Inhibitory effect of a natural phenolic compound, 3-<i>p-trans</i>-coumaroyl-2-hydroxyquinic acid against the attachment phase of biofilm formation of <i>Staphylococcus aureus</i> through targeting sortase A

Wu, Yanping; Liu, Xiaoyan; Bai, Jinrong; Xie, Hong-Chen; Ye, Si-Liang; Huang, Yina; Gao, Hong

doi:10.1039/c9ra05883d

Cited by 15 publications

(6 citation statements)

References 42 publications

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“…Gallotannins (GTs) from various species have been extensively studied as they exhibit multiple biological activities ranging from antioxidant, radical scavenging, antimicrobial, anti-inflammatory, and immune-modulatory to anticancer effects [2,[6][7][8][9]. Moreover, numerous plant polyphenols have exhibited strong antibacterial and antibiofilm activity against staphylococci [10,11]. Among the staphylococci, Staphylococcus aureus is of most clinical concern.…”

Section: Introductionmentioning

confidence: 99%

New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents

et al. 2021

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Nature has been a source of inspiration for the development of new pharmaceutically active agents. A series of new unnatural gallotannins (GTs), derived from d-lyxose, d-ribose, l-rhamnose, d-mannose, and d-fructose have been designed and synthesized in order to study the protective and antimicrobial effects of synthetic polyphenols that are structurally related to plant-derived products. The structures of the new compounds were confirmed by various spectroscopic methods. Apart from spectral analysis, the antioxidant activity was evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging and iron reducing power (FRAP) assays. Antibacterial activity of compounds was tested in vitro against Staphylococcus aureus ATCC 29213, Enterococcus faecalis ATCC 29212 (reference and control strains), three methicillin-resistant isolates of S. aureus, and three isolates of vancomycin-resistant E. faecalis. For screening of antimycobacterial effect, a virulent isolate of Mycobacterium tuberculosis and two non-tuberculous mycobacteria were used. Furthermore, antibiofilm activity of structurally different GTs against S. aureus, and their ability to inhibit sortase A, were inspected. Experimental data revealed that the studied GTs are excellent antioxidants and radical-scavenging agents. The compounds exhibited only a moderate antibacterial effect against Gram-positive pathogens S. aureus and E. faecalis and were practically inactive against mycobacteria. However, they were efficient inhibitors and disruptors of S. aureus biofilms in sub-MIC concentrations, and interacted with the quorum-sensing system in Chromobacterium violaceum. Overall, these findings suggest that synthetic GTs could be considered as promising candidates for pharmacological, biomedical, consumer products, and for food industry applications.

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Section: Introductionmentioning

confidence: 99%

New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents

et al. 2021

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“…These results were coincident with our previous study which reported that CHQA reduced S . aureus adherence to fibrinogen and prevented biofilm formation by acting at the initial attachment phase of biofilm development (Wu, Liu, Bai, et al, 2019; Wu, Liu, Zhu, & Shen, 2019).…”

Section: Discussionmentioning

confidence: 99%

“…In addition, CHQA inhibited the biofilm formation of S . aureus through affecting the initial attachment phase of biofilm development (Wu, Liu, Bai, et al, 2019; Wu, Liu, Zhu, & Shen, 2019). Numerous studies have demonstrated that phenolic compounds possess multi‐target antibacterial mechanisms against pathogens, including damaging cell membrane, interrupting cell wall, binding to bacterial DNA, and inhibiting the synthesis of proteins and nuclear acids (Aldulaimi, Drijfhout, Uche, Horrocks, & Li, 2019; Niu et al, 2019; Wang, Zou, Xie, & Xie, 2014).…”

Section: Introductionmentioning

confidence: 99%

Discovering the antibacterial mode of action of 3‐p‐trans‐coumaroyl‐2‐hydroxyquinic acid, a natural phenolic compound, against Staphylococcus aureus through an integrated transcriptomic and proteomic approach

Liu

Yue

et al. 2020

Journal of Food Safety

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A plant‐derived phenolic compound, namely 3‐p‐trans‐coumaroyl‐2‐hydroxyquinic acid (CHQA), has recently been reported to exhibit antibacterial and antibiofilm activities against Staphylococcus aureus. In this study, the combined transcriptomic and proteomic analyses was used to elucidate the molecular mechanism of CHQA against S. aureus. The results showed that subinhibitory concentration of CHQA induced wide and significant changes in S. aureus at both transcriptional and translational levels with 935 differentially expressed genes and 438 differentially expressed proteins. Bioinformatic analysis indicated that the changed genes and proteins were mainly involved in cell membrane, ribosome and translation, DNA repair, fatty acid biosynthesis and metabolism, amino acid biosynthesis, peptidoglycan synthesis, and bacterial infection. Moreover, downregulation of various surface proteins associated with cell adhesion was observed, which probably further inhibited the biofilm formation of S. aureus. These results revealed that CHQA exerted antibacterial activity through multifarious mechanisms, which especially targeted bacterial cell membrane and then triggered diverse cellular dysfunctions.

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“…Staphylococcus aureus biofilms are a major concern for food safety. Interestingly, Wu et al (2019) observed that coumaroyl-2-hydroxyquinic acid from pine needles of Cedrus deodara , not only inhibits S. aureus biofilm formation, but also the attachment phase, by inhibiting the transmembrane peptidase sortase A, SrtA. This enzyme catalyzes the covalent binding of surface proteins sharing a typical sorting signal, with a conserved C-terminal LPXTG motif, to cell wall peptidoglycan and these cell wall-anchored proteins initiate bacterial adherence by binding host surface.…”

Section: Diversity Of Mechanisms Of Action Against Biofilms Of Plant Phenolicsmentioning

confidence: 99%

Phenolic-Rich Plant Extracts With Antimicrobial Activity: An Alternative to Food Preservatives and Biocides?

Oulahal

Degraeve

2022

Front. Microbiol.

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In recent years, the search for natural plant-based antimicrobial compounds as alternatives to some synthetic food preservatives or biocides has been stimulated by sanitary, environmental, regulatory, and marketing concerns. In this context, besides their established antioxidant activity, the antimicrobial activity of many plant phenolics deserved increased attention. Indeed, industries processing agricultural plants generate considerable quantities of phenolic-rich products and by-products, which could be valuable natural sources of natural antimicrobial molecules. Plant extracts containing volatile (e.g., essential oils) and non-volatile antimicrobial molecules can be distinguished. Plant essential oils are outside the scope of this review. This review will thus provide an overview of current knowledge regarding the promises and the limits of phenolic-rich plant extracts for food preservation and biofilm control on food-contacting surfaces. After a presentation of the major groups of antimicrobial plant phenolics, of their antimicrobial activity spectrum, and of the diversity of their mechanisms of action, their most promising sources will be reviewed. Since antimicrobial activity reduction often observed when comparing in vitro and in situ activities of plant phenolics has often been reported as a limit for their application, the effects of the composition and the microstructure of the matrices in which unwanted microorganisms are present (e.g., food and/or microbial biofilms) on their activity will be discussed. Then, the different strategies of delivery of antimicrobial phenolics to promote their activity in such matrices, such as their encapsulation or their association with edible coatings or food packaging materials are presented. The possibilities offered by encapsulation or association with polymers of packaging materials or coatings to increase the stability and ease of use of plant phenolics before their application, as well as to get systems for their controlled release are presented and discussed. Finally, the necessity to consider phenolic-rich antimicrobial plant extracts in combination with other factors consistently with hurdle technology principles will be discussed. For instance, several authors recently suggested that natural phenolic-rich extracts could not only extend the shelf-life of foods by controlling bacterial contamination, but could also coexist with probiotic lactic acid bacteria in food systems to provide enhanced health benefits to human.

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Inhibitory effect of a natural phenolic compound, 3-p-trans-coumaroyl-2-hydroxyquinic acid against the attachment phase of biofilm formation of Staphylococcus aureus through targeting sortase A

Abstract: 3-p-trans-Coumaroyl-2-hydroxyquinic acid (CHQA), a natural phenolic compound, prevented Staphylococcus aureus biofilm formation due to the inhibition of the initial attachment stage of biofilm development by targeting sortase A.

Cited by 15 publications

References 42 publications

New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents

New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents

Discovering the antibacterial mode of action of 3‐p‐trans‐coumaroyl‐2‐hydroxyquinic acid, a natural phenolic compound, against Staphylococcus aureus through an integrated transcriptomic and proteomic approach

Phenolic-Rich Plant Extracts With Antimicrobial Activity: An Alternative to Food Preservatives and Biocides?

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