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CHINESE JOURNAL OF ANALYTICAL CHEMISTRY · 2022 · IF 1.193

Catechol detection based on a two-dimensional copper-based metal-organic framework with high polyphenol oxidase activity

Yong-Xin LI,Yue SUN,Juan BAI,Si-Yuan CHEN,Xin JIA,Hui HUANG,Jun DONG

In this work, a novel sensing strategy for catechol was successfully developed based on a two-dimensional copper-based metal-organic framework (2D Cu-MOF) with high polyphenol oxidase activity. The 2D Cu-MOF was prepared from dimethylimidazole and Cu 2+ by stirring in a mixture solvent of methanol and water. We firstly found that the 2D Cu-MOF exhibited high polyphenol oxidase (PPO) activity by catalyzing the typical PPO substrate to produce a red color. And the PPO activity of the 2D Cu-MOF was higher than those of the other two reported PPO-mimicking enzymes at the same mass concentration. Subsequently, based on the effective PPO activities of the 2D Cu-MOF, we established a simple and rapid colorimetric method for detecting catechol with a detection limit of 0.35 µg mL −1 . This method was also used to detect catechol in city water with satisfying results.

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INDUSTRIAL CROPS AND PRODUCTS · 2022 · IF 6.449

Fabrication of sustainable and durable superwetting cotton fabrics with plant polyphenol for on-demand oil/water separation

Dan-Dan Hu,Yi-Dong Li,Yunxuan Weng,Hua-Qiao Peng,Jian-Bing Zeng

Superwetting cotton fabrics with surface wettability from underwater superoleophobic to superhydrophobic were designed and prepared by modification with polymerized plant polyphenol for on-demand oil/water separation. Hydrophilic poly(tannic acid) (PTA) particles were in-situ deposited onto the surface of polyethyleneimine (PEI)-coated cotton fabric. The resulting underwater superoleophobic cotton fabric (UWSOCF) was a water-removing material to separate water/light oil mixtures with a separation efficiency higher than 99.8%. After modifying UWSOCF with hydrophobic octadecylamine (ODA), superhydrophobic cotton fabric (SHCF) was obtained. SHCF was an oil-removing material suitable for separating water/heavy oil mixtures with a separation efficiency higher than 96%. Both UWSOCF and SHCF exhibited excellent mechanical robustness and environmental durability and could resist mechanical abrasion, tape peeling, high temperatures, organic solvents, and acidic/alkali erosion.

CAS / MDL: 9002-98-6 8001-22-7
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JOURNAL OF FOOD PROCESSING AND PRESERVATION · 2022 ·Vol. 46 ·期 6 ·e16534 · IF 2.609

Different tea polyphenol treatments on lipid oxidation of scallop (Argopecten irradians) adductor muscle during hot air drying

Hongkai Xie,Chenlinrui Yue,Fengjiao Fan

This study investigated the effects of different tea polyphenol (TP) treatments (control, unmarinated, and marinated) on scallop adductor muscle lipid oxidation during hot air drying. Results showed that the marinated sample had the lowest peroxide value, thiobarbituric acid reactive substances, polyunsaturated fatty acids loss, free radical level, and lipoxygenase activity during drying, indicating that the marination process maximized the antioxidant effects of TP. These results were achieved by the distributing of TP on lipid oxidation site, effectively intercepting free radical chain reaction and inhibiting lipoxygenase activity. The significant loss of total phenolic content in the marinated sample confirmed this result. The control, unmarinated, and marinated sample lost 26.52%, 9.99%, and 6.46% of eicosapentaenoic acid and docosahexaenoic acid during drying, respectively, indicating that the marination more efficiently maintained its high nutritive value in terms of lipid. This study provided a more effective way of using TP to control lipid oxidation in seafood during drying. Novelty impact statement Marinated with TP improved its antioxidant effect during scallop drying. More than 26% of EPA + DHA lost in scallop adductor muscle, while less than 7% of EPA + DHA lost in marinated scallop adductor muscle during drying. Marinated with TP maintained the higher nutritive value of scallop during drying.

CAS / MDL: 66893-81-0 13552-80-2
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INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY · 2022 ·Vol. 57 ·期 7 ·4065-4075 · IF 3.612

Effect of the combination of low temperature vacuum heating with tea polyphenol on AGEs in sturgeon fillets

Jianling Wei,Zhengyang Wu,Tingting Chai,Fanyu He,Yuewen Chen,Xiuping Dong,Yugang Shi

Summary This study aimed to elucidate the information mechanism of advanced glycation end products (AGEs) in sturgeon fillets, and its inhibition by polyphenol. The results revealed that LTVH fillets (processed using low temperature vacuum heating method, LTVH) did not have lower values of AGEs than those treated using TC method (a typical thermal procedure using boiling water at 100 °C). The addition of tea polyphenol, on the other hand, drastically reduced the AGEs levels in LTVH fillets. An in vitro model including sturgeon myofibrillar protein and glucose was employed in this work to evaluate the inhibition of AGEs by tea polyphenol. The results showed that free Arginine was susceptible to interaction with glucose, which caused the development of AGEs. However, the addition of tea polyphenol competed with glucose for binding to free Arginine, leading to a substantial decrease in free Arginine concentration and an increase of free amino loss rate, resulting in the inhibition of AGEs generation. The LTVH technique, in combination with tea polyphenol, can be used to prevent the production of AGEs on fillets during the thermal treatment.

CAS / MDL: 7251-61-8 91-19-0
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FOOD SCIENCE AND BIOTECHNOLOGY · 2023 · IF 2.9

Physicochemical stability and antibacterial mechanism of theabrownins prepared from tea polyphenols catalyzed by polyphenol oxidase and peroxidase

Chen Xiaoqiang,Chen Tingting,Liu Jiayan,Wei Yan’an,Zhou Weilong

Tea polyphenols were used as substrates and oxidized successively by polyphenol oxidase and peroxidase to prepare theabrownins (TBs-dE). The conversion rate of catechins to TBs-dE was 90.91%. The ultraviolet and infrared spectroscopic properties and zeta potential of TBs-dE were characterized. TBs-dE is more stable at pH 5.0–7.0, about 25 °C or in dark environment. Ultraviolet light and sunlight can deepen its color due to the further oxidative polymerization. Mg 2+ , Cu 2+ , and Al 3+ had a significant effect on the stability of TBs-dE. The inhibitory rates of TBs-dE (1 mg/mL) against Staphylococcus aureus and Escherichia coli DH5α were 51.45% and 45.05%, respectively. After TBs-dE treatment, the cell morphology of both bacteria changed, some cell walls were blurred, and the cytoplasmic content leaked. The research results can provide theoretical support for the industrialization of theabrownins.

CAS / MDL: 369-07-3 90-30-2
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ACS Applied Nano Materials · 2023 · IF 5.9

Tea Polyphenol Coordinated with Nanoparticles of ZIF-8 and Coated with Polydopamine and PEG for Immuno-Oncotherapy

Nahar Jannatun,Yuqian Zhang,Ben Wu,Qingle Song,Guoli Cao,Wenhe Luo,Feng Yuan,Qi Li,Yanqiao Zeng,Guofang Zhang,Guocheng Wang,Yang Li

Epigallocatechin-3-gallate (EGCG), the most abundant tea polyphenol, possesses excellent anti-inflammation properties. Emerging studies proved its potent potential as an immune checkpoint (ICP) inhibitor for anticancer therapy. However, the low bioavailability of EGCG reduces its treatment efficiency. In this work EGCG-based nanomedicine EGCG–ZIF-8@PDA–PEG (EZP) was developed via the coordination between ZIF-8 MOF and EGCG, followed by polydopamine and PEG functionalization for efficient tumor-targeting EGCG delivery. Results demonstrated that the EGCG loading rate in EZP reached up to 85%. Both in vitro and in vivo studies proved that the EZP nanoparticles were capable of inhibiting the expression of ICP molecules and modulating the inflammatory tumor microenvironment, evidenced by the suppression of PD-L1 expression, the reduction of inflammatory cytokines, and the resultant decline in the number of immunosuppressive cells, for instance, myeloid-derived suppressor cells, tumor-associated macrophages, and regulatory T cells. These synergistic effects significantly improved the infiltration of dendritic cells and T cells in tumors, realizing an inspiring antitumor effect.

CAS / MDL: 693-98-1
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EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY · 2018 · IF 4.816

Synthesis, structure activity relationship and in vitro anti-influenza virus activity of novel polyphenol-pentacyclic triterpene conjugates

Haiwei Li,Man Li,Renyang Xu,Shouxin Wang,Yongmin Zhang,Lihe Zhang,Demin Zhou,Sulong Xiao

It is urgently necessary to develop more effective anti-influenza agents due to the continuous emergence of drug-resistant strains of influenza virus. Our earlier studies have identified that certain pentacyclic triterpene derivatives are effective inhibitors of influenza virus infection. In the present study, a series of C-28 modified pentacyclic triterpene derivatives via conjugation with a series of polyphenols were synthesized, and their antiviral activities against influenza A/WSN/33 (H1N1) virus in MDCK (Madin-Darby canine kidney) cells were evaluated. Four compounds 23m , 23o , 23q and 23s displayed robust anti-influenza potency with averaged IC 50 values at the low-micromole level, surpassing the potency of oseltamivir . In addition, the in vitro cytotoxic activity of the four conjugates against MDCK cells showed no toxicity at 100  μ M. Further mechanism studies of compound 23s , one of the best representative conjugates with IC 50 value of 5.80  μ M and a selective index (SI) value of over 17.2, by hemagglutination inhibition (HI), surface plasmon resonance and molecular modeling indicated that this conjugate bound tightly to the viral envelope hemagglutinin ( K D  = 15.6  μ M), thus blocking the invasion of influenza viruses into host cells.

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SEPARATION AND PURIFICATION TECHNOLOGY · 2023 · IF 8.6

Designing integrated Janus membrane based on a double-cross-linked polyphenol hydrophilic layer for complex emulsion separation

Ruixian Zhang,Xiuxiu Ren,Pingxiong Cai,Lei Zhong,Yanyue Lu,Zeguang Zhou

Efficient separation materials with multifunctional and switchable properties are urgently needed to treat submicron-scale oily droplets. Herein, tannic acid (TA) and polyethylenimine (PEI) were blended with poly(vinylidene fluoride) (PVDF) and used to coat a polydimethylsiloxane (PDMS)-modified non-woven fabric immersed in a CuSO 4 /H 2 O 2 coagulation bath. TA and PEI form a phenolamine hydrophilic network that migrates to the surface and firmly binds to the PVDF substrate. CuSO 4 catalyses the H 2 O 2 oxidation, promoting the self-polymerisation of phenol hydroxyl group for forming a carboxyl group. Furthermore, the remaining Cu 2+ ions complex with TA to form a metal–phenol cross-linked network. A double-cross-linked hydrophilic layer with polyphenols as connection points was formed on the PVDF surface. The hydrophilic contact angle of the membrane reached 0°. A rough structure with PDMS micro-/nanoparticles was constructed on the PVDF underside via surface nanocasting and the hydrophobic contact angle of the membranes reached 165°. In experiments, each side of the obtained Janus membranes demonstrated surface superhydrophilic and superlipophilic properties and a high flux and excellent separation efficiency for various oil–water emulsions. The integrated Janus membranes are suitable for unidirectional liquid collection, oil–water emulsion separation, cationic pigment adsorption and dealing with complex dye–emulsion pollutants. The integrated structure formed by the hydrophilic layer and the membrane enhances the fouling resistance of the membrane and the removal rate of pollutants reached >99 %. This research presents a simple approach to prepare Janus membranes with asymmetric wettability.

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LWT-FOOD SCIENCE AND TECHNOLOGY · 2021 · IF 4.952

Impact of food additive titanium dioxide on the polyphenol content and antioxidant activity of the apple juice

Qian Li,Jing Li,Mengran Duan,Lu Liu,Yinxin Fu,David Julian McClements,Tiantian Zhao,Hongyi Lin,Jinglan Shi,Xiaoqiang Chen

Food grade titanium dioxide (TiO 2 ) usually contains a nanosized fraction, while only a few studies had investigated the effects of TiO 2 nanoparticles (NPs) on the other food components via oral exposure. This work investigated the impact of TiO 2 NPs on the content, bioaccessibility and antioxidant activity of polyphenols in the apple juice. Results indicated that adding 500 mg/100 g TiO 2 NPs significantly decreased the contents of total polyphenol and the main individual polyphenols in the apple juice, which was attributed to the formation of polyphenol-TiO 2 NPs charge transfer complexes aggregation. Additionally, the addition of TiO 2 NPs reduced the bioaccessibility and antioxidant activity of apple polyphenols in a dose dependent manner. This study indicated that TiO 2 NPs can bind polyphenols in the complex food matrix, and provided valuable insights into the influence of food grade TiO 2 NPs on the other food components after oral consumption.

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JOURNAL OF FOOD PROCESSING AND PRESERVATION · 2021 ·Vol. 45 ·期 10 ·e15844 · IF 2.19

Effect of fermentation time and temperature on the of polyphenol compounds change of different Congou black tea

Xiaofen Wu,Tetsuo Ozawa,Yinhua Li,Jihua Duan,Kun Zhu,Jianan Huang,Zhonghua Liu,Keqin Wang

This study evaluated the effects of fermentation time and temperature on the content of high molecular weight polyphenol mitochondrial activation factors (MAFs) and other polyphenols in Congou black tea using high-performance liquid chromatography (HPLC). There were two broad chromatographic peaks in the HPLC spectra of MAFs: MAFs-1 (16.163 min) and MAFs-2 (34.31 min); MAFs-2 was satisfactorily analyzed by HPLC, with separation by paper chromatography. The MAFs-2 contents increased gradually in different varieties of Congou black tea as the fermentation time and temperature increased; the maximum MAFs-2 content was 5.11% in Xiaoxianghong 21-3 after 8 hr of fermentation. The total polyphenols and catechins contents decreased, whereas the theabrownins contents increased as the fermentation time and temperature increased; the theaflavins and thearubigins contents in different Congou black teas showed different variation tendencies. Therefore, studies regarding changes in polyphenols during fermentation will help improve the quality of Congou black tea and enhance its health benefits. Novelty impact statement A new method for the determination of MAFs-2 by high-performance liquid chromatography combined with paper chromatography was established. The content of MAFs-2 increased initially and then stabilized as fermentation was continued from 2 to 8 hr, it increased gradually as the fermentation temperature was increased from 23 to 37°C. These results provide a new analytical method for MAFs in black tea and a theoretical basis and technical guidance for improving the quality of Congou black tea.

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BIOMEDICINE & PHARMACOTHERAPY · 2020 · IF 4.545

Lychee seed polyphenol inhibits Aβ-induced activation of NLRP3 inflammasome via the LRP1/AMPK mediated autophagy induction

Wen-Qiao Qiu,Rong Pan,Yong Tang,Xiao-Gang Zhou,Jian-Ming Wu,Lu Yu,Betty Yuen-Kwan Law,Wei Ai,Chong-Lin Yu,Da-Lian Qin,An-Guo Wu

Emerging evidence indicates that the enhancement of microglial autophagy inhibits the NLRP3 inflammasome mediated neuroinflammation in Alzheimer's disease (AD). Meanwhile, low density lipoprotein receptor-related protein 1 (LRP1) highly expressed in microglia is able to negatively regulate neuroinflammation and positively regulate autophagy. In addition, we have previously reported that an active lychee seed fraction enriching polyphenol (LSP) exhibits anti-neuroinflammation in Aβ-induced BV-2 cells. However, its molecular mechanism of action is still unclear. In this study, we aim to investigate whether LSP inhibits the NLRP3 inflammasome mediated neuroinflammation and clarify its molecular mechanism in Aβ-induced BV-2 cells and APP/PS1 mice. The results showed that LSP dose- and time-dependently activated autophagy by increasing the expression of Beclin 1 and LC3II in BV-2 cells, which was regulated by the upregulation of LRP1 and its mediated AMPK signaling pathway. In addition, both the Western blotting and fluorescence microscopic results demonstrated that LSP could significantly suppress the activation of NLRP3 inflammasome by inhibiting the expression of NLRP3, ASC, the cleavage of caspase-1, and the release of IL-1β in Aβ(1-42)-induced BV-2 cells. In addition, the siRNA LRP1 successfully abolished the effect of LSP on the activation of AMPK and its mediated autophagy, as well as the inhibition of NLRP3 inflammasome. Furthermore, LSP rescued PC-12 cells which were induced by the conditioned medium from Aβ(1-42)-treated BV-2 cells. Moreover, LSP improved the cognitive function and inhibited the NLRP3 inflammasome in APP/PS1 mice. Taken together, LSP inhibited the NLRP3 inflammasome-mediated neuroinflammation in the in vitro and in vivo models of AD, which was closely associated with the LRP1/AMPK-mediated autophagy. Thus, the findings from this study further provide evidences for LSP serving as a potential drug for the treatment of AD in the future.

CAS / MDL: 88899-55-2
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MATERIALS RESEARCH BULLETIN · 2020 · IF 4.019

Natural polyphenol chemistry inspired organic-inorganic composite coating decorated PVDF membrane for oil-in-water emulsions separation

Fei Tang,Deyong Wang,Cailong Zhou,Xinjuan Zeng,Jingcheng Du,Li Chen,Wei Zhou,Zhiwei Lu,Luxi Tan,Lichun Dong

With the ever-increasing discharge of industrial oily wastewater, oil-water separation has attracted widespread concern in recent years. In this work, we fabricated a tannic acid/polyvinylpyrrolidone/SiO 2 composite coating decorated PVDF membrane for effective oil-in-water emulsions separation. Tannic acid and polyvinylpyrrolidone form complex through hydrogen bonding , generating stable sol after associating with SiO 2 , which endows the hydrophobic PVDF membrane with superhydrophilicity and underwater superoleophobicity. The rejections of the modified membrane for the emulsions were higher than 99.9 % and the 5-min fluxes reached over 690 L∙m −2 h -1 . Four rounds of continuous separation exhibited that the membrane has outstanding flux recovery capability with water washing among each cycle. We envision that this natural polyphenol chemistry inspired coating process with green, low-energy, cost-effective advantages indicates great potential for practical applications.

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