FOOD CHEMISTRY
·
2018
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IF 4.946
Bingbing Liu,Weidong Yan
A green, fast, and efficient method for synthesizing lipophilic epigallocatechin gallate (EGCG) derivatives was set up for the first time. EGCG was lipophilized by esterification in order to promote its application in lipid products and to possibly enhance its bioactivity. A high conversion of EGCG was achieved. Three monoesters of the EGCG derivatives were confirmed by high performance liquid chromatography-mass spectrometry, and the predominant one was identified as 4′- O -palmitoyl EGCG by nuclear magnetic resonance. The EGCG derivatives exhibited good radical scavenging capacities. In lard the solubility of EGCG derivatives was enhanced 470 times compared to EGCG, and they exhibited excellent antioxidative activity in the oil. These results indicate that the palmitoylated EGCG derivatives may be used as potent antioxidants in lipophilic medium, such as edible oils and fatty foods. In addition, this method can be applied to commercial application, producing antioxidants to substitute for synthetic ones like tert -butylhydroquinone.
研究领域:
食品科学
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生物化学
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天然产物化学
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产品关联
DOI
PubMed
高影响因子
MOLECULES
·
2022
·Vol. 27
·期 17
·5427
·
IF 4.927
Song Li,Jing Yan,Qiangqiang Zhu,Xinxiang Liu,Senlin Li,Shenhou Wang,Xuanjun Wang,Jun Sheng
Tea contains high levels of the compound epigallocatechin gallate (EGCG). It is considered an important functional component in tea and has anti-cancer, antioxidant, and anti-inflammatory effects. The eight phenolic hydroxyl groups in EGCG’s chemical structure are the basis for EGCG’s multiple biological effects. At the same time, it also leads to poor chemical stability, rendering EGCG prone to oxidation and isomerization reactions that change its original structure and biological activity. Learning how to maintain the activity of EGCG has become an important goal in understanding the biological activity of EGCG and the research and development of tea-related products. Metal–organic frameworks (MOFs) are porous materials with a three-dimensional network structure that are composed of inorganic metals or metal clusters together with organic complexes. MOFs exploit the porous nature of the material itself. When a drug is an appropriate size, it can be wrapped into the pores by physical or chemical methods; this allows the drug to be released slowly, and MOFs can also reduce drug toxicity. In this study, we used MOF Zn(BTC)4materials to load EGCG and investigated the sustained release effect of EGCG@MOF Zn(BTC)4and the biological effects on wound healing in a diabetic mouse model.Keywords:EGCG;MOF;wound healing;diabetes
研究领域:
生物医学
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材料科学
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药理学
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DOI
PubMed
高影响因子
BIOPHYSICAL CHEMISTRY
·
2017
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IF 2.402
Rong-zu Nie,Wei Zhu,Jin-ming Peng,Zhen-zhen Ge,Chun-mei Li
In the present study, the disruptive effects of epigallocatechin-3-gallate (EGCG) and A-type dimeric epigallocatechin-3-gallate (A-type EGCG dimer) on the preformed bovine insulin amyloid fibrils were studied by several biophysical methods including thioflavin-T (ThT) fluorescence assay , 1-anilinonaphthalene-8-sulfonic (ANS) fluorescence assay, Congo red (CR) binding assay, dynamic light scattering (DLS), transmission electron microscopy (TEM), Gel electrophoresis (SDS-PAGE) and Bradford assay. Our results demonstrated that A-type EGCG dimer showed significantly more potential disaggregative effects on the bovine insulin amyloid fibrils than EGCG. A-type EGCG dimer could not only dramatically promote the disaggregation of the preformed bovine insulin amyloid fibrils, but also restructure the amyloid fibrils into amorphous aggregates. While, EGCG could only shorten and thin the fibrils, but induce no small amorphous aggregates. Our present results provided additional evidence for the more potent disaggregation effects of dimeric polyphenols than monomeric polyphenols and suggested that A-type EGCG dimer seems to have potential application as an excellent anti-amyloidogenic agent.
研究领域:
生物物理学
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分子生物学
·
神经退行性疾病
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2019
·
IF 2.298
Bingbing Liu,Behnaz Asadzadeh,Weidong Yan
The solubility of (−)-epigallocatechin gallate (EGCG) peracetate in 12 pure solvents (methanol, ethanol, 1-propanol, 1-butanol, 2-propanol, 2-butanol, 1-pentanol, 1-hexanol, 2-methoxyethanol, 2-ethoxyethanol, 2-propoxyethanol, and 2-butoxyethanol) was measured using the static method at the temperature range 278.15–318.15 K under atmospheric pressure. The solubility of EGCG peracetate in the selected solvents increased with increasing temperature in 12 solvents, and the most notable change was found in methanol. The obtained solubility data were correlated with the van’t Hoff equation, the modified Apelblat equation, the λh equation, and the nonrandom two-liquid model. Furthermore, solid forms of EGCG peracetate in 12 pure solvents were studied by a scanning electron microscope and X-ray powder diffraction. The obtained solubility values would be helpful in the purification and crystallization process of EGCG peracetate.
研究领域:
化学
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药学
✓ 已验证
DOI
高影响因子
Foods
·
2022
·Vol. 11
·期 18
·2895
·
IF 5.561
Shuang Han,Fengzhan Cui,David Julian McClements,Xingfeng Xu,Cuicui Ma,Yutang Wang,Xuebo Liu,Fuguo Liu
HighlightsPea protein isolate (PPI) and EGCG spontaneously formed complexes.Protein–polyphenol complexation was mainly driven by hydrogen bonding.The binding of EGCG influenced the structure and functionality of PPI.PPI-EGCG complexes had better emulsifier properties than PPI.AbstractThere is increasing interest in using plant-derived proteins in foods and beverages for environmental, health, and ethical reasons. However, the inherent physicochemical properties and functional performance of many plant proteins limit their widespread application. Here, we prepared pea protein isolate (PPI) dispersions using a combined pH-shift/heat treatment method, and then, prepared PPI-epigallocatechin-3-gallate (EGCG) complexes under neutral conditions. Spectroscopy, calorimetry, molecular docking, and light scattering analysis demonstrated that the molecular complexes formed spontaneously. This was primarily ascribed to hydrogen bonds and van der Waals forces. The complexation of EGCG caused changes in the secondary structure of PPI, including the reduction in the α-helix and increase in the β-sheet and disordered regions. These changes slightly decreased the thermal stability of the protein. With the accretion of EGCG, the hydrophilicity of the complexes increased significantly, which improved the functional attributes of the protein. Optimization of the PPI-to-EGCG ratio led to the complexes having better foaming and emulsifying properties than the protein alone. This study could broaden the utilization of pea proteins as functional ingredients in foods. Moreover, protein–polyphenol complexes can be used as multifunctional ingredients, such as antioxidants or nutraceutical emulsifiers.
研究领域:
食品科学
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生物化学
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DOI
高影响因子
Natural Product Communications
·
2024
·
IF 1.5
Liu Tang,Tianshuai Wang,Ruzhen Peng,Jingyi Guo,Liping Li,Benhong Zhou,Guangwen Luo,Shasha Fang,Xiao Jiang
Background: Atopic dermatitis, often referred to as AD, is a common chronic and relapsing skin disease with few treatment options. Epigallocatechin 3-gallate (EGCG), the most abundant catechin derived from green tea, has gained widespread attention due to its excellent anti-inflammatory and anti-oxidative properties. This research aims to investigate the effect and mechanism of EGCG in alleviating AD by integrative approach of an in vivo AD mouse model, network pharmacology and molecular docking. Materials and Methods: EGCG was administered by intragastric administration at the dose of 100 mg/kg, once daily for 14 consecutive days to AD mice, a model established by repeated application of 2, 4-dinitrofluorobenzene (DNFB) to the mouse dorsal skin. Results: Macroscopical and histopathological examination showed that oral administration with EGCG could markedly relieve AD-like skin phenotypes, as evidenced by a substantial reduction in severity score, serum immunoglobulin E (IgE) level, epidermal thickness, and the infiltration of inflammatory cells and mast cells into the dermal layers. Mechanistically, the network pharmacology analysis indicated that the protective effects of EGCG against AD were mainly related to the regulation of AGE-RAGE signaling pathway in diabetic complications, Th17 cell differentiation, IL-17 signaling pathway, NF-κB signaling pathway, Toll-like receptor signaling pathway, TNF signaling pathway, etc. In silico molecular docking demonstrated the high binding affinity of EGCG to the core targets such as ABCB1, MMP2, MMP9, MAPK14 and STAT1. Furthermore, western blotting (WB) results showed that EGCG obviously downregulated the expression of RAGE and STAT1, thereby regulating the AGE-RAGE signaling pathway to improve AD. Conclusions: These findings indicated that EGCG can be a promising therapeutic candidate for AD.
研究领域:
药理学
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皮肤病学
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分子生物学
✓ 已验证
DOI
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
·
2025
·
IF 6.6
Xiaoke Peng,Xiaojia Yan,David Julian McClements,Shuai Chen,Cuicui Ma,Xuebo Liu,Guoqiang Zhang,Fuguo Liu
The objective of this study was to prepare dendrobium officinale polysaccharide-epigallocatechin-3-gallate (DOP-EGCG) covalent conjugates and non-covalent complexes to enhance the antioxidant properties of the polysaccharide. The conjugates were synthesized via free radical induction, whereas the complexes were formed through physical mixing. The structure and properties of the conjugates and complexes were then characterized. C-H bonds and hydrogen bonds were found to play a crucial role in the formation of the conjugates. Conjugating DOP and EGCG decreased the crystallinity of the polysaccharide and altered the crystal morphology of the polyphenol. The thermal stability of DOP in the EGCG complexes (99.2 °C) was lower than that of free DOP (103.0 °C), whereas that of the DOP in the EGCG conjugates was higher (113.7 °C). The conjugation of EGCG led to an increase in its phenolic content (112.9 ± 1.8 g/kg), which enhanced its antioxidant properties. Indeed, the conjugates had higher antioxidant properties, as seen by an increase in free radical scavenging, reactive oxygen species quenching, and reducing ability, than the complexes. The present study demonstrated that the formation of polysaccharide-polyphenol conjugates could enhance the antioxidant properties of DOP, thereby expanding its range of application as a functional ingredient in foods and beverages.
研究领域:
食品科学
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植物化学
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营养学
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产品关联
DOI
高影响因子
Journal of Diabetes Research
·
2016
·
IF 2.431
Zhi-Xue Xu,Qiang Zhang,Gong-Li Ma,Cong-Heng Chen,Yan-Ming He,Li-Hui Xu,Yuan Zhang,Guang-Rong Zhou,Zhen-Hua Li,Hong-Jie Yang,Ping Zhou
The abnormal fibrillation of human islet amyloid polypeptide (hIAPP) has been implicated in the development of type II diabetes. Aluminum is known to trigger the structural transformation of many amyloid proteins and induce the formation of toxic aggregate species. The (−)-epigallocatechin gallate (EGCG) is considered capable of binding both metal ions and amyloid proteins with inhibitory effect on the fibrillation of amyloid proteins. However, the effect of Al(III)/EGCG complex on hIAPP fibrillation is unclear. In the present work, we sought to view insight into the structures and properties of Al(III) and EGCG complex by using spectroscopic experiments and quantum chemical calculations and also investigated the influence of Al(III) and EGCG on hIAPP fibrillation and aggregation as well as their combined interference on this process. Our studies demonstrated that Al(III) could promote fibrillation and aggregation of hIAPP, while EGCG could inhibit the fibrillation of hIAPP and lead to the formation of hIAPP amorphous aggregates instead of the ordered fibrils. Furthermore, we proved that the Al(III)/EGCG complex in molar ratio of 1 : 1 as Al(EGCG)(H2O)2 could inhibit the hIAPP fibrillation more effectively than EGCG alone. The results provide the invaluable reference for the new drug development to treat type II diabetes.
研究领域:
生物化学
·
医学
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产品关联
DOI
PubMed
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2024
·
IF 13.3
Shuifang Mao,Yanming Ren,Yujun Zeng,Xingqian Ye,Jinhu Tian
Glucose-responsive insulin delivery carriers based on glucose oxidase have been developed to mimic the function of native insulin. However, the remained challenges are to synthesize carriers with simple preparation processes, while achieving the expected rapid and prolonged insulin release. Here, a novel pH-sensitive metal-phenolic network (MPN) system based on the coordination chemistry of epigallocatechin gallate (EGCG) and ferric ions was developed using a one-step blend self-assembly method, and the results demonstrated its potential application for encapsulating enzymes (GOx and CAT) and insulin (MPN@GCI) to achieve glucose-responsive insulin delivery intelligently. The prepared MPN@GCI showed high protein loading efficiency and stability, preserved the structure and biological activity of the encapsulated protein, while also enhanced the efficiency of the cascade reaction between GOX and CAT. Both in vitro and in vivo analysis elucidated that MPN@GCI showed superior glucose-responsive insulin release properties. Specifically, a single subcutaneous injection of MPN@GCI in STZ-induced type I diabetic mice showed a rapid and effective response to glucose challenges, and leading to an optimal blood glucose level (＜200 mg/dL) for more than 24 h. Furthermore, the MPN@GCI possessed good biocompatibility with undetected cytotoxicity and systemic biotoxicity. Overall, the nanoparticle formulation based on EGCG and ferric ions in current study could provide an excellent biosafe, effective and multifunctional approach for the development of glucose-responsive insulin delivery system.
研究领域:
生物材料学
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药物递送系统
·
糖尿病治疗
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产品关联
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2024
·
IF 13.3
Bin Liu,Haonan Chen,Changrong Zhao,Heng Liang
As a 2D nanomaterial with high hydrophilic and co-catalytic properties, MXene has been widely studied in the field of membrane separation and advanced oxidation. However, its susceptibility to oxidation in catalytic environments poses a significant challenge to its long-term stability and performance. Therefore, constructing an oxidation-resistant MXene catalytic membrane technology and ensuring its excellent flux and catalytic performance are important for the practical application of MXene membranes. Herein, we prepared a cobalt monoatomic intercalated M/E0.1-Co catalytic separation membrane by mild reduction of epigallocatechin-3-gallate (EGCG). EGCG not only connects the MXene lamellae during filtration through strong hydrogen bonding, but also protects the chemical stability of the MXene substrate through its antioxidant ability. Furthermore, the trace amount of EGCG in the confined domain space also promotes the rate-limiting step of the transition from the high-valent state to the low-valent state in Co single-atom catalysis. The stability of the catalytic separation layer was ensured along with a 100% degradation performance of sulfamethoxazole. This study establishes a bridge between the catalytic oxidation and chemical stability of a wide range of MXene-based materials nowadays and provides a viable proposal for the practical application of long-term utilized MXene materials in catalysis.
研究领域:
材料科学
·
催化
·
环境工程
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产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY
·
2025
·
IF 5.2
Yongqi Tian,Yuanyuan Chen,Ruyang Huang,Tao Wang,Shaoyun Wang
Synergistic bacteriostatic action represents a potent strategy for combating microbial contamination in the food industry. This study investigated the synergistic bacteriostatic effect of epigallocatechin gallate (EGCG) and indole-3-carboxaldehyde (I3A). Results showed a pronounced synergistic action of EGCG and I3A against diverse food spoilage microorganisms, most notably Pseudomonas aeruginosa ( P. aeruginosa ), with a fractional inhibitory concentration index (FICI) of 0.25. Further research revealed that EGCG disrupted the cell wall and cell membrane of P. aeruginosa , while supplementing I3A significantly boosted the concentration of intracellular reactive oxygen species, thereby inflicting cellular damage. Moreover, the EGCG-I3A treatment inhibited the biofilm formation of P. aeruginosa in a dose-dependent manner, with the effectiveness increasing with the quantity of I3A added. Metabolomic study revealed a perturbation in glutathione and taurine metabolic pathways post synergistic treatment, compromising redox homeostasis. This synergistic treatment also downregulated uracil, proline, and glutamate metabolites, thereby suppressing Quorum Sensing (QS) and biofilm-associated expression within P. aeruginosa . Additionally, the combination significantly inhibited P. aeruginosa growth in fish meat. In essence, this study underscored the synergistic bacteriostatic efficacy of EGCG and I3A, highlighting its potential application in food preservation.
研究领域:
食品科学
·
微生物学
·
生物化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE
·
2022
·Vol. 103
·期 3
·1442-1453
·
IF 4.125
Xiang Huang,Rui Tu,Hongbo Song,Kai Dong,Fang Geng,Lei Chen,Qun Huang,Yingmei Wu
BACKGROUND Protein–polyphenol–polysaccharide ternary complex particles have better emulsion interfacial stability compared to protein–polysaccharide binary complexes. However, knowledge is scarce when it comes to the fabrication of protein–polyphenol–polysaccharide ternary complexes as interfacial stabilizers and the interactions between the three substances. In the present work, ternary complexes were prepared using gelatin, high methoxyl pectin, and epigallocatechin gallate (EGCG) as raw materials. The effect of different influencing factors on the formation process of ternary complexes was investigated by varying different parameters. physicochemical stability, emulsifying properties, and structural characteristics were analyzed. RESULTS The ternary complex had a smaller particle size (275 nm) and polydispersity index (0.112) when the mass concentration ratio of gelatin to high methoxyl pectin was 9:1, addition of EGCG was 0.05%, pH value was 3.0, and ionic strength was 10 mmol L −1 . Meanwhile, the complex had the highest emulsifying stability index (691.75 min) and emulsifying activity index (22.96 m 2 g −1 ). Scanning electron microscopical observation demonstrated that the addition of EGCG promoted the dispersion of ternary complex more uniformly, and effectively reduced the agglomeration phenomenon. The discrepancy in fluorescence intensity suggested that interactions between EGCG and gelatin occurred, which altered the protein spatial conformation of gelatin. Fourier transform infrared spectroscopic analysis elucidated that hydrogen bond interaction was the primary non-covalent interaction between EGCG and gelatin–high methoxyl pectin binary complex. CONCLUSION The aforementioned results purposed to provide some theoretical reference and basis for the rational design of stable protein–polyphenol–polysaccharide ternary complexes. © 2022 Society of Chemical Industry.
研究领域:
食品科学
·
化学工程
·
材料科学
✓ 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）