JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY
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2019
·Vol. 92
·期 3
·723-735
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IF 1.986
Chen Huayao,Li Juncai,Shen Zhichuan,Zhou Hongjun,Hao Li,Xu Hua,Zhou Xinhua
The mesoporous silica nanoparticles (MSN) was modified by salicylaldimine, furfuralimine, and benzaldehyde imine, respectively, denoted as Sal-MSN, Fur-MSN, and Ben-MSN for methyl eugenol (Me) delivery by one-step method. The results confirmed that Me was successfully adsorbed by Schiff base mesoporous silica, which maintained regular hexagonal pore structure. Me is distributed in amorphous state in the pores of the mesoporous silica indicated by differential scanning calorimeter (DSC) curves. Schiff base modification strengthened the interaction between Me and mesoporous silica, leading to its higher sustained-release performance and the disappearance of sudden release in sustained-release performance comparing with Me-MSN before Schiff base modification. Me and Me-MSN were most consistent with the First-order kinetic and logistic equation, respectively. After Schiff base modification, Me-Sal-MSN, Me-Fur-MSN, and Me-Ben-MSN were most consistent with Korsmeryer–Peppas kinetic equation. Therefore, the difference of Me concentration was no longer the main control factor of sustained-release system after Schiff base modification. In the attraction of Bactrocera dorsalis test, the lure efficiency for per unit Me for Me-MSN, Me-Sal-MSN, Me-Fur-MSN, and Me-Ben-MSN equal to 2.83, 3.31, 3.32, 4.24 times of pure Me. After Schiff base modification, the samples showed higher lure efficiency due to their ideal sustained-release performance without sudden release. In short, the lure efficiency of Me was improved by the Schiff base mesoporous silica sustained-release system, in the meanwhile its service life was also prolonged.
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ELECTRONIC JOURNAL OF BIOTECHNOLOGY
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2018
·
IF 1.881
Peng-Cheng Chen,Hui Zhang,Pu Zheng
Background Eugenol is an economically favorable substrate for the microbial biotransformation of aromatic compounds. Coniferyl aldehyde is one kind of aromatic compound that is widely used in condiment and medical industries; it is also an important raw material for producing other valuable products such as vanillin and protocatechuic acid. However, in most eugenol biotransformation processes, only a trace amount of coniferyl aldehyde is detected, thus making these processes economically unattractive. As a result, an investigation of new strains with the capability of producing more coniferyl aldehyde from eugenol is required. Results We screened a novel strain of Gibberella fujikuroi , labeled as ZH-34, which was capable of transforming eugenol to coniferyl aldehyde. The metabolic pathway was analyzed by high-performance liquid chromatography–mass spectrometry and transformation kinetics. The culture medium and biotransformation conditions were optimized. At a 6 h time interval of eugenol fed-batch strategy, 3.76 ± 0.22 g/L coniferyl aldehyde was obtained, with the corresponding yield of 57.3%. Conclusions This work improves the yield of coniferyl aldehyde with a biotechnological approach. Moreover, the fed-batch strategy offers possibility for controlling the target product and accumulating different metabolites. How to cite: Chen P-C, Zhang H, Zheng P. Direct biodegradation of eugenol into coniferyl aldehyde and other higher value-added products by Gibberella fujikuroi ZH-34. Electron J Biotechnol 2019;38. https://doi.org/10.1016/j.ejbt.2018.12.001 .
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JOURNAL OF FOOD PROTECTION
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2015
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IF 1.849
Shengfeng Peng,Liqiang Zou,Wei Liu,Lu Gan,Weilin Liu,Ruihong Liang,Chengmei Liu,Jing Niu,Yanlin Cao,Zhen Liu,Xing Chen
Eugenol is a major phenolic component with diverse biological activities. However, it is difficult to formulate into an aqueous solution due to poor water solubility, and this limits its application. In the present study, eugenol nanoliposomes (EN) were prepared by combining the ethanol injection method with the dynamic high-pressure microfluidization method. Good physicochemical characterizations of EN were obtained. The successful encapsulation of eugenol in nanoliposomes was confirmed by Fourier transform infrared spectroscopy. A good storage stability of EN was confirmed by its low variation of average particle diameter and encapsulation efficiency after 8 weeks of storage. No oil drops were found in EN after 8 weeks of storage at 4°C and at room temperature, which suggested that the poor water solubility of eugenol was overcome by nanoliposome encapsulation. Compared with that of eugenol solution, a relatively good sustained release property was observed in EN. The antibacterial activity of EN against four common foodborne pathogenic bacteria (Staphylococcus aureus, Escherichia coli, Salmonella enterica serovar Typhimurium, and Listeria monocytogenes) was evaluated in both Luria broth and milk medium.
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CATALYSIS TODAY
·
2014
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IF 3.309
Cong Zhang,Jing Xing,Liang Song,Hongchuan Xin,Sen Lin,Lishu Xing,Xuebing Li
Aqueous phase catalytic upgrading of phenolic monomers to hydrocarbons have been explored using Pd/C combined with HZSM-5 zeolite catalysts in the presence of H 2 . 2-Methoxyl-4-allylphenol (eugenol), which consists of methyl ether bond, hydroxyl group, aromatic ring and propyl olefin bond, was chosen as a classic lignin model compound. This research focuses on the relationship between the acidity of zeolites and the deoxygenation activities basis on the hydrodeoxygenation (HDO) of eugenol. The results indicated that the decrease of Si/Al ratio resulted in the increase of the acidity of the zeolites, which significantly influenced their catalytic performance for product distributions. Over the HZSM-5 (Si/Al = 12.5) catalyst, the 2-methoxyl-4-propylphenol conversion of 86.5% and the hydrocarbon selectivity of 73.4% were obtained with the HDO of eugenol under 513 K and 5 MPa hydrogen pressure. Owing to the lower selectivity of hydrocarbon with HZSM-5 (Si/Al = 50) as acidic catalyst, the pore treatment was used to enlarge the outer surface of zeolite. After modified by alkali-treatment, much more acid active sites were provided for feasible accessibility of oxygenated reactants. The selectivity of hydrocarbons was improved by the alkaline treatment of HZSM-5 zeolite with 0.3 mol L −1 sodium hydroxide solution.
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Polymer Chemistry
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2015
·Vol. 6
·期 40
·7138-7148
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IF 5.52
Keling Hu,Dongping Zhao,Guolin Wu,Jianbiao Ma
Two eugenol-based aromatic dimethyl terephthalate (DMT)-like monomers were prepared via a thiol–ene click reaction and a subsequent nucleophilic substitution reaction with methyl chloroacetate or 1,4-dibromobutane. Two series of thermoplastic polyesters derived from renewable eugenol and linear aliphatic α,ω-diols HO–(CH2)n–OH (n = 2, 3, 4, 6, 10, 12) were successfully synthesized. These prepared polyesters have weight-average molecular weights in the range of 18 500–90 500 g mol−1, and polydispersity indexes (PDIs) between 1.8 and 2.2. Their chemical structures were all accurately characterized by 1H NMR spectroscopy, 13C NMR spectroscopy and FTIR spectroscopy. The random microstructures of the synthetic polyesters were also explored by 13C NMR spectroscopy. The obtained polyesters all exhibit a thermal stability above 330 °C. More importantly, the thermal stability, the maximum degradation rate and the residue weight are intimately associated with the length of the linear aliphatic α,ω-diol. Their thermo-mechanical properties were studied by differential scanning calorimetry (DSC) and dynamic mechanical analysis (DMA). The length of the linear aliphatic α,ω-diol crucially influences the glass transition temperature (Tg). With the gradual increase in the α,ω-diol length, the Tg of the synthesized polyester exhibits a tendency to decrease. The polyesters are all amorphous materials at room temperature, with Tg values ranging from −28.4 to 7.6 °C. The incorporation of aromatic eugenol into the polyester chains reduces the crystallinity significantly. The Young's modulus and ultimate strength are in the range of 1.2–6.9 MPa and 0.96–3.37 MPa, respectively. On the contrary, the elongation at break reaches up to 840–1000%, indicating the excellent viscosity properties for such unmanageable viscous materials.
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RSC Advances
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2016
·Vol. 6
·期 93
·91060-91067
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IF 3.289
Huanle Chen,Xing Jin,Yan Li,Jing Tian
The physical stability of a eugenol (Eu) nanoemulsion in the presence of long-chain and medium-chain triglycerides with a high incorporation ratio (30 wt% to 80 wt% in the lipid phase) was investigated. The stability of the nanoemulsion was evaluated by dynamic light scattering and a centrifugal-force-based LUMi-Sizer. With an increase in the content of triglycerides, the particle size of the nanoemulsions decreased first and then increased. The variation pattern of the particle size in the presence of different contents of triglycerides formed a V-type shape. The presence of 60 wt% triglycerides resulted in the smallest particle size, which continued increasing within 28 days of storage. LUMi-Sizer analyses demonstrated that the instability of the nanoemulsion caused by the addition of 30–50 wt% of triglyceride was due to sedimentation of emulsion droplets. On the other hand, the instability caused by 60–80 wt% of triglyceride was due to the floating of emulsion droplets. The interfacial tension variation had the same trend as the particle size variation at the corresponding content of triglycerides. Thus the interfacial tension might be responsible for the triglyceride-caused instability of the Eu nanoemulsion.
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MICROCHEMICAL JOURNAL
·
2025
·
IF 5.1
Jianbin Ju,Yuji Ruan,Huifeng Deng,Xiaowen Huang,Guihua Ruan,Yipeng Huang
In this work, thiocyano-functionalized monodisperse dendritic mesoporous silica microspheres (DMS-SCN) were successfully synthesized and utilized as efficient solid-phase extraction adsorbents for the enrichment of eugenol anesthetics in aquatic products. The thiocyano functionalization significantly improves the adsorption capacity of the adsorbent for the four eugenol anesthetics from 723–1092 μg g −1 to 2180–3885 μg g −1 in virtue of the reinforced permanent dipole interactions, π-π stacking interactions, and electrostatic interactions. By coupling DMS-SCN based solid phase extraction with HPLC (SPE-HPLC) method, an analytical method for determination of eugenol anesthetics in tilapia, carp and shrimp was successfully developed. This method achieves low detection limits ranging from 0.32 ng mL −1 to 0.82 ng mL −1 and exhibits a wide linear range from 1 ng mL −1 to 200ng mL −1 . The recoveries for the four eugenol anesthetics range from 85.16 % to 109.1 %, with relative standard deviations between 1.18 % and 8.37 %. The method demonstrates minimal matrix effects and high accuracy. The DMS-SCN based SPE-HPLC method is anticipated to be a valuable tool for the analysis of eugenol anesthetics in complex sample matrices.
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INDUSTRIAL CROPS AND PRODUCTS
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2024
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IF 5.6
Xuanhao Huang,Xinyi Guo,Yao Meng,Shaobo Lou,Xinxing Wu,Yan Zhang,Renzhong Wei,Shuaibo Han,Fangli Sun,Hui Wang
Bamboo, which has excellent physical properties and environmental credentials, is widely used in the construction industry and furniture manufacturing. Bamboo is, however, susceptible to attack by molds and bacteria; protection by natural phenolic antimicrobial agents would be a green and environmentally friendly solution to this problem. The application of such protection has, so far, been hampered by poor stability and ease of volatilization of the antimicrobial agent. Here, an innovative strategy that uses the catalytic action of the laccase to chemically attach a natural antimicrobial agent, eugenol (EU), to bamboo, is described. This modification endows bamboo with both long-lasting and extensive mold resistance and antibacterial activity. Laccase-catalyzed covalent bonding of EU to bamboo reduces the volatilization rate of the EU from 1.72 % to 0.29 %. The outstanding mold resistance and antimicrobial activity of bamboo treated using this modified process is retained during a 50-day mold resistance test, with mold growth inhibited by as much as 87.5 %. The treated bamboo is also able to inhibit the growth of both Gram-positive and Gram-negative bacteria. The antimicrobial mechanism results shown that the bamboo lignin is the primary reaction site during laccase-catalyzed EU modification of bamboo, and the long-term mold resistance derived from modified lignin. Furthermore, we analyzed bacterial morphology through SEM, and the results demonstrated that modified enzymatic hydrolysis lignin (EHL) significantly disrupts bacterial morphology, including membrane invagination and collapse. This study provides a new direction for the green development of mold- and bacteria-resistant bamboo, which has potential for use in a wide range of application.
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
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2024
·
IF 7.7
Hao Cheng,David Julian McClements,Hao Xu,Zipei Zhang,Ruojie Zhang,Jianwei Zhao,Hui Zhou,Wu Wang,Zhengyu Jin,Long Chen
With an increasing emphasis on environmental protection and sustainability, natural polymers like proteins and polysaccharides are being utilized more frequently in the development of biodegradable food packaging. However, the limited properties of these biopolymers have restricted their widespread applicability within the food industry. To address this issue, eugenol-loaded zein nanoparticles (ZE NPs) were incorporated into pea starch/soy protein-based films, and their effect on the physicochemical properties of these films were investigated. The ZE NPs exhibited high compatibility with the pea starch-soy protein isolate (PES/SPI) matrix, enhancing the structural properties of the films by forming hydrogen bonds between the nanoparticles and the biopolymer network. Incorporating the nanoparticles enhanced the mechanical properties, thermal stability, ultraviolet shielding, surface hydrophobicity, and moisture barrier performance of the films. Furthermore, the films containing ZE NPs exhibited significant antioxidant and antibacterial activity, suggesting their potential application as preservatives in active food packaging materials. In conclusion, the incorporation of ZE NPs significantly enhanced the performance of PES/SPI-based films, which should expand their application as food packaging materials.
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AQUACULTURE
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2024
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IF 3.9
Chengsong Zhang,Fuhua Li
Anesthesia is a common practice used to improve animal welfare and reduce the negative impacts of stress factors in aquaculture settings. However, few studies have been conducted to investigate the application of anesthetics in ridgetail white prawn ( Exopalaemon carinicauda ). In the present study, the anesthetic efficacy and protective effects of eugenol in adults of this species were evaluated. When the prawns ( n = 5) were immersed in different concentrations of eugenol in the range of 0–240 μL/L for 30 min, the results showed that 180 and 240 μL/L could lead to quick sedative and anesthesia effects with 100% mortality after 30 min exposure, while 30 μL/L failed to induce any sedative and anesthesia effects. Further tests showed that adult individuals were quickly anesthetized by eugenol at a concentration of 60–90 μL/L with a 30 min immersion, while half of the prawns were sedated in 30 μL/L eugenol after 4 h exposure, then recovered at 2 h without any mortality. Furthermore, we checked the water quality parameters after the adult prawns were immersed in four eugenol concentrations (0, 10, 20, 30 μL/L) for 8 h of simulated transportation followed by a 96 h recovery, we found that 30 μL/L eugenol treatment could significantly decrease the ammonia nitrogen concentration , and increased the survival rate at 96 h post recovery. The oxidative responses of the prawns during the 8 h transportation at 30 μL/L eugenol followed by 96 h recovery period were analyzed. The results showed that eugenol administration significantly decreased the malonaldehyde (MDA) concentration and the activities of most antioxidant-related enzymes immediately. The present data indicated that eugenol was an efficient anesthetic, which could be used for long-distance transportation of this species. It exhibited excellent protective effects to improve the animal's welfare by improving water quality and alleviating oxidative stress .
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Food Chemistry-X
·
2023
·
IF 6.1
Deyin Pan,Jinming Ma,Jingjing Diao,Jiaqi Li,Hongsheng Chen
The effects of eugenol (EG; 0, 5, 20, and 50 mg/g protein) on the structure and gel properties of pork myofibrillar protein (MPs) under a hydroxyl radical-generating system were explored in this study. The results revealed that the addition of a high concentration of EG (50 mg/g protein) markedly reduced the carbonyl content and enhanced the fluorescence intensity, surface hydrophobicity, and protected the secondary structure of MPs, compared to oxidized MPs. In addition, the high concentration group noticeably increased the storage modulus ( G ′), gel strength, and water-holding capacity (WHC), and significantly hindered the oxidation-induced transformation of immobilized water of the MPs gel to free water and basically favored the formation of a finer and more homogeneous three-dimensional network structure, This work verified that the adding of EG could effectively improve the gel quality of oxidized MPs and more successfully delay oxidation-induced damage to muscle protein structure.
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Surfaces and Interfaces
·
2026
·
IF 6
Xinyao Wang,Changlu Gao,Xiuhua Sun
Eco-friendly antifouling coatings based on biodegradable, fouling-release polycaprolactone-polydimethyl siloxane (PCL-PDMS) materials were developed by incorporating natural antifoulant eugenol releasing nanoparticles, i.e. cationic amphiphilic poly(lauryl methacrylate)-b-poly((dimethylaminoethyl methacrylate-(4-allyl-2-methoxyphenyl 2-chloroacetate)) (PLMA-b-P(DMAEMA-AMPCA)). The synthesized nanoparticles are capable of transforming their core-shell structure in water and immediately releasing eugenol via hydrolysis. The eugenol release kinetics and the structure transformation process of the cationic nanoparticles were monitored by ultraviolet-visible spectroscopy, which indicated that an instant and rapid release of eugenol can be achieved. Results showed that the surface renewal rate of the fabricated marine coating was accelerated by the cationic nanoparticles. Meanwhile, a controlled and sustainable release of eugenol was attained by regulating the content of the cationic segment in the coating. Three consecutive antibacterial tests demonstrated that the cationic structure, the released eugenol, as well as the self-replenishment of PCL-PDMS materials and nanoparticles, exhibited synergistic bactericidal effect. Marine field tests showed that the developed coatings can resist the biofouling of marine microorganisms for up to 120 days. Download: Download high-res image (283KB) Download: Download full-size image
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