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

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.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Honda T,Masuda T,Yoshida S,Arai M,Kaneko S,Yamashita M

doi

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

subject

Has Abstract

pub_date

2002-08-05 00:00:00

pages

1925-8

issue

15

eissn

0960-894X

issn

1464-3405

pii

S0960894X02003293

journal_volume

12

pub_type

杂志文章

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