Memorial University DAI: Investigations into the asymmetric synthesis and biological activities of some bisbenzyltetrahydroisoquinoline alkaloids

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Title	Investigations into the asymmetric synthesis and biological activities of some bisbenzyltetrahydroisoquinoline alkaloids
Author	Ralph, Mark S., 1977-
Description	Thesis (M.Sc.)--Memorial University of Newfoundland, 2002. Chemistry
Date	2001
Pagination	xii, 161 leaves : ill.
Subject	Alkaloids--Synthesis
Degree	M.Sc.
Degree Grantor	Memorial University of Newfoundland. Dept. of Chemistry
Discipline	Chemistry
Language	eng
Notes	Bibliography: leaves 108-112
Abstract	Bisbenzyltetrahydroisoquinoline (BBIQ) alkaloids are a very large and structurally diverse family of compounds that have been isolated from a variety of plant sources and have been found to exhibit a multitude of pharmacological properties including antitumor, antimalarial, and antibacterial activities. Variations in the number of aromatic oxygen substituents present, the number of ether linkages, the nature of the ether bridges and the sites on the two benzylisoquinoline units where the ether or carbon-carbon bond originate, have made BBIQs very interesting targets for several synthetic endeavours. -- The research described herein will focus on the anti-inflammatory and antioxidant activities of the BBIQ oxyacanthine and several other compounds isolated from the herbal plant Mahonia aquifolium using the lipoxygenase inhibition and DPPH radical scavenging assays. In addition, the total synthesis of two target BBIQ are investigated utilizing the Pictet-Spengler and Bischler-Napieralski strategies for isoquinoline formation. Furthermore, alternative means to the classic Ullmann conditions for ether linkages is explored.
Type	Text
Resource Type	Electronic thesis or dissertation
Format	Image/jpeg; Application/pdf
Source	Paper copy kept in the Centre for Newfoundland Studies, Memorial University Libraries
Local Identifier	a1563995
Rights	The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission.
Collection	Electronic Theses and Dissertations
Scanning Status	Completed
PDF File	(15.36 MB) -- http://collections.mun.ca/PDFs/theses/Ralph_MarkS.pdf
CONTENTdm file name	66365.cpd