Org Biomol Chem. 2017 May 25. doi: 10.1039/c7ob00947j. [Epub ahead of print]
A sialosyl sulfonate as a potent inhibitor of influenza virus replication.
Hadh?zi ?1, Pascolutti M2, Bailly B2, Dyason JC2, Borb?s A3, Thomson RJ2, von Itzstein M2.
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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.
PMID: 28540971 DOI: 10.1039/c7ob00947j
A sialosyl sulfonate as a potent inhibitor of influenza virus replication.
Hadh?zi ?1, Pascolutti M2, Bailly B2, Dyason JC2, Borb?s A3, Thomson RJ2, von Itzstein M2.
Author information
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.
PMID: 28540971 DOI: 10.1039/c7ob00947j