Synthesis and Evaluation of New Antagonists of Bacterial Quorum Sensing in <i>Vibrio harveyi</i>

Peng, Hanjing; Cheng, Yunfeng; Ni, Nanting; Li, Minyong; Choudhary, Gaurav S.; Chou, Han Ting; Lu, Chung‐Dar; Tai, Phang C.; Wang, Binghe

doi:10.1002/cmdc.200900180

Cited by 49 publications

(32 citation statements)

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“…In Helicobacter pylori (a gastric pathogen), SFN inhibits urease activity, which generates ammonia and thus neutralizes gastric acidity and promotes inflammation (Fahey et al, 2013). Recently, a number of sulfur-containing compounds have been employed as a new class of QS inhibitors, including ajoene from garlic extract (with disulfide and sulfinyl groups) (Jakobsen et al, 2012b) and sulfur-containing molecules that were found to inhibit the AI-2 QS system of Vibrio harveyi (Li et al, 2008;Peng et al, 2009). Similarly, ITCs have also been found to display QS-inhibiting activity.…”

Section: Inhibition Of Enzymic or Regulatory (Quorum Sensing Qs) Actmentioning

confidence: 99%

The antibacterial properties of isothiocyanates

2015

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Isothiocyanates (ITCs) are natural plant products generated by the enzymic hydrolysis of glucosinolates found in Brassicaceae vegetables. These natural sulfur compounds and their dithiocarbamate conjugates have been previously evaluated for their anti-cancerous properties. Their antimicrobial properties have been previously studied as well, mainly for food preservation and plant pathogen control. Recently, several revelations concerning the mode of action of ITCs in prokaryotes have emerged. This review addresses these new studies and proposes a model to summarize the current knowledge and hypotheses for the antibacterial effect of ITCs and whether they may provide the basis for the design of novel antibiotics.

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Section: Inhibition Of Enzymic or Regulatory (Quorum Sensing Qs) Actmentioning

confidence: 99%

The antibacterial properties of isothiocyanates

2015

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“…It is interesting that sulfur-containing compounds appear to be a new class of molecules capable of inhibiting QS (3, 5). Li et al (40) found two sulfur-containing compounds from an in silico-based virtual screening to target the AI-2 QS system from Vibrio harveyi, and several analogues were identified to exert bioactivity (52). These molecules contain a sulfone group, in contrast to ajoene, which contains disulfide and sulfinyl groups.…”

Section: Figmentioning

confidence: 99%

Ajoene, a Sulfur-Rich Molecule from Garlic, Inhibits Genes Controlled by Quorum Sensing

Jakobsen

Gennip

Phipps

et al. 2012

Antimicrob Agents Chemother

382

244

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ABSTRACTIn relation to emerging multiresistant bacteria, development of antimicrobials and new treatment strategies of infections should be expected to become a high-priority research area. Quorum sensing (QS), a communication system used by pathogenic bacteria likePseudomonas aeruginosato synchronize the expression of specific genes involved in pathogenicity, is a possible drug target. Previousin vitroandin vivostudies revealed a significant inhibition ofP. aeruginosaQS by crude garlic extract. By bioassay-guided fractionation of garlic extracts, we determined the primary QS inhibitor present in garlic to be ajoene, a sulfur-containing compound with potential as an antipathogenic drug. By comprehensivein vitroandin vivostudies, the effect of synthetic ajoene towardP. aeruginosawas elucidated. DNA microarray studies of ajoene-treatedP. aeruginosacultures revealed a concentration-dependent attenuation of a few but central QS-controlled virulence factors, including rhamnolipid. Furthermore, ajoene treatment ofin vitrobiofilms demonstrated a clear synergistic, antimicrobial effect with tobramycin on biofilm killing and a cease in lytic necrosis of polymorphonuclear leukocytes. Furthermore, in a mouse model of pulmonary infection, a significant clearing of infectingP. aeruginosawas detected in ajoene-treated mice compared to a nontreated control group. This study adds to the list of examples demonstrating the potential of QS-interfering compounds in the treatment of bacterial infections.

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“…With the concept of molecular mimicking and the goal of identifying antagonist of AI-2 receptor proteins, Wang and co-workers found a few sulphone compounds using highthroughput virtual screening able to antagonise LuxP receptor in V. harveyi (Peng et al 2009;Ni et al 2008a). The authors suggested the key role of the sulphone group of these compounds in the interaction with the LuxP receptor.…”

Section: Targeting Ai-2 Receptorsmentioning

confidence: 96%