Unknown

Dataset Information

0

Carboxylic acid isosteres improve the activity of ring-fused 2-pyridones that inhibit pilus biogenesis in E. coli.


ABSTRACT: 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.

SUBMITTER: Berg V 

PROVIDER: S-EPMC3665338 | biostudies-literature | 2008 Jun

REPOSITORIES: biostudies-literature

altmetric image

Publications

Carboxylic acid isosteres improve the activity of ring-fused 2-pyridones that inhibit pilus biogenesis in E. coli.

Berg Veronica V   Das Pralay P   Chorell Erik E   Hedenström Mattias M   Pinkner Jerome S JS   Hultgren Scott J SJ   Almqvist Fredrik F  

Bioorganic & medicinal chemistry letters 20080507 12


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 significan  ...[more]

Similar Datasets

| S-EPMC2904244 | biostudies-literature
| S-EPMC1693844 | biostudies-literature
| S-EPMC4833640 | biostudies-literature
| S-EPMC8650012 | biostudies-literature
| S-EPMC9618150 | biostudies-literature
| S-EPMC3870681 | biostudies-literature
| S-EPMC2963145 | biostudies-literature
| S-EPMC3309717 | biostudies-literature
| S-EPMC8410936 | biostudies-literature
| S-EPMC6628675 | biostudies-literature