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

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.

Grantor dc:publisher.institution

Department of Chemistry

Year dc:date.issued

2010

Author dc:creator

• Muhunga, Denis Ngumbu

Advisor dc:contributor.advisor

• Gammon, David W

Language dc:language.iso

eng

Handle dc:identifier.uri

http://hdl.handle.net/11427/12396

OAI identifier oai:identifier

oai:open.uct.ac.za:11427/12396