A sialosyl sulfonate as a potent inhibitor of influenza virus replication

Ádám Hadházi, Mauro Pascolutti, Benjamin Bailly, Jeffrey C. Dyason, A. Borbás, Robin J. Thomson, Mark Von Itzstein

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4 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)5249-5253
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume15
Issue number25
DOIs
Publication statusPublished - Jan 1 2017

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Hadházi, Á., Pascolutti, M., Bailly, B., Dyason, J. C., Borbás, A., Thomson, R. J., & Von Itzstein, M. (2017). A sialosyl sulfonate as a potent inhibitor of influenza virus replication. Organic and Biomolecular Chemistry, 15(25), 5249-5253. https://doi.org/10.1039/c7ob00947j