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

  • Author / Creator
    Yu, Linghui
  • 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.

  • Subjects / Keywords
  • Graduation date
    2011-11
  • Type of Item
    Thesis
  • Degree
    Master of Science
  • DOI
    https://doi.org/10.7939/R3RX93Q8X
  • License
    This thesis is made available by the University of Alberta Libraries with permission of the copyright owner solely for non-commercial purposes. This thesis, or any portion thereof, may not otherwise be copied or reproduced without the written consent of the copyright owner, except to the extent permitted by Canadian copyright law.
  • Language
    English
  • Institution
    University of Alberta
  • Degree level
    Master's
  • Department
    • Department of Chemistry
  • Supervisor / co-supervisor and their department(s)
    • West, Frederick G. (Chemistry)
  • Examining committee members and their departments
    • Allison, Ted (Biological Science)
    • Stryker, Jeffery M. (Chemistry)
    • West, Frederick G. (Chemistry)