Studies in New Zealand natural products

Type of content
Theses / Dissertations
Publisher's DOI/URI
Thesis discipline
Biochemistry
Degree name
Doctor of Philosophy
Publisher
University of Canterbury. Biochemistry
Journal Title
Journal ISSN
Volume Title
Language
Date
1994
Authors
Nicholas, Gillian M.
Abstract

Two terrestrial organisms were explored for biologically active and/or novel components. The genus Paeonia has long been know to contain numerous components that display a vast array of biological activities. The extract of P. lutea showed significant antiviral activity. Using bioassay-guided separation techniques three previously known compounds, paeonol (11), paeoniflorigenone (10) and methyl gallate (16), were identified using mass spectrometry and NMR techniques. These components showed varying biological activities and constituted the majority of the bioactivity in P. lutea. The chemistry of the New Zealand fungus Favolaschia calocera had not previously been investigated. A crude extract showed significant cytotoxicity against the P388 cell line and through bioassay-directed chromatography, 9-methoxystrobilurin L (33) was isolated as a novel cytotoxic compound. The structure was determined by MS and NMR techniques including HMBC, HMQC, COSY and nOe enhancements. Two closely related novel compounds were also characterised from the F. calocera extract. These were methyl-4,6-(E,E)-3-benzoyl-7-phenylheptadienoate (35) and the corresponding free carboxylic acid (36). Neither were found to have significant biological activity in the assays screened. A mixture of triglycerides (34) was also isolated and was analysed using NMR techniques followed by transesterification and GCMS analysis of the corresponding methyl esters.

Description
Citation
Keywords
Ngā upoko tukutuku/Māori subject headings
ANZSRC fields of research
Rights
Copyright Gillian M. Nicholas