Literature DB >> 18760602

Evaluation of a focused library of N-aryl L-homoserine lactones reveals a new set of potent quorum sensing modulators.

Grant D Geske1, Margrith E Mattmann, Helen E Blackwell.   

Abstract

A focused library of N-aryl l-homoserine lactones was designed around known lactone leads and evaluated for antagonistic and agonistic activity against quorum-sensing receptors in Agrobacterium tumefaciens, Pseudomonas aeruginosa, and Vibrio fischeri. Several compounds were identified with significantly heightened activities relative to the lead compounds, and new structure-activity relationships (SARs) were delineated. Notably, 4-substituted N-phenoxyacetyl and 3-substituted N-phenylpropionyl l-homoserine lactones were identified as potent antagonists of TraR and LuxR, respectively.

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Year:  2008        PMID： 18760602      PMCID： PMC2593151          DOI： 10.1016/j.bmcl.2008.07.089

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  12 in total

1.  Bacterial communication: tiny teamwork.

Authors:  E Peter Greenberg
Journal:  Nature       Date:  2003-07-10       Impact factor: 49.962

Review 2.  Regulatory circuits and communication in Gram-negative bacteria.

Authors:  Andrée M Lazdunski; Isabelle Ventre; James N Sturgis
Journal:  Nat Rev Microbiol       Date:  2004-07       Impact factor: 60.633

Review 3.  Quorum-sensing blockade as a strategy for enhancing host defences against bacterial pathogens.

Authors:  Thomas Bjarnsholt; Michael Givskov
Journal:  Philos Trans R Soc Lond B Biol Sci       Date:  2007-07-29       Impact factor: 6.237

Review 4.  P. aeruginosa quorum-sensing systems and virulence.

Authors:  Roger S Smith; Barbara H Iglewski
Journal:  Curr Opin Microbiol       Date:  2003-02       Impact factor: 7.934

Review 5.  Expanding dialogues: from natural autoinducers to non-natural analogues that modulate quorum sensing in Gram-negative bacteria.

Authors:  Grant D Geske; Jennifer C O'Neill; Helen E Blackwell
Journal:  Chem Soc Rev       Date:  2008-06-02       Impact factor: 54.564

6.  N-phenylacetanoyl-L-homoserine lactones can strongly antagonize or superagonize quorum sensing in Vibrio fischeri.

Authors:  Grant D Geske; Jennifer C O'Neill; Helen E Blackwell
Journal:  ACS Chem Biol       Date:  2007-05-04       Impact factor: 5.100

7.  The Vibrio fischeri quorum-sensing systems ain and lux sequentially induce luminescence gene expression and are important for persistence in the squid host.

Authors:  Claudia Lupp; Mark Urbanowski; E Peter Greenberg; Edward G Ruby
Journal:  Mol Microbiol       Date:  2003-10       Impact factor: 3.501

8.  Modulation of bacterial quorum sensing with synthetic ligands: systematic evaluation of N-acylated homoserine lactones in multiple species and new insights into their mechanisms of action.

Authors:  Grant D Geske; Jennifer C O'Neill; David M Miller; Margrith E Mattmann; Helen E Blackwell
Journal:  J Am Chem Soc       Date:  2007-10-10       Impact factor: 15.419

9.  Analogs of the autoinducer 3-oxooctanoyl-homoserine lactone strongly inhibit activity of the TraR protein of Agrobacterium tumefaciens.

Authors:  J Zhu; J W Beaber; M I Moré; C Fuqua; A Eberhard; S C Winans
Journal:  J Bacteriol       Date:  1998-10       Impact factor: 3.490

Review 10.  Bacterial small-molecule signaling pathways.

Authors:  Andrew Camilli; Bonnie L Bassler
Journal:  Science       Date:  2006-02-24       Impact factor: 47.728
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  39 in total

1.  Attenuation of virulence in pathogenic bacteria using synthetic quorum-sensing modulators under native conditions on plant hosts.

Authors:  Andrew G Palmer; Evan Streng; Helen E Blackwell
Journal:  ACS Chem Biol       Date:  2011-10-06       Impact factor: 5.100

2.  Chemical Genetics Reveals Environment-Specific Roles for Quorum Sensing Circuits in Pseudomonas aeruginosa.

Authors:  Michael A Welsh; Helen E Blackwell
Journal:  Cell Chem Biol       Date:  2016-02-18       Impact factor: 8.116

3.  Small molecules that modulate quorum sensing and control virulence in Pseudomonas aeruginosa.

Authors:  Margrith E Mattmann; Helen E Blackwell
Journal:  J Org Chem       Date:  2010-10-15       Impact factor: 4.354

4.  Mechanism of agonism and antagonism of the Pseudomonas aeruginosa quorum sensing regulator QscR with non-native ligands.

Authors:  Christina L Wysoczynski-Horita; Michelle E Boursier; Ryan Hill; Kirk Hansen; Helen E Blackwell; Mair E A Churchill
Journal:  Mol Microbiol       Date:  2018-03-11       Impact factor: 3.501

Review 5.  Bacterial quorum sensing: its role in virulence and possibilities for its control.

Authors:  Steven T Rutherford; Bonnie L Bassler
Journal:  Cold Spring Harb Perspect Med       Date:  2012-11-01       Impact factor: 6.915

Review 6.  Chemical probes of quorum sensing: from compound development to biological discovery.

Authors:  Michael A Welsh; Helen E Blackwell
Journal:  FEMS Microbiol Rev       Date:  2016-06-05       Impact factor: 16.408

7.  Anti-quorum sensing potential of ketoprofen and its derivatives against Pseudomonas aeruginosa: insights to in silico and in vitro studies.

Authors:  Amineh Sadat Tajani; Elham Jangi; Maryam Davodi; Sima Golmakaniyoon; Razieh Ghodsi; Vahid Soheili; Bibi Sedigheh Fazly Bazzaz
Journal:  Arch Microbiol       Date:  2021-07-28       Impact factor: 2.552

8.  Non-native N-aroyl L-homoserine lactones are potent modulators of the quorum sensing receptor RpaR in Rhodopseudomonas palustris.

Authors:  Christine E McInnis; Helen E Blackwell
Journal:  Chembiochem       Date:  2013-11-26       Impact factor: 3.164

9.  Synthesis and biological evaluation of triazole-containing N-acyl homoserine lactones as quorum sensing modulators.

Authors:  Danielle M Stacy; Sebastian T Le Quement; Casper L Hansen; Janie W Clausen; Tim Tolker-Nielsen; Jacob W Brummond; Michael Givskov; Thomas E Nielsen; Helen E Blackwell
Journal:  Org Biomol Chem       Date:  2012-12-20       Impact factor: 3.876

10.  Slippery Liquid-Infused Porous Surfaces that Prevent Bacterial Surface Fouling and Inhibit Virulence Phenotypes in Surrounding Planktonic Cells.

Authors:  Michael J Kratochvil; Michael A Welsh; Uttam Manna; Benjamín J Ortiz; Helen E Blackwell; David M Lynn
Journal:  ACS Infect Dis       Date:  2016-06-07       Impact factor: 5.084
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