Biologicky aktivní metabolity rostlin. 4. Alkaloidy Eschscholtzia californica CHAM. a jejich biologická aktivita.

Abstract

Bednaříková L.: Biologicky aktivní metabolity rostlin 4. Alkaloidy Eschscholtzia californica CHAM. a jejich biologická aktivita. Univerzita Karlova v Praze, Farmaceutická fakulta v Hradci Králové, Katedra farmaceutické botaniky a ekologie, Hradec Králové, 2011. Diplomová práca. 65 s. Predmetom diplomovej práce bolo spracovanie výtrepku kvartérnych alkaloidov z Eschscholtzia californica CHAM. (Papaveraceae). Pomocou stĺpcovej chromatografie boli izolované dva alkaloidy, ktoré boli následne podrobené štruktúrnej analýze (MS a NMR štúdie). Prvá látka bola identifikovaná ako terciárny alkaloid allokryptopín, druhým izolovaným alkaloidom bola kvartérna báza kalifornidín. Oba alkaloidy boli z E. californica izolované už pred tým. Obidve látky boli testované na ich inhibičnú aktivitu voči ľudskej erytrocytárnej acetylcholinesteráze (HuAChE) a ľudskej sérovej butyrylcholinesteráze (HuBuChE). U allokryptopínu boli stanovené hodnoty IC50 (HuAChE) = 250 ± 22,2 μM a IC50 (HuBuChE) = 530 ± 28,2 μM. Hodnoty získané pre kalifornidín boli IC50 (HuAChE) = 36,7 ± 0,9 μM a IC50 (HuBuChE) >1000 μM. Ako pozitívny štandard bol použitý galantamín (IC50 (HuAChE) = 6,9 ± 0,3 μM, IC50 (HuBuChE) = 156 ± 6,9 μM) a huperzín A (IC50 (HuAChE) = 0,25 ± 0,01 μM, IC50 (HuBuChE) >1000 μM). V porovnaní so štandardom bol allokryptopín...

Bednaříková L.: Biologically active metabolites of plants 4. Alkaloids from Eschscholtzia californica CHAM. and their biological activity. Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové, 2011. Diploma thesis. 65 p. The aim of the diploma thesis was to process the pool of quaternary alkaloids from Eschscholtzia californica CHAM. (Papaveraceae). By means of column chromatography two alkaloids were isolated and subsequently subjected to structural analysis (MS and NMR studies). The first substance was identified as a tertiary alkaloid allocryptopine, the second one was a quaternary base californidine. Both alkaloids have previously been isolated from E. californica. Both substances were tested for their inhibitory activity against human erythrocyte acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE). The measured values for allocryptopine were IC50 (HuAChE) = 250 ± 22,2 μM and IC50 (HuBuChE) = 530 ± 28,2 μM. Californidine's values were IC50 (HuAChE) = 36,7 ± 0,9 μM and IC50 (HuBuChE) >1000 μM. Galanthamine (IC50 (HuAChE) = 6,9 ± 0,3 μM, IC50 (HuBuChE) = 156 ± 6,9 μM) and huperzine A (IC50 (HuAChE) = 0,25 ± 0,01 μM, IC50 (HuBuChE) >1000 μM) were used as positive controls. In comparison to...