Masters Degrees (Chemistry and Polymer Science)

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Alkaloidal constituents of Crinum variabile and Crinum paludosum, two southern African Amaryllidaceae species
(Stellenbosch : Stellenbosch University, 2020-03) Steyn, Kim; Van Otterlo, Willem A. L.; De Villiers, Andre J.; Stellenbosch University. Faculty of Science. Dept. of Chemistry and Polymer Science.
ENGLISH ABSTRACT: The extraction of dried bulbs of Crinum variabile and subsequent targeted fractionation led to the isolation of lycorine, 1,2-O,O-diacetyllycorine, 2-O-acetyllycorine, 1-O-acetyllycorine, a diastereomeric mixture of haemanthidine and 6-epihaemanthidine, bulbispermine and criwelline. HPLC-MS/MS analysis of the extract was carried out, providing information regarding other alkaloidal constituents of C. variabile. The isolation of lycorine, as well as a brief HPLC-MS/MS dereplication study was carried out on an extract of Crinum paludosum, allowing for the tentative identification of ten alkaloidal constituents therein, with five alkaloids remaining unidentified. A brief synthetic study was carried out on higginsianins A and B, resulting in the generation of some analogues thereof. These included acetylated analogues of both, as well as bromination products of higginsianin A, and reductive hydrogenation and epoxidation products of higginsianin B.