Original title: Alkaloidy Papaver rhoeas L. (Papaveraceae) a jejich biologická aktivita vztažená k Alzheimerově chorobě V.
Translated title: Alkaloids of Papaver rhoeas L. (Papaveraceae) and their biological activity related to Alzheimerʼs disease V.
Authors: Dušánková, Zita ; Chlebek, Jakub (advisor) ; Hošťálková, Anna (referee)
Document type: Master’s theses
Year: 2023
Language: cze
Abstract: [cze] [eng]
Dušánková, Z.: Alkaloidy Papaver rhoeas L. (Papaveraceae) a jejich biologická aktivita vztažená k Alzheimerově chorobě V.; Diplomová práce, Univerzita Karlova, Farmaceutická fakulta v Hradci Králové, Katedra farmakognozie a farmaceutické botaniky, Hradec Králové 2023, počet stran 72. Tato diplomová práce se věnuje izolaci alkaloidů ze spojené frakce 7-8 diethyletherového (Et2O) výtřepku Papaver rhoeas L. (Papaveraceae). Pro izolaci alkaloidů byla využita kombinace sloupcové chromatografie (flash chromatografie), chromatografie v plošném uspořádání (preparativní TLC) a krystalizace. Struktura izolovaných sloučenin byla určena pomocí metod NMR, GC-MS a optické otáčivosti, díky kterým byly sloučeniny identifikovány jako ZD-1, (+)-3,4-dehydrotheaspiron, (±)-juziphin, (+)-lirinidin a protopin. Alkaloidy byly podrobeny testování na biologickou aktivitu vůči enzymům (acetylcholinesterase, butyrylcholinesterase, popř. prolyloligopeptidase). (+)-3,4-Dehydrotheaspiron, (±)-juziphin ani protopin nevykazovaly k žádnému z enzymů významnou inhibiční aktivitu (IC50 AChE >100 µM, IC50 BuChE >100 µM), protopin byl vůči prolyloligopeptidase také neaktivní (IC50 POP >1000 µM). (+)-Lirinidin vykazoval střední inhibiční aktivitu vůči BuChE (23,45 ± 0,55 µM), vůči AChE je neaktivní (IC50 AChE >100 µM). Klíčová slova:... Dušánková Z.: Alkaloids of Papaver rhoeas L. (Papaveraceae) and their biological activity related to Alzheimerʼs diesease V.; Diploma thesis, Charles University, Faculty of Pharmacy in Hradec Králové, Department of Pharmacognozy and Pharmaceutical Botany, Hradec Králové 2023, pages 72. The aim of this diploma thesis was focused on isolation of alkaloids from a combined fraction 7-8 of an alkaloidal diethyl ether (Et2O) extract of aerial parts of Papaver rhoeas L. (Papaveraceae). Column chromatography (flash chromatography), planar chromatography (preparative TLC) and crystallization were used for the isolation of alkaloids. The structures of isolated substances were elucidated using NMR, GC-MS methods and optical rotation. Isolated alkaloids were identified as ZD-1, (+)-3,4-dehydrotheaspirone, (±)-juziphine, (+)-lirinidine and protopine. Alkaloids were tested for biological activity against enzymes (acetylcholinesterase, butyrylcolinesterase and prolyl oligopeptidase). (+)-3,4-Dehydrotheaspirone, (±)-juziphine, and protopine did not show significant inhibitory activities against cholinesterases (IC50 values >100 µM). Protopine was also inactive against prolyl oligopeptidase (IC50 >1000 µM ). (+)-Lirinidine showed a moderate inhibitory activity against BuChE (IC50 value of 23,45 ± 0,55 µM), towards...
Keywords: acetylcholinesterase; Alzheimerʼs disease; butyrylcholinesterase; isoquinoline alkaloids; Papaver rhoeas; Papaveraceae; prolyl oligopeptidase; acetylcholinesterasa; Alzheimerova choroba; butyrylcholinesterasa; isochinolinové alkaloidy; Papaver rhoeas; Papaveraceae; prolyloligopeptidasa

Institution: Charles University Faculties (theses) (web)
Document availability information: Available in the Charles University Digital Repository.
Original record: http://hdl.handle.net/20.500.11956/181106

Permalink: http://www.nusl.cz/ntk/nusl-527952


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Universities and colleges > Public universities > Charles University > Charles University Faculties (theses)
Academic theses (ETDs) > Master’s theses