Stereoselective synthesis 2-C-alkylglucosides, potential inhibitors of mycobacterial MshB and related enzymes

Master Thesis

2010

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University of Cape Town

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Abstract
Tuberculosis (TB) is one of the world's most deadly diseases and kills approximately 1.7 million people each year. The developing resistance of TB to the two most common anti-TB drugs (isoniazid and rifampicin) proves the urgency of the current situation. The MshB reducing agent exclusively in the actinomycetes is used as a model for the development of new anti-TB drugs. It was shown that the stereoselectivity synthesis of C-2 alkyl glucoside gave a key intermediate for the suitable synthesis of glycosyl donors. In addition, we achieved the preparation of D-inositol derivative chirally pure and having the hydroxyl at the 1-position. However, the attempted glycosylation reaction failed to give the desired product.
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Includes bibliographical references (leaves 69-72).

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