Literature DB >> 22748377

Synthesis and evaluation of the quorum sensing inhibitory effect of substituted triazolyldihydrofuranones.

Gilles Brackman1, Martijn Risseeuw, Shari Celen, Paul Cos, Louis Maes, Hans J Nelis, Serge Van Calenbergh, Tom Coenye.   

Abstract

Acylhomoserine lactone (AHL) analogues in which the amide function is replaced by a triazole group were synthesized and evaluated for their effect on quorum sensing (QS) and biofilm formation in Burkholderia cenocepacia and Pseudomonas aeruginosa. In addition, the influence of the length of the acyl-mimicking chain was investigated. The compounds showed selectivity between two different AHL QS systems. 3-(1H-1,2,3-Triazol-1-yl)dihydrofuran-2(3H)-ones, in which the 4-substituent best resembled the acyl chain of the native AHL molecule exhibited significant QS agonistic and antagonistic activities. Replacing this aliphatic substituent by a phenyl-containing moiety resulted in active inhibitors of QS. The most active compounds showed biofilm inhibitory as well as biofilm eradicating activities in both test organisms.
Copyright © 2012 Elsevier Ltd. All rights reserved.

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Year:  2012        PMID: 22748377     DOI: 10.1016/j.bmc.2012.06.009

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  9 in total

Review 1.  Exploiting quorum sensing to confuse bacterial pathogens.

Authors:  Breah LaSarre; Michael J Federle
Journal:  Microbiol Mol Biol Rev       Date:  2013-03       Impact factor: 11.056

2.  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

Review 3.  Two quorum sensing systems control biofilm formation and virulence in members of the Burkholderia cepacia complex.

Authors:  Angela Suppiger; Nadine Schmid; Claudio Aguilar; Gabriella Pessi; Leo Eberl
Journal:  Virulence       Date:  2013-07-01       Impact factor: 5.882

Review 4.  Burkholderia cenocepacia Infections in Cystic Fibrosis Patients: Drug Resistance and Therapeutic Approaches.

Authors:  Viola C Scoffone; Laurent R Chiarelli; Gabriele Trespidi; Massimo Mentasti; Giovanna Riccardi; Silvia Buroni
Journal:  Front Microbiol       Date:  2017-08-22       Impact factor: 5.640

5.  Orthopaedic device-related infection: current and future interventions for improved prevention and treatment.

Authors:  T Fintan Moriarty; Richard Kuehl; Tom Coenye; Willem-Jan Metsemakers; Mario Morgenstern; Edward M Schwarz; Martijn Riool; Sebastian A J Zaat; Nina Khana; Stephen L Kates; R Geoff Richards
Journal:  EFORT Open Rev       Date:  2017-03-13

6.  Design, synthesis and biological evaluation of 1,2,3-triazole based 2-aminobenzimidazoles as novel inhibitors of LasR dependent quorum sensing in Pseudomonas aeruginosa.

Authors:  Singireddi Srinivasarao; Adinarayana Nandikolla; Shashidhar Nizalapur; Tsz Tin Yu; Sravani Pulya; Balaram Ghosh; Sankaranarayanan Murugesan; Naresh Kumar; Kondapalli Venkata Gowri Chandra Sekhar
Journal:  RSC Adv       Date:  2019-09-17       Impact factor: 4.036

7.  Synthesis and Biological Evaluation of 3-(Pyridine-3-yl)-2-Oxazolidinone Derivatives as Antibacterial Agents.

Authors:  Bo Jin; Tong Wang; Jia-Yi Chen; Xiao-Qing Liu; Yi-Xin Zhang; Xiu-Ying Zhang; Zun-Lai Sheng; Hong-Liang Yang
Journal:  Front Chem       Date:  2022-07-18       Impact factor: 5.545

Review 8.  An Overview of Biofilm Formation-Combating Strategies and Mechanisms of Action of Antibiofilm Agents.

Authors:  Syeda Tasmia Asma; Kálmán Imre; Adriana Morar; Viorel Herman; Ulas Acaroz; Hamid Mukhtar; Damla Arslan-Acaroz; Syed Rizwan Ali Shah; Robin Gerlach
Journal:  Life (Basel)       Date:  2022-07-23

9.  Pseudomonas aeruginosa inhibits quorum-sensing mechanisms of soft rot pathogen Lelliottia amnigena RCE to regulate its virulence factors and biofilm formation.

Authors:  Chintan Kapadia; Rinkal Kachhdia; Susheel Singh; Kelvin Gandhi; Peter Poczai; Saleh Alfarraj; Mohammad Javed Ansari; Abdul Gafur; R Z Sayyed
Journal:  Front Microbiol       Date:  2022-08-23       Impact factor: 6.064

  9 in total

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