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Issue 44, 2012
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Structure–function analysis of the C-3 position in analogues of microbial behavioural modulators HHQ and PQS

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Abstract

2-Heptyl-3-hydroxy-4-quinolone (PQS) and its precursor 2-heptyl-4-quinolone (HHQ) are key signalling molecules of the important nosocomial pathogen Pseudomonas aeruginosa. We have recently reported an interkingdom dimension to these molecules, influencing key virulence traits in a broad spectrum of microbial species and in the human pathogenic yeast Candida albicans. For the first time, targeted chemical derivatisation of the C-3 position was undertaken to investigate the structural and molecular properties underpinning the biological activity of these compounds in P. aeruginosa, and using Bacillus subtilis as a suitable model system for investigating modulation of interspecies behaviour.

Graphical abstract: Structure–function analysis of the C-3 position in analogues of microbial behavioural modulators HHQ and PQS

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Supplementary files

Article information


Submitted
12 Jun 2012
Accepted
26 Sep 2012
First published
26 Sep 2012

Org. Biomol. Chem., 2012,10, 8903-8910
Article type
Paper

Structure–function analysis of the C-3 position in analogues of microbial behavioural modulators HHQ and PQS

F. J. Reen, S. L. Clarke, C. Legendre, C. M. McSweeney, K. S. Eccles, S. E. Lawrence, F. O'Gara and G. P. McGlacken, Org. Biomol. Chem., 2012, 10, 8903
DOI: 10.1039/C2OB26823J

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