Coumarin's Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules

被引:15
作者
Deryabin, Dmitry [1 ]
Inchagova, Kseniya [1 ]
Rusakova, Elena [1 ]
Duskaev, Galimzhan [1 ]
机构
[1] Russian Acad Sci, Fed Res Ctr Biol Syst & Agrotechnol, Orenburg 460000, Russia
来源
MOLECULES | 2021年 / 26卷 / 01期
基金
俄罗斯科学基金会;
关键词
coumarins; quorum sensing; QS inhibitors; plant-derived molecules; Chromobacterium violaceum; BIOFILM FORMATION; CHROMOBACTERIUM-VIOLACEUM; PSEUDOMONAS-AERUGINOSA; INHIBITION; COMBINATION; LACTONE; DRUG;
D O I
10.3390/molecules26010208
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Coumarins are class of natural aromatic compounds based on benzopyrones (2H-1-benzopyran-2-ones). They are identified as secondary metabolites in about 150 different plant species. The ability of coumarins to inhibit cell-to-cell communication in bacterial communities (quorum sensing; QS) has been previously described. Coumarin and its derivatives in plant extracts are often found together with other small molecules that show anti-QS properties too. The aim of this study was to find the most effective combinations of coumarins and small plant-derived molecules identified in various plants extracts that inhibit QS in Chromobacterium violaceum ATCC 31532 violacein production bioassay. The coumarin and its derivatives: 7-hydroxycoumarin, 7.8-dihydroxy-4-methylcoumarin, were included in the study. Combinations of coumarins with gamma-octalactone, 4-hexyl-1.3-benzenediol, 3.4.5-trimethoxyphenol and vanillin, previously identified in oak bark (Quercus cortex), and eucalyptus leaves (Eucalyptus viminalis) extracts, were analyzed in a bioassay. When testing two-component compositions, it was shown that 7.8-dihydroxy-4-methylcoumarin, 4-hexyl-1.3-benzendiol, and gamma-octalactone showed a supra-additive anti-QS effect. Combinations of all three molecules resulted in a three- to five-fold reduction in the concentration of each compound needed to achieve EC50 (half maximal effective concentration) against QS in C. violaceum ATCC 31532.
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页数:10
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[1]  
Abate A, 2001, DRUG EXP CLIN RES, V27, P223
[2]   Interaction of an odorant lactone with model phospholipid bilayers and its strong fluidizing action in yeast membrane [J].
Aguedo, M ;
Beney, L ;
Waché, Y ;
Belin, JM .
INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY, 2003, 80 (03) :211-215
[3]   Coumarins and Coumarin-Related Compounds in Pharmacotherapy of Cancer [J].
Akkol, Esra Kupeli ;
Genc, Yasin ;
Karpuz, Busra ;
Sobarzo-Sanchez, Eduardo ;
Capasso, Raffaele .
CANCERS, 2020, 12 (07) :1-25
[4]   Plumeria rubra L. - A review on its ethnopharmacological, morphological, phytochemical, pharmacological and toxicological studies [J].
Bihani, Tanay .
JOURNAL OF ETHNOPHARMACOLOGY, 2021, 264
[5]   Use of quorum sensing inhibitors to interfere with biofilm formation and development in Burkholderia multivorans and Burkholderia cenocepacia [J].
Brackman, Gilles ;
Hillaert, Ulrik ;
Van Calenbergh, Serge ;
Nelis, Hans J. ;
Coenye, Tom .
RESEARCH IN MICROBIOLOGY, 2009, 160 (02) :144-151
[6]   Reduced Intracellular c-di-GMP Content Increases Expression of Quorum Sensing-Regulated Genes in Pseudomonas aeruginosa [J].
Chua, Song Lin ;
Liu, Yang ;
Li, Yingying ;
Ting, Hui Jun ;
Kohli, Gurjeet S. ;
Cai, Zhao ;
Suwanchaikasem, Pipob ;
Goh, Kelvin Kau Kit ;
Ng, Sean Pin ;
Tolker-Nielsen, Tim ;
Yang, Liang ;
Givskov, Michael .
FRONTIERS IN CELLULAR AND INFECTION MICROBIOLOGY, 2017, 7
[7]   Umbelliferone (7-hydroxycoumarin): A non-toxic antidiarrheal and antiulcerogenic coumarin [J].
Cruz, Luisa Ferreira ;
de Figueiredo, Geisa Fantini ;
Pedro, Lidiane Paula ;
Amorin, Yuri Martins ;
Andrade, Jessica Tauany ;
Passos, Tiago Faustino ;
Rodrigues, Felipe Fernandes ;
Antunes Souza, Israel Lucas ;
Rodrigues Goncalves, Thais Paula ;
Rodrigues dos Santos Lima, Luciana Alves ;
Siqueira Ferreira, Jaqueline Maria ;
de Freitas Araujo, Marcelo Gonzaga .
BIOMEDICINE & PHARMACOTHERAPY, 2020, 129
[8]   Comparison of seven structurally related coumarins on the inhibition of Quorum sensing of Pseudomonas aeruginosa and Chromobacterium violaceum [J].
D'Almeida, R. E. ;
Molina, R. D. I. ;
Viola, C. M. ;
Luciardi, M. C. ;
Nieto Penalver, C. ;
Bardon, A. ;
Arena, M. E. .
BIOORGANIC CHEMISTRY, 2017, 73 :37-42
[9]   Inhibitory Effect of Aminoglycosides and Tetracyclines on Quorum Sensing in Chromobacterium violaceum [J].
Deryabin, D. G. ;
Inchagova, K. S. .
MICROBIOLOGY, 2018, 87 (01) :1-8
[10]   The effects of alkylhydroxybenzenes on homoserine lactone-induced manifestations of quorum sensing in bacteria [J].
Deryabin, D. G. ;
Kamayeva, A. A. ;
Tolmacheva, A. A. ;
El-Registan, G. I. .
APPLIED BIOCHEMISTRY AND MICROBIOLOGY, 2014, 50 (04) :353-358