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Comparative Study of Aryl O-, C-, and S-Mannopyranosides as Potential Adhesion Inhibitors toward Uropathogenic E. coli FimH

Abstract : A set of three mannopyranoside possessing identical 1,1′-biphenyl glycosidic pharmacophore but different aglyconic atoms were synthesized using either a palladium-catalyzed Heck cross coupling reaction or a metathesis reaction between their corresponding allylic glycoside derivatives. Their X-ray structures, together with their calculated 3D structures, showed strong indicators to explain the observed relative binding abilities against E. coli FimH as measured by a improved surface plasmon resonance (SPR) method. Amongst the O-, C-, and S-linked analogs, the C-linked analog showed the best ability to become a lead candidate as antagonist against uropathogenic E. coli with a Kd of 11.45 nM.
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https://hal.univ-lille.fr/hal-03095722
Contributeur : Lilloa Université de Lille <>
Soumis le : lundi 8 février 2021 - 16:07:16
Dernière modification le : mardi 9 février 2021 - 03:29:45
Archivage à long terme le : : dimanche 9 mai 2021 - 19:42:00

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P19.109 Vergoten Molecules.pdf
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Leila Mousavifar, Gerard Vergoten, Guillaume Charron, René Roy. Comparative Study of Aryl O-, C-, and S-Mannopyranosides as Potential Adhesion Inhibitors toward Uropathogenic E. coli FimH. Molecules, MDPI, 2019, 24 (19), pp.3566. ⟨10.3390/molecules24193566⟩. ⟨hal-03095722⟩

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