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

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 p...

Full description

Bibliographic Details
Main Authors: Dmitry Deryabin, Kseniya Inchagova, Elena Rusakova, Galimzhan Duskaev
Format: Article
Language:English
Published: MDPI AG 2021-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/1/208
id doaj-79ce246715e3404398ea6103350ed9f7
record_format Article
spelling doaj-79ce246715e3404398ea6103350ed9f72021-01-04T00:01:11ZengMDPI AGMolecules1420-30492021-01-012620820810.3390/molecules26010208Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small MoleculesDmitry Deryabin0Kseniya Inchagova1Elena Rusakova2Galimzhan Duskaev3Federal Research Centre of Biological Systems and Agro-technologies of the Russian Academy of Sciences, Orenburg 460000, RussiaFederal Research Centre of Biological Systems and Agro-technologies of the Russian Academy of Sciences, Orenburg 460000, RussiaFederal Research Centre of Biological Systems and Agro-technologies of the Russian Academy of Sciences, Orenburg 460000, RussiaFederal Research Centre of Biological Systems and Agro-technologies of the Russian Academy of Sciences, Orenburg 460000, RussiaCoumarins 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 <i>Chromobacterium violaceum</i> 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 (<i>Quercus cortex</i>), and eucalyptus leaves (<i>Eucalyptus viminalis</i>) 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 EC<sub>50</sub> (half maximal effective concentration) against QS in <i>C. violaceum</i> ATCC 31532.https://www.mdpi.com/1420-3049/26/1/208coumarinsquorum sensingQS inhibitorsplant-derived molecules<i>Chromobacterium violaceum</i>
collection DOAJ
language English
format Article
sources DOAJ
author Dmitry Deryabin
Kseniya Inchagova
Elena Rusakova
Galimzhan Duskaev
spellingShingle Dmitry Deryabin
Kseniya Inchagova
Elena Rusakova
Galimzhan Duskaev
Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules
Molecules
coumarins
quorum sensing
QS inhibitors
plant-derived molecules
<i>Chromobacterium violaceum</i>
author_facet Dmitry Deryabin
Kseniya Inchagova
Elena Rusakova
Galimzhan Duskaev
author_sort Dmitry Deryabin
title Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules
title_short Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules
title_full Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules
title_fullStr Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules
title_full_unstemmed Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules
title_sort coumarin’s anti-quorum sensing activity can be enhanced when combined with other plant-derived small molecules
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2021-01-01
description 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 <i>Chromobacterium violaceum</i> 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 (<i>Quercus cortex</i>), and eucalyptus leaves (<i>Eucalyptus viminalis</i>) 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 EC<sub>50</sub> (half maximal effective concentration) against QS in <i>C. violaceum</i> ATCC 31532.
topic coumarins
quorum sensing
QS inhibitors
plant-derived molecules
<i>Chromobacterium violaceum</i>
url https://www.mdpi.com/1420-3049/26/1/208
work_keys_str_mv AT dmitryderyabin coumarinsantiquorumsensingactivitycanbeenhancedwhencombinedwithotherplantderivedsmallmolecules
AT kseniyainchagova coumarinsantiquorumsensingactivitycanbeenhancedwhencombinedwithotherplantderivedsmallmolecules
AT elenarusakova coumarinsantiquorumsensingactivitycanbeenhancedwhencombinedwithotherplantderivedsmallmolecules
AT galimzhanduskaev coumarinsantiquorumsensingactivitycanbeenhancedwhencombinedwithotherplantderivedsmallmolecules
_version_ 1724350104732696576