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Synthesis and anti-Influenza virus activity of 7- O-Alkylated derivatives related to zanamivir

Synthesis and anti-Influenza virus activity of 7- O-Alkylated derivatives related to zanamivir,10.1016/S0960-894X(02)00329-3,Bioorganic & Medicinal Ch

Synthesis and anti-Influenza virus activity of 7- O-Alkylated derivatives related to zanamivir   (Citations: 12)
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A series of 7-alkyl ether derivatives related to zanamivir were synthesized using direct alkylation of the C-7 alcohol of sialic acid. Alkyl ether moiety of less than 12 carbons in length showed low nanomolar inhibitory activity against influenza A virus sialidase. Furthermore, their moiety improved influenza A virus plaque reduction activity compared to zanamivir. However, removal of the 8,9-diol of the 7-O-alkyl derivatives resulted in loss of antiviral potency. This result suggests that 8,9-diol must play an important role in binding with both influenza A and B virus sialidases.
Journal: Bioorganic & Medicinal Chemistry Letters - BIOORG MEDICINAL CHEM LETTER , vol. 12, no. 15, pp. 1925-1928, 2002
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