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Galante, Eva, Geraci, Corrada, Sciuto, Sebastiano, Campo, Vanessa L., Carvalho, Ivone, Sesti-Costa, Renata, Guedes, Paulo M. M., Silva, João S., Hill, Lionel, Nepogodiev, Sergey A. and Field, Robert A. 
ORCID: https://orcid.org/0000-0001-8574-0275
(2011)
Glycoclusters presenting lactose on calix[4]arene cores display trypanocidal activity.
Tetrahedron, 67 (33).
pp. 5902-5912.
ISSN 0040-4020
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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | calix[4]arene,calixsugar,glycocluster,multivalency,trypanosoma cruzi,biochemistry,drug discovery,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303 |
| Faculty \ School: | Faculty of Science > School of Chemistry, Pharmacy and Pharmacology |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 06 Sep 2024 12:33 |
| Last Modified: | 25 Sep 2024 18:07 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/96579 |
| DOI: | 10.1016/j.tet.2011.06.065 |
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