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Dissertation
Study of the interaction between major compounds of the essential oils of Java citronella and cinnamon and the plasma plant membrane
Authors: --- --- --- --- --- et al.
Year: 2019 Publisher: Liège Université de Liège (ULiège)

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Since the 50s, the massive and “environmental naïve” use of synthetic chemistry has revolutionized the farming community facing the dramatic growth of demography. However, nowadays the controversy grows about the long-term harmful effects of these products on human health and the environment. In this context, the use of essential oils (EOs) could be an alternative to chemical products. To develop EOs as bioherbicides, a better understanding of their mode of biological action for new and optimal applications is of importance. Indeed, if the biocidal effects of some EOs or their components have been at least partly elucidated at the molecular level, very little is currently known about their mechanism of action as herbicides at the molecular level. 
In a previous study, the cinnamon and Java citronella essential oils and their main components, cinnamaldehyde (CIN), citronellal (CitA) and citronellol (CitO) were shown to be efficient herbicides. The individual EO molecules are small amphiphiles allowing them to cross the mesh of cell wall and interact directly with the plant plasma membrane (PPM), one of the potential cellular targets of EOs.
We used here an integrative biophysical approach combining Molecular Dynamics, Isothermal Titration Calorimetry and Langmuir trough to investigate and characterise the interaction between CIN, CitA and CitO and biomimetic PPM. We showed that if CitO and CitA having a similar chemical structure, are able to interact with the model membranes without permeabilizing effect, CIN belonging to the phenylpropanoid family, is not. We suggested that different mechanisms of action for the two types of molecules can occur: while the monoterpenes could disturb the lipid organization and/or domain formation, the phenylpropanoid CIN could interact with membrane receptors. Depuis les années 50, l'utilisation massive et "naïve" de la chimie de synthèse a révolutionné le monde agricole face à la forte croissance démographique. Cependant, la controverse grandit sur les effets nocifs à long terme de ces produits sur la santé humaine et sur l'environnement. Dans ce contexte, l'utilisation des huiles essentielles (EO) pourrait être une alternative aux produits chimiques. Pour cela, une meilleure compréhension de leur mode d'action biologique pour des applications nouvelles et optimales est importante. En effet, si les effets biocides de certaines EO ou de leurs composants ont été au moins partiellement élucidés, on en sait actuellement très peu sur leur mécanisme d'action en tant qu'herbicides au niveau moléculaire.
Dans une étude précédente, les huiles essentielles de cannelle et de citronnelle et leurs principaux composants, le cinnamaldéhyde (CIN), le citronellal (CitA) et le citronellol (CitO) se sont révélés efficaces comme herbicides. Les molécules d'EO sont de petits amphiphiles qui peuvent traverser le maillage de la paroi cellulaire et interagir directement avec la membrane plasmique végétale (PPM), l'une des cibles cellulaires potentielles des EO.
Nous avons utilisé ici une approche biophysique intégrative combinant la dynamique moléculaire, la calorimétrie par titrage isotherme et la cuve de Langmuir pour étudier et caractériser l'interaction entre CIN, CitA et CitO et la PPM biomimétique. Nous avons montré que si CitO et CitA ayant une structure chimique similaire, sont capables d'interagir avec les membranes du modèle sans effet de perméabilisation, CIN appartenant à la famille des phénylpropanoïdes, en est incapable. Nous avons suggéré différents mécanismes d'action possible pour les deux types de molécules : alors que les monoterpènes pourraient perturber l'organisation lipidique et/ou la formation de domaines, les CIN phénylpropanoïdes pourraient interagir avec des récepteurs membranaires.


Book
Solid Catalysts for the Upgrading of Renewable Sources
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Year: 2019 Publisher: MDPI - Multidisciplinary Digital Publishing Institute

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The use of solid catalysts for the upgrade of renewable sources gives the opportunity to combine the two main cores of green chemistry, that is, on the one hand, the set-up of sustainable processes and, on the other, the use of biomass-derived materials. Solid catalysts have taken on a leading role in traditional petrochemical processes and could represent a key tool in new biorefinery-driven technologies.


Book
Solid Catalysts for the Upgrading of Renewable Sources
Authors: ---
Year: 2019 Publisher: MDPI - Multidisciplinary Digital Publishing Institute

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Abstract

The use of solid catalysts for the upgrade of renewable sources gives the opportunity to combine the two main cores of green chemistry, that is, on the one hand, the set-up of sustainable processes and, on the other, the use of biomass-derived materials. Solid catalysts have taken on a leading role in traditional petrochemical processes and could represent a key tool in new biorefinery-driven technologies.


Book
Enzymes, Biocatalysis and Chemical Biology
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Year: 2020 Publisher: Basel, Switzerland MDPI - Multidisciplinary Digital Publishing Institute

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This book provides recent studies focused on chemical biology and biocatalysis applied to organic synthesis. The articles range from topics such as fungal metabolism and fungi-mediated biotransformations to the exploitation of specific enzymes in biocatalyzed reactions, also including works on the characterization of enzymes and the study of their catalytic activity. Overall, ten studies are presented that provide the reader with relevant, fresh insights on the use of enzymes and on the importance of biocatalysis.

Keywords

Research & information: general --- 7-hydroxycoumarin --- 3-(2,4-dihydroxyphenyl)-propionic acid --- 3-(2,3,5-trihydroxyphenyl)-propionic acid --- ipso-hydroxylase --- Pseudomonas mandelii --- sweet potato β-amylase (SPA) 2 --- methoxy polyethylene glycol maleimide (Mal-mPEG) 3 --- chemical modification 4 --- enzymatic characteristics --- (S)-N-Boc-3-hydroxypiperidine --- carbonyl reductase --- asymmetric reduction --- rational design --- Rhodococcus erythropolis --- biotransformation --- oxidation --- apocarotenoids --- flavours --- fungi --- ionone --- damascone --- theaspirane --- enzymatic activity assay --- adenylate kinase --- spectrophotometry --- orthogonal experiment --- bromothymol blue --- Botrytis cinerea --- antifungal activity --- laccase --- 2,6-dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone derivatives --- citral --- citronellal --- enantioselectivity --- Old Yellow Enzyme --- site-saturation mutagenesis --- substrate binding mode --- browning reaction --- polyphenol oxidase --- ultrasonic processing --- structural changes --- aggregation --- ganoderic acid A --- glucosyltransferase --- acidic --- Bacillus subtilis --- triterpenoid --- Lentinula edodes --- endogenous formaldehyde --- GGT --- C-S lyase --- expression levels --- 7-hydroxycoumarin --- 3-(2,4-dihydroxyphenyl)-propionic acid --- 3-(2,3,5-trihydroxyphenyl)-propionic acid --- ipso-hydroxylase --- Pseudomonas mandelii --- sweet potato β-amylase (SPA) 2 --- methoxy polyethylene glycol maleimide (Mal-mPEG) 3 --- chemical modification 4 --- enzymatic characteristics --- (S)-N-Boc-3-hydroxypiperidine --- carbonyl reductase --- asymmetric reduction --- rational design --- Rhodococcus erythropolis --- biotransformation --- oxidation --- apocarotenoids --- flavours --- fungi --- ionone --- damascone --- theaspirane --- enzymatic activity assay --- adenylate kinase --- spectrophotometry --- orthogonal experiment --- bromothymol blue --- Botrytis cinerea --- antifungal activity --- laccase --- 2,6-dimethoxy-4-(phenylimino)cyclohexa-2,5-dienone derivatives --- citral --- citronellal --- enantioselectivity --- Old Yellow Enzyme --- site-saturation mutagenesis --- substrate binding mode --- browning reaction --- polyphenol oxidase --- ultrasonic processing --- structural changes --- aggregation --- ganoderic acid A --- glucosyltransferase --- acidic --- Bacillus subtilis --- triterpenoid --- Lentinula edodes --- endogenous formaldehyde --- GGT --- C-S lyase --- expression levels


Book
Solid Catalysts for the Upgrading of Renewable Sources
Authors: ---
Year: 2019 Publisher: MDPI - Multidisciplinary Digital Publishing Institute

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Abstract

The use of solid catalysts for the upgrade of renewable sources gives the opportunity to combine the two main cores of green chemistry, that is, on the one hand, the set-up of sustainable processes and, on the other, the use of biomass-derived materials. Solid catalysts have taken on a leading role in traditional petrochemical processes and could represent a key tool in new biorefinery-driven technologies.

Keywords

biorefinery --- lignin --- citronellal --- biofuel production --- calcination temperature --- carbohydrates --- biomass valorization --- liquid phase reductive depolymerization --- terpenoids --- heterogeneous catalysis --- propylene glycol --- transition metals --- transfer hydrogenation --- acidic clays --- phenolic and aromatic compounds --- biofuels --- aqueous phase --- supported metals --- hybrid materials --- amination --- heterogeneous and homogeneous catalysts --- CuZn catalysts --- catalytic materials --- terpenes --- Lewis acids --- surface functional groups --- value-added products --- carbon nanotubes --- ethylene glycol --- biochar-supported metal catalysts --- calcination atmosphere --- xylitol --- alditol --- HMF --- biomass --- metal–organic frameworks (MOFs) --- hydrothermal carbonization --- solid-acid catalyst --- NMR --- solid base catalyst --- catalytic transfer hydrogenation --- surface functionalization --- transesterification --- biomass conversion --- hydrogen donors --- hydrogenolysis --- octahydroacridines --- solid acids --- biorefinery --- lignin --- citronellal --- biofuel production --- calcination temperature --- carbohydrates --- biomass valorization --- liquid phase reductive depolymerization --- terpenoids --- heterogeneous catalysis --- propylene glycol --- transition metals --- transfer hydrogenation --- acidic clays --- phenolic and aromatic compounds --- biofuels --- aqueous phase --- supported metals --- hybrid materials --- amination --- heterogeneous and homogeneous catalysts --- CuZn catalysts --- catalytic materials --- terpenes --- Lewis acids --- surface functional groups --- value-added products --- carbon nanotubes --- ethylene glycol --- biochar-supported metal catalysts --- calcination atmosphere --- xylitol --- alditol --- HMF --- biomass --- metal–organic frameworks (MOFs) --- hydrothermal carbonization --- solid-acid catalyst --- NMR --- solid base catalyst --- catalytic transfer hydrogenation --- surface functionalization --- transesterification --- biomass conversion --- hydrogen donors --- hydrogenolysis --- octahydroacridines --- solid acids


Book
Enzymes, Biocatalysis and Chemical Biology
Author:
Year: 2020 Publisher: Basel, Switzerland MDPI - Multidisciplinary Digital Publishing Institute

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Abstract

This book provides recent studies focused on chemical biology and biocatalysis applied to organic synthesis. The articles range from topics such as fungal metabolism and fungi-mediated biotransformations to the exploitation of specific enzymes in biocatalyzed reactions, also including works on the characterization of enzymes and the study of their catalytic activity. Overall, ten studies are presented that provide the reader with relevant, fresh insights on the use of enzymes and on the importance of biocatalysis.


Book
Enzymes, Biocatalysis and Chemical Biology
Author:
Year: 2020 Publisher: Basel, Switzerland MDPI - Multidisciplinary Digital Publishing Institute

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Export citation

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Bookmark

Abstract

This book provides recent studies focused on chemical biology and biocatalysis applied to organic synthesis. The articles range from topics such as fungal metabolism and fungi-mediated biotransformations to the exploitation of specific enzymes in biocatalyzed reactions, also including works on the characterization of enzymes and the study of their catalytic activity. Overall, ten studies are presented that provide the reader with relevant, fresh insights on the use of enzymes and on the importance of biocatalysis.


Book
Use of Essential Oils and Volatile Compounds as Biological Control Agents
Authors: --- ---
Year: 2022 Publisher: Basel MDPI - Multidisciplinary Digital Publishing Institute

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Abstract

Essential oils (EOs) and microbial/plant-based volatile organic compounds (VOCs) are being used in an increasing number of sectors such as health, cosmetics, the food industry and, more recently, agronomy. In agronomy, they are employed as bio-herbicides and bio-pesticides due to their their insecticidal, antifungal, and bactericidal effects. Several EO-based bio-pesticides are already registered. Essential oils and other VOCs are 100% bio-based and present numerous additional advantages. They contain a great number of structurally diverse compounds that frequently act in synergy; they are thus less subject to resistance. As highly volatile compounds are found in EOs and VOCs, they typically cause no residue problems in food products or in soils. Indeed, the supply of EOs can be really challenging because they are frequently produced in restricted areas of the world with prices and chemical composition fluctuations. Besides, while the high volatility of EOs and VOCs is interesting for some specific applications, it can be a problem when developing a bio-pesticide with long lasting effects. Finally, EOs are frequently phytotoxic, which is perfect for herbicide formulations, but not for other applications. In both cases, the development of a proper formulation is essential. Owing to the current attraction for natural products, a better understanding of their modes of biological action is of importance for the development of new and optimal applications.

Keywords

Research & information: general --- Biology, life sciences --- natural antimicrobials --- encapsulation --- shelf-life --- microbiological quality --- micelles --- plant-derived antimicrobial --- Enteric pathogens --- leafy greens --- cheese --- essential oils --- Escherichia coli --- Clostridium tyrobutyricum --- Penicillium verrucosum --- antimicrobial --- Elsholtzia ciliata --- Tribolium castaneum --- essential oil --- carvone --- limonene --- insecticidal activity --- synergistic effect --- starch films --- active food packaging films --- cinnamon oil emulsions --- Botrytis cinerea --- Zanthoxylum leprieurii --- Sitophilus granarius --- tridecan-2-one --- β-myrcene --- (E)-β-ocimene --- dendrolasin --- antioxidant --- anti-inflammatory --- insecticidal --- anti-plasmodial --- Côte d'Ivoire --- Staphylococcus aureus --- S. epidermidis --- carvacrol --- thymol --- eugenol --- benzalkonium chloride --- biofilms --- planktonic --- disinfection --- natural products --- Aphis nerii --- Coccinella septempunctata --- plant-based insecticide --- Oryzaephius surinamensis --- Rhyzopertha dominica --- Trogoderma granarium --- thyme --- edible films --- high pressure thermal treatment --- ultrasonication --- food safety --- essential oil composition --- sabinene --- citronellal --- Sitophilus oryzae --- marinating solution --- pork loin --- quality --- safety --- phytotoxicity --- mode of action --- biopesticides --- biocontrol --- antifungal --- antibacterial --- biopesticide --- insecticide --- eco-friendly --- stored product pest --- Allium sativum --- Gaultheria procumbens --- Mentha arvensis --- Eucalyptus dives --- controlled release --- biosourced --- surface response methodology --- sweet wormwood --- mulberry pyralid --- mulberry --- immunity --- reproductive system --- digestive system --- natural antimicrobials --- encapsulation --- shelf-life --- microbiological quality --- micelles --- plant-derived antimicrobial --- Enteric pathogens --- leafy greens --- cheese --- essential oils --- Escherichia coli --- Clostridium tyrobutyricum --- Penicillium verrucosum --- antimicrobial --- Elsholtzia ciliata --- Tribolium castaneum --- essential oil --- carvone --- limonene --- insecticidal activity --- synergistic effect --- starch films --- active food packaging films --- cinnamon oil emulsions --- Botrytis cinerea --- Zanthoxylum leprieurii --- Sitophilus granarius --- tridecan-2-one --- β-myrcene --- (E)-β-ocimene --- dendrolasin --- antioxidant --- anti-inflammatory --- insecticidal --- anti-plasmodial --- Côte d'Ivoire --- Staphylococcus aureus --- S. epidermidis --- carvacrol --- thymol --- eugenol --- benzalkonium chloride --- biofilms --- planktonic --- disinfection --- natural products --- Aphis nerii --- Coccinella septempunctata --- plant-based insecticide --- Oryzaephius surinamensis --- Rhyzopertha dominica --- Trogoderma granarium --- thyme --- edible films --- high pressure thermal treatment --- ultrasonication --- food safety --- essential oil composition --- sabinene --- citronellal --- Sitophilus oryzae --- marinating solution --- pork loin --- quality --- safety --- phytotoxicity --- mode of action --- biopesticides --- biocontrol --- antifungal --- antibacterial --- biopesticide --- insecticide --- eco-friendly --- stored product pest --- Allium sativum --- Gaultheria procumbens --- Mentha arvensis --- Eucalyptus dives --- controlled release --- biosourced --- surface response methodology --- sweet wormwood --- mulberry pyralid --- mulberry --- immunity --- reproductive system --- digestive system


Book
Use of Essential Oils and Volatile Compounds as Biological Control Agents
Authors: --- ---
Year: 2022 Publisher: Basel MDPI - Multidisciplinary Digital Publishing Institute

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Abstract

Essential oils (EOs) and microbial/plant-based volatile organic compounds (VOCs) are being used in an increasing number of sectors such as health, cosmetics, the food industry and, more recently, agronomy. In agronomy, they are employed as bio-herbicides and bio-pesticides due to their their insecticidal, antifungal, and bactericidal effects. Several EO-based bio-pesticides are already registered. Essential oils and other VOCs are 100% bio-based and present numerous additional advantages. They contain a great number of structurally diverse compounds that frequently act in synergy; they are thus less subject to resistance. As highly volatile compounds are found in EOs and VOCs, they typically cause no residue problems in food products or in soils. Indeed, the supply of EOs can be really challenging because they are frequently produced in restricted areas of the world with prices and chemical composition fluctuations. Besides, while the high volatility of EOs and VOCs is interesting for some specific applications, it can be a problem when developing a bio-pesticide with long lasting effects. Finally, EOs are frequently phytotoxic, which is perfect for herbicide formulations, but not for other applications. In both cases, the development of a proper formulation is essential. Owing to the current attraction for natural products, a better understanding of their modes of biological action is of importance for the development of new and optimal applications.

Keywords

Research & information: general --- Biology, life sciences --- natural antimicrobials --- encapsulation --- shelf-life --- microbiological quality --- micelles --- plant-derived antimicrobial --- Enteric pathogens --- leafy greens --- cheese --- essential oils --- Escherichia coli --- Clostridium tyrobutyricum --- Penicillium verrucosum --- antimicrobial --- Elsholtzia ciliata --- Tribolium castaneum --- essential oil --- carvone --- limonene --- insecticidal activity --- synergistic effect --- starch films --- active food packaging films --- cinnamon oil emulsions --- Botrytis cinerea --- Zanthoxylum leprieurii --- Sitophilus granarius --- tridecan-2-one --- β-myrcene --- (E)-β-ocimene --- dendrolasin --- antioxidant --- anti-inflammatory --- insecticidal --- anti-plasmodial --- Côte d’Ivoire --- Staphylococcus aureus --- S. epidermidis --- carvacrol --- thymol --- eugenol --- benzalkonium chloride --- biofilms --- planktonic --- disinfection --- natural products --- Aphis nerii --- Coccinella septempunctata --- plant-based insecticide --- Oryzaephius surinamensis --- Rhyzopertha dominica --- Trogoderma granarium --- thyme --- edible films --- high pressure thermal treatment --- ultrasonication --- food safety --- essential oil composition --- sabinene --- citronellal --- Sitophilus oryzae --- marinating solution --- pork loin --- quality --- safety --- phytotoxicity --- mode of action --- biopesticides --- biocontrol --- antifungal --- antibacterial --- biopesticide --- insecticide --- eco-friendly --- stored product pest --- Allium sativum --- Gaultheria procumbens --- Mentha arvensis --- Eucalyptus dives --- controlled release --- biosourced --- surface response methodology --- sweet wormwood --- mulberry pyralid --- mulberry --- immunity --- reproductive system --- digestive system --- n/a --- Côte d'Ivoire


Book
Use of Essential Oils and Volatile Compounds as Biological Control Agents
Authors: --- ---
Year: 2022 Publisher: Basel MDPI - Multidisciplinary Digital Publishing Institute

Loading...
Export citation

Choose an application

Bookmark

Abstract

Essential oils (EOs) and microbial/plant-based volatile organic compounds (VOCs) are being used in an increasing number of sectors such as health, cosmetics, the food industry and, more recently, agronomy. In agronomy, they are employed as bio-herbicides and bio-pesticides due to their their insecticidal, antifungal, and bactericidal effects. Several EO-based bio-pesticides are already registered. Essential oils and other VOCs are 100% bio-based and present numerous additional advantages. They contain a great number of structurally diverse compounds that frequently act in synergy; they are thus less subject to resistance. As highly volatile compounds are found in EOs and VOCs, they typically cause no residue problems in food products or in soils. Indeed, the supply of EOs can be really challenging because they are frequently produced in restricted areas of the world with prices and chemical composition fluctuations. Besides, while the high volatility of EOs and VOCs is interesting for some specific applications, it can be a problem when developing a bio-pesticide with long lasting effects. Finally, EOs are frequently phytotoxic, which is perfect for herbicide formulations, but not for other applications. In both cases, the development of a proper formulation is essential. Owing to the current attraction for natural products, a better understanding of their modes of biological action is of importance for the development of new and optimal applications.

Keywords

natural antimicrobials --- encapsulation --- shelf-life --- microbiological quality --- micelles --- plant-derived antimicrobial --- Enteric pathogens --- leafy greens --- cheese --- essential oils --- Escherichia coli --- Clostridium tyrobutyricum --- Penicillium verrucosum --- antimicrobial --- Elsholtzia ciliata --- Tribolium castaneum --- essential oil --- carvone --- limonene --- insecticidal activity --- synergistic effect --- starch films --- active food packaging films --- cinnamon oil emulsions --- Botrytis cinerea --- Zanthoxylum leprieurii --- Sitophilus granarius --- tridecan-2-one --- β-myrcene --- (E)-β-ocimene --- dendrolasin --- antioxidant --- anti-inflammatory --- insecticidal --- anti-plasmodial --- Côte d’Ivoire --- Staphylococcus aureus --- S. epidermidis --- carvacrol --- thymol --- eugenol --- benzalkonium chloride --- biofilms --- planktonic --- disinfection --- natural products --- Aphis nerii --- Coccinella septempunctata --- plant-based insecticide --- Oryzaephius surinamensis --- Rhyzopertha dominica --- Trogoderma granarium --- thyme --- edible films --- high pressure thermal treatment --- ultrasonication --- food safety --- essential oil composition --- sabinene --- citronellal --- Sitophilus oryzae --- marinating solution --- pork loin --- quality --- safety --- phytotoxicity --- mode of action --- biopesticides --- biocontrol --- antifungal --- antibacterial --- biopesticide --- insecticide --- eco-friendly --- stored product pest --- Allium sativum --- Gaultheria procumbens --- Mentha arvensis --- Eucalyptus dives --- controlled release --- biosourced --- surface response methodology --- sweet wormwood --- mulberry pyralid --- mulberry --- immunity --- reproductive system --- digestive system --- n/a --- Côte d'Ivoire

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