Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5220537 | Tetrahedron | 2011 | 11 Pages |
Abstract
A new series of water-soluble tetravalent glycoclusters incorporating β-lactosyl residues attached to a central calix[4]arene core was synthesised using azide-alkyne Cu(I)-catalysed cycloaddition ('click chemistry'). Carbohydrate moieties were attached either to the upper or lower rim of rigid cone-shaped or partial cone macrocycles via 14-21 atom spacer arms. The glycoclusters with a C4-symmetrical arrangement of β-lactosyl residues showed trypanocidal activity, with one of them showing comparable activity to established anti-trypanosomal drug benznidazole in in vitro anti-parasite assays.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Eva Galante, Corrada Geraci, Sebastiano Sciuto, Vanessa L. Campo, Ivone Carvalho, Renata Sesti-Costa, Paulo M.M. Guedes, João S. Silva, Lionel Hill, Sergey A. Nepogodiev, Robert A. Field,