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Abstract As a part of the program aimed at the development of new nucleoside derivatives with potential biological activities, we describes herein the new method for the construction of 3-aminoindole nucleosides of 2-acetamido-2-deoxy-D-glucose and its antiviral activity against hepatitis B virus (HBV). The ease of accessibility and the biological significance of 2- acetamido-2-deoxy-D-glucose have prompted us to use this aminosugar as a starting material in Sasaki glycosylation reaction . Thus, the sodium salt of indole derivatives (1a-c) was condensed with 2-acetamido-1- chloro-3,4,6-tri- O -acetyl-2-deoxy-D-glucose (2) in dry DMF. The reaction was proceeded at 90oC to give the desired 1-(2-acetamido- 3,4,6-tri- O -acetyl-2-deoxy--D-glucopyranosyl)indoles (3a-c) (Scheme 1). |