The synthesis of some N-linked carba-sugars as glycosidase inhibitors

Matthew McDonough

    Research output: ThesisDoctoral Thesis

    81 Downloads (Pure)

    Abstract

    [Truncated] Complementing the massive structural diversity of carbohydrates is an equally diverse group of enzymes responsible for the hydrolysis of 0-, N- and S-linked glycosides, named the glycosidases. Inhibitors of-glycosidases have proven to be attractive compounds to glycobiologists, both as biological tools for studying the mechanism of action of the glycosidases, and for their potential as therapeutic drugs. A particularly well studied glycosidase inhibitor is acarbose (1), which exhibits pronounced inhibitory activity against the starch degrading enzyme a-amylase, leading to the use of acarbose in the clinical treatment of type II non-insulin dependant diabetes. Owing to the interesting biological activities of acarbose, the synthesis and biological testing of carba-saccharides related to it have attracted considerable attention. This thesis outlines the synthesis of a number of (3- linked analogues of acarbose, aimed at inhibiting a variety of ? -glycosidases.
    Original languageEnglish
    QualificationDoctor of Philosophy
    Awarding Institution
    • The University of Western Australia
    DOIs
    Publication statusUnpublished - 2002

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    • This thesis has been made available in the UWA Profiles and Research Repository as part of a UWA Library project to digitise and make available theses completed before 2003. If you are the author of this thesis and would like it removed from the UWA Profiles and Research Repository, please contact [email protected]

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