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Title: New routes to sugar lactams, lactim ethers and cyclic amidines
Author: Warren, H. A.
Awarding Body: University of Wales Swansea
Current Institution: Swansea University
Date of Award: 1998
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Chapter 1 introduces the biological importance of glycosidase inhibitors. The biosynthesis of N-linked glycoproteins is briefly described and the mode of action of glycosidase enzymes is discussed. Some naturally occurring amino-sugar glycosidase inhibitors are detailed. In addition certain sugar lactones, lactams and cyclic amidines which have also been shown to inhibit glycosidase enzymes are reviewed. Chapter 2 introduces the syntheses of various polyhydroxylated piperidine and pyrrolidine alkaloids and sugar lactams. In addition the formation of cyclic sugar amidines and their derivatives is discussed. Chapter 3 involves the syntheses of four novel sugar lactams. The syntheses of 4-amino-4-deoxy-D-allonolactam and 4-amino-4-deoxy-D-talonolactam via novel routes developed by the author are dealt with in detail. The preparations of the corresponding D- and L-ribono compounds by a shortening of the carbon chain are also described. Chapter 4 introduces the syntheses of the novel D-allono-, D-talono- and D-ribono- amidines from the corresponding lactam derivatives. Chapter 4 also reports on literature preparations of sugar tetrazoles and their inhibitory properties towards glycosidase enzymes. Also included is the synthesis of the novel D-talonotetrazole.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available