Jump to main content
Jump to site search

Issue 8, 2008
Previous Article Next Article

Synthesis of sialoclusters appended to calix[4]arene platforms via multiple azide-alkyne cycloaddition. New inhibitors of hemagglutination and cytopathic effect mediated by BK and influenza A viruses

Author affiliations

Abstract

Tetra- and octavalent sialoside clusters were prepared in good yields exploiting for the first time the multiple copper-catalyzed cycloaddition of a propargyl thiosialoside with calix[4]arene polyazides. The cycloadducts featured the hydrolytically stable carbon-sulfur bond at the anomeric position and the 1,4-disubstituted triazole ring as the spacer between the sialic acid moieties and the platform. It was demonstrated that these unnatural motifs did not hamper the desired biological activity of the sialoclusters. In fact, they were able to inhibit, at submillimolar concentrations, the hemagglutination and the viral infectivity mediated both by BK and influenza A viruses.

Graphical abstract: Synthesis of sialoclusters appended to calix[4]arene platforms via multiple azide-alkyne cycloaddition. New inhibitors of hemagglutination and cytopathic effect mediated by BK and influenza A viruses

Back to tab navigation

Publication details

The article was received on 14 Jan 2008, accepted on 07 Feb 2008 and first published on 28 Feb 2008


Article type: Paper
DOI: 10.1039/B800598B
Citation: Org. Biomol. Chem., 2008,6, 1396-1409
  •   Request permissions

    Synthesis of sialoclusters appended to calix[4]arene platforms via multiple azide-alkyne cycloaddition. New inhibitors of hemagglutination and cytopathic effect mediated by BK and influenza A viruses

    A. Marra, L. Moni, D. Pazzi, A. Corallini, D. Bridi and A. Dondoni, Org. Biomol. Chem., 2008, 6, 1396
    DOI: 10.1039/B800598B

Search articles by author

Spotlight

Advertisements