Original title: Alkaloidy Papaver rhoeas L. (Papaveraceae) a jejich biologická aktivita vztažená k Alzheimerově chorobě VI.
Translated title: Alkaloids of Papaver rhoeas L. (Papaveraceae) and their biological activity related to Alzheimerʼs disease VI.
Authors: Ludvik, Matěj ; Chlebek, Jakub (advisor) ; Šafratová, Marcela (referee)
Document type: Master’s theses
Year: 2023
Language: cze
Abstract: [cze] [eng]
Ludvik M., Alkaloidy Papaver rhoeas L. (Papaveraceae) a jejich aktivita vztažená k Alzheimerově chorobě VI., Diplomová práce, Univerzita Karlova, Farmaceutická fakulta v Hradci Králové, Katedra farmakognozie a farmaceutické botaniky, Hradec Králové 2023, počet stran 69. Tato diplomová práce se zabývá izolací alkaloidů ze spojené frakce 13-15 diethyletherového výtřepku z Papaver rhoeas L. Pro izolaci alkaloidů byly použity metody flash chromatografie a preparativní tenkovrstvé chromatografie. Struktura získaných sloučenin byla určena za pomoci spektrometrických a spektrofotometrických metod (GC-MS, NMR a optická otáčivost). Díky těmto metodám byly sloučeniny identifikovány jako galanthamin a N,N-dimethyltryptamin. N,N-dimethyltryptamin byl poté podroben testům na zjištění jeho biologické aktivity vůči lidským cholinesterasám, konkrétně acetylcholinesterase a butyrylcholinesterase. Galanthamin v tomto kontextu testován nebyl, jelikož už byl na Katedře farmakognozie a farmaceutické botaniky dříve testován. N,N-dimethyltryptamin vykazoval mírnou inhibiční aktivitu vůči BuChE (IC50 = 44,14 ± 1,76) a vůči AChE se ukázal jako neúčinný (IC50 = > 100). Ačkoliv se ukázal jako mírný inhibitor BuChE, nemůže být v terapii využit z důvodu jeho toxicity. Galanthamin je silným inhibitorem AChE (IC50 = 1,72 ± 0,12)... Ludvik M., Papaver rhoeas L. (Papaveraceae) alkaloids and their activity related to Alzheimer disease VI., diploma thesis, Charles University, Faculty of Pharmacy in Hradec Králové 2023, number of pages 69. This diploma thesis was focused on alkaloids from combined fractions 13-15 of diethylether extract from Papaver rhoeas L. The methods used for extraction of the alcaloids include flash chromatography and preparative thin-layer chromatography. The structures of isolated compounds were determined by using mass spectrometric and spectrophotometric methods (GC-MS, NMR and optical rotation). Alkaloids were identified as galanthamine and N,N-dimethyltryptamine. Subsequently, N,N-dimethyltryptamine was tested for its biological activity against human cholinesterases, specifically acetylcholinesterase and butyrylcholinesterase. Galanthamine was not tested on ability to inhibit cholinesterase, since the compound has been already tested on this activity at the Department of Pharmacognosy and Pharmaceutical Botany. N,N-dimethyltryptamine showed mild inhibitory activity against butyrylcholinesterase (IC50 = 44,14 ± 1,76) and no activity against acetylcholinesterase (IC50 = >100). Despite its mild activity towards butyrylcholinesterase, N,N-dimethyltryptamine can't be used in therapy of Alzheimer's disease,...
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/20.500.11956/185123

Permalink: http://www.nusl.cz/ntk/nusl-535194


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