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Discovery of potent inhibitors of PapG adhesins from uropathogenic Escherichia coli through synthesis and evaluation of galabiose derivatives

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Author

  • Jörgen Ohlsson
  • J Jass
  • BE Uhlin
  • J Kihlberg
  • Ulf Nilsson

Summary, in English

The synthesis of two galabioside (Golalpha1-4Gal) collections based on diversification at the O-1 and O-3' atoms is reported. The galabiosides were evaluated as inhibitors of hemagglutination of human erythrocytes by two strains of Escherichia coli that expressed the class I and class II PapG adhesins, respectively. The class I adhesin. was found to prefer aromatic substituents both at the O-1 and the O-3' position of the galabiose disaccharide. One galabioside, p-methoxyphenyl [3-O-(m-nitrobenzyl)-alpha-D-galacto-pyranosyl]-(1-4)-beta-D-galactopyro noside], had an IC50 value of 4.1 mum, which is the best inhibition of the class I adhesin to date.

Publishing year

2002

Language

English

Pages

772-779

Publication/Series

ChemBioChem

Volume

3

Issue

8

Document type

Journal article

Publisher

John Wiley & Sons Inc.

Topic

  • Organic Chemistry

Keywords

  • inhibitors
  • galabiose
  • carbohydrates
  • antibiotics
  • bacterial adhesin

Status

Published

ISBN/ISSN/Other

  • ISSN: 1439-4227