Studies on marine natural products

dc.contributor.authorHart, Joanne B.en
dc.date.accessioned2013-06-17T00:41:14Z
dc.date.available2013-06-17T00:41:14Z
dc.date.issued1995en
dc.description.abstractThe halichondrins are a series of polyether macrolides displaying potent in vitro and in vivo antitumour activities and, as such, represent important leads as anticancer drugs. These compounds had previously been isolated from a number of unrelated marine sponges, such as Lissodendoryx sp., a high yielding deep-water sponge located off the Kaikoura coast of New Zealand. Structure-activity relationships in the halichondrin senes have now been investigated. Hemi-synthetic modifications of selected naturally-occurring halichondrins have produced over fourteen new analogues. The biological activities of twelve of these analogues have been assessed in an in-house P388 in vitro assay and in the National Cancer Institute's (USA) in vitro sixty cell-line human tumour panel. An analysis of these data has shown that the lactone ring (C1-C30), the olefinic functionalities (C19 and C26), the natural C38 stereochemistry and the tricyclo ring system (C-E rings) are essential structural features of the halichondrins. The characterisation of the hemi-synthetic derivatives has been facilitated by the full NMR spectroscopic assignments of halichondrin B and homohalichondrin B. The future progress of the halichondrins as anticancer drugs will have been assisted by the development of an understanding of the general chemistry of the halichondrins.en
dc.identifier.urihttp://hdl.handle.net/10092/7850
dc.identifier.urihttp://dx.doi.org/10.26021/5856
dc.language.isoen
dc.publisherUniversity of Canterbury. Chemistryen
dc.relation.isreferencedbyNZCUen
dc.rightsCopyright Joanne B. Harten
dc.rights.urihttps://canterbury.libguides.com/rights/thesesen
dc.titleStudies on marine natural productsen
dc.typeTheses / Dissertations
thesis.degree.disciplineChemistryen
thesis.degree.grantorUniversity of Canterburyen
thesis.degree.levelDoctoralen
thesis.degree.nameDoctor of Philosophyen
uc.bibnumber514653en
uc.collegeFaculty of Scienceen
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