Biologically Active Metabolites of Plants VII. Alkaloids from Eschscholtzia californica CHAM. and their Biological Activity

Charles University in Prague, Faculty of Pharmacy in Hradec Králové Department: Department of Pharmaceutical Botany and Ecology Candidate: Mgr. Lucia Bednaříková Consultant: Ing. Lucie Cahlíková, Ph.D. Title of Thesis: Biologically active metabolites of plants VII. Alkaloids from Eschscholtzia californica CHAM. and their biological activity The aim of the thesis was to process the alkaline fraction of quaternary alkaloids in the form of their iodides from Eschscholtzia californica CHAM. (Papaveraceae). By means of common chromatographic methods three alkaloids were isolated in pure form and subsequently subjected to structural analysis (MS and NMR studies). The first isolated substance was a tertiary alkaloid allocryptopine, the second one was identified as a quaternary base (-)-7-O-methyl- etherneocaryachine-N-methiodide and the third one was a quaternary base californidine. All the isolated alkaloids have previously been isolated from E. californica. The isolated 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) = 114.4 ± 3.2 μM and IC50 (HuBuChE) = 655 ± 12 μM. The values for (-)-7-O-methyl-etherneocaryachine-N-methiodide were IC50..