MOLECULES
·
2023
·Vol. 28
·期 9
·3948
·
IF 4.6
Cong Sun,Hui Liu,Yanran Chen,Xianzhi Wei,Shaohua Liang
As a natural polyphenolic compound, chlorogenic acid (CGA) has attracted increasing attention for its various biological activities, such as antioxidant, liver protection, intestinal barrier protection, and effective treatment of obesity and type II diabetes. However, the poor solubility of CGA in hydrophobic media limits its application in the food, drug and cosmetic industries. In order to obtain new hydrophobic derivatives, a highly efficient synthesis approach of CGA oleyl alcohol ester (CGOA) under non-catalytic and solvent-free conditions was developed in this study. The influences of reaction temperature, reaction time, substrate molar ratio, and stirring rate on the CGA conversion were investigated. The results showed that the optimal conditions were as follows: reaction temperature 200 °C, reaction time 3 h, molar ratio of CGA to oleyl alcohol 1:20, and stirring rate 200 rpm. Under these conditions, the CGA conversion could reach 93.59%. Then, the obtained crude product was purified by solvent extraction and column chromatography, and the purify of CGOA was improved to 98.72%. Finally, the structure of CGOA was identified by FT-IR, HPLC-MS and NMR. This study provides a simple and efficient strategy for the preparation of CGOA with the avoidance of catalysts and solvents.Keywords:chlorogenic acid;chlorogenic acid oleyl alcohol ester;esterification;non-catalytic synthesis
研究领域:
食品科学
·
药物化学
·
天然产物化学
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产品关联
DOI
PubMed
高影响因子
GENETICA
·
2024
·Vol. 153
·期 1
·1-11
·
IF 1.3
Gao Shanshan,Cao Yizhuo,Miao Wenbo,Li Dongyu,Zhou Can,Zhang Kunpeng
Eucalyptol is one of the major insecticidal active ingredients in a variety of plant essential oils, and has good killing and avoidance effects on Tribolium castaneum . The presence of detoxifying enzymes glutathione S-transferase (GST) in T. castaneum makes it resistant to a variety of insecticides. However, whether GST is involved in regulating the sensitivity of eucalyptol by T. castaneum is not well understood. In our previous study, a glutathione S-transferase, TcGSTu1 , was significantly up-regulated in RNA sequencing data when T. castaneum was exposed to eucalyptol. Therefore, in this study, the role of TcGSTu1 in the regulating the sensitivity of T. castaneum to eucalyptol was studied. The enzyme activities of GST and the transcription levels of TcGSTu1 were significantly increased following stimulation with eucalyptol. When using RNA interference technology knockdown TcGSTu1 heightens the sensitivity of T. castaneum to eucalyptol, demonstrating a link between TcGSTu1 and eucalyptol detoxification metabolism. Furthermore, TcGSTu1 is expressed in all developmental stages of T. castaneum , with higher expression levels observed particularly in the late egg stage. There was significant expression of TcGSTu1 in various tissues of different organisms, including larval head, fat body, and adult head. This observation indicated a possible connection between high TcGSTu1 expression and eucalyptol detoxification. The present findings suggest that TcGSTu1 may be involved in regulating the sensitivity and response of T. castaneum to treatment with eucalyptol, providing new research insight into pest control.
研究领域:
昆虫学
·
分子生物学
·
害虫防治
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产品关联
DOI
PubMed
高影响因子
PACKAGING TECHNOLOGY AND SCIENCE
·
2017
·Vol. 30
·期 9
·587-600
·
IF 1.32
Haili Wang,Chunxiang Yang,Jing Wang,Mo Chen,Donglei Luan,Li Li
Various studies have provided information on active packaging to prevent food putrefaction effectively . In this work, ethylene–vinyl alcohol copolymer (EVOH) films with geraniol (Ger) and α-terpilenol (Ter) were successfully prepared by extrusion. The mechanical, thermal, oxygen barrier and antimicrobial properties of the packaging films were characterized, and the application of the films in snakehead preservation was examined. Thermogravimetric analysis showed that the addition of Ger and Ter did not decrease the films properties but improved their oxygen barrier property and thermostability. Moreover, the incorporation of Ger and Ter inhibited the growth of Escherichia coli , Salmonella enterica and Listeria monocytogenes . Both of the films, EVOH/Ger (EVOH/Ger) and EVOH/Ter (EVOH/Ter), reduced Salmonella enterica by 2.36 ± 0.17 and 1.91 ± 0.06 log units, respectively. Meanwhile, the effects of EVOH/Ger and EVOH/Ter on quality assessment of snakehead slices were examined through sensory tests and analyses of biochemical indices during refrigerated storage (4°C ± 1°C) for 10 days. Sensory properties, total viable counts, total volatile basic nitrogen, thiobarbituric acid and pH values were evaluated. On eight day, compared with the control fish samples, the total viable counts and total volatile basic nitrogen values cut down 1.98 ± 0.02 log units and 11.3 ± 0.11 mgN/100 g, respectively, for fish samples packaged by EVOH/Ger. The active films containing 6% (wt) Ger and 6% (wt) Ter inhibited the growth of E. coli , S. enterica and L. monocytogenes and effectively extended shelf life by 4–5 days under cold-storage conditions compared with the control group. Copyright © 2017 John Wiley & Sons, Ltd.
研究领域:
食品科学
·
包装工程
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产品关联
DOI
高影响因子
PROGRESS IN ORGANIC COATINGS
·
2025
·
IF 7.3
Jingting Fang,Jing Wang,Yingying Han,Dongming Qi,Tao Chen
Compared to petroleum-based plastics, paper-based materials are biodegradable and renewable, effectively easing resource overconsumption and environmental pollution issues. However, their poor water and oil repellency restricts applications in food packaging. Adding water and oil repellents can enhance paper's barrier properties, but traditional fluorine-containing coatings pose health risks like biotoxicity, accumulation, and migration, leading to global regulatory restrictions. Thus, developing green, biodegradable, bio-based water and oil repellent coatings is the future trend. In this study, taking advantage of the high reactivity of cyanuric chloride (TCT), a chitosan-derived coating (CHI-g-OA 2 ) with a double hydrophobic chain structure was successfully constructed. The formula for the preparation was optimized by the response surface method. This “molecular modification” strategy, which grafts hydrophobic oleyl alcohol chains onto chitosan molecular chains to successfully construct a hydrophobic barrier, effectively solves the problem where competitive hydrogen bonding disrupts the dense hydrogen bond network formed within and between chitosan molecules, leading to significant attenuation of barrier performance. It also achieves the synergistic improvement of the material's waterproof and oil-repellent properties while retaining the original oil and gas barrier function, which meets the standard for food packaging materials. In addition, the tensile strength of the coated paper has been increased, showing good mechanical and thermal stability.
研究领域:
材料科学
·
高分子科学
·
环境科学
·
食品包装技术
·
表面化学
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产品关联
DOI
高影响因子
JOURNAL OF ENTOMOLOGICAL SCIENCE
·
2024
·
IF 0.7
Gao Shanshan,Li Dongyu,Zhou Can,Zhu Min,Zhang Yonglei,Li Ruimin,Zhang Kunpeng
Evidence is accumulating that insect epsilon class glutathione S-transferases (GSTs) play an important role in the resistance to xenobiotics such as insecticides. A Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae) epsilon class GST gene, TcGSTe17 , was previously found to be significantly induced following exposure to the plant derivative eucalyptol. However, whether TcGSTe17 is involved in resistance to eucalyptol remains unclear. In this study, TcGSTe17 was cloned from the T. castaneum . Development stage expression profiling revealed that TcGSTe17 was expressed at all development stages of T. castaneum but was highly expressed in late-stage larvae. Subsequent expression profiling of tissues showed that TcGSTe17 was highly expressed in the gut of larvae and the fat body of adults, and also revealed gender-specific expression patterns. In addition, the transcripts of TcGSTe17 were significantly increased following exposure to eucalyptol, and RNAi increased the susceptibility of the beetles to eucalyptol. Collectively, these results suggest that TcGSTe17 contributes to the susceptibility of T. castaneum to eucalyptol. These findings provide new data for the prevention of pest resistance.
研究领域:
昆虫学
·
分子生物学
·
害虫防治
✓ 已验证
DOI
高影响因子
JOURNAL OF CHEMICAL THERMODYNAMICS
·
2016
·
IF 2.196
Hengde Li,Li Wan,Guoqiang Chu,Wei Tan,Baoyu Liu,Yanlin Qin,Yuqing Feng,Dalei Sun,Yanxiong Fang
As an eco-friendly compound and good solvent, cineole (1,8-cineole, eucalyptol) has been evaluated for the extraction property of phenols (phenol or p-cresol) from aqueous solutions. This paper presents experimental (liquid + liquid) equilibrium (LLE) data for the ternary (water + phenol + cineole) and (water + p-cresol + cineole) mixtures from high concentration to low concentration of phenols-water solution. The mutual solubility of the binary (water + cineole) and (water + phenol or p-cresol) systems, and the LLE results for the ternary systems were determined with a tie-line method at T = (283.15, 298.15, and 313.15) K under atmospheric pressure. The experiment LLE results showed that cineole as a good extractant exhibited high extraction ability for phenol or p-cresol from aqueous solutions. The influence of temperature on the (liquid + liquid) phase equilibria was studied. The well-known Hand and Bachman equations were used to test the reliability of the experimental values. Moreover, the experimental LLE results were satisfactorily correlated by the NRTL and UNIQUAC models.
研究领域:
化学工程
·
环境科学
✓ 已验证
产品关联
DOI
高影响因子
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
·
2023
·
IF 5.2
Jun Lin,Yile Du,Xiaoxiao Ma,Yutong Li,Huidong Xie,Yabing Qi,Sijing Zhang
Carbon aerogel prepared using waste biomass as the carbon source can be utilized as the ideal absorption material for the remediation of oil spill accidents. However, the brittleness of the fiber and agglomeration of precursor fiber chains due to hydrogen bonding leads to poor mechanical properties and low absorption capacity of the carbon aerogel. The doping treatment used to overcome such defects still shows some deficiencies, such as high cost, cumbersome process, and part of the process involving toxicity. To overcome the agglomeration between the cellulose chains, a chemically-etched biomass-based carbon aerogel (EBCA) was prepared using pineapple cellulose nanofiber (CNF) etched by the deep eutectic solvents (DES) of choline chloride/urea under a low carbonization temperature of 400 °C. The as-prepared material, designated as EBCA-400, possesses a 3D structure with a huge BET specific surface area of 501.56 m 2 g −1 , a density of only 0.032 g cm −3 and a porosity of 97.3% with excellent elasticity performance and self-recovery performance owing to the enhancement of the surface roughness of fibers through DES etching. Also, EBCA-400 shows a superhydrophobicity with a water contact angle (WCA) of 157.6° and has a strong and fast absorption capacity for various oils in various scenarios, the absorption capacity for CCl 4 reaches 288 times its own weight, and the absorption efficiency to CCl 4 can still reach more than 97% of the maximum value even after 15 oil absorption-removal cycles. With the characteristics of very low density, huge porosity, excellent elasticity and superhydrophobicity as well as better reusability, EBCA-400 has great potential in oil spill remediation. This study provides a convenient and environment-friendly way for surface modification to improve the elasticity of carbon aerogel, which is crucial to the recovery of carbon aerogel for its reusability.
研究领域:
材料科学
·
环境科学
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产品关联
DOI
高影响因子
ATMOSPHERIC ENVIRONMENT
·
2020
·
IF 4.039
Fenghua Li,Shanshan Tang,Narcisse T. Tsona,Lin Du
Kinetics and mechanism of α-terpineol oxidation by OH radicals were studied in the aqueous phase under acidic condition, and the optical properties of the reaction products were examined. Using the relative rate method, the rate constant of α-terpineol reaction with OH radicals was determined to be (1.3 ± 0.3) × 10 10 M −1 s −1 . The reaction products were analyzed by gas chromatography-mass spectrometry (GC-MS) and the reaction mechanism was proposed. The absorbance changes of the products were monitored by a UV–vis spectrophotometer, and α,β-unsaturated ketone compounds were observed. A certain distribution of α-terpineol in the aqueous phase has the potential to be conducive to the formation of aqueous secondary organic aerosols. At the same time, in order to investigate the persistence of α-terpineol in the atmosphere, its lifetime towards reaction with OH in atmospheric water was determined to be 6.2 h and 1.0 h in urban and remote area, respectively.
研究领域:
大气化学
·
环境科学
✓ 已验证
产品关联
DOI
高影响因子
FOOD RESEARCH INTERNATIONAL
·
2024
·
IF 7
Rong Liu,Lingxuan Huang,Xuan Feng,Di Wang,Rasika Gunarathne,QingJun Kong,Jun Lu,Xueyan Ren
Aspergillus carbonarius , a common food-contaminating fungus, produces ochratoxin A (OTA) and poses a risk to human health. This study aimed to assess the inhibitory activity of tea tree essential oil and its main components, Terpene-4-ol (T4), α-terpineol (αS), and 3-carene (3C) against A. carbonarius . The study showed αS and T4 were the main antifungal components of tea tree essential oil, which primarily inhibit A. carbonarius growth through cell membrane disruption, reducing antioxidant enzyme activities (catalase, peroxidase, superoxide dismutase) and interrupting the tricarboxylic acid cycle. Furthermore, αS and T4 interacted with enzymes related to OTA biosynthesis. Molecular docking and molecular dynamics show that they bound mainly to P450 with a minimum binding energy of −7.232 kcal/mol, we infered that blocking the synthesis of OTA precursor OTβ. Our hypothesis was preliminarily verified by the detection of key substances in the OTA synthesis pathway. The results of UHPLC-QTOF-MS 2 analysis demonstrated that T4 achieved a degradation rate of 43 % for OTA, while αS reached 29.6 %, resulting in final breakdown products such as OTα and phenylalanine. These results indicated that α-terpinol and Terpene-4-ol have the potential to be used as naturally safe and efficient preservatives or active packaging to prevent OTA contamination.
研究领域:
食品科学
·
微生物学
·
毒理学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF CHROMATOGRAPHY A
·
2025
·
IF 4
Yingjie Luo,Junjie Qiu,Qiwei Xu,Jing Wei,Hang Song,Beibei Guo,Xuesong Liu,Yong Chen,Tengfei Xu
α-Terpineol and 1,8-cineole are two important compounds in essential oils. This study developed an efficient method to recover α-terpineol from model oil (MO) based on association extraction by in situ formations of deep eutectic solvent (DES) between α-terpineol and some quaternary ammonium salts (QASs) by hydrogen-bond (HB) interaction. Such interaction could be broken almost completely by the introduction of water, due to the stronger HB interaction between water and QASs, which could release α-terpineol by liquid-liquid separation and save the organic solvents consumption. QASs were screened by gaussian energy calculation and experimental verification. Subsequently, the effect of physicochemical properties of the quaternary ammonium salts on the weak interaction between QASs and α-Terpineol was also screened using random forests model. Tetrabutylammonium chloride (TBAC) was proved to form DES with α-terpineol but not with 1,8-cineole, which was proved by FT-IR and 1 H nuclear magnetic resonance ( 1 H NMR) spectroscopy. After response surface methodology (RSM) and Genetic Algorithm-Back Propagation (GA-BP) neural network optimization, the distribution ratio and selectivity of α-terpineol to 1,8-cineole could reach a high value of 29.6 and 42.2. The α-terpineol could achieve a purity up to 99.6% with a recovery of 88.8% by the two-step back-extractions using n -hexane and water. Furthermore, camphor leaf essential oil was used to demonstrate the reliability of the method for further application. In this separation process, all reagents including organic salt, n -hexane and water could be recovered and reused. It provides an alternative and promising method for the economical and green treatment of essential oils.
研究领域:
化学工程
·
分析化学
·
人工智能
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Heliyon
·
2023
·
IF 4
Liangliang Shi,Chenyue Jia,Jiangtao Feng,Weinong Zhang,Junbo He
1- O -alkylglycerols are a class of natural existing lipids with broad biological activities. However, their use in food or agricultural fields remains to be investigated, especially for their antimicrobial activity. In this work, three 1- O -alkylglycerols, 1- O -octanylglycerol (C 8 Gly 1 ), 1- O -dodecylglycerol (C 12 Gly 1 ), and 1- O -hexadecylglycerol (C 16 Gly 1 ), were synthesized in the isolated yields of 71.3–89.8 % and characterized by 1 H NMR, 13 C NMR, FITR, mass spectra, and HPLC-ESLD. The critical micelle concentration (CMC) of 1- O -alkylglycerols was determined to be 1.65 mmol/L (C 8 Gly 1 ), 0.33 mmol/L (C 12 Gly 1 ), and 0.23 mmol/L (C 16 Gly 1 ) using the pyrene method. C 12 Gly 1 and C 16 Gly 1 had similar surface tensions that are lower than C 8 Gly 1 . C 8 Gly 1 can form micelles in aqueous solution with excellent nano-dispersed uniformity and stability. Furthermore, C 8 Gly 1 and C 12 Gly 1 not only displayed good antibacterial activity against Staphylococcus aureus , but they also inhibited the growth of Botryosphaeria dothidea , Monilia fructigena , and Phytophthora capsicum at 400 μg/mL. Thus, the C 8 Gly 1 and C 12 Gly 1 can serve as novel antimicrobial agents in food preservation.
研究领域:
食品科学
·
微生物学
✓ 已验证
DOI
高影响因子
Materials
·
2024
·Vol. 17
·期 4
·942
·
IF 3.1
Hao Zhang,Zhaozhou Wei,Deyuan Xiong,Yao Wu,Menglong Tong,Huiping Su,Zuoyuan Zhang,Jian Liao
Using sodium lignosulfonate as feedstock, ZnCl2and NaHCO3co-activated the hierarchical porous carbons (HPCs) were prepared by one-pot pyrolysis with different NaHCO3dosages (0–4 g) and carbonization temperatures (400–600 °C). Subsequently, phosphotungstate (HPW) was supported with the resulting biochar for the α-pinene hydration reaction to produce α-terpineol. The optimum preparation conditions were determined according to the yield of α-terpineol. The formation mechanism and physicochemical properties of HPCs were analyzed through TG, SEM, XPS, XRD, FT-IR, and N2adsorption–desorption isotherms. The results demonstrated that NaHCO3underwent a two-step reaction which liberated a substantial quantity of CO2, thereby enhancing activated carbon’s macroporous and mesoporous structures. Simultaneously, NaHCO3mitigated strong acid gas (HCl) emissions during ZnCl2activation. Compared with AC450-4:8:0 prepared by ZnCl2activation alone, the total pore volume of AC450-4:8:2 prepared by co-activation is increased from 0.595 mL/g to 0.754 mL/g and the mesopore rate from 47.7% to 77.8%, which is conducive to reducing the steric hindrance of the hydration reaction and improving the selectivity. Hydration experiments show that the selectivity of α-terpineol is 55.7% under HPW/AC450-4:8:2 catalysis, higher than 31.0% for HPW and 47.4% for HPW/AC450-4:8:0.
研究领域:
材料科学
·
催化化学
·
环境科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）