy)quinolin-4-yl acetates in satisfactory yields. The gained products were deacetylated with Et3N in MeOH and NH3 in MeOH. Practically all of the gained products were characterized by common spectral methods (ESI-MS, EI-MS and IR spectroscopy). Several of the studied compounds were measured by NMR spectroscopy. |
en |
| dc.description.department |
Ústav chemie |
cs |
| dc.description.result |
obhájeno |
cs |
| dc.parent.uri |
http://hdl.handle.net/10563/199
|
cs |
| dc.parent.uri |
http://hdl.handle.net/10563/220
|
cs |
| dc.thesis.degree-discipline |
Chemie potravin a bioaktivních látek |
cs |
| dc.thesis.degree-discipline |
Food Chemistry and Chemistry of Bioactive Substances |
en |
| dc.thesis.degree-grantor |
Univerzita Tomáše Bati ve Zlíně. Fakulta technologická |
cs |
| dc.thesis.degree-grantor |
Tomas Bata University in Zlín. Faculty of Technology |
en |
| dc.thesis.degree-name |
Ing. |
cs |
| dc.thesis.degree-program |
Chemie a technologie potravin |
cs |
| dc.thesis.degree-program |
Chemistry and Food Technologies |
en |
| dc.identifier.stag |
22228
|
|
| utb.result.grade |
B |
|
| dc.date.submitted |
2012-05-07 |
|
