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ID: ALA1135181

Journal: Bioorg Med Chem Lett

Title: Synthesis and anti-influenza virus activity of 7-O-alkylated derivatives related to zanamivir.

Authors: Honda T, Masuda T, Yoshida S, Arai M, Kaneko S, Yamashita M.

Abstract: 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.

CiteXplore: 12113810

DOI: 10.1016/s0960-894x(02)00329-3