Structure-Activity Relationship of Cinnamaldehyde Analogs as Inhibitors of AI-2 Based Quorum Sensing and Their Effect on Virulence of Vibrio spp

Brackman, Gilles; Celen, Shari; Hillaert, Ulrik; Calenbergh, Serge Van; Cos, Paul; Maes, Louis; Nelis, Hans; Coenye, Tom

doi:10.1371/journal.pone.0016084

Cited by 112 publications

(96 citation statements)

References 31 publications

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“…Cinnamaldehyde inhibited phosphorylation of phospholipase Cγ1 (PLCγ1) [17] and ERK1/2 [18]. Not only cinnamaldehyde, also its derivatives have diverse biological activities [35][36][37][38][39][40]. In particular, phydroxycinnamic acid, 4-hydroxy-3-methoxycinnamaldehyde and α-bromo-4-chlorocinnamaldehyde have the immunomodulatory effects in mammalian cells [36,37,39].…”

Section: Discussionmentioning

confidence: 99%

Cinnamaldehyde derivatives inhibit degranulation and inflammatory mediator production in rat basophilic leukemia cells

Ahn

Kim

Lee

et al. 2016

International Immunopharmacology

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Section: Discussionmentioning

confidence: 99%

Cinnamaldehyde derivatives inhibit degranulation and inflammatory mediator production in rat basophilic leukemia cells

Ahn

Kim

Lee

et al. 2016

International Immunopharmacology

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“…The microtiterplate was then incubated for 24 h at 30°C and fluorescence from GFP expression was measured at λ ex 475 nm and λ em 515 nm, using a Victor Wallac 2 multilabel counter (Perkin Elmer). The protease activity assay was conducted as previously described [34].…”

Section: Methodsmentioning

confidence: 99%

Phenotypic and Genotypic Characterisation of Burkholderia cenocepacia J2315 Mutants Affected in Homoserine Lactone and Diffusible Signal Factor-Based Quorum Sensing Systems Suggests Interplay between Both Types of Systems

et al. 2013

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Many putative virulence factors of Burkholderia cenocepacia are controlled by various quorum sensing (QS) circuits. These QS systems either use N-acyl homoserine lactones (AHL) or cis-2-dodecenoic acid (“Burkholderia diffusible signal factor”, BDSF) as signalling molecules. Previous work suggested that there is little cross-talk between both types of systems. We constructed mutants in B. cenocepacia strain J2315, in which genes encoding CepI (BCAM1870), CciI (BCAM0239a) and the BDSF synthase (BCAM0581) were inactivated, and also constructed double (ΔcepIΔBCAM0581, ΔcciIΔBCAM0581 and ΔcepIΔcciI) mutants and a triple (ΔcepIΔcciIΔBCAM0581) mutant. Subsequently we investigated phenotypic properties (antibiotic susceptibility, biofilm formation, production of AHL and BDSF, protease activity and virulence in Caenorhabditis elegans) and measured gene expression in these mutants, and this in the presence and absence of added BDSF, AHL or both. The triple mutant was significantly more affected in biofilm formation, antimicrobial susceptibility, virulence in C. elegans, and protease production than either the single or double mutants. The ΔBCAM0581 mutant and the ΔcepIΔBCAM0581 and ΔcciIΔBCAM0581 double mutants produced significantly less AHL compared to the WT strain and the ΔcepI and ΔcciI single mutant, respectively. The expression of cepI and cciI in ΔBCAM0581, was approximately 3-fold and 7-fold (p<0.05) lower than in the WT, respectively. The observed differences in AHL production, expression of cepI and cciI and QS-controlled phenotypes in the ΔBCAM0581 mutant could (at least partially) be restored by addition of BDSF. Our data suggest that, in B. cenocepacia J2315, AHL and BDSF-based QS systems co-regulate the same set of genes, regulate different sets of genes that are involved in the same phenotypes and/or that the BDSF system controls the AHL-based QS system. As the expression of the gene encoding the C6-HSL synthase CciI (and to a lesser extent the C8-HSL synthase CepI) is partially controlled by BDSF, it seems likely that the BDSF QS systems controls AHL production through this system.

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“…Several natural molecules have also been identified as potential AI-2-signalling inhibitors (reviewed in , including brominated furanones extracted from the algae Delisea pulchra (Ren et al, 2001(Ren et al, , 2004a and cinnamaldehyde, although the latter also appears to be a more general inhibitor of Vibrio quorum sensing through inhibition of LuxR binding to DNA (Niu et al, 2006;Brackman et al, 2011).…”

Section: Ai-2 In Members Of the Oropharyngeal Floramentioning

confidence: 99%

AI-2-mediated signalling in bacteria

Pereira¹,

Thompson²,

Xavier³

2013

FEMS Microbiol Rev

458

405

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Success in nature depends upon an ability to perceive and adapt to the surrounding environment. Bacteria are not an exception; they recognize and constantly adjust to changing situations by sensing environmental and self‐produced signals, altering gene expression accordingly. Autoinducer‐2 (AI‐2) is a signal molecule produced by LuxS, an enzyme found in many bacterial species and thus proposed to enable interspecies communication. Two classes of AI‐2 receptors and many layers and interactions involved in downstream signalling have been identified so far. Although AI‐2 has been implicated in the regulation of numerous niche‐specific behaviours across the bacterial kingdom, interpretation of these results is complicated by the dual role of LuxS in signalling and the activated methyl cycle, a crucial central metabolic pathway. In this article, we present a comprehensive review of the discovery and early characterization of AI‐2, current developments in signal detection, transduction and regulation, and the major studies investigating the phenotypes regulated by this molecule. The development of novel tools should help to resolve many of the remaining questions in the field; we highlight how these advances might be exploited in AI‐2 quorum quenching, treatment of diseases, and the manipulation of beneficial behaviours caused by polyspecies communities.

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Structure-Activity Relationship of Cinnamaldehyde Analogs as Inhibitors of AI-2 Based Quorum Sensing and Their Effect on Virulence of Vibrio spp

Cited by 112 publications

References 31 publications

Cinnamaldehyde derivatives inhibit degranulation and inflammatory mediator production in rat basophilic leukemia cells

Cinnamaldehyde derivatives inhibit degranulation and inflammatory mediator production in rat basophilic leukemia cells

Phenotypic and Genotypic Characterisation of Burkholderia cenocepacia J2315 Mutants Affected in Homoserine Lactone and Diffusible Signal Factor-Based Quorum Sensing Systems Suggests Interplay between Both Types of Systems

AI-2-mediated signalling in bacteria

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