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1.
Food Chem ; 448: 139073, 2024 Aug 01.
Artigo em Inglês | MEDLINE | ID: mdl-38574713

RESUMO

This study reported for the first time that Ascorbic acid (AA) could appreciably boost the efficiency of Octyl gallate (OG)-mediated photodynamic inactivation (PDI) on Escherichia coli and Staphylococcus aureus in planktonic and biofilm states. The combination of OG (0.075 mM) and AA (200 mM) with 420 nm blue light (212 mW/cm2) led to a >6 Log killing within only 5 min for E. coli and S. aureus and rapid eradication of biofilms. The mechanism of action appears to be the generation of highly toxic hydroxyl radicals (•OH) via photochemical pathways. OG was exposed to BL irradiation to generate various reactive oxygen radicals (ROS) and the addition of AA could transform singlet oxygen (1O2) into hydrogen peroxide (H2O2), which could further react with AA to generate enormous •OH. These ROS jeopardized bacteria and biofilms by nonspecifically attacking various biomacromolecules. Overall, this PDI strategy provides a powerful microbiological decontamination modality to guarantee safe food products.


Assuntos
Ácido Ascórbico , Biofilmes , Escherichia coli , Ácido Gálico , Ácido Gálico/análogos & derivados , Luz , Staphylococcus aureus , Biofilmes/efeitos dos fármacos , Ácido Ascórbico/farmacologia , Ácido Ascórbico/química , Staphylococcus aureus/efeitos dos fármacos , Staphylococcus aureus/fisiologia , Ácido Gálico/farmacologia , Ácido Gálico/química , Escherichia coli/efeitos dos fármacos , Fármacos Fotossensibilizantes/farmacologia , Fármacos Fotossensibilizantes/química , Antibacterianos/farmacologia , Antibacterianos/química , Viabilidade Microbiana/efeitos dos fármacos , Viabilidade Microbiana/efeitos da radiação , Espécies Reativas de Oxigênio/metabolismo , Plâncton/efeitos dos fármacos , Plâncton/efeitos da radiação , Luz Azul
2.
J Agric Food Chem ; 71(37): 13672-13687, 2023 Sep 20.
Artigo em Inglês | MEDLINE | ID: mdl-37671932

RESUMO

While photodynamic inactivation (PDI) has emerged as a novel sterilization strategy for drinking water treatment that recently attracted tremendous attention, its efficiency needs to be further improved. In this study, we aimed to clarify the ultraefficient mechanism by which potassium iodide (KI) potentiates octyl gallate (OG)-mediated PDI against bacteria and biofilms in water. When OG (0.15 mM) and bacteria were exposed to blue light (BL, 420 nm, 210 mW/cm2), complete sterilization (>7.5 Log cfu/mL of killing) was achieved by the addition of KI (250 mM) within only 5 min (63.9 J/cm2). In addition, at lower doses of OG (0.1 mM) with KI (100 mM), the biofilm was completely eradicated within 10 min (127.8 J/cm2). The KI-potentiated mechanism involves in situ rapid photogeneration of a multitude of reactive oxygen species, especially hydroxyl radicals (•OH), reactive iodine species, and new photocytocidal substances (quinone) by multiple photochemical pathways, which led to the destruction of cell membranes and membrane proteins, the cleavage of genomic DNA and extracellular DNA within biofilms, and the degradation of QS signaling molecules. This multitarget synergistic strategy provided new insights into the development of an environmentally friendly, safe, and ultraefficient photodynamic drinking water sterilization technology.


Assuntos
Água Potável , Iodeto de Potássio , Iodeto de Potássio/farmacologia , Bactérias/genética , Biofilmes
3.
J Agric Food Chem ; 70(24): 7547-7565, 2022 Jun 22.
Artigo em Inglês | MEDLINE | ID: mdl-35687111

RESUMO

This study aimed to investigate the synergistic bactericidal activity and mechanism of dual-stage light-guided membrane and DNA-targeted photodynamic inactivation (PDI) by the combination of blue light (BL, 420 nm) and the food additive octyl gallate (OG) against Vibrio parahaemolyticus in planktonic and biofilm growth modes. While OG serves as an outstanding exogenous photosensitizer, the planktonic cells were not visibly detectable after the OG-mediated PDI treatment with 0.2 mM OG within 15 min (191.7 J/cm2), and its biofilm was nearly eradicated within 60 min (383.4 J/cm2). Gram-positive Staphylococcus aureus was more susceptible to the PDI than Gram-negative V. parahaemolyticus. The cellular wall and proteins, as well as DNA, were the vulnerable targets for PDI. The membrane integrity could be initially disrupted by OG bearing a hydrophilic head and a hydrophobic tail via transmembrane insertion. The enhancement of OG uptake due to the first-stage light-assisted photochemical internalization (PCI) promoted the accumulation of OG in cells. It further boosted the second-stage light irradiation of the photosensitizer-inducing massive cell death. Upon the second-stage BL irradiation, reactive oxygen species (ROS) generated through the OG-mediated PDI in situ could extensively deconstruct membranes, proteins, and DNA, as well as biofilms, while OG could be activated by BL to carry out photochemical reactions involving the formation of OG-bacterial membrane protein (BMP) covalent conjugates and the interactions with DNA. This dual-stage light-guided subcellular dual-targeted PDI strategy exhibits encouraging effects on the eradication of planktonic bacteria and sessile biofilms, which provides a new insight into the development of an ultraeffective antimicrobial and biofilm removing/reducing technique to improve microbiological safety in the food industry.


Assuntos
Fármacos Fotossensibilizantes , Plâncton , Bactérias , Biofilmes , DNA , Ácido Gálico/análogos & derivados , Fármacos Fotossensibilizantes/farmacologia
4.
Int J Food Microbiol ; 361: 109460, 2022 Jan 16.
Artigo em Inglês | MEDLINE | ID: mdl-34785387

RESUMO

A series of alkyl gallates were evaluated for the antibacterial activity against two common Gram-negative foodborne bacteria (Pseudomonas fluorescens and Vibrio parahaemolyticus) associated with seafood. The length of the alkyl chain plays a pivotal role in eliciting their antibacterial activities and octyl gallate (OG) exerted an excellent inhibitory efficacy. To extend the aqueous solubility, stability, and bactericidal properties of octyl gallate (OG), an inclusion complex between OG and ß-cyclodextrin (ßCD), OG/ßCD, was prepared and identified with various methods including X-ray diffraction (XRD), differential scanning calorimeter (DSC) and Fourier transform infrared spectroscopy (FTIR). Furthermore, the enhanced inhibitory effect and potential antibacterial mechanism of OG/ßCD against two Gram-negative and Gram-positive foodborne bacteria were comprehensively investigated. The results show that OG/ßCD could function against bacteria through effectively damaging the membrane, permeating into cells, and then disturbing the activity of the respiratory electron transport chain to cause the production of high-level intracellular hydroxyl radicals. Moreover, the reinforced OG/ßCD-incorporated polylactic acid (PLA) nanofibers were fabricated using the electrospinning technique as food packaging to extend the Chinese giant salamander fillet's shelf life at 4 °C. This research highlights the antibacterial effectiveness of OG/ßCD in aqueous media, which can be used as a safe multi-functionalized food additive combined with the benefits of electrospun nanofibers to extend the Chinese giant salamander fillets shelf life by 15 d at 4 °C.


Assuntos
Nanofibras , Pseudomonas fluorescens , Vibrio parahaemolyticus , beta-Ciclodextrinas , Animais , Antibacterianos/farmacologia , China , Ácido Gálico/análogos & derivados , Espectroscopia de Infravermelho com Transformada de Fourier , Urodelos , beta-Ciclodextrinas/farmacologia
5.
Food Chem ; 374: 131585, 2022 Apr 16.
Artigo em Inglês | MEDLINE | ID: mdl-34802804

RESUMO

Pseudomonas fluorescens is a Gram-negative spoilage bacterium and dense biofilm producer, causing food spoilage and persistent contamination. Here, we report an ultra-efficient photodynamic inactivation (PDI) system based on blue light (BL) and octyl gallate (OG) to eradicate bacteria and biofilms of P. fluorescens. OG-mediated PDI could lead to a > 5-Log reduction of viable cell counts within 15 min for P. fluorescens. The activity is exerted through rapid penetration of OG towards the cells with the generation of a high-level toxic reactive oxygen species triggered by BL irradiation. Moreover, OG plus BL irradiation can efficiently not only prevent the formation of biofilms but also scavenge the existing biofilms. Additionally, it was shown that the combination of OG/poly(lactic acid) electrospun nanofibers and BL have great potential as antimicrobial packagings for maintaining the freshness of the salamander storge. These prove that OG-mediated PDI can provide a superior platform for eradicating bacteria and biofilm.


Assuntos
Pseudomonas fluorescens , Antibacterianos , Biofilmes , Ácido Gálico/análogos & derivados , Plâncton
6.
J Agric Food Chem ; 69(49): 14961-14974, 2021 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-34843236

RESUMO

An excellent bactericidal effect of octyl gallate (OG)-mediated photodynamic inactivation (PDI) against foodborne pathogens (Escherichia coli and Staphylococcus aureus) was evaluated in relation to the mode of action. UV-A irradiation (wavelength, 365 nm; irradiance, 8.254 ± 0.18 mW/cm2) of the bacterial suspension containing 0.15 mM OG could lead to a >5-log reduction of viable cell counts within 30 min for E. coli and only 5 min for S. aureus. Reactive oxygen species (ROS) formation was considered the main reason for the bactericidal effect of OG + UV-A light treatment because toxic ROS induced by OG-mediated PDI could attack the cellular wall, proteins, and DNA of microbes. Moreover, the bactericidal effect, as well as the yields of ROS, depended on OG concentrations, irradiation time, and laser output power. Furthermore, we prepared an edible photodynamic antimicrobial membrane comprising electrospun cyclodextrin nanofibers (NFs) by embedding OG. The resultant OG/HPßCD NFs (273.6 µg/mL) under UV-A irradiation for 30 min (14.58 J/cm) could cause a great reduction (>5-log) of viable bacterial counts of E. coli. The in situ photodynamic antibacterial activity of OG/HPßCD NF-based packaging was evaluated during the Chinese giant salamander storage. Overall, this research highlights the dual functionalities (antibacterial and photodynamic properties) of OG as both an antibacterial agent and photosensitizer and the effectiveness of electrospun NFs containing OG as an active antibacterial packaging material for food preservation upon UV light illumination.


Assuntos
Ciclodextrinas , Nanofibras , Escherichia coli , Ácido Gálico/farmacologia , Staphylococcus aureus , Raios Ultravioleta
7.
Food Microbiol ; 99: 103817, 2021 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-34119102

RESUMO

The objective of this study was to investigate antibacterial activities and action mode of alkyl gallates against three food-related bacteria. Results show that the length of the alkyl chain plays a critical role in eliciting their antibacterial activities and octyl gallate (GAC8) exhibited an outstanding bactericidal effect against these strains. A possible bactericidal mechanism of GAC8 against E. coli was fully elucidated by analyzing associated changes in cellular functions of E. coli, including assessments of membrane modification and intracellular oxidation state. Our data strongly suggested that GAC8 functions outside and inside the bacterial membrane and causes increased intracellular reactive oxygen species (hydroxyl radicals) and subsequent oxidative damage. We demonstrated that the hydroxyl radical formation induced by GAC8 is the end product of an oxidative damage cellular death pathway involving a transient depletion of NADH, the tricarboxylic acid cycle, intrinsic redox cycling activities, and stimulation of the Fenton reaction. Also, chitosan-based edible films containing GAC8 have unique superiorities for icefish preservation at 4 °C. This research highlights the effectiveness of GAC8 as an attractive antibacterial, which possesses both antioxidant and antibacterial activities and can be used as a multifunctional food additive combined with the benefit of active packaging for food preservations.


Assuntos
Antibacterianos/farmacologia , Ésteres/farmacologia , Conservação de Alimentos/métodos , Conservantes de Alimentos/farmacologia , Ácido Gálico/análogos & derivados , Animais , China , Escherichia coli/efeitos dos fármacos , Escherichia coli/crescimento & desenvolvimento , Escherichia coli/metabolismo , Peixes/microbiologia , Conservação de Alimentos/instrumentação , Ácido Gálico/farmacologia , Testes de Sensibilidade Microbiana , Estresse Oxidativo/efeitos dos fármacos
8.
Int J Food Microbiol ; 342: 109093, 2021 Mar 16.
Artigo em Inglês | MEDLINE | ID: mdl-33607540

RESUMO

Since Pseudomonas fluorescens is the main microorganism causing severe spoilage in refrigerated aquatic products, the searching for non-antibiotic antibacterial agents effective against it continues to receive increasing interest. This study aimed to investigate the antibacterial effects and mechanisms of alkyl gallic esters against P. fluorescens isolated from the Russian sturgeon (Acipenser gueldenstaedti), as well as the effectiveness in combination with chitosan films on the preservation of sturgeon meats at 4 °C. Our data shows that the alkyl chain length plays a significant role in eliciting their antibacterial activities and octyl gallate (GAC8) exhibited an outstanding inhibitory efficacy. GAC8 can rapidly enter into the membrane lipid bilayer portion to disorder the membrane, and further inhibit the growth of the P. fluorescens through interfering both tricarboxylic acid cycle related to energy supply and amino acid metabolism associated with cell membranes, suppressing oxygen consumption and disturbing the respiration chain. Moreover, the alteration in membrane fatty acids indicated that GAC8 could disrupt the composition of cell membrane fatty acids, rendering the bacteria more sensitive to the antibacterial. The SEM results also substantiate the damage of the structure of the bacterial membrane caused by GAC8. Additionally, the edible chitosan-based films incorporated with GAC8 showed the enhanced antibacterial efficacy to remarkably extend the shelf life of Russian sturgeon. Overall, our findings not only provide new insight into the mode of action of GAC8 against P. fluorescens but also demonstrate composite films containing GAC8, as a kind of safe and antibacterial material, have a great promise for application in food preservations.


Assuntos
Antibacterianos/farmacologia , Peixes/microbiologia , Conservação de Alimentos/métodos , Pseudomonas fluorescens/efeitos dos fármacos , Animais , Antibacterianos/química , Membrana Celular/efeitos dos fármacos , Membrana Celular/metabolismo , Quitosana/química , Quitosana/farmacologia , Filmes Comestíveis , Metabolismo Energético/efeitos dos fármacos , Ácido Gálico/análogos & derivados , Ácido Gálico/farmacologia , Pseudomonas fluorescens/crescimento & desenvolvimento , Pseudomonas fluorescens/isolamento & purificação , Pseudomonas fluorescens/metabolismo
9.
Food Chem ; 346: 128949, 2021 Jun 01.
Artigo em Inglês | MEDLINE | ID: mdl-33418419

RESUMO

The objective of this study was to investigate the antibacterial activity and potential mechanism of alkyl gallates against Escherichia coli and Staphylococcus aureus. Results show that the length of the alkyl chain plays a pivotal role in eliciting the activity and octyl gallate (OG) exerted excellent bactericidal activity through a multiple bactericidal mechanism. OG functions against both bacteria through damaging bacterial cell wall integrity, permeating into cells and then interacting with DNA, as well as disturbing the activity of the respiratory electron transport chain to induce a high-level toxic ROS (hydroxyl radicals) generation and up-regulation of the ROS genes. Also, electrospun nanofibers with OG have unique superiorities for maintaining the freshness of the icefish (4 °C). This research not only provides a more in-depth understanding of the interaction between OG and microorganisms but also highlights the great promise of using OG as a safe multi-functionalized food additive for food preservations.


Assuntos
Eletricidade , Escherichia coli/efeitos dos fármacos , Ácido Gálico/análogos & derivados , Nanofibras/química , Perciformes/microbiologia , Staphylococcus aureus/efeitos dos fármacos , Animais , Antibacterianos/química , Antibacterianos/farmacologia , Ácido Gálico/química , Ácido Gálico/farmacologia , Testes de Sensibilidade Microbiana
10.
Food Res Int ; 138(Pt A): 109665, 2020 12.
Artigo em Inglês | MEDLINE | ID: mdl-33292955

RESUMO

Russian sturgeon is a high-quality cultured fish and traditional heating methods may lead to deterioration of its food quality. This study aimed to evaluate the food quality and microbial composition of sturgeon fillets by low temperature vacuum heating (LTVH) and storage at 4 °C. The treatments varied in temperature (50, 60, and 70 °C) and duration (15 and 30 min); samples treated by traditional heating (100 °C, 15 min) methods were included as controls. We found that LTVH could reduce the values of lightness (L*), yellowness (b*), and pH and increase the values of redness (a*), chewiness, and hardness, to promote food quality. The biogenic amine content declined with the increase in heating temperature and time, the histamine of most concern was low at the end of storage, the values of LTVH70-30 and TC was 33.12 ± 1.25 and 30.39 ± 0.86 mg/kg. The total viable count (TVC) and biogenic amines showed the same trend, and the finial TVC values of LTVH60-30, LTVH70-15, LTVH70-30 and TC were 6.72 ± 0.17, 6.33 ± 0.18, 6.18 ± 0.08 and 5.93 ± 0.16 log CFU/g, which did not exceed the limit value (7 log CFU/g), indicating that the biosafety risk was reduced. According to the high-throughput sequencing results, the microbial composition of LTVH samples showed a lesser abundance pseudomonads than that found in the control. Thus, LTVH technology could be used as an alternative to traditional heating treatment.


Assuntos
Qualidade dos Alimentos , Calefação , Animais , Federação Russa , Temperatura , Vácuo
11.
Ying Yong Sheng Tai Xue Bao ; 31(7): 2407-2414, 2020 Jul.
Artigo em Chinês | MEDLINE | ID: mdl-32715707

RESUMO

In this study, a pot experiment was carried out to examine the effects of high CO2 concentration, drought and interaction on seedling growth traits, biomass accumulation and physiological characteristics of different stay-green wheat seedlings, with a stay-green wheat variety Yannong 19 and a non stay-green wheat variety Hanxuan 3 as test materials. There were four treatments in the Open Top Chamber with factorial of CO2 concentration (370 µmol·mol-1 vs 550 µmol·mol-1) and drought (45%-55% vs. 75%-85% of field water-holding capacity). Drought significantly inhibited the growth and development of wheat seedlings, while CO2 concentration significantly increased the number of tillers and promoted the growth and development of wheat seedlings. Under drought condition, high CO2 concentration increased the number of tillers of Hanxuan 3 and Yannong 19 by 61.0% and 42.3%, respectively. Under both water conditions, high CO2 concentration significantly increased the biomass of wheat seedlings, and decreased the content of peroxidase and proline in leaves. Under drought condition, high CO2 concentration showed stronger "fertilizer effect". Furthermore, different varieties had different responses to high CO2 concentration, with higher sensitivity of Hanxuan 3 to enhancement of CO2 concentration. Under the scenario of increasing CO2 concentration, the amount of irrigation water applied to a field can be appropriately reduced for efficient use of water resources. Meanwhile, it is necessary to pay attention to the selection of suitable wheat varieties.


Assuntos
Secas , Plântula , Atenção , Dióxido de Carbono , Triticum , Água
12.
J Sci Food Agric ; 100(12): 4583-4591, 2020 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-32419151

RESUMO

BACKGROUND: Sturgeon is popular for its nutritious value and its taste. However, sturgeon fillets are traditionally heated in 100 °C boiling water, resulting in unfavorable taste and with a negative effect on the quality. This study considered the effect of combinations of vacuum and low-temperature treatments (LTVH groups) on sturgeon fillets compared with the traditional heat treatment (TC groups). RESULTS: The results show that the LTVH groups had lower cooking-loss rates. All LTVH fillets were changed to a white color, and appeared 'done', as did the TC fillets. The LTVH and TC methods gave rise to significant differences in texture: the springiness of the LTVH groups decreased with heating time, and decreased rapidly in the TC groups (P < 0.05); hardness and chewiness increased with time and temperature in the LTVH groups, but decreased in the TC groups. More compact and denser gaps were observed in LTVH70 groups and TC groups. Less protein and lipid oxidation was evident in LTVH groups, including more myofibril protein solubility; there was less protein aggregation, fewer thiobarbituric acid reactive substance, and Schiff base. CONCLUSION: Vacuum and low-temperature treated sturgeon fillets can be served as a good alternative. This treatment caused slight tissue damage and less proteolysis and lipid oxidation, which is beneficial for the quality of aquatic products.


Assuntos
Culinária/métodos , Produtos Pesqueiros/análise , Alimentos Marinhos/análise , Animais , Culinária/instrumentação , Peixes , Dureza , Humanos , Carne/análise , Paladar , Temperatura , Vácuo
13.
Food Funct ; 11(5): 4707-4718, 2020 May 01.
Artigo em Inglês | MEDLINE | ID: mdl-32409814

RESUMO

Ferulic acid (FA) has been shown to have a neuroprotective effect on Alzheimer's disease induced by amyloid-beta (Aß) neurotoxicity. This work aims to ascertain the structure-activity relationship of FA and its alkyl esters (FAEs) for evaluating the antioxidant activities in PC12 cells and Aß1-42 aggregation inhibitory activities in vitro, as well as the signaling mechanisms against oxidative stress elicited by Aß1-42 in PC12 cells. Our data showed that alterations in the subcellular localization and cytotoxicity of FAEs caused by the lipophilicity of FA were crucial when evaluating their antioxidant capacities. Pre-treating cells with butyl ferulate (FAC4) significantly attenuated Aß1-42-evoked intracellular ROS formation. Besides, FAC4 exhibited the highest Aß1-42 aggregation inhibitory effectiveness. The molecular docking results showed that FAC4 binds to amide NH in Gln15 and Lys16 via a hydrogen bond. Notably, FAC4 could upregulate antioxidant defense systems by modulating the Keap1-Nrf2-ARE signaling pathway. Identification of the functions of FAEs could be useful in developing food supplements or drugs for treating AD.


Assuntos
Doença de Alzheimer/tratamento farmacológico , Peptídeos beta-Amiloides/efeitos dos fármacos , Ácidos Cumáricos/uso terapêutico , Fármacos Neuroprotetores/uso terapêutico , Peptídeos beta-Amiloides/metabolismo , Animais , Ácidos Cumáricos/administração & dosagem , Ácidos Cumáricos/farmacologia , Humanos , Simulação de Acoplamento Molecular , Fator 2 Relacionado a NF-E2/metabolismo , Fármacos Neuroprotetores/administração & dosagem , Fármacos Neuroprotetores/farmacologia , Estresse Oxidativo/efeitos dos fármacos , Células PC12/efeitos dos fármacos , Células PC12/metabolismo , Ratos
14.
Food Sci Technol Int ; 25(1): 3-15, 2019 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-30111175

RESUMO

Although the antimicrobial properties of kojic acid have been recognized, the subcellular mechanism of bacterial inactivation caused by it has never been clearly elucidated. In the present study, the antibacterial and anti-biofilm activity of kojic acid was evaluated against five foodborne pathogens including Listeria monocytogenes, Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Salmonella typhimurium. The antibacterial activity was determined by minimum inhibitory concentration, minimum bactericidal concentration, and the time-kill assay. Among them, the susceptibility of Escherichia coli was significant with the lowest minimum inhibitory concentration and minimum bactericidal concentration values of 10 and 20 mM, respectively. Subcellular mechanism of bacterial inactivation related to kojic acid was revealed through comprehensive factors including cell morphology, membrane permeability, K+ leakage, zeta potential, intracellular enzyme, and DNA assay. Results demonstrated that bacterial inactivation caused by kojic acid, especially for Gram-negative bacteria, was primarily induced by the pronounced damage to the cell membrane integrity. Leakage of intracellular enzyme to the supernatants implied that the cell membrane permeability was compromised. Consequently, the release of K+ from the cytosol leads to the alterations of the zeta potential of cells, which would disturb the subcellular localization of some proteins and thereby cause the bacterial inactivation. The free -CH2OH group at the C-2 of kojic acid could play more significant role in the antimicrobial performance of kojic acid against Gram-negative bacteria. Moreover, remarkable interaction with DNA was also observed. Kojic acid at sub-minimum inhibitory concentration inhibited biofilm formation by these bacteria.


Assuntos
Antibacterianos/farmacologia , Biofilmes/efeitos dos fármacos , Microbiologia de Alimentos , Pironas/farmacologia , Bacillus subtilis/efeitos dos fármacos , Bacillus subtilis/genética , DNA Bacteriano/isolamento & purificação , Escherichia coli/efeitos dos fármacos , Escherichia coli/genética , Contaminação de Alimentos/prevenção & controle , Genoma Bacteriano , Listeria monocytogenes/efeitos dos fármacos , Listeria monocytogenes/genética , Testes de Sensibilidade Microbiana , Salmonella typhimurium/efeitos dos fármacos , Salmonella typhimurium/genética , Staphylococcus aureus/efeitos dos fármacos , Staphylococcus aureus/genética
15.
J Agric Food Chem ; 66(45): 12088-12101, 2018 Nov 14.
Artigo em Inglês | MEDLINE | ID: mdl-30360622

RESUMO

This work aims to prepare ferulic acid alkyl esters (FAEs) through the lipase-catalyzed reaction between methyl ferulate and various fatty alcohols in deep eutectic solvents and ascertain their antibacterial activities and mechanisms. Screens of antibacterial effects of FAEs against Escherichia coli ATCC 25922 ( E. coli) and Listeria monocytogenes ATCC 19115 ( L. monocytogenes) revealed that hexyl ferulate (FAC6) exerted excellent bacteriostatic and bactericidal effects on E. coli and L. monocytogenes (minimum inhibitory concentration (MIC): 1.6 and 0.1 mM, minimum bactericidal concentration (MBC): 25.6 and 0.2 mM, respectively). The antibacterial mechanism of FAC6 against E. coli was systematically studied to facilitate its practical use as a food additive with multifunctionalities. The growth and time-kill curves implied the partial cell lysis and inhibition of the growth of E. coli caused by FAC6. The result related to propidium iodide uptake and cell constituents' leakage (K+, proteins, nucleotides, and ß-galactosidase) implied that bacterial cytomembranes were substantially compromised by FAC6. Variations on morphology and cardiolipin microdomains and membrane hyperpolarization of cells visually verified that FAC6 induced cell elongation and destructed the cell membrane with cell wall perforation. SDS-PAGE analysis and alterations of fluorescence spectra of bacterial membrane proteins manifested that FAC6 caused significant changes in constitutions and conformation of membrane proteins. Furthermore, it also could bind to minor grooves of E. coli DNA to form complexes. Meanwhile, FAC6 exhibited antibiofilm formation activity. These findings indicated that that FAC6 has promising potential to be developed as a multifunctional food additive.


Assuntos
Antibacterianos/farmacologia , Escherichia coli/efeitos dos fármacos , Aditivos Alimentares/farmacologia , Antibacterianos/química , Biofilmes/efeitos dos fármacos , Ácidos Cumáricos/química , Ácidos Cumáricos/farmacologia , Escherichia coli/crescimento & desenvolvimento , Escherichia coli/fisiologia , Ésteres/química , Ésteres/farmacologia , Aditivos Alimentares/química , Listeria monocytogenes/efeitos dos fármacos , Listeria monocytogenes/crescimento & desenvolvimento , Testes de Sensibilidade Microbiana
16.
Molecules ; 23(5)2018 May 08.
Artigo em Inglês | MEDLINE | ID: mdl-29738519

RESUMO

The aim of this work was to evaluate the antibacterial activities and mode of action of sucrose monolaurate (SML) with a desirable purity, synthesized by Lipozyme TL IM-mediated transesterification in the novel ionic liquid, against four pathogenic bacteria including L. monocytogenes, B. subtilis, S. aureus, and E. coli. The antibacterial activity was determined by minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC), and the time⁻kill assay. SML showed varying antibacterial activity against tested bacteria with MICs and MBCs of 2.5 and 20 mM for L. monocytogenes, 2.5 and 20 mM for B. subtilis, 10 and 40 mM for S. aureus, respectively. No dramatic inhibition was observed for E. coli at 80 mM SML. Mechanism of bacterial inactivation caused by SML was revealed through comprehensive factors including cell morphology, cellular lysis, membrane permeability, K⁺ leakage, zeta potential, intracellular enzyme, and DNA assay. Results demonstrated that bacterial inactivation against Gram-positive bacteria was primarily induced by the pronounced damage to the cell membrane integrity. SML may interact with cytoplasmic membrane to disturb the regulation system of peptidoglycan hydrolase activities to degrade the peptidoglycan layer and form a hole in the layer. Then, the inside cytoplasmic membrane was blown out due to turgor pressure and the cytoplasmic materials inside leaked out. Leakage of intracellular enzyme to the supernatants implied that the cell membrane permeability was compromised. Consequently, the release of K⁺ from the cytosol lead to the alterations of the zeta potential of cells, which would disturb the subcellular localization of some proteins, and thereby causing bacterial inactivation. Moreover, remarkable interaction with DNA was also observed. SML at sub-MIC inhibited biofilm formation by these bacteria.


Assuntos
Antibacterianos/química , Catálise , Infecções/tratamento farmacológico , Sacarose/análogos & derivados , Antibacterianos/síntese química , Antibacterianos/farmacologia , Bacillus subtilis/efeitos dos fármacos , Bacillus subtilis/patogenicidade , Permeabilidade da Membrana Celular/efeitos dos fármacos , Escherichia coli/efeitos dos fármacos , Escherichia coli/patogenicidade , Humanos , Infecções/microbiologia , Lipase/química , Listeria monocytogenes/efeitos dos fármacos , Testes de Sensibilidade Microbiana , Staphylococcus aureus/efeitos dos fármacos , Staphylococcus aureus/patogenicidade , Sacarose/química , Sacarose/farmacologia
17.
Food Chem ; 220: 249-256, 2017 Apr 01.
Artigo em Inglês | MEDLINE | ID: mdl-27855896

RESUMO

Lauryl ferulate (LF) was synthesized through lipase-catalyzed esterification of ferulic acid (FA) with lauryl alcohol in a novel ionic liquid ([(EO)-3C-im][NTf2]), and its antibacterial activities was evaluated in vitro against three food-related bacteria. [(EO)-3C-im][NTf2] was first synthesized through incorporating alkyl ether moiety into the double imidazolium ring. [(EO)-3C-im][NTf2] containing hexane was found to be the most suitable for this reaction. The effects of various parameters were studied, and the maximum yield of LF (90.1%) was obtained in the optimum reaction conditions, in [(EO)-3C-im][NTf2]/hexane (VILs:Vhexane=1:1) system, 0.08mmol/mL of FA concentration, 50mg/mL Novozym 435, 60°C. LF exhibited a stronger antibacterial activity against Gram-negative (25 mm) than Gram-positive (21.5-23.2 mm) bacteria. The lowest MIC value was seen for E. coli (1.25mM), followed by L. Monocytogenes (2.5mM) and S.aureus (5mM). The MBCs for L. Monocytogenes, S.aureus and E. coli were 10, 20 and 5mM.


Assuntos
Antibacterianos/farmacologia , Ácidos Cumáricos/química , Dodecanol/química , Contaminação de Alimentos/prevenção & controle , Microbiologia de Alimentos , Lipase/química , Antibacterianos/química , Catálise , Enzimas Imobilizadas , Escherichia coli/efeitos dos fármacos , Esterificação , Proteínas Fúngicas , Líquidos Iônicos/química , Listeria monocytogenes/efeitos dos fármacos , Staphylococcus aureus/efeitos dos fármacos
18.
Ying Yong Sheng Tai Xue Bao ; 24(6): 1609-14, 2013 Jun.
Artigo em Chinês | MEDLINE | ID: mdl-24066547

RESUMO

Taking the DH population of wheat cultivar Hanxuan10/Lumai14 as test object, and by the methods of correlation analysis and path analysis, this paper studied the relationships of the flag leaf stomatal density (SD), stomatal length and width (SL and SW), stomatal conductance (g(s)), photosynthetic rate (P(n)), and transpiration rate (T(r)) on the 10th and 20th day after anthesis with the yield and the index of drought-resistance under the conditions of drought stress and normal irrigation. Under the two conditions, most of the test leaf traits on the 10th day after anthesis had less correlation with the yield and the index of drought-resistance, whereas the leaf traits on the 20th day after anthesis had significant positive correlations with thousand kernel weight but less correlation with grain number per ear, grain yield per plant, and index of drought-resistance. Path analysis showed that g(s), P(n), and T(r) were the main factors affecting the grain yield per plant (YPP) and the index of drought resistance (IDR), and the effects were stronger both in direct and in indirect ways. The direct and indirect effects of SD, SL, and SW on the YPP and IDR were lesser. Under both drought stress and normal irrigation, and on the 10th and 20th day after anthesis, there were significant correlations between SD and SL, and between SL and SW, g(s), P(n), and Tr, but the correlations of SD and SL with g(s), P(n), and T(r) changed with water condition or growth stage. Therefore, it would be not always a good means to select the leaf stomatal density and size as the targets for breeding to improve the leaf stomatal conductance, photosynthetic rate, and transpiration rate, and further, to promote the yield.


Assuntos
Adaptação Fisiológica , Secas , Folhas de Planta/fisiologia , Estômatos de Plantas/fisiologia , Triticum/fisiologia , Biomassa , Folhas de Planta/anatomia & histologia , Transpiração Vegetal/fisiologia , Triticum/crescimento & desenvolvimento , Água/metabolismo
19.
J Ind Microbiol Biotechnol ; 35(11): 1419-24, 2008 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-18716813

RESUMO

The effect of ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]) on the asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate (EOPB) to synthesize optical active ethyl 2-hydroxy-4-phenylbutyrate (EHPB) catalyzed by Saccharomyces cerevisiae was investigated. (R)-EHPB [70.4%, e.e.(R)] is obtained using ethyl ether or benzene as the solvent. The main product is (S)-EHPB [27.7%, e.e.(S)] in [BMIM][PF6]. However, in ionic liquid-water (10:1, v/v) biphasic system, the enantioselectivity of the reduction is shifted towards (R)-side, and e.e.(R) is increased from 6.6 to 82.5% with the addition of ethanol (1%, v/v). The effect of the use of [BMIM][PF6] as an additive in relatively small amounts on the reduction was also studied. We find that there is a decline in the enantioselectivity of the reduction in benzene. In addition, a decrease in the conversion of EOPB and the yield of EHPB with increasing [BMIM][PF6] concentrations occurs in either organic solvent-water biphasic systems or benzene.


Assuntos
Imidazóis/metabolismo , Líquidos Iônicos/metabolismo , Fenilbutiratos/metabolismo , Saccharomyces cerevisiae/metabolismo , Oxirredução
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