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Structure activity relationships of galabioside derivatives as inhibitors of E. coli and S. suis adhesins: nanomolar inhibitors of S. suis adhesins
Umeå University, Faculty of Science and Technology, Chemistry.
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2005 (English)In: ORGANIC & BIOMOLECULAR CHEMISTRY, ISSN 1477-0520, Vol. 3, no 5, 886-900 p.Article in journal (Refereed) Published
Abstract [en]

Four collections of Gal1-4Gal derivatives were synthesised and evaluated as inhibitors of the PapG class II adhesin of uropathogenic Escherichia coli and of the PN and PO adhesins of Streptococcus suis strains. Galabiosides carrying aromatic structures at C1, methoxyphenyl O-galabiosides in particular, were identified as potent inhibitors of the PapG adhesin. Phenylurea derivatisation at C3 and methoxymethylation at O2 of galabiose provided inhibitors of the S. suis strains type PN adhesin with remarkably high affinities (30 and 50 nM, respectively). In addition, quantitative structure–activity relationship models for E. coli PapG adhesin and S. suis adhesin type PO were developed using multivariate data analysis. The inhibitory lead structures constitute an advancement towards high-affinity inhibitors as potential anti-adhesion therapeutic agents targeting bacterial infections.

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2005. Vol. 3, no 5, 886-900 p.
Identifiers
URN: urn:nbn:se:umu:diva-13067DOI: doi:10.1039/b416878jOAI: oai:DiVA.org:umu-13067DiVA: diva2:152738
Available from: 2007-05-02 Created: 2007-05-02 Last updated: 2011-01-12Bibliographically approved

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