Perennial plants from the Amaryllidaceae family are generally known for their beauty but also like herbs which contain wide range of alkaloids. To these days more than 500 alkaloids have been isolated. Amaryllidaceae alkaloids (AmA) are derivatived from aminoacid tyrosine and divided into nine basic groups. Biological activity of these substances icludes antitumor, antibacterial, antifungal, antiviral, antimalarial activity and some of them are used for treatment Alzheimer's disease (AD). Narcissus cv. PROFESSOR EINSTEIN have been choosen thanks to previous research of summary extract. Twelve alkaloids have been detected by GC-MS and ten of them have been identified (e.g.: lykoramine, pluviine, haemanthamine, pancracine, homolycorine). Due to this diversity of alkaloids and the fact that summary extract has relatively high inhibitory activity (IC50 = 49,99 ± 5,38 μg/mL) against HuBuChE Narcissus have been appropriate for isolation of the alkaloids and for further study of their biological activity. Summary ethanolic extract for gain pure compounds was prepared from 34.3 kg fresh bulbs. Separation was initiated by column chromatography and extract was divided into almost 500 fractions. Some of them were put together owing to TLC analysis and finally 27 subfractions were formed. Subfraction Nr. 26...

Charles University Faculty of Pharmacy in Hradec Králové Department of Pharmaceutical Botany Candidate: Aneta Ritomská Supervisor: Assoc. Prof. Ing. Lucie Cahlíková, Ph.D. Title of diploma thesis: Derivatives of Amaryllidaceae Alkaloids as Drugs Plants of the family Amaryllidaceae belong to the widespread species. They contain a large amount of Amaryllidaceae alkaloids (AA) which are known for their biological activity. AA possess a broad spectrum of biological activities including an antiviral, antimalarial, antitumor, cholinesterase's inhibitory activity and others. An interesting AA is ambelline which occurs mainly in plants of the genus Crinum and Nerine. So far the biological activity of this compound has been studied only marginally. In the studies conducted, this substance appears to be less interesting. A series of aliphatic and aromatic derivatives of ambelline has been prepared in the framework of this thesis. Subsequently, their cholinesterase inhibitory activity and GSK-3β inhibitory activity were studied. Cytotoxic activity on a panel of selected tumor and resting cell lines was also screened. Of the prepared derivatives, LC-125 (3-methoxybenzoylambellin) had an interesting biological activity. This substance showed a promising activity in all biological studies. GSK-3β inhibitory...

Thesis (Ph. D.)--University of Pretoria, 2002. / Includes bibliographical references.

Thesis (Ph. D.) (Botany)--University of Pretoria, 2002.

Summary Natural phytochemicals are currently used in the treatment of many diseases. Cancers are just ones of them and they are ranked among the most common and the most serious. Phytochemicals in the form of cytostatics are used in chemotherapeutic treatment of cancer. In future there could be included among cytostatics also some alkaloids from the family of Amaryllidaceae, whose testing for a selective cytostatic effect on tumor cell lines of colorectal carcinoma Caco-2 and HT-29 and on normal cell lines of human intestinal epithelial FHs 74 Int is a subject of this thesis. There were tested 17 alkaloids isolated from plants of Chlidanthusfragrans, Zephyranthes robusta and Nerine bowdenii. Particularly alkaloids from plant Zephyranthes robusta namely haemanthamine with this values: IC50 = 0.99 plus/minus 0.14 microM for tumor cells, Caco-2, 0.59 plus/minus 0.01 microM for tumor cells HT-29 and 19.47 plus/minus 8.86 microM for normal cells FHs 74 Int, Lycorine with values IC50 = 0.99 plus/minus 0.08 microM for tumor cells Caco-2, 1.2 plus/minus 0.01 microM for tumor cells HT-29 and 22.68 plus/minus 0.09 microM for normal cells FHs 74 Int and Haemanthidin with values IC50 = 3.29 plus/minus 0.91 microM to tumor cells Caco-2, 1.72 plus/minus 0.11 microM to tumor cells HT-29, and 11.63 plus/minus 0.86 microM for normal cells FHs 74 Int proved a significant anti-proliferative activity. From these results there is evident the selectivity against colorectal cancer cell lines. For this reason, those tested alkaloids are suitable for further testing and for study of their biological activity against tumor cells in the terms of in vitro and in vivo.

Kohelová E: Alkaloids of Amaryllidaceae family: isolation, structural identification, biological activity. II Diploma thesis, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové, 2017, 77p. The aim of the diploma thesis was a preparation of alkaloidal extract from fresh bulbs of Narcissus cv. PROFESSOR EINSTEIN to izolate two Amaryllidaceae alkaloids by column and thin layer chromatography. Subsequently these alkaloids were subjected to structural MS and NMR analysis and tested for biological activity against human cholinesterases (HuAChE and HuBuChE) and for cytotoxic activity. In cooperation with the Faculty of Agrobiology, Food and Natural Resources, Czech University of Life Sciences Prague, antifungal and antimicrobial activities of alkaloids were tested, and in cooperation with Faculdade de Medicina da Universidade de Lisboa Portugal antimalarial activity of alkaloids was studied. Isolated substances were identified as galanthamine, caranine and pluviine. Pluviine was isolated in an amount allowing only structural analysis. In the test for determining cholinesterase inhibitory activity of caranine the following values were obtained: IC50, HuAChE = 320 ± 42 μM a IC50, HuBuChE = 486 ± 56 μM. Galanthamine (IC50,...

Schickerová Julie: Alkaloids of Narcissus pseudonarcissus cv. Dutch Master: isolation, structural identification, preparation of analogues, biological activity. Diploma thesis, Charles University, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany, Hradec Králové, 2018, 73 p. The purpose of this diploma thesis was to isolate the substances from the fraction ND 15- 9, which was obtained by column chromatography of the alkaloid extract of Narcissus pseudonarcissus cv. Dutch Master. The method of preparative TLC was used to separate this fraction, and the three purified compounds were isolated in the pure state NDS1-NDS3. NMR, GC/MS and optical rotation were used to determine their structure. The obtained data were compared with data in the literature and further studies on their biological activity were performed. Isolated substances were identified as epimaritidine, crinine and tetrahydromasonine. Their inhibitory activities (IC50, AChE > 1000 μM, IC50, BuChE > 1000 μM) versus human erythrocyte AChE and plasma BuChE were inactive compared to galanthamine standards (IC50, AChE = 1.71 ± 0.07 μM, IC50, BuChE = 42.30 ± 0.10 μM), huperzin A standards (IC50, AChE = 0.033 ± 0.001 μM, IC50, BuChE > 1000 μM) and berberin standards (IC50, AChE = 0.71 ± 0.01 μM, IC50, BuChE = 30.7 ± 3.5...

Hanusová P.: Alkaloids of Amaryllidaceae family: isolation, structural identification, biological activity. III. Diploma thesis, Charles University, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové, 2017. For phytochemical study was selected plant cultivar Narcissus cv. PROFESSOR EINSTEIN. The aim of the work was to isolate Amaryllidaceae alkaloids in pure form and screening of their biological activities. Summary alkaloidal extract was prepared from 34 kg of fresh bulbs and separated by column chromatography. Preparative TLC and crystallization were used for the isolation of substances from subfraction 6/1. Two pure alkaloids of galanthamine structural type were obtained. The alkaloids were identified based on their MS, NMR analysis and optical rotation as narwedine and lycoraminone. Lycoraminone has been isolated for the first time from natural source. Both substances were tested for their acetylcholinesterase, butyrylcholinestease and prolyl oligopeptidase inhibition activity. Anticancer activity against two gastrointestinal cancer cell lines Caco-2 and HT-29 (colorectal adenocarcinoma) and antimalarial activity has been also measured. Unfortunately, none of isolated alkaloids showed some significant activity in biological assays. Keywords:...

Dohnalova A: Alkaloids of Amaryllidaceae family: isolation, structural identification, biological activity. I; Diploma thesis, Charles University, Faculty of Pharmacy in Hradec Králové, Department of Pharmaceutical Botany and Ecology, Hradec Králové, 2017, 64 p. The Amaryllidaceae family includes bulbous, beautifully flowering plants that have been used for thousands of years in traditional medicine. The major chemical compounds found in this particular plant family are alkaloids, namely Amaryllidaceae alkaloids. Until now, more than 500 isoquinoline alkaloids have been discovered, which exhibit a diverse biological activity including antitumor and antibacterial. They are also able to inhibit acetylcholinesterase. The aim of the diploma thesis was to process 34 kg of fresh bulbs of Narcissus cv. PROFESSOR EINSTEIN and to prepare an alkaloidal extract. This extract was further divided by column chromatography to almost 500 fractions which were merged based on TLC into 27 subfractions. The subfractione No. 17 was selected for isolation of at least one pure alkaloid. Preparative TLC was used for the the isolation. One pure compound was obtained in crystalic form which was then subjected to structural analysis by EI-MS and NMR methods. Further studies of biological activities were performed in...

4 ABSTRACT Charles University Faculty of Pharmacy in Hradec Králové Department of Pharmaceutical Botany Candidate: Viera Bodoríková Supervisor: doc. Ing. Lucie Cahlíková, Ph.D. Title of Diploma thesis: Synthesis of haemanthamine derivatives and their biological activity Haemanthamine, an isoquinoline Amarillidaceae alkaloid, exhibits a wide and important range of biological activities, including antitumor, antiviral, antioxidant, antimalarial and anticonvulsant. Biological activity of haemanthamine relatives closely with its structure. By modifying the different parts of the molecule, we can identify some structure-activity relationships. With this aim, the thirteen semisynthetic analogues of alkaloid haemathamine were prepared and purified using analytic and preparative TLC methods. The obtained substances were then subjected to structural analysis, specifically, there were used MS, HRMS, 1D and 2D NMR spectroscopic techniques. Prepared compounds were tested on its possibility to inhibit human erythrocytic acetylcholinesterase (HuAChE) and human serum butyrylcholinesterase (HuBuChE). The most promising biological activities have been shown by aromatic esters labelled as LC- 70 (IC50 HuAChE = 0,12 ± 0,01 µM) and LC-73 (IC50 HuAChE =0,17 ± 0,01 µM). The cytotoxic activity of prepared compounds has been...