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Issue 25, 2017
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A sialosyl sulfonate as a potent inhibitor of influenza virus replication

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Abstract

A new direction for influenza virus sialidase inhibitor development was identified using a sulfonate congener of 2-deoxy-2-β-H N-acetylneuraminic acid. Sialosyl sulfonates can be synthesised efficiently in four steps from N-acetylneuraminic acid via a microwave assisted decarboxylation. The presence of the sulfonate group significantly increases inhibition of influenza virus sialidase and viral infection when compared to the carboxylate congener, and also to the benchmark sialidase inhibitor 2,3-dehydro-2-deoxy-N-acetylneuraminic acid, Neu5Ac2en.

Graphical abstract: A sialosyl sulfonate as a potent inhibitor of influenza virus replication

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Publication details

The article was received on 18 Apr 2017, accepted on 17 May 2017 and first published on 17 May 2017


Article type: Communication
DOI: 10.1039/C7OB00947J
Citation: Org. Biomol. Chem., 2017,15, 5249-5253
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    A sialosyl sulfonate as a potent inhibitor of influenza virus replication

    Á. Hadházi, M. Pascolutti, B. Bailly, J. C. Dyason, A. Borbás, R. J. Thomson and M. von Itzstein, Org. Biomol. Chem., 2017, 15, 5249
    DOI: 10.1039/C7OB00947J

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