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

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.

• Författare: Jörgen Ohlsson; J Jass; BE Uhlin; J Kihlberg; Ulf Nilsson
• Avdelning/ar: Centrum för analys och syntes
• Publiceringsår: 2002
• Språk: Engelska
• Sidor: 772-779
• Publikation/Tidskrift/Serie: ChemBioChem
• Volym: 3
• Issue: 8
• Länkar: http://dx.doi.org/10.1002/1439-7633(20020802)3:8<772::AID-CBIC772>3.0.CO;2-8
• Dokumenttyp: Artikel i tidskrift
• Förlag: John Wiley & Sons Inc.
• Ämne: Organic Chemistry
• Nyckelord: inhibitors; galabiose; carbohydrates; antibiotics; bacterial adhesin
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 1439-4227