Fiche publication
Date publication
janvier 2016
Journal
Nature chemistry
Auteurs
Membres identifiés du Cancéropôle Est :
Dr REMY Jean-Serge
Tous les auteurs :
Muñoz A, Sigwalt D, Illescas BM, Luczkowiak J, Rodríguez-Pérez L, Nierengarten I, Holler M, Remy JS, Buffet K, Vincent SP, Rojo J, Delgado R, Nierengarten JF, Martín N
Lien Pubmed
Résumé
The use of multivalent carbohydrate compounds to block cell-surface lectin receptors is a promising strategy to inhibit the entry of pathogens into cells and could lead to the discovery of novel antiviral agents. One of the main problems with this approach, however, is that it is difficult to make compounds of an adequate size and multivalency to mimic natural systems such as viruses. Hexakis adducts of [60]fullerene are useful building blocks in this regard because they maintain a globular shape at the same time as allowing control over the size and multivalency. Here we report water-soluble tridecafullerenes decorated with 120 peripheral carbohydrate subunits, so-called 'superballs', that can be synthesized efficiently from hexakis adducts of [60]fullerene in one step by using copper-catalysed azide–alkyne cycloaddition click chemistry. Infection assays show that these superballs are potent inhibitors of cell infection by an artificial Ebola virus with half-maximum inhibitory concentrations in the subnanomolar range.
Mots clés
Antiviral Agents, chemical synthesis, Azides, chemistry, Click Chemistry, Ebolavirus, drug effects, Fullerenes, chemistry, Glycoconjugates, chemical synthesis, HEK293 Cells, Hemorrhagic Fever, Ebola, drug therapy, Humans, Jurkat Cells, Mannose, chemistry, Molecular Structure
Référence
Nat Chem. 2016 Jan;8(1):50-7