6 Abstract Charles University Faculty of Pharmacy in Hradec Králové Department of Pharmaceutical Botany and Ecology Candidate: Jana Marková Supervisor: doc. Ing. Lucie Cahlíková, Ph.D. Title of Diploma thesis: Synthesis of haemanthamine derivatives Based on previous studies, the haemanthamine alkaloid showing remarkable antitumorous activity was chosen as the subject of this thesis. The purpose of the thesis was preparation of its more active derivatives, namely esters. Preparation concerns the following derivatives: 11- O- butanoylhaemanthamine, 11-O-(3,4-dimethoxybenzoyl)-haemanthamine, 11-O-(4- trifluoromethoxybenzoyl)-haemanthamine, 11-O-isobutanoyhaemanthamine. These were created by the reaction of haemanthamine and the relevant acilating agent (acylchloride, anhydride) in the environment of anhydrous pyridine or tetrahydrofuran with adding dimethylaminopyridine as a catalyst. Most of the products were obtained in the form of colourless oil, one of the substances crystallized into white amorphous crystals. However, during an attempt of dioxolane ring opening, the preparation of 3-demethylhaemanthamine derivative proved unsuccessful. Prepared derivatives were mostly identified by EI-MS and NMR. All the substances were gained in sufficient outcomes in the scale of 43 - 81 %. All the compounds were...
| Identifer | oai:union.ndltd.org:nusl.cz/oai:invenio.nusl.cz:379170 |
| Date | January 2017 |
| Creators | Marková, Jana |
| Contributors | Cahlíková, Lucie, Kuneš, Jiří |
| Source Sets | Czech ETDs |
| Language | Czech |
| Detected Language | English |
| Type | info:eu-repo/semantics/masterThesis |
| Rights | info:eu-repo/semantics/restrictedAccess |
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