Alkaloidy čeľade Amaryllidaceae a ich biologická aktivita I.

Abstract

Puskásová Dominika: Alkaloidy čeľade Amaryllidaceae a ich biologická aktivita I. Diplomová práca 2019. Univerzita Karlova v Praze, Farmaceutická fakulta v Hradci Králové, Katedra farmakognozie. Hlavným cieľom tejto práce bola izolácia alkaloidov z rastlinného extraktu, ktorý bol získaný z rastliny Narcissus pseudonarcissus 'Dutch Master'. Príprava sumárneho extraktu a jeho stĺpcova chromatografia boli vykonané PharmDr. Danielou Hulcovou, Ph.D. v rámci jej doktorskej práce. Prostredníctvom metódy preparatívnej TLC boli z priradenej frakcie č.4 izolované 2 látky, označené ako č.2.1 a č.2.2.2. Ich štruktúra bola stanovená pomocou NMR, GC-MS analýzy a optickej otáčavosti. Po porovnaní získaných údajov s literatúrou boli látky identifikované ako (+)-homolykorín a (+)-masonín. Homolykorín aj masonín boli následne podrobené testovaniu inhibičnej aktivity voči acetylcholínesteráse (AChE), butyrylcholínesteráse (BuChE), prolyloligopeptidáse (POP) a glykogénsyntáse kináse 3β (GSK-3β). Aktivita bola vyjadrená ako IC50 a bola porovnávaná s IC50 referenčných látok. Pre porovnanie inhibície AChE a BuChE bol ako štandard použitý galanthamín (IC50 AChE = 1,7 ± 0,1 μM, IC50 BuChE = 42,3 ± 1,3 μM) a huperzín A (IC50 AChE = 0,033 ± 0,001 μM, IC50 BuChE > 500 μM). Inhibičná aktivita voči POP bola porovnávaná so...

Puskásová Dominika: Alkaloids of the Amaryllidaceae family and their biological activity I. Diploma thesis 2019. Charles university in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmacognosy. The aim of this thesis was to isolate alkaloids from herbal extract, which was obtained from Narcissus pseudonarcissus 'Dutch Master' plant. The preparation and column chromatography of the extract were performed by PharmDr. Daniela Hulcová, Ph.D. as a part of her doctoral study. Using the preparative TLC method, 2 alkaloids marked as No.2.1 and 2.2.2 were isolated from the fraction No.4. Their structure was determined by using the NMR, GC-MS analysis and optical rotation. After comparing the data obtained with literature, the compounds were identified as (+)-homolycorine and (+)-masonine. Both homolycorine and masonine were subsequently subject to testing of inhibitory activity against acetylcholinesterase (AChE), butyrylcholinesterase (BuChE), prolyloligopeptidase (POP) and glycogensynthase kinase 3β (GSK-3β). The activity was expressed as IC50 and was compared to IC50 of the reference substances. Galanthamine (IC50 AChE = 1,7 ± 0,1 μM, IC50 BuChE = 42,3 ± 1,3 μM) and huperzine A (IC50 AChE = 0,033 ± 0,001 μM, IC50 BuChE > 500 μM) were used as standards to compare the inhibitory activity...