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Permanent link (DOI): https://doi.org/10.7939/R3RX93Q8X

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Synthesis of porphyrin-based multimeric fluorescent compounds and studies towards the formation of cis-anti-cis linear triquinane Open Access

Descriptions

Other title
Subject/Keyword
cis-anti-cis
linear triquinane
multimeric
flourescent
porphyrin
prions
Type of item
Thesis
Degree grantor
University of Alberta
Author or creator
Yu, Linghui
Supervisor and department
West, Frederick G. (Chemistry)
Examining committee member and department
Stryker, Jeffery M. (Chemistry)
Allison, Ted (Biological Science)
West, Frederick G. (Chemistry)
Department
Department of Chemistry
Specialization

Date accepted
2012-06-08T14:30:43Z
Graduation date
2011-11
Degree
Master of Science
Degree level
Master's
Abstract
Prion diseases are life-threatening diseases found in many mammals, including humans, and there is still no effective vaccine, treatment or therapy. In Chapter 1, a concise and effective synthetic route was reported to synthesize a library of porphyrin-based multimeric fluorescent compounds with anticipated anti-prion activity, and nine molecules have been synthesized, purified and characterized by using different binding units. The anti-prion assay results of the porphyrin-based and arene-based (prepared by other people) multimeric compounds were discussed as well. In Chapter 2, the studies toward the formation of linear triquinanes with natural cis-anti-cis configuration via pyran-2-one photochemistry were discussed. Linear triquinanes with unnatural cis-syn configuration were readily available from substituted pyran-2-ones in a concise route. Two steps of modification produced an enone, and reduction of the enone presented an opportunity to obtain the natural cis-anti-cis configuration. Different reduction conditions were tried, and Birch reduction is underway to reach the natural configuration.
Language
English
DOI
doi:10.7939/R3RX93Q8X
Rights
Permission is hereby granted to the University of Alberta Libraries to reproduce single copies of this thesis and to lend or sell such copies for private, scholarly or scientific research purposes only. Where the thesis is converted to, or otherwise made available in digital form, the University of Alberta will advise potential users of the thesis of these terms. The author reserves all other publication and other rights in association with the copyright in the thesis and, except as herein before provided, neither the thesis nor any substantial portion thereof may be printed or otherwise reproduced in any material form whatsoever without the author's prior written permission.
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