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Pyrogallol
Food Bioscience · 2022 · IF 5.318

Discovery of pyrogallol thermal reaction products from a model process of roasting coffee beans as potent α-glucosidase inhibitors

Hui Wang,Xiaoli Kang,Shiwei Sun,Yichen Yin,Kun Jiang,Guodong Tang,Xinning Tang,Wei Wang

The roasting process of pyrogallol, a polyphenol compound distributed in coffee beverages , significantly enhanced its α -glucosidase inhibitory activity. In this study, a bioassay-guided isolation of the thermal reaction products of pyrogallol led to the identification of two potent α -glucosidase inhibitors, 4-4′ dimer of pyrogallol (4,4′-DP) and 4-5′ dimer of pyrogallol (4,5′-DP). Their α -glucosidase inhibitory activity was higher than that of pyrogallol, as evidenced by comparing the IC 50 values (206.2 ± 1.2  μ M for 4,4′-DP, 187.6 ± 2.6  μ M for 4,5′-DP, 2660 ± 60.1  μ M for pyrogallol). And the roasting products were more potent α -glucosidase inhibitors compared to acarbose (IC 50  = 695 ± 12.7  μ M). Enzyme kinetics demonstrated that 4,4′-DP and 4,5′-DP inhibited α -glucosidase in an uncompetitive and a non-competitive manner, respectively. Docking simulations revealed that the main interaction forces between these two compounds and α -glucosidase were hydrogen bonding and hydrophobic effect. These results suggested that a simple roasting process might increase the α -glucosidase inhibitory activity of pyrogallol-containing foods such as coffee beverages.

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ACS Applied Materials & Interfaces · 2022 · IF 10.383

Adhesive, Antibacterial, Conductive, Anti-UV, Self-Healing, and Tough Collagen-Based Hydrogels from a Pyrogallol-Ag Self-Catalysis System

Min Zhang,Qili Yang,Tianshuo Hu,Lele Tang,Yonghao Ni,Lihui Chen,Hui Wu,Liulian Huang,Cuicui Ding

Recently, versatile hydrogels with multifunctionality have been widely developed with emerging applications as wearable and implantable devices. In this work, we reported novel versatile hydrogels by self-catalyzing the gelation of an interpenetrating polymer network consisting of acrylic acid (AA) monomers and GA-modified collagen (GCOL) in situ decorated silver nanoparticles (AgNPs). The resultant hydrogel, namely AgNP@GCOL/PAA, has many desirable features, including good mechanical properties (such as 123 kPa, 916%, and 1961 J m−2 for the fracture stress, strain and tearing energy) that match with those of animal skin, excellent self-healing performance, favorable conductivity and strain sensitivity as a flexible biosensor, and excellent antibacterial and anti-UV properties, as well as the strong adhesiveness on skin. Moreover, AgNP@GCOL/PAA showed excellent biocompatibility via in vitro cell culture. Remarkably, AgNP@GCOL/PAA displayed superior hemostatic properties with sharply decreasing blood loss for a mouse liver incision, closely related to its strong self-adhesion which produced anchoring strength to the bleeding site and thus formed a network barrier with liver tissue. This study provides new opportunities for the facile preparation of widely used multifunctional collagen-based hydrogels based on a simple pyrogallol-Ag system.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2021 · IF 8.128

Insight into the synergistic adsorption-reduction character of chromium(VI) onto poly(pyrogallol-tetraethylene pentamine) microsphere in synthetic wastewater

Yan Zhang,Qiang Liu,Wei Ma,Hanxiao Liu,Jingwen Zhu,Likai Wang,Hongchang Pei,Qinze Liu,Jinshui Yao

Facile fabrication of the ultra-high-performance adsorbent can effectively ameliorate the Cr(VI)-pollution elimination in sewage control. Herein, a simple synthesis strategy is proposed to tap a versatile chelating resin poly(pyrogallol-tetraethylene pentamine) (PPTA) with respect to Cr(VI) removal from solution. Multiple changing factors which affect the adsorption behavior of PPTA are explored sequentially, such as initial pH, adsorbate concentration, adsorbent dosage, temperature, foreign ions, etc . The microstructure and functional mechanism of synthetic adsorbent are investigated systematically by means of various characterizations including TEM, EDS, FT-IR, XPS, etc . Consequently, the as-prepared PPTA-3 microsphere by reactant ratio of 1: 1 represents a brilliant synergistic adsorption and reduction result for Cr(VI) by the drastic electrostatic interaction of –NH 3 + and –OH 2 + groups, including satisfactory removal efficiency which closes to 100 % in low concentration, favorable specificity for the influence from coexistent ions (Mo(VI), Mn(VII), Cl - , Cr(III), etc ), and passable recyclability. Following the surpassingly fitting with Langmuir isotherm model, its maximum capacity reaches 714.29 mg g −1 at 30 °C. The removal performance is essentially in agreement with the pseudo-second-order kinetics, simultaneously, suffers the rate-limiting impact depending on intra-particle diffusion process. In brief, this newly developed chelating resin presents an effective means with regard to the Cr(VI)-wastewater treatment or other uses in the future.

CAS / MDL: 72909-34-3 7722-64-7
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JOURNAL OF POLYMER RESEARCH · 2023 ·Vol. 30 ·期 12 ·1-14 · IF 2.8

Durable superhydrophobic cotton fabric decorated with pyrogallol-based polybenzoxazine and Fe3O4 for effective oil–water mixtures and emulsions separation

Du Yonggang,Zhu Yongfei,Li Yuxuan,Xiao Jianrui,Wang Zhi

To develop a durable superhydrophobic cotton fabric (CF) for effectively separating oil/water mixtures, a pyrogallol-based polybenzoxazine with abundant hydroxyl groups (PPG-D) and Fe 3 O 4 were adopted to decorate CF. Meanwhile, a commercial benzoxazine based on bisphenol A and aniline (BA-a) was also incorporated to enhance the application potential of superhydrophobic CF. As expected, a durable superhydrophobic cotton fabric (PPG-D@PBA-a@Fe 3 O 4 @CF) with a water contact angle (WCA) of 154° was successfully fabricated via a facile dip-coating method. PPG-D@PBA-a@Fe 3 O 4 @CF not only could effectively separate immiscible oil–water mixtures with a high permeation flux of up to 12207 L/m 2 h and separation efficiency of above 98.8%, but also displayed a satisfactory separation ability for surfactant-stabilized water-in-oil emulsions with a separation efficiency of over 99.8% and high flux in the range of 4971–8281 L/m 2 h, and the modified CF remained a superior separation efficiency and flux even after 20 separation cycles. In addition, PPG-D@PBA-a@Fe 3 O 4 @CF also displayed outstanding mechanical and chemical stability as well as excellent self-cleaning ability, and the WCA of modified CF could reach 148° even after 100 abrasion cycles. These excellent characteristics make PPG-D@PBA-a@Fe 3 O 4 @CF have a promising application in oil–water separation.

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MINERALS ENGINEERING · 2025 · IF 5

Selective separation mechanism of a metal inhibitor complex for scheelite and calcite: The structural stability of Fe3+-pyrogallol complex

Wenxin Hua,Jingzhong Kuang,Zheyu Huang,Lei Wang,Man Chen,Chenyang Zhang,Mingming Yu,Lingguo Meng

The flotation separation of scheelite and calcite remains an industrial challenge due to their similar surface properties and active sites, making the development of efficient novel depressants crucial for achieving separation. This study investigates the effect of Fe 3+ -pyrogallol (Fe-PA) complex depressants on the flotation separation of scheelite and calcite, exploring the mechanism by which complex structural stability governs the selective depression of minerals. Flotation results demonstrate that, compared to PA alone, Fe-PA complexes exhibit significant depression of calcite flotation while minimally affecting scheelite flotation; with increasing molar ratio of Fe 3+ to PA in the complexes, the grade and recovery of scheelite initially increase then decrease, reaching optimum values at a Fe 3+ :PA molar ratio of 1:2, thereby enabling effective separation of scheelite from calcite. UV–Vis absorption spectroscopy, automatic potentiometric titration, and DFT calculations collectively reveal that the molar ratio of Fe 3+ to PA critically influences complex stability: at the 1:2 ratio, complex absorbance plateaus, stepwise stability constants maximize, the O-Fe bond order peaks, the HOMO-LUMO energy gap widens maximally, and overall Fe-PA complex stability is highest. This enhanced stability directly impacts flotation separation, evidenced by negative adsorption energies of Fe-PA complexes on calcite versus positive values on scheelite; specifically, the 1:2 complex achieves the most negative adsorption energy on calcite, primarily due to its formation of a hydrophilic surface via an octahedral coordination configuration where two O atoms from surface CO 3 2– groups bond with O-Fe in the complex, thereby depressing calcite.

CAS / MDL: 32638-88-3
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Biomaterials Advances · 2022 · IF 0

Rapid fabrication of bionic pyrogallol-based self-adhesive hydrogel with mechanically tunable, self-healing, antibacterial, wound healing, and hemostatic properties

Lele Tang,Yuan Dang,Yu Wang,Yunlong Zhang,Tianshuo Hu,Cuicui Ding,Hui Wu,Yonghao Ni,Lihui Chen,Liulian Huang,Min Zhang

Hydrogels are functional materials that are similar to human skin and have received much attention in recent years for biomedical applications. However, the preparation of nontoxic, highly adhesive, and antimicrobial hydrogels in an efficient way remains a great challenge. Inspired by adhesive mussel foot proteins (mfps) which consist of abundant catecholic amino acids and lysine (Lys) residues, gallic acid-modified ε-poly-L-lysine (EPL/GA) was synthesized, and an active functional monomer (AA-EPL/GA) was then created through a reaction with acrylic acid (AA). The polymerization of AA-EPL/GA occurred rapidly (30–160 s) under blue light (λ = 405 nm) irradiation to produce a biomimetic PAA-EPL/GA hydrogel under mild conditions. The biomimetic pyrogallol–Lys distribution endowed the PAA-EPL/GA hydrogels with superior adhesion in humid environments (with an adhesive strength of 50.02 kPa toward wet porcine skin) and tunable mechanical and self-healing properties. Additionally, the PAA-EPL/GA hydrogels exhibited outstanding antibacterial ability due to the inherent characteristics of GA and EPL. In a mouse model, PAA-EPL/GA adhered firmly around the wound tissues. Photographs of the wound and the histological results demonstrated the ability of the hydrogel to promote wound healing, control wound infection, and suppress scar formation. Moreover, the hydrogel had a good hemostatic effect on liver bleeding. Our results highlighted the promising application potential of GA-based hydrogels, which were easily, harmlessly, and efficiently fabricated by blue light irradiation.

✓ 已验证 产品关联 DOI PubMed
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SURFACE & COATINGS TECHNOLOGY · 2025 · IF 6.1

Study on the nanoscale pyrogallol film to improve the corrosion resistance of carbon steel by atmospheric pressure chemical vapor deposition

Zhaochen Yan,Weiqi Xu,Shuoshuo Zhu,Guofeng Guan,Hui Wan,Nengjie Feng,Changsong Wang

A nanoscale pyrogallol film was deposited on carbon steel via atmospheric pressure chemical vapor deposition (APCVD) of tannic acid (TA). The resulting film exhibited high coverage (>80 %) and uniform thickness (1–2 nm), as confirmed by TG, SEM, FTIR, XPS and AFM. A polyurethane (PU) topcoat was then applied by spray coating onto the modified surfaces. For comparison, additional PU coatings were deposited over steel substrates pre-treated with TA-based self-assembled monolayers (SAMs) prepared at two different pH conditions. The resulting composite coatings are denoted as APCVD-PU, SAM-PU (pH = 5), and SAM-PU (pH = 8). Electrochemical impedance spectroscopy (EIS) revealed that after 50 days of immersion in a 3.5 wt% NaCl solution, the APCVD-PU coating exhibited the highest low-frequency impedance modulus (|Z| 0.01Hz ), which was 2.8, 1.7, and 6.9 times greater than those of SAM-PU (pH = 5), SAM-PU (pH = 8), and the unmodified PU coating, respectively. Crosshatch adhesion testing, pull-off testing and salt spray testing indicated that the APCVD-PU coating achieves the highest adhesion rating and the significant improvement of corrosion resistance. This work proposes a method for reinforcing the coating-metal interface, providing a feasible solution for the development of long-term corrosion-resistant coatings in harsh environments.

CAS / MDL: 1401-55-4
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FOOD CHEMISTRY · 2019 · IF 5.399

Flavonols with a catechol or pyrogallol substitution pattern on ring B readily form stable dimers in phosphate buffered saline at four degrees celsius

Hui Cao,Petra Högger,Randolph Arroo,Jianbo Xiao

Phosphate buffered saline (PBS) is a commonly used buffer in biological research. Herein, the stability of a series of flavonoids , i.e. myricetin , kaempferol , baicalein , luteolin and quercetin , were assessed in PBS within 5 s. Apigenin proved very stable in PBS and was therefore used as a control. Kaempferol and baicalein were less stable with small amounts of oxidized and hydroxylated products being detected. The other flavonoids were unstable and their dimers were identified in PBS at 4 °C under normal atmospheric conditions. Flavonols with a catechol or pyrogallol substitution pattern on ring B readily formed stable dimers and oxidized products in PBS (pH = 7.4) at 4 °C within 5 s. The chosen experimental conditions improved the stability of dimers and allowed their detection.

CAS / MDL: 491-70-3 117-39-5
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JOURNAL OF MOLECULAR LIQUIDS · 2023 · IF 6

Mussel-inspired encapsulation of poly(pyrogallol-tetraethylenepentamine) resin into mesoporous MSU-H matrix and its rapid removal feature for Congo red from aquatic environment

Qiang Liu,Qiying Yang,Qiuyue Zhang,Fei Lv,Aiyuan Cheng,Hanxiao Liu,Shuanhong Ma,Likai Wang,Qinze Liu

Removing organic dyes from polluted water by mesoporous polymeric composite has recently attracted intensive attentions. Herein, the mesoporous poly(pyrogallol-tetraethylenepentamine)/MSU-H (PPTA/MSU-H) adsorbent was tapped for the capture of Congo red (CR) in aquatic environment via mussel-inspired encapsulation strategy. Many characterizations ( e.g. FT-IR, SEM, BET, etc ) are employed to confirm the successful decoration of PPTA resin. Effects of composite components, initial concentrations, environmental temperatures, adsorbent dosages, initial pH values, and foreign ions on the removal of CR by PPTA/MSU-H- x composites have been investigated successively. At optimal conditions of process variables, PPTA/MSU-H-20 exhibits the highest R % value (94.79 %) and reaches adsorption equilibrium at 180 min. The adsorption behavior of the representative adsorbent is matched well with the pseudo-second-order model, meaning one CR molecule binds with two capture sites. Furthermore, it indicates a monolayer homogeneous adsorption on PPTA/MSU-H-20 with the maximum theoretical capacity of 222 mg g −1 according to the well fitted Langmuir model. The removal mechanism of CR may be ascribed to hydrogen bonding, π-π stacking, electrostatic attraction, pore filling effects, and addition reaction. Overall, results reveal that mesoporous PPTA decorated adsorbent has a rewritable refabrication character and excellent specificity for the anionic dye purification in polluted water.

CAS / MDL: 87-66-1 112-57-2
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Advanced Membranes · 2024 · IF 0

Design of high-performance electro-driven nanofiltration membrane via facile co-deposition of pyrogallol and polyethyleneimine for sustainable resource recovery from landfill leachate concentrate

Jiale Du,Zijian Yu,Jiangjing Li,Shuangling Xie,Lianxin Chen,Jiuyang Lin

Conventional treatment methods of landfill leachate concentrate mainly focus on the degradation or removal of humic substance, which are prone to secondary pollution and fail to meet the requirements of current sustainable development. The key to sustainable management of landfill leachate concentrate is to precisely fractionate the existing humic substance and inorganic salts as individual resources. Here, electro-driven nanofiltration membranes were fabricated by sodium periodate inducing co-deposition of pyrogallol and polyethyleneimine on the loose polyamide-based nanofiltration substrate membranes as high-performance anion conducting membrane. The pyrogallol/polyethyleneimine composite coating layer endowed the electro-driven nanofiltration membranes with reduced surface negative charge and specific areal electric resistance for enhanced anion transfer. During the electro-driven nanofiltration process, the fabricated membrane with a 30-min co-deposition exhibited an extremely fast anion transfer rate and outstanding fractionation performance with 99.08 ​% humic substance recovery of 99.08 ​%. Particularly, the fabricated membrane showed stable separation capacity over an 8-cycle electro-driven nanofiltration operation, demonstrating a low fouling propensity. Our study sheds light on the strategy to fabricate high-performance electro-driven nanofiltration membranes via co-deposition of pyrogallol and polyethyleneimine, paving the way to sustainable treatment of landfill leachate concentrate.

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ANALYTICA CHIMICA ACTA · 2013 · IF 4.387

Superoxide generated by pyrogallol reduces highly water-soluble tetrazolium salt to produce a soluble formazan: A simple assay for measuring superoxide anion radical scavenging activities of biological and abiological samples

Chen Xu,Shu Liu,Zhiqiang Liu,Fengrui Song,Shuying Liu

Superoxide anion radical (O 2 − ) plays an important role in several human diseases. The xanthine/xanthine oxidase system is frequently utilized to produce O 2 − . However, false positive results are easily got by using this system. The common spectrophotometric probes for O 2 − are nitroblue tetrazolium (NBT) and cytochrome c. Nevertheless, the application of NBT method is limited because of the water-insolubility of NBT formazan and the assay using cytochrome c lacks sensitivity and is not suitable for microplate measurement. We overcome these problems by using 1,2,3-trihydroxybenzene (pyrogallol) as O 2 − -generating system and a highly water-soluble tetrazolium salt, 2-(4-iodophenyl)-3-(4-nitrophenyl)-5-(2,4-disulfophenyl)-2H-tetrazolium sodium salt (WST-1) which can be reduced by superoxide anion radical to a stable water-soluble formazan with a high absorbance at 450   nm. The method is simple, rapid and sensitive. Moreover, it can be adapted to microplate format. In this study, the O 2 − scavenging activities of superoxide dismutase (SOD), l -ascorbic acid, N-acetyl- l -cysteine (NAC), albumin from human serum, flavonoids and herbal extracts were assessed by using this method. Meanwhile, the activities of tissue homogenates and serum were determined by using this validated method. This method, applicable to tissue homogenates, serum and herbal extracts, proved to be efficient for measuring O 2 − scavenging activities of biological and abiological samples.

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