Alkaloidal constituents of Crinum variabile and Crinum paludosum, two southern African Amaryllidaceae species

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dc.contributor.advisorVan Otterlo, Willem A. L.en_ZA
dc.contributor.advisorDe Villiers, Andre J.en_ZA
dc.contributor.authorSteyn, Kimen_ZA
dc.contributor.otherStellenbosch University. Faculty of Science. Dept. of Chemistry and Polymer Science.en_ZA
dc.date.accessioned2020-02-26T00:10:02Z
dc.date.accessioned2020-04-28T15:10:55Z
dc.date.available2020-02-26T00:10:02Z
dc.date.available2020-04-28T15:10:55Z
dc.date.issued2020-03
dc.descriptionThesis (MSc)--Stellenbosch University, 2020.en_ZA
dc.description.abstractENGLISH 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.en_ZA
dc.description.abstractAFRIKAANSE OPSOMMING: Ekstraksie van gedroogde Crinum variabile blombolle en die daaropvolgende fraksionering het likorien, 1,2-di-O-asetiellikorien, 2-O-asetiellikorien, 1-O-asetiellikorien, ‘n mengsel van haemantidien en 6-epi-haemantidien, bulbespermien en kriwelien opgelewer. HPLC-MS/MS analise van die C. var. ekstrak het adisionele informasie van ander alkaloïde tot gevolge gehad. Isolasie van likorien asook ‘n kort HPLC-MS/MS analise van ‘n ekstrak van Crinum paludosum het tot gevolg gehad dat tien alkaloïde tentatief geidentifiseer kon word met nog vyf wat nie geidentifiseer kon word nie. ‘n Kort sintetise studie op higginsiansins A en B was uitgevoer en het gelei tot die isolasie van die geasetileerde higgginsiansins A en B, die gebromeerde analoog van higginsiansin A, die hidrogeneerde higginsiansin B en die epoksineringsproduk van higginsiansin B.af_ZA
dc.description.versionMastersen_ZA
dc.embargo.terms2021-02-26
dc.format.extent143 pagesen_ZA
dc.identifier.urihttp://hdl.handle.net/10019.1/108362
dc.language.isoen_ZAen_ZA
dc.publisherStellenbosch : Stellenbosch Universityen_ZA
dc.rights.holderStellenbosch Universityen_ZA
dc.subjectAmaryllidaceaeen_ZA
dc.subjectAlkaloidsen_ZA
dc.subjectCrinumen_ZA
dc.subjectCrinum paludosumen_ZA
dc.titleAlkaloidal constituents of Crinum variabile and Crinum paludosum, two southern African Amaryllidaceae speciesen_ZA
dc.typeThesisen_ZA
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