Thiazolylaminomannosides As Potent Antiadhesives of Type 1 Piliated Escherichia coli Isolated from Crohn’s Disease Patients - Université Clermont Auvergne
Article Dans Une Revue Journal of Medicinal Chemistry Année : 2013

Thiazolylaminomannosides As Potent Antiadhesives of Type 1 Piliated Escherichia coli Isolated from Crohn’s Disease Patients

Sami Brument
  • Fonction : Auteur

Résumé

Adherent-invasive Escherichia coil (AIEC) have previously been shown to induce gut inflammation in patients with Crohn's disease (CD). We developed a set of mannosides to prevent AIEC attachment to the gut by blocking the FimH bacterial adhesin. The crystal structure of the FimH lectin domain in complex with a lead thiazolylaminomannoside highlighted the preferential position for pharmacomodulations. A small library of analogues showing nanomolar affinity for FimH was then developed. Notably, AIEC attachment to intestinal cells was efficiently prevented by the most active compound and at around 10000-fold and 100-fold lower concentrations than mannose and the potent FimH inhibitor heptylmannoside, respectively. An ex vivo assay performed on the colonic tissue of a transgenic mouse model of CD confirmed this antiadhesive potential. Given the key role of AIEC in the chronic intestinal inflammation of CD patients, these results suggest a potential antiadhesive treatment with the FimH inhibitors developed.
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Dates et versions

hal-01931359 , version 1 (22-11-2018)

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Citer

Sami Brument, Adeline Sivignon, Tetiana Dumych, Nicolas Moreau, Goedele Roos, et al.. Thiazolylaminomannosides As Potent Antiadhesives of Type 1 Piliated Escherichia coli Isolated from Crohn’s Disease Patients. Journal of Medicinal Chemistry, 2013, 56 (13), pp.5395 - 5406. ⟨10.1021/jm400723n⟩. ⟨hal-01931359⟩
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