Original title: Alkaloidy Narcissus 'Dutch Master' (Amaryllidaceae) a jejich biologická aktivita III.
Translated title: Alkaloids of Narcissus 'Dutch Master' (Amaryllidaceae) and their biological activity III.
Authors: Rýdlová, Kateřina ; Chlebek, Jakub (advisor) ; Cahlíková, Lucie (referee)
Document type: Rigorous theses
Year: 2018
Language: cze
Abstract: [cze] [eng]
Rýdlová Kateřina: Alkaloidy Narcissus 'Dutch Master' (Amaryllidaceae) a jejich biologická aktivita III. Diplomová práce 2017. Univerzita Karlova v Praze, Farmaceutická fakulta v Hradci Králové, Katedra farmaceutické botaniky a ekologie. Cílem této práce byla izolace obsahových látek z přidělené frakce ND 3 - 5, která byla připravena sloupcovou chromatografií alkaloidního extraktu z Narcissus 'Dutch Master'. Příprava alkaloidního extraktu a sloupcová chromatografie byla provedena Mgr. Danielou Hulcovou v rámci její doktorské práce. Pomocí sloupcové a preparativní TLC chromatografie byly z frakce ND 3 - 5 získány 2 látky v čistém stavu NDM-1 a NDM-2. Pomocí NMR, GC-MS analýzy, optické otáčivosti a porovnáním získaných údajů s literaturou byly tyto struktury určeny jako (+)-masonin a (+)-homolykorin. Izolované alkaloidy byly následně testovány na inhibiční aktivitu vůči lidské erytrocytární acetylcholinesterase, plazmatické butyrylcholinesterase a prolyloligopeptidase. Aktivita alkaloidů byla vyjádřena jako IC50: (+)-masonin (IC50 AChE = 305 ± 34 μM, IC50 BuChE = 229 ± 24 μM, IC50 POP = 314 ± 34 μM), (+)-homolykorin (IC50 AChE = 63,7 ± 4,3 μM, IC50 BuChE = 151 ± 20 μM, IC50 POP = 173 ± 41 μM). V porovnání se standardy galanthaminem (IC50 AChE = 1,710 ± 0,1 μM, IC50 BuChE = 42,3 ± 1,3 μM), huperzinem A... Rýdlová Kateřina: Alkaloids Narcissus 'Dutch Master' (Amaryllidaceae) and their biological activity III. Diploma thesis 2017. Charles university in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology. The aim of this work was isolation of compounds from the selected fraction ND 3 - 5 obtained by column chromatography of a Narcissus 'Dutch Master' alkaloid extract. Preparation of the extract and its column chromatography was performed by Mgr. Daniela Hulcová as a part of her doctoral study. Two substances NDM-1 and NDM-2 were isolated from fraction ND 3 - 5 by column chromatography and preparative TLC. The structures were determined as (+)-masonine and (+)-homolycorine on the basis of NMR, GC-MS analysis, optical rotation and their comparison with literature data. Isolated alkaloids were tested on inhibitory activity against human erythrocyte acetylcholinesterase, plasma butyrylcholinesterase and prolyloligopeptidase. Activity of alkaloids was expressed as IC50 values: (+)-masonine (IC50 AChE = 305 ± 34 μM, IC50 BuChE = 229 ± 24 μM, IC50 POP = 314 ± 34 μM), (+)-homolycorine (IC50 AChE = 63.7 ± 4.3 μM, IC50 BuChE = 151 ± 20 μM, IC50 POP = 173 ± 41 μM). In comparison with standards of galanthamine (IC50 AChE = 1.710 ± 0.1 μM, IC50 BuChE = 42.3 ± 1.3 μM),...
Keywords: acetylcholinesterase; alkaloids; Alzheimerʼs disease; butyrylcholinesterase; cytotoxicity; Narcissus 'Dutch Master'; prolyl oligopeptidase; acetylcholinesterasa; Alzheimerova choroba; butyrylcholinesterasa; cytotoxicita; prolyloligopeptidasa

Institution: Charles University Faculties (theses) (web)
Document availability information: Available in the Charles University Digital Repository.
Original record: http://hdl.handle.net/20.500.11956/95513

Permalink: http://www.nusl.cz/ntk/nusl-493279


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