Piericidins, Novel Quorum-Sensing Inhibitors against Chromobacterium violaceum CV026, from Streptomyces sp. TOHO-Y209 and TOHO-O348

Ooka, Kazuhiro; Fukumoto, Atsushi; Yamanaka, Tomoe; Shimada, Kanako; Ishihara, Ryo; Anzai, Yojiro; Kato, Fumio

doi:10.4236/ojmc.2013.34012

Cited by 17 publications

(11 citation statements)

References 24 publications

(28 reference statements)

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“…Similarly, previous studies reported the isolation and the characterization of QSI compounds from Streptomyces isolates such as cinnamic acid and dipeptide proline–glycine from a marine invertebrate Streptomyces ( Naik et al, 2013 ). Also, Streptomyces TOHO-O348 and TOHO-Y209 produce piericidins with a marked QSI effect on C. violaceum CV026 ( Ooka et al, 2013 ).…”

Section: Discussionmentioning

confidence: 99%

Quorum Sensing Inhibiting Activity of Streptomyces coelicoflavus Isolated from Soil

et al. 2016

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Quorum sensing (QS) systems communicate bacterial population and stimulate microbial pathogenesis through signaling molecules. Inhibition of QS signals potentially suppresses microbial infections. Antimicrobial properties of Streptomyces have been extensively studied, however, less is known about quorum sensing inhibitory (QSI) activities of Streptomyces. This study explored the QSI potential of Streptomyces isolated from soil. Sixty-five bacterial isolates were purified from soil samples with morphological characteristics of Streptomyces. The three isolates: S6, S12, and S17, exhibited QSI effect by screening with the reporter, Chromobacterium violaceum. Isolate S17 was identified as Streptomyces coelicoflavus by sequencing of the hypervariable regions (V1–V6) of 16S rRNA and was assigned gene bank number KJ855087. The QSI effect of the cell-free supernatant of isolate S17 was not abolished by proteinase K indicating the non-enzymatic activity of QSI components of S17. Three major compounds were isolated and identified, using spectroscopic techniques (1D, 2D NMR, and Mass spectrometry), as behenic acid (docosanoic acid), borrelidin, and 1H-pyrrole-2-carboxylic acid. 1H-pyrrole-2-carboxylic acid inhibited QS and related virulence factors of Pseudomonas aeruginosa PAO1 including; elastase, protease, and pyocyanin without affecting Pseudomonas viability. At the molecular level, 1H-pyrrole-2-carboxylic acid suppressed the expression of QS genes (lasI, lasR, lasA, lasB, rhlI, rhlR, pqsA, and pqsR). Moreover, QSI activity of S17 was assessed under different growth conditions and ISP2 medium supplemented with glucose 0.4% w/v and adjusted at pH 7, showed the highest QSI action. In conclusion, 1H-pyrrole-2-carboxylic acid, one of the major metabolites of Streptomyces isolate S17, inhibited QS and virulence determinants of P. aeruginosa PAO1. The findings of the study open the scope to exploit the in vivo efficacy of this active molecule as anti-pathogenic and anti-virulence of P. aeruginosa.

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Section: Discussionmentioning

confidence: 99%

Quorum Sensing Inhibiting Activity of Streptomyces coelicoflavus Isolated from Soil

et al. 2016

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“…Several Actinobacteria have the ability to colonize plant surfaces and thereby exclude plant pathogens either by competition or through inhibition by antibiotic production ( Selvakumar et al, 2014 ). Over the last decade, a total of six actinobacterial genera: Arthrobacter ( Flagan et al, 2003 ), Microbacterium ( Wang et al, 2012 ), Mycobacterium ( Chen and Xie, 2011 ), Nocardioides ( Yoon et al, 2006 ), Rhodococcus ( Park et al, 2006 ; Latour et al, 2013 ), and Streptomyces ( Chen and Xie, 2011 ; Ooka et al, 2013 ) have been reported for their quorum quenching activity. Members of these genera known to exist as plant symbionts or as endophytes residing within plant hosts without causing disease symptoms are reported to produce AHL-inactivating enzymes.…”

Section: Quorum Quenching Activity In Actinobacteriamentioning

confidence: 99%

“…Similarly, a major metabolite piericidin A1 secreted by Streptomyces sp. TOHO-Y209 and TOHO-O348 demonstrated quorum sensing inhibiting activity against C. violaceum CV026 ( Ooka et al, 2013 ). The piericidin class of metabolites are known inhibitors of NADH-ubiquinone oxidoreductase, with A1 specifically inhibiting both mitochondrial and bacterial NDAH- ubiquinone oxidoreductases.…”

Section: Quorum Quenching Activity In Actinobacteriamentioning

confidence: 99%

Quorum Sensing: An Under-Explored Phenomenon in the Phylum Actinobacteria

et al. 2016

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Quorum sensing is known to play a major role in the regulation of secondary metabolite production, especially, antibiotics, and morphogenesis in the phylum Actinobacteria. Although it is one of the largest bacterial phylum, only 25 of the 342 genera have been reported to use quorum sensing. Of these, only nine have accompanying experimental evidence; the rest are only known through bioinformatic analysis of gene/genome sequences. It is evident that this important communication mechanism is not extensively explored in Actinobacteria. In this review, we summarize the different quorum sensing systems while identifying the limitations of the existing screening strategies and addressing the improvements that have taken place in this field in recent years. The γ-butyrolactone system turned out to be almost exclusively limited to this phylum. In addition, methylenomycin furans, AI-2 and other putative AHL-like signaling molecules are also reported in Actinobacteria. The lack of existing screening systems in detecting minute quantities and of a wider range of signaling molecules was a major reason behind the limited information available on quorum sensing in this phylum. However, recent improvements in screening strategies hold a promising future and are likely to increase the discovery of new signaling molecules. Further, the quorum quenching ability in many Actinobacteria has a great potential in controlling the spread of plant and animal pathogens. A systematic and coordinated effort is required to screen and exploit the enormous potential that quorum sensing in the phylum Actinobacteria has to offer for human benefit.

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“…Bacterial Strains, Media, and Culture C. violaceum CV026 14) was cultured in Luria Broth [LB; 1.0% Bacto tryptone (Becton, Dickinson and Company, Sparks, MD, U.S.A.), 0.5% Bacto yeast extract (Becton, Dickinson and Company), and 0.5% NaCl (Wako Pure Chemical Corporation, Osaka, Japan), pH 7.2] at 27°C. P. aeruginosa ATC C 27853, 17) a quality control strain for dilution antimicrobial susceptibility tests, was cultured overnight in Nutrient Broth (NB; Eiken Chemical Co., Ltd., Tochigi, Japan) at 37°C.…”

Section: Methodsmentioning

confidence: 99%

“…Based on these novel "anti-infective drugs," we previously established a screening system using Chromobacterium violaceum CV026 14) to identify QS inhibitors produced by actinomycetes. Piericidin E, a novel compound, was recently discovered in Streptomyces sp.…”

Section: Introductionmentioning

confidence: 99%

Quorum Sensing Inhibitors against <i>Chromobacterium violaceum</i> CV026 Derived from an Actinomycete Metabolite Library

Ohta

Fukumoto

Iizaka

et al. 2020

Biological & Pharmaceutical Bulletin

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Quorum sensing (QS) is a microbial signaling system that regulates the expression of many virulence genes. Herein, we studied five compounds-No. 1: (E)-2-methyl-3-(4-nitro-phenyl)-acrylaldehyde; No. 29-2: pimprinine [5-(1H-indol-3-yl)-2-methyloxazole]; No. 48: (2E,4E)-2-methyl-5-phenyl-2,4-pentadienoic acid; No. 74: (3E,5E)-5-methyl-6-(4-nitrophenyl)-hexa-3,5-dien-2-ol; and No. 130: methyphenazine-1-carboxylate-derived from an actinomycete metabolite library. These compounds were confirmed to be QS inhibitors that reduced violacein production in Chromobacterium violaceum CV026. Additionally, compounds No. 1, No. 74, and No. 130 significantly reduced fluorescent pigment production in Pseudomonas aeruginosa ATCC 27853.

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Piericidins, Novel Quorum-Sensing Inhibitors against Chromobacterium violaceum CV026, from Streptomyces sp. TOHO-Y209 and TOHO-O348

Cited by 17 publications

References 24 publications

Quorum Sensing Inhibiting Activity of Streptomyces coelicoflavus Isolated from Soil

Quorum Sensing Inhibiting Activity of Streptomyces coelicoflavus Isolated from Soil

Quorum Sensing: An Under-Explored Phenomenon in the Phylum Actinobacteria

Quorum Sensing Inhibitors against <i>Chromobacterium violaceum</i> CV026 Derived from an Actinomycete Metabolite Library

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