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Biologically active metabolites of plants.7.Alkaloids from Corydalis yanhusuo and their biological activity.
Koci, Buleza ; Cahlíková, Lucie (advisor) ; Siatka, Tomáš (referee)
Bulëza Koci: Biological Activity of Plant Metabolites 7. Alkaloids from Corydalis yanhusuo W.T. Wang and their inhibitory activity on acetylcholinesterase. In the process of screening for plants containing alkaloids potentially inhibiting human erythrocytic AChE and human BuChE, Corydalis yanhusuo was studied. 10.8 kg of dry tuber was percolated with 120 liters of 95% ethanol. From the primary extract, extracts with individual types of alkaloids were prepared. In this diploma thesis only one extract was processed (extract type A-ether, pH 9.7). Alkaloids from this extract were separated into bases whose chlorides were either soluble or insoluble in chloroform. From each of the above mentioned fractions phenolic and non-phenolic alkaloids were obtained. Alkaloids were separated from a fraction of alkaloids, whose chlorides are soluble in CHCl3, non-phenolic (A- non-phenolic Cl- S/CHCl3). From this mixture tetrahydropalmatine was isolated by the use of column chromatography on alumina and preparative TLC on silica gel. This compound was preliminary identified according to data of MS spectra, NMR spectra and optical rotation and by comparison with literature data . The biological activity of tetrahydropalmatine on human AChE and BuChE was found to be: IC50 876 ± 15.3 μM for HuAChE and IC50 > 1000 μM...
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Biologically active metabolites of plants. 1. Alkaloids from Eschscholtzia californica CHAM. and their inhibiting activity to acetycholinesterase.
Horčičková, Zdeňka ; Cahlíková, Lucie (advisor) ; Opletal, Lubomír (referee)
Horčičková, Z.: Biologically activ metabolites of plants. I. Alkaloids from Eschscholtzia californica Cham. and their inhibiting activity to acetylcholinesterase. Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2011, 67 p. Within the screening of plants that contains alkaloids inhibiting the activity of the human erythtocytic acetylcholinesterase and human serum butyrylcholinesterase Eschscholzia californica Cham. (Papaveraceae) was studied. This work connect to the diploma thesis Jakub Doležal (2008). The task was to separate of alkaloids subfraction nonphenolic of chloride soluble in chloroform. The mother liquor was divided into various fractions by column chromatography on silica gel using a mixture of chloroform and ethanol increasing polarity. 45 fractions were obtained, which were joined by TLC monitoring. The united fractions 30-34 was obtained 4.57 g pěnovité white substance. The obtained substance was identified by MS and NMR studies as escholtzin. Escholtzin inhibitory activity against acetylcholinesterase was IC50 = 519 ± 5.8 µM and butyrylcholinesterase was worth more than 1000 µM. The measured values were significantly higher than the IC50 values of standards (galanthamine, eserine),...
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Biological activity of plant metabolites. VIII. Influence of alkaloids from several taxons of plants on acetylcholinesterase
Doležal, Jakub ; Opletal, Lubomír (advisor) ; Cahlíková, Lucie (referee)
Doležal, J.: Biological activity of plant metabolites. VIII. Influence of alkaloids from several taxons of plants on acetylcholinesterase. Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2008, 65 p. The screening of dry aerial parts and roots of some species of genus Eschscholtzia (Papaveraceae) (Eschscholzia pulchella, E. californica, E. oregana, E. glauca, E. lobbii) was carried out in term of the effect on erythrocyte AChE with the use of autobiographic method utilizing TLC (colour reaction of 1-naphtol and Fast Blue B). On the basis of this test the species Eschscholzia californica Cham. seemed to be the most inhibitory active. The primary extract was prepared by percolation of dry herb with roots by 95% EtOH (36.54 kg). The extracts of individual types of alkaloids were prepared from the primary extract by sequent procedure. In this diploma thesis only the extract A was partly processed. Some alkaloids were separated in the form of pseudo-cyanides from this extract. The rest of alkaloids from this extract was separated into bases which chlorides are soluble and insoluble in chloroform. Phenolic and nonphenolic alkaloids were obtained from each of mentioned fractions. After the ether extract...
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Biological Active Plant Metabolites II. Alkaloids of Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) and Screening of Their Biological Properties
Průša, Jan ; Opletal, Lubomír (referee) ; Cahlíková, Lucie (advisor)
Průša, J.: Biological Active Plant Metabolites II. Alkaloids of Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) and Screening of Their Biological Properties. Rigorous Thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2010, 69 p. Within the screening of plants that contains alkaloids inhibiting the activity of the human erythtocytic acetylcholinesterase and human serum butyrylcholinesterase Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) was studied. This work connect to my diploma thesis (2009). The task was to separate mixture of alkaloids from extract "B-chloroform" subfraction F1-3. This subfraction was prepared within the frame of diploma thesis. From this mixture, using preparative TLC, were isolated two compounds in the form of free bases. On the basis of MS, NMR and comparing data in literature these two substances were identified as sinoacutine and sebiferine. The isolated compounds inhibited the human erythrocyte acetylcholinesterase and human blood serum butyrylcholinesterase with IC50 for AChE sinoacutine > 1 mM and sebiferine > 1 mM and with IC50 for BuChE sinoacutine> 1 mM and sebiferine > 1 mM. These compounds showed no inhibition aktivity to AChE and BuChE for the development of...
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Biological Active Plant Metabolites I. Alkaloids of Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) and Screening of Their Biological Properties
Sekula, Marek ; Jahodář, Luděk (referee) ; Cahlíková, Lucie (advisor)
Sekula, M.: Biological Active Plant Metabolites I. Alkaloids of Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) and Screening of Their Biological Properties. Rigorous thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2010, 65 p. Within the screening of plants that contains alkaloids inhibiting the activity of the human erythtocytic acetylcholinesterase and human serum butyrylcholinesterase Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) was studied. This work connect to my diploma thesis (2009). The task was to separate mixture of alkaloids from extract "B-chloroform" subfraction F1. This subfraction was prepared within the frame of diploma thesis. From this mixture, using preparative TLC, were isolated two compounds F1-1A and F1-1C in the form of free bases. On the basis of MS, NMR and IR spektroskopy the isolated alkaloid F1-1A was identified as 3-(1-(6,7- dimethoxy-3,4-dihydroisoquinolin-1-yl)ethyl)-2,6-dimethoxy-phenol. It is the first isolation and description of this compound. Structural analysis of compound F1-1C is continuing. The isolated compound F1-1A inhibited the human erythrocyte acetylcholinesterase and human blood serum butyrylcholinesterase with IC50 for AChE (127,6×10-6 M) and with...
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Biological activity of plant metabolites. XIV. Alkaloids of Papaver somniferum L. and their activity to acetylcholinesterase.
Suchánková, Petra ; Cahlíková, Lucie (referee) ; Opletal, Lubomír (advisor)
Suchánková, P.: Biological activity of plant metabolites XIV. Alkaloids of Papaver somniferum L. and their activity to acetylcholinesterase. Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2010, 57 pages. Within the screening of plants containing alkaloids potentially inhibiting human erythrocytic AChE and human butyrylcholinesterase was studied poppy (Papaver somniferum L) It was used 30 kg of poppy straw, basic extract was prepared by extraction of 95% alcohol. From this primary extract were prepared extracts with individual types of alkaloids by sequent procedue. In this diploma thesis only one extract was processed (extract type A-ether, pH 9 - 10). Alkaloids from this extract were separated into bases, where its chlorides are soluble and insoluble in chloroform. From each of above mentioned fractions phenolic and non-phenolic alkaloids has been obtained. In this work were separated alkaloids from extact AC1 (chlorides soluble in chloroform, non-phenolic. From this mixture was isolated narcotine by the using of column chromatography on alumina and preparative TLC on silica. This compound has been preliminary identified according to data of MS, melting point, optical rotary and by comparison with standard...
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Biological activity of plant metabolites XI. Alkaloids of Corydalis cava (L.) Schweigg & Körte (Fumariaceae) and their influence on acetylcholinesterase
Sekula, Marek ; Cahlíková, Lucie (referee) ; Opletal, Lubomír (advisor)
Sekula, M.: Biological activity of plant metabolites XI.; Alkaloids of Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) and their activity on acetylcholinesterase. Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2009, 61 p. Within the screening of plants that contains alkaloids inhibiting the aktivity of the human erythtocytic acetylcholinesterase and human serum butyrylcholinesterase Turkey Corn (Corydalis cava (L.) Schweigg. & Körte, Fumariaceae) was studied. 11,3 kg of the dry roots served for the isolation of alkaloids. Extrakt "B-chloroform" wich contain mixture of terciary alkaloids bad diethylether-insoluble were obtained from the purified ethanolic extract. The task was to separate mixture of alkaloids from extrakt "B-chloroform". Using both column and thin layer chromatography sinoacutine as a base was isolated. The identity of the isolated alkaloid as determined by means of comparing its physico-chemical characteristics with the published data. The isolated sinoacutine inhibited the human erythrocytic acetylcholinesterase and human serum butyrylcholinesterase with IC50 for AChE (1,510 × 10-3 M) and with IC50 for BuChE (1,806 × 10-3 M). Comparing its biological aktivity with that of...
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Biologically active metabolites of plants. 3. Alkaloids from Chelidonium majus L. and their inhibiting activity to acetycholinesterase.
Šebestová, Lenka ; Siatka, Tomáš (referee) ; Cahlíková, Lucie (advisor)
Šebestová L.: Biologically active metabolites of plants. 3. Alkaloids from Chelidonium majus L. and their inhibiting activity to acetylcholinesterase. Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2010, 68 p. The thesis aims to process the shake-out of benzophenanthridine alkaloids, of Chelidonium majus, to isolate at least one alkaloid in pure form; consequently the thesis aims to give exact figures for the anti-cholinesterase, anti-protozoal a antioxidant activity of the alkaloid. The method of column chromatography was used to isolate the two alkaloids of the shake-out. The isolated substances were labelled LŠ1 and LŠ2 respectively. The identification of the substances as stylopine.and chelidonine respectively, was based on NMR and MS studies. Both isolated alkaloids were subjected to inhibition study with respect to human erytrocytal acetylcholinesterase and human seral butyrylcholinesterase. Stylopin showed the following set of results: IC50 (AChE) = 114 ± 2.9 µM, IC50 (BuChE) = >1000 µM. The results being considerably higher in comparison with the standard used, no further usage for the treatment of Alzheimer's disease is expected. Chelidonine showed the following set of results: IC50 (AChE)...
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Biological activity of plant metabolites X. Alkaloids of Corydalis cava (L.) Schweigg & Körte (Fumariaceae) and their influence on acetylcholinesterase
Průša, Jan ; Cahlíková, Lucie (referee) ; Opletal, Lubomír (advisor)
Průša, J.: Biological aktivity of plant metabolites XI.;Alkaloids of Corydalis cava (L.) Schweigg. & Körte (Fumariaceae) and their activity on acetylcholinesterase and butyrylcholinesterase. Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2009, 52 pages. Within the screening of plants that contains alkaloids inhibiting activity of the human erythrocytic acetylcholinesterase Corydalis cava (L.) Schweigg. & Körte, (Fumariaceae) was studied. 11,8kg of the roots served for the isolation of alkaloids. Mixtures of various structurally types of isochinolic alkaloids were obtained from the purified ethanolic extrakt. My task was to separate alkaloids of the B extract in chloroform (68,6 g). Using both column chromatography and crystallization 8-trichloromethyl-7,8-dihydropalmatin was isolated. The 8-trichloromethyl-7,8-dihydropalmatin is an artefact of palmatin rising during extraction by chlorinated solvents (with help of 1 H-NMR, ESI-MS and comparing its physico- chemical characteristics with the published data). The isolated compound inhibited the human erythrotic acetylcholinesterase with IC50 = 0,08292 mM and butyrylcholinesterase IC50 > 0,745 mM. Comparing its biological activity with the standard of...
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Biological activity of plant metabolites. XV. Alkaloids of Papaver somniferum L. and their activity to acetylcholinesterase
Rosiková, Tamara ; Opletal, Lubomír (advisor) ; Cahlíková, Lucie (referee)
Rosiková, T.: Biological activity of plant metabolites XV. Alkaloids of Papaver somniferum L. and their activity to acetylcholinesterase. Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové 2010, 58 pages. Within the screening of plants containing alkaloids potentially inhibiting human erythrocytic AChE and human butyrylcholinesterase was studied poppy (Papaver somniferum L). It was used 30 kg of poppy straw, basic extract was prepared by extraction of 95% alcohol. From this primary extract were prepared extracts with individual types of alkaloids by sequent procedue. In this diploma thesis only one extract was processed (extract type A-ether, pH 9 - 10). Alkaloids from this extract were separated into bases, where its chlorides are soluble and insoluble in chloroform. From each of above mentioned fractions phenolic and non-phenolic alkaloids has been obtained. In this work were separated alkaloids from extact AC1 (chlorides soluble in chloroform, non-phenolic. From this mixture was isolated narcotine by the using of column chromatogramy on alumina and preparative TLC on silica. This compound has been preliminary identified according to data of MS, melting point, optical rotary and by comparison with standard...
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