Original title: Alkaloidy Vinca minor L. a jejich biologická aktivita.
Translated title: Alkaloids from Vinca minor L. and their biological activity.
Authors: Vrabec, Rudolf ; Opletal, Lubomír (advisor) ; Kokoška, Ladislav (referee) ; Lapčík, Oldřich (referee)
Document type: Doctoral theses
Year: 2022
Language: cze
Abstract: [cze] [eng]
Univerzita Karlova, Farmaceutická fakulta v Hradci Králové Katedra farmakognozie a farmaceutické botaniky Kandidát: Mgr. Rudolf Vrabec Školitel: prof. RNDr. Lubomír Opletal, CSc. Název disertační práce: Alkaloidy Vinca minor L. a jejich biologická aktivita Klíčová slova: Vinca, indolové alkaloidy, Alzheimerova choroba, AChE, BuChE, POP, GSK-3β, cytotoxicita, dockingová studie Z nati Vinca minor L. (Apocynaceae) bylo chromatografickými metodami vyizolováno 23 monoterpenových indolových alkaloidů různých strukturních typů, které byly identifikovány pomocí kombinace analytických technik (NMR, MS, HRMS, optická otáčivost). Mezi izolovanými látkami se nacházela i dosud nepopsaná alkaloidní struktura, která byla pojmenovaná vinkaminorudein. Celkem 11 alkaloidů bylo v tomto rostlinném druhu identifikováno poprvé. Látky, které byly získány v dostatečném množství, byly podrobeny testům vůči inhibici hAChE, hBuChE, POP, a GSK-3β - enzymům hrající klíčovou roli v patogenezi Alzheimerovy choroby. Z testovaných alkaloidů byl nejaktivnější (−)-2-ethyl-3[2-(3- ethylpiperidinyl)-ethyl]-1H-indol (VR-19) s IC50 = 0,65 µM pro hBuChE, a IC50 = 58 µM pro POP. Z dalších alkaloidů významnou inhibici vůči hBuChE (IC50  30 µM) vykazovaly vinkaminorein, minovin, 16-methoxyminovin, vinkorin a tubotaiwin. Žádný z alkaloidů... Charles University, Faculty of Pharmacy in Hradec Králové Department of Pharmacognosy and Pharmaceutical Botany Candidate: Mgr. Rudolf Vrabec Supervisor: prof. RNDr. Lubomír Opletal, CSc. Title of doctoral thesis: Alkaloids from Vinca minor L. and their biological activity Key words: Vinca, indole alkaloids, Alzheimer's disease, AChE, BuChE, POP, GSK-3β, cytotoxicity, docking study Twenty-three monoterpene indole alkaloids of different structural types were isolated by chromatographic techniques from aerial parts of Vinca minor L. (Apocynaceae). The alkaloids were identified by a combination of analytical methods (NMR, MS, HRMS, optical rotation). Among obtained compounds, one structure was undescribed so far and was named vincaminorudeine. Eleven alkaloids were isolated for the first time from this species. Obtained compounds that were isolated in sufficient amounts were subjected to in vitro tests for the inhibition of hAChE, hBuChE, POP, and GSK-3β - enzymes that play a key role in the pathophysiology of Alzheimer's disease. The most active alkaloid was (−)-2-ethyl-3[2-(3-ethylpiperidinyl)-ethyl]-1H- indole (VR-19) with IC50 = 0,65 µM for the inhibition of hBuChE, and with IC50 = 58 µM for the inhibition of POP. Other alkaloids which exhibited a significant inhibition against hBuChE (IC50  30...
Keywords: AChE; Alzheimer's disease; BuChE; cytotoxicity; docking study; GSK 3β; indole alkaloids; POP; Vinca; AChE; Alzheimerova choroba; BuChE; cytotoxicita; dockingová studie; GSK 3β; indolové alkaloidy; POP; Vinca

Institution: Charles University Faculties (theses) (web)
Document availability information: Available in the Charles University Digital Repository.
Original record: http://hdl.handle.net/20.500.11956/172956

Permalink: http://www.nusl.cz/ntk/nusl-505684


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Academic theses (ETDs) > Doctoral theses