CARB 110 |
Five-membered azasugars possessing N-alkyl and C1 alkyl substituents constitute a class of potent antiviral compounds active against hepatitis B virus (HBV), hepatitis C virus (HCV), and human immunodeficiency virus (HIV). Recently we observed enhanced antiviral activity attendant the presence of both an N-alkyl group as well as a C1 dialkyl group. We report now a general synthesis of five-membered azasugars possessing both N-alkyl group and C1 geminal dialkyl groups. Thus starting with L-lyxonolactone the series of analog I was obtained. Members of the enantiomeric series of compounds have been made in the D-lyxo → L-ribo series (II). The antiviral activity of these new iminocyclitols in the bovine viral diarrhoea virus assay (BVDV) will be presented.
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Carbohydrate Synthesis and Mechanism
1:30 PM-5:30 PM, Wednesday, March 28, 2007 McCormick Place North -- Room N226, Level 2, Oral
Division of Carbohydrate Chemistry |