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FOOD CHEMISTRY · 2024 · IF 8.5

Unraveling anti-aging mystery of green tea in C. elegans: Chemical truth and multiple mechanisms

Jia-ping Ke,Jia-Yi Li,Zi Yang,Hao-Yue Wu,Jing-Ya Yu,Yi Yang,Chen-Hui Chen,Peng Zhou,Fang Hua,Wei Wang,Fenglin Hu,Gang-Xiu Chu,Xiao-Chun Wan,Guan-Hu Bao

Tea drinking impacts aging and aging-related diseases. However, knowledge of anti-aging molecules other than the major catechins in complex tea extracts remains limited. Here we used Caenorhabditis elegans to analyze the longevity effects of tea extracts and constituents comprehensively. We found that the hot water extract of green tea prolonged lifespan and heathspan. Further, the MeOH fraction prolonged lifespan significantly longer than other fractions. Correlation analysis between mass spectroscopic data and anti-aging activity suggests that ester-type catechins (ETCs) are the major anti-aging components, including 4 common ETCs, 6 phenylpropanoid-substituted ester-type catechins (PSECs), 5 cinnamoylated catechins (CCs), 7 ester-type flavoalkaloids (ETFs), and 4 cinnamoylated flavoalkaloids (CFs). CFs (200 μM) are the strongest anti-aging ETCs (with the longest 73% lifespan extension). Green tea hot water extracts and ETCs improved healthspan by enhancing stress resistance and reducing ROS accumulation. The mechanistic study suggests that they work by multiple pathways. Moreover, ETCs modulated gut microbial homeostasis , increased the content of short-chain fatty acids, and reduced fat content. Altogether, our study provides new evidence for the anti-aging benefits of green tea and insights into a deep understanding of the chemical truth and multi-target mechanism.

研究领域: 衰老研究 · 生物化学 · 药理学 · 微生物学
✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2024 · IF 4

Oxidation characteristics of catechins in suspended fermentation of different varieties’ tea leaves

Xiaoyan Shen,Xiaofen Wu,Hui Qi,Dongning Wei,Ming Deng,Keqin Wang,An Liu,Liang Chen

This study focused on the efficiency of enzymatic synthesis for theaflavins (TFs) and SII types of thearubigins (SII-TRs) in suspended fermentation of different varieties of tea leaves. The results showed that the content of catechins in tea variety-Xiaoxianghong 21-3 (XXH21-3) was the highest among the five kinds of fresh tea leaves, and it had the strongest ability of transforming catechins to TFs and SII-TRs. The total amount of catechins for XXH 21-3 decreased rapidly and the conversion ratio of TFs reached the highest level of 13.96% after 20   min, the residual catechins was the lowest (3.08%) and the conversion rate of SII-TRs was the highest (13.02%) after 120   min during the suspended fermentation of five varieties tea leaves. Among the six catechin types, epicatechin gallate (ECG), epigallocatechin gallate (EGCG) and epigallocatechin (EGC) were consumed in large quantities, and the residues were all less than 5% in the final stage of fermentation, of which ECG consumption was the fastest, followed by EGCG. These results demonstrated that the concentration of catechins and PPO activities were positively correlated with the formation of TFs and SII-TRs, POD activity was positive correlation with synthesis of SII-TRs and negative correlation with TFs.

CAS / MDL: 75-05-8 68-12-2 67-56-1
研究领域: 食品科学 · 茶叶化学 · 酶学
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FOOD CHEMISTRY · 2018 · IF 4.946

Reduction of Nε-(carboxymethyl) lysine by (−)-epicatechin and (−)-epigallocatechin gallate: The involvement of a possible trapping mechanism by catechin quinones

Yuting Li,Lin Li,Marianne N. Lund,Bing Li,Yi Hu,Xia Zhang

(−)-Epicatechin (EC) and (−)-epigallocatechin gallate (EGCG) (0.001–5%) were found to reduce N ε -(carboxymethyl) lysine (CML) concentrations by up to 0.80 ± 0.11 mM and 0.85 ± 0.07 mM, respectively, as quantified by HPLC-MS during heating at 80 °C and 100 °C in a glucose-lysine model system at pH 5, 7 and 8, which mimic different food processing conditions. With the addition of 1 mM EC, the free CML concentration in coconut milk was reduced to 5.7 ± 0.1 μg/mL (∼2.8 × 10 −2  mM), which was significantly lower than that in unheated coconut milk (6.1 ± 0.2 μg/mL (∼3.0 × 10 −2  mM), p < 0.05) indicating that the free CML may be eliminated by the addition of EC in coconut milk. Products of EC/EGCG quinones reacted with CML by a Michael addition or Schiff base addition in model systems were tentatively identified by UPLC-ESI-MS/MS.

研究领域: 食品科学 · 生物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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PLANT FOODS FOR HUMAN NUTRITION · 2011 ·Vol. 66 ·期 2 ·169-174 · IF 2.463

Effect of Girdling at Various Positions of ‘Huang Zhi Xiang’ Tea Tree (Camellia sinensis) on the Contents of Catechins and Starch in Fresh Leaf

Chen Yulong,Jiang Yueming,Shi John,Xu Xinlan,Yang Shaoyu,Duan Jun

The contents of starch and catechins in the fresh leaf of ‘Huang Zhi Xiang’ Oolong tea trees girdled at the bottom, middle (on the big branches) and top (on the small branches) were determined. The study demonstrated that the starch contents from girdled trees were significantly higher ( p  < 0.05) than that from non-girdled ones. Furthermore, the contents of (−)−epicatechin (EC), (−)−epigallocatechin (EGC), total catechins (TC) and simple catechins (SC) from girdled trees were significantly higher ( p  < 0.05) than those from non-girdled ones. Especially, the contents of (−)−epigallocatechin gallate (EGCG), (−)−epicatechin gallate (ECG) and catechin gallate (CG) from girdled at the middle were also significantly higher ( p  < 0.05) than those from the non-girdled. The starch contents were negatively correlated with the contents of (−)−gallocatechin (GC), EC, SC, TC and EGC, while positively correlated with the contents of EGCG and CG in fresh shoots.

研究领域: 植物学 · 茶叶科学
✓ 已验证 DOI PubMed 高影响因子
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Evidence-based Complementary and Alternative Medicine · 2022 · IF 2.65

A Simple and Portable Personal Glucose Meter Method Combined with Molecular Docking for Screening of Lipase Inhibitors

Hao Zhang,Feng-Qing Yang,Jian-Li Gao

With the increase of obesity incidence, the development of antiobesity drugs has aroused extensive interest. In this study, a simple and portable personal glucose meter (PGM) method based on the lipase-mediated reaction combined with molecular docking was developed for the screening of lipase inhibitors. Lipase can catalyse the hydrolysis of 4-acetamidophenyl acetate to form acetaminophen, which can directly trigger the reduction of K 3 [Fe(CN) 6 ] to K 4 [Fe(CN) 6 ] in the glucose test strips and generate an electrical signal that can be detected by the PGM. When lipase inhibitors exist, the yield of acetaminophen will be reduced and results in a corresponding decrease of the PGM signal. Therefore, the activity of lipase can be measured by the PGM. After optimization of the experimental conditions, the inhibitory activity of fourteen small-molecule compounds and fifteen natural product extracts on lipase were evaluated by the developed PGM method. The results indicate that tannic acid, (-)-epigallocatechin gallate, (-)-epigallocatechin, (-)-epicatechin gallate, and epicatechin have good inhibitory effect on lipase (% of inhibition higher than 40.0%). Besides, the natural product extracts of Galla Chinensis, lemon, and Rhei Radix et Rhizoma have a good inhibitory effect on lipase with % of inhibition of (97.5 ± 0.6)%, (88.1 ± 0.7)%, and (79.1 ± 1.6)%, respectively. Finally, the binding sites and modes of six small-molecule compounds on lipase were investigated by the molecular docking study. The results show that the developed PGM method is an effective approach for the discovery of potential lipase inhibitors.

研究领域: 药理学 · 生物化学 · 药物发现 · 分子生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Toxics · 2023 ·Vol. 11 ·期 9 ·799 · IF 4.6

The Therapeutic Effect of Catechin on Nephrolithiasis Induced by Co-Exposure to Melamine and Cyanuric Acid in Sprague–Dawley Rats

Hangwei Wang,Zhanren Liu,Shaojie Liu,Ruoru Yang,Yifei Wang,Yiying Gu,Min Wu,Ruihua Dong,Bo Chen

This study aimed to assess the therapeutic efficacy of catechin against experimentally induced kidney stones resulting from co-exposure to melamine (MEL) and cyanuric acid (CYA) in male Sprague–Dawley rats. To induce nephrolithiasis, a combination of MEL and CYA (1:1 ratio, each at a dose of 31.5 mg/kg bw/day) was administered to the rats for 28 consecutive days. After nephrolithiasis was successfully induced, the rats were randomly divided into two groups: a treatment group and a sham group. The treatment group was given a daily oral dose of 50 mg/kg of catechin for 28 days, while the sham group received no intervention. Urine and blood samples were collected throughout the treatment period, and kidney samples were taken on day 28. Our findings demonstrated that treatment with catechin significantly reduced crystal deposition and pathological damage in the rats from nephrolithiasis. Additionally, renal injury markers were significantly decreased in the treatment group compared to the sham group. These findings suggest that catechin has potential therapeutic benefits in treating nephrolithiasis induced by co-exposure to MEL and CYA.Keywords:melamine;cyanuric acid;nephrolithiasis;catechin

CAS / MDL: 9004-32-4 154-23-4
研究领域: 毒理学 · 药理学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2016 · IF 2.857

Metabolic Changes of Caffeine in Tea Plant (Camellia sinensis (L.) O. Kuntze) as Defense Response to Colletotrichum fructicola

Yu-Chun Wang,Wen-Jun Qian,Na-Na Li,Xin-Yuan Hao,Lu Wang,Bin Xiao,Xin-Chao Wang,Ya-Jun Yang

Tea plant (Camellia sinensis) is one of the most economically valuable crops in the world. Anthracnose can affect the growth of leaves and cause serious yield losses of tea. Tea plants are rich in secondary metabolites; however, their roles in resistance to anthracnose are unclear. Herein we compared the contents of total phenolics, catechins, and caffeine in two cultivars with different resistances to anthracnose during Colletotrichum fructicola infection. (−)-Epigallocatechin-3-gallate (EGCG), (+)-catechin (C), caffeine, and critical regulatory genes were induced in C. fructicola-resistant tissues. In vitro antifungal tests showed that caffeine more strongly inhibited mycelial growth than tea polyphenols and catechins. Both electron microscopy and bioactivity analysis results showed that caffeine can affect mycelial cell walls and plasma membranes. Through promoter sequences analysis, a number of stress response-related cis-acting elements were identified in S-adenosylmethionine synthetase and tea caffeine synthase. These results demonstrated that (−)-EGCG, (+)-C, and caffeine may be involved in the resistance of tea plants to anthracnose.

CAS / MDL: 154-23-4
研究领域: 植物病理学 · 代谢组学 · 分子生物学 · 农学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE · 2024 · IF 3.3

The variation of acrylamide and 5-hydroxymethylfurfural in tea with different roasting degrees and the effects of tea polyphenols on their formation

Lu Wang,Mingchun Wen,Yu Zhou,Liang Zhang

BACKGROUND Roasting is an essential step in making roasted teas, and its role in producing flavors has been widely studied. However, the variation of potential hazardous compounds during the tea roasting process is still vague. The present study established an effective method based on liquid chromatography-triple quadrupole-tandem mass spectrometry to simultaneously determine the variation of acrylamide (AA), 5-hydroxymethylfurfural (5-HMF), and free amino acids during the tea roasting process. Meanwhile, the effects of several tea polyphenols on the formation of AA and 5-HMF were investigated by a wet-to-dry thermal model reaction. RESULTS Medium-temperature roasted teas had the highest levels of AA and 5-HMF, with ranges of 0.13–0.15 μg g −1 and 68.72–123.98 μg g −1 , respectively. Quantitative results showed that the levels of monosaccharides and amino acids decreased during roasting, which might contribute to the formation of 5-HMF and AA. Meanwhile, the decrease of epigallocatechin gallate (EGCG), epigallocatechin (EGC), and epicatechin (EC) might be related to their inhibitory effects on 5-HMF and AA. Thermal model reaction results showed that EGCG and EC significantly inhibited 5-HMF formation with a decline rate of 33.33% and 72.22%, respectively, mainly by trapping glucose. Gallic acid (GA) also had an inhibitory effect on the formation of AA (decreased by 92.86%) and 5-HMF (44.44%), mainly through impeding the preliminary reaction of asparagine and glucose. CONCLUSION The roasting temperature determined the levels of AA and 5-HMF in teas. Catechins inhibited the formation of 5-HMF and AA mostly through trapping monosaccharides, while the inhibitory effect of GA was achieved by impeding the reaction. © 2024 Society of Chemical Industry.

CAS / MDL: 506-32-1 67-47-0
研究领域: 食品科学 · 分析化学 · 植物化学
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FOOD CHEMISTRY · 2019 · IF 5.399

Visualized analysis of within-tissue spatial distribution of specialized metabolites in tea (Camellia sinensis) using desorption electrospray ionization imaging mass spectrometry

Yinyin Liao,Xiumin Fu,Haiyun Zhou,Wei Rao,Lanting Zeng,Ziyin Yang

Although specialized metabolite distributions in different tea ( Camellia sinensis ) tissues has been studied extensively, little is known about their within-tissue distribution owing to the lack of nondestructive methodology. In this study, desorption electrospray ionization imaging mass spectrometry was used to investigate the within-tissue spatial distributions of specialized metabolites in tea. To overcome the negative effects of the large amount of wax on tea leaves, several sample preparation methods were compared, with a Teflon-imprint method established for tea leaves. Polyphenols are characteristic metabolites in tea leaves. Epicatechin gallate/catechin gallate, epigallocatechin gallate/gallocatechin gallate, and gallic acid were evenly distributed on both sides of the leaves, while epicatechin/catechin, epigallocatechin/gallocatechin, and assamicain A were distributed near the leaf vein. L -Theanine was mainly accumulated in tea roots. L -Theanine and valinol were distributed around the outer root cross-section. The results will advance our understanding of the precise localizations and in-vivo biosyntheses of specialized metabolites in tea.

CAS / MDL: 67-66-3
研究领域: 植物科学 · 分析化学 · 代谢组学
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REACTIVE & FUNCTIONAL POLYMERS · 2019 · IF 3.074

Selective adsorption of tannins over small polyphenols on cross-linked polyacrylamide hydrogel beads and their regeneration with hot water

Yanyan Cao,Xingrui Qi,Husheng Yan

The uptake of a low dose of tannins shows health benefits. However, a high dose of tannins exhibits toxic effects. Herein cross-linked polyacrylamide hydrogel beads were prepared and used to remove or partially remove tannic acid , a model of tannins, from aqueous solutions (mimicking beverages) or alcohol-aqueous solutions (mimicking alcoholic beverages) while remaining most of the low molecular weight polyphenols such as epigallocatechin gallate (EGCG) and catechin, which are beneficial for health. The beads showed 4.1- and 77-fold higher adsorption capacities for tannic acid than for EGCG and catechin, respectively. The adsorption capacities and removal percentages were positively correlated with molecular weights of the polyphenols and hydrogen bonding alone was supposed to drive the adsorption. The adsorbed polyphenols were completely desorbed with hot water from the adsorbent, which can be attributed to the fact that elevated temperatures weakened or broken the hydrogen bonds .

研究领域: 化学工程 · 环境科学 · 材料科学
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INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES · 2013 ·Vol. 14 ·期 1 ·1802-1821 · IF 2.464

The Combination of Catechin and Epicatechin Gallate from Fructus Crataegi Potentiates β-Lactam Antibiotics Against Methicillin-Resistant Staphylococcus aureus (MRSA) in Vitro and in Vivo

Rongxin Qin,Kangkang Xiao,Bin Li,Weiwei Jiang,Wei Peng,Jiang Zheng,Hong Zhou

Fructus crataegi (hawthorn) is the common name of all plant species in the genusCrataegusof the Rosaceae family. In the present study, three monomers of (+)-catechin (C), (−)-epicatechin gallate (ECg) and (−)-epigallocatechin (EGC) were isolated from the hawthorn under the guide of antibacterial sensitization activity. The bioactivity of the composite fraction in enhancing the antibacterial effect of oxacillin against methicillin-resistantStaphylococcus aureus(MRSA) was greater than that of the individual monomer of the hawthorn extractin vitro. Two-fold dilution and checkerboard methods were used to analyze antibacterial activity and screen for the combination and proportion of monomers with the best bioactivity. The result showed that C (128 mg/L) combined with ECg (16 mg/L) had the greatest effect and the combination also reduced the bacterial load in blood of septic mice challenged with a sublethal dose of MRSA, increased daunomycin accumulation within MRSA and down-regulated the mRNA expression ofnorA,norCandabcA, three important efflux pumps of MRSA. In summary, C and ECg enhanced the antibacterial effect of β-lactam antibiotics against MRSAin vitroandin vivo, which might be related to the increased accumulation of antibiotics within MRSA via suppression of important efflux pumps’ gene expression.Keywords:fructus crataegi;(+)-catechin;(−)-epicatechin gallate;synergistic effect;MRSA;drug accumulation

研究领域: 药理学 · 微生物学 · 植物化学 · 传染病学
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JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE · 2023 ·Vol. 103 ·期 15 ·7381-7392 · IF 4.1

Molecular insights into α-glucosidase inhibition and antiglycation properties affected by the galloyl moiety in (−)-epigallocatechin-3-gallate

Qinhao Guan,Lihua Tang,Liangliang Zhang,Lixin Huang,Man Xu,Yuan Wang,Meng Zhang

BACKGROUND Diabetes mellitus poses a substantial threat to public health due to rising morbidity and mortality. α-Glucosidase is one of the key enzymes affecting diabetes. Herein, (−)-epigallocatechin-3-gallate (EGCG) and (−)-epigallocatechin (EGC) were applied to clarify the role of the galloyl moiety of tea polyphenols in the inhibition of glycation and α-glucosidase activity. The structure–activity relationship of the galloyl moiety in EGCG on α-glucosidase was investigated in terms of inhibition kinetics, spectroscopy, atomic force microscopy and molecular docking. A bovine serum protein–fructose model was employed to determine the effect of the galloyl moiety on glycation. RESULTS The results indicated that the introduction of a galloyl moiety enhanced the capacity of EGCG to inhibit glycation and α-glucosidase activity. The IC 50 value of EGC is approximately 2400 times higher than that of EGCG. Furthermore, the galloyl moiety in EGCG altered the microenvironment and secondary structure of α-glucosidase, resulting in a high binding affinity of EGCG to α-glucosidase. The binding constant of EGCG to α-glucosidase at 298 K is approximately 28 times higher than that of EGC. CONCLUSION Overall, the galloyl moiety of EGCG plays a crucial role in inhibiting glycation and α-glucosidase activity, which helps to enhance the molecular understanding of the structure and function of the polyphenol galloyl moiety in the science of food and agriculture. © 2023 Society of Chemical Industry.

研究领域: 食品科学 · 分子生物学 · 药物化学
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