Glycoconjugates as virus cell adhesion inhibitors

C - Chemistry – Metallurgy – 07 – H

Patent

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Details

C07H 13/04 (2006.01) C07H 7/02 (2006.01) C08B 37/00 (2006.01) C09B 57/00 (2006.01) C12Q 1/70 (2006.01)

Patent

CA 2239296

The host-cell adhesion by human influenza viruses is inhibited by new compounds of the general formula (1), where R1 stands for acyl or a thioacyl group; R2 for hydroxyl, Z-alkyl, substituted Z-alkyl, Z-aryl, substituted Z- aryl, and Z corresponds to O, S or NH; R3 stands for an acyl or a thioacyl group; R4 for H or acyl; X for O, S, SH2 or a sugar; and where W is a bifunctional spacer and P a multivalent vector consisting of one of the following substances: polyacrylate, polyacrylamide, N-substituted polyacrylamide, metacrylamide, N-substituted metacrylamide, polyacrylic acid, polycarbonate, polyester, polyamide, polyanhydride, polyiminocarbonate, polyorthoester, polydioxanone, polyphosphazene, polyhydroxy carboxylic acid, polyamino acid, polysaccharide, protein, dextran, chitosan, glucan, liposome, microparticles. The inventive compounds are capable of bonding authentic human viruses from the A (H1 and H3) groups, which have not been adapted through culturing in chicken eggs.

L'adhérence de virus humains de la grippe à des cellules hôte est inhibée par de nouveaux composés de la formule générale (1), où R?1¿ représente un acyle ou un groupe thioacyle; R?2¿ représente hydroxyle, Z-alkyle, Z-alkyle substitué, Z-aryle, Z-aryle substitué et où Z correspond à O, S ou NH; R?3¿ représente un acyle ou un groupe thioacyle; R?4¿ représente H ou acyl; X représente O, S, SH¿2? ou un sucre; W est un espaceur bifonctionnel; P est un vecteur multivalent constitué de l'une des substances suivantes: polyacrylate, polyacrylamide, polyacrylamide substitué en N, métacrylamide, métalcrylamide substitué en N, acide polyacryle, polycarbonate, polyester, polyamide, polyanhydride, polyiminocarbonate, polyorthoester, polydioxanone, polyphosphazène, acide carboxylique polyhydroxy, acide polyaminé, polysaccharide, protéine, dextrane, chitosane, glucane, liposome, microparticules. Les nouveaux composés en question ont la propriété de lier d'authentiques virus humains des groupes A (H1 et H3) et B, non adaptés par culture dans des oeufs de poules.

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