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Carboxylic acid isosteres improve the activity of ring-fused 2-pyridones that inhibit pilus biogenesis in E. coli
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
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2008 (English)In: Bioorganic & Medicinal Chemistry Letters, Vol. 18, no 12, 3536-3540 p.Article in journal (Refereed) Published
Abstract [en]

Ring-fused 2-pyridones, termed pilicides, are small synthetic compounds that inhibit pilus assembly in uropathogenic Escherichia coli. Their biological activity is clearly dependent upon a carboxylic acid functionality. Here, we present the synthesis and biological evaluation of carboxylic acid isosteres, including, for example, tetrazoles, acyl sulfonamides, and hydroxamic acids of two lead 2-pyridones. Two independent biological evaluations show that acyl sulfonamides and tetrazoles significantly improve pilicide activity against uropathogenic E. coli.

Place, publisher, year, edition, pages
Elsevier Ltd , 2008. Vol. 18, no 12, 3536-3540 p.
Keyword [en]
2-Pyridone, Bioisostere, Antimicrobial, Pili, Escherichia coli, Pilicide
Identifiers
URN: urn:nbn:se:umu:diva-9676DOI: 10.1016/j.bmcl.2008.05.020OAI: oai:DiVA.org:umu-9676DiVA: diva2:149347
Available from: 2008-06-09 Created: 2008-06-09 Last updated: 2010-10-27Bibliographically approved

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Chorell, ErikHedenström, MattiasAlmqvist, Fredrik
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