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Pyrogallol
JOURNAL OF MEMBRANE SCIENCE · 2018 · IF 6.578

Ultrafast formation of pyrogallol/polyethyleneimine nanofilms for aqueous and organic nanofiltration

Ming-Bang Wu,Xiao-Li Fan,Hao-Cheng Yang,Jing Yang,Ming-Ming Zhu,Ke-Feng Ren,Jian Ji,Zhi-Kang Xu

Nanofilms are of great interest as a kind of separation membranes for seawater desalination and wastewater treatment . Their fabrication, however, always needs a time-consuming process and shows low atom economy. Herein, we report pyrogallol/polyethyleneimine (PG/PEI) nanofilms spontaneously formed at the gas/liquid interface within ten minutes and composited on microporous substrates. Both the film thickness and the surface charge are facilely adjusted by the reaction time and the mass ratio of PG/PEI in aqueous solution. The solution is repeatedly used to fabricate the nanofilm composite membranes and thus this method is with high atom economy of raw materials. The as-prepared nanofilm composite membranes can be directly applied in aqueous nanofiltration , showing a relatively high water permeation flux (17.5 L m −2 h −1 bar −1 ) and salt rejection (>94% for MgCl 2 ) during a long-term operation. The nanofilms are also demonstrated potentials in organic solvent nanofiltration after moderate cross-linking by glutaraldehyde.

研究领域: 材料科学 · 环境工程 · 化学工程
✓ 已验证 DOI 高影响因子
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APPLIED SURFACE SCIENCE · 2025 · IF 6.9

Selective adsorption of Ga(III) via crosslinked pyrogallol resin: performance and mechanism

Jiaxin Luo,Yihui Wu,Shixing Wang,Rong Zhu,Yuefeng Chen,Xinrui Yang,Guowei Luo,Xinni Tang,Libo Zhang

Gallium is a critical metal with low natural abundance, making its selective enrichment and separation essential for recycling. This study developed a crosslinked pyrogallol resin (PGNR) as a selective and reusable adsorbent for Ga(III) extraction. Under optimal conditions (318 K, pH = 9.0), PGNR achieved a maximum adsorption capacity of 89.3 mg·g - 1 . PGNR exhibited excellent selectivity, maintaining high efficiency even in multi-component systems containing As(V), Ca(II), and V(V). Notably, PGNR effectively mitigated V(V) interference, selectively adsorbing Ga(III) even when the V(V) concentration exceeded that of Ga(III) by more than fivefold. Reusability tests confirmed its practical value, with PGNR retaining over 85% of its adsorption capacity after five adsorption–desorption cycles. Isotherm analysis indicated monolayer adsorption consistent with the Langmuir model, while thermodynamic results confirmed the process was spontaneous and endothermic. Kinetic studies showed that the adsorption followed a pseudo-second-order model, dominated by chemisorption. FT-IR, XPS, and DFT analyses revealed that Ga(III) adsorption involved coordination with surface –OH groups and electrostatic interactions. These findings demonstrate that PGNR is a promising, efficient, and recyclable material for sustainable gallium extraction, particularly in challenging industrial environments such as Bayer liquor processing.

CAS / MDL: 1336-21-6
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2022 · IF 5.895

Interaction of Pyrogallol-Containing Polyphenols with Mucin Reinforces Intestinal Mucus Barrier Properties

Guangxin Feng,Kaining Han,Qian Yang,Weiting Feng,Jian Guo,Jinmei Wang,Xiaoquan Yang

High consumption of polyphenol-rich green tea, coffee, fruits, and vegetables is associated with a low risk of human chronic diseases. Recent studies highlight the relevance of polyphenol-mediated gut microbiota modulation and its impact on mucus barrier. Herein, we study the direct interaction of epicatechin (EC), epigallocatechin gallate (EGCG), and tannic acid (TA) with intestinal mucin by isothermal titration calorimetry and multiple particle tracking and the impact on mucus barrier using ex vivo mucus and Caco-2/HT29-MTX cocultures. Results show that pyrogallol-containing polyphenols EGCG and TA exhibit strong binding to intestinal mucin and reinforce mucus barrier, whereas EC does not. ECGG and TA also mitigate gliadin-mediated cytotoxicity and inflammation. The chemical binding of EGCG and TA to the nucleophilic thiol groups of mucins shows their roles as cross-linkers of mucin networks. These results bring a novel understanding of the health benefits of polyphenols and provide support for the consumption of pyrogallol-containing beverages like green tea as a potential dietary therapy for gluten-related disorders.

✓ 已验证 DOI PubMed 高影响因子
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Chemosensors · 2023 ·Vol. 11 ·期 7 ·395 · IF 4.2

Pyrogallol Detection Based on the Cobalt Metal–Organic Framework of Nanomaterial-Enhanced Chemiluminescence

Yanran Wang,Zhiqiang Wang,Yincheng Liu,Zixuan Liu,Zhan Gao,Kuangjun Li,Dajun Zhao,Jing Wu,Xuanhe Liu

The cobalt metal–organic framework (Co-MOF) is a kind of crystalline porous material within a periodic network structure, which is formed via the self-assembly of a Co metal center and a bridged organic ligand. In this paper, a Co-MOF was facilely synthesized via an ultrasonic method and applied to enhance the chemiluminescence (CL) emission of the NaIO4-H2O2system. The synthesized Co-MOF was nanosheet-like in nature and stacked in 2–3-micrometer flower shapes. Compared to the NaIO4-H2O2system without a Co-MOF, the CL intensity of the Co-MOF-NaIO4-H2O2system was enhanced about 70 times. This CL mechanism was determined to be a result of the synergistic effects of chemiluminescence resonance energy transfer (CRET) and electron–hole annihilation (EHA). The Co-MOF not only acted as a catalyst to accelerate the generation of reactive oxygen species in the CL reaction, but also worked as an emitter to further enhance the CL. Based on the Co-MOF-NaIO4-H2O2system, a highly sensitive CL analysis method was established for pyrogallol (PG) detection. Addition of PG into the CL system generated1O2*, which could transfer energy to the Co-MOF and further enhance the CL response. The enhanced CL was linear with the PG concentration. The CL analysis method exhibited a linear range of 1 × 10−4M to 1 × 10−7M, as well as having a linear correlation coefficient of 0.9995 and a limit of detection of (S/N = 3) of 34 nM.Keywords:ultrasonic;Co-MOF;chemiluminescence;pyrogallol detection

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MOLECULAR NUTRITION & FOOD RESEARCH · 2025 · IF 4.2

Mucus Barrier Weakens the Inhibitory Activity of Pyrogallol-Based Polyphenols Against α-Glucosidase

Yi Wang,Suqing Lan,Laiming Zhang,Yunxuan Li,Ziyang Deng,Xingqian Ye,Haibo Pan,Shiguo Chen

Scope: Polyphenols reportedly possess strong in vitro α-glucosidase inhibitory activity, even higher than acarbose, but their in vivo regulation on postprandial hyperglycemia is poor. So far this typical problem of polyphenols remains unsolved, greatly hindering their application as α-glucosidase inhibitors. Methods and results: Here, we identify the small intestinal mucus layer acts as a barrier to significantly reduce in vivo α-glucosidase inhibitory activity of epigallocatechin gallate, prodelphinidin B digallate (proDB DG), and proanthocyanidins from Chinese bayberry leaves. Multispectroscopy, rheology, solvent method, and molecular docking analysis showed that these pyrogallol-based polyphenols, especially proDB DG strongly interacted with small intestinal mucins through hydrogen bonding, hydrophobic interactions, and electrostatic interactions. These interactions block polyphenols from penetrating the mucus layer, resulting in their low binding rates with α-glucosidase in vivo. Besides, polyphenol-driven aggregation of the mucins enhanced the barrier function and reduced the permeability of the mucus layer, resulting in delayed digestion and absorption of carbohydrates. Conclusions: The mucus barrier weakens the inhibitory activity of pyrogallol-based polyphenols against α-glucosidase. Hence, overcoming the mucus barrier is a promising strategy to improve the regulation of pyrogallol-based polyphenols against postprandial hyperglycemia in vivo, which helps them to become novel α-glucosidase inhibitors in the clinic.

CAS / MDL: 50-81-7 56180-94-0
✓ 已验证 产品关联 DOI PubMed 高影响因子
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NEW JOURNAL OF CHEMISTRY · 2017 ·Vol. 41 ·期 14 ·6630-6637 · IF 3.269

Visual and fluorescence detection of pyrogallol based on a ratiometric fluorescence-enzyme system

Hanbing Rao,Yongcheng Dai,Hongwei Ge,Xin Liu,Bingyao Chen,Ping Zou,Xianxiang Wang,Yanying Wang

In this study, we designed a ratiometric fluorescent probe that possesses a built-in correction and increases the probe accuracy. The surface of CdTe quantum dots (CdTe QDs) is modified with Glutathione (GSH) and these CdTe QDs are covalently conjugated to amino-functionalized silica-coated carbon dots (CQDs@SiO2) via carbodiimide chemistry. In the presence of laccase, pyrogallol (PG) is catalytically oxidized to a colored quinone compound that quenches the fluorescence of CdTe QDs through an electron transfer (ET) process. Therefore the ratiometric fluorescent probe (CQDs@SiO2@CdTe QDs) can be utilized for the sensitive and selective detection of PG when coupled with enzyme catalysis. Furthermore, a linear relationship was observed between the ratiometric fluorescence intensity and PG in the range of 0.05 to 2.0 μM with a detection limit of 0.042 μM. To verify this premise, the ratiometric probe was successfully applied to the determination of PG in tap water and river water using the standard addition method which yielded recoveries between 92.7% and 97.5%. The results revealed that the method has potential applications in the sensitive and selective determination of PG in real samples. Moreover, we further explored the ability of the method to detect ascorbic acid (AA). The established fluorescence sensing system also has potential to detect AA.

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Food Frontiers · 2025 ·Vol. 6 ·期 2 ·1058-1078 · IF 6.9

Amination of Flavonoids Possessing a Pyrogallol Group in Cell Culture Medium at 37°C

Haolin Zhang,Jingjing Zhang,Hui Cao,Petra Högger,Randolph Arroo,Mohamed A. Farag,Avi Shpigelman,Jianbo Xiao,Chunlin Li

A class of flavonoid aminated derivatives that had been consistently overlooked in literature was shown to be formed as artefacts in cell culture medium. In this study, 34 flavonoids from different subclasses were incubated in Dulbecco's modified Eagle's Medium (DMEM) at 37°C for 2 h to identify the reaction mechanism behind aminated derivatives formation from flavonoids. Baicalein, scutellarein, dihydromyricetin, (−)-gallocatechin (GC), (−)-epigallocatechin (EGC), (−)-GC gallate, and (−)-EGC gallate were found to yield corresponding nitrogenous derivatives in both DMEM and amino acid solution. The nitrogen source of these seven flavonoid -aminated derivatives was revealed to be amino acids in DMEM. The pyrogallol group of the flavonoids was a key structural motif, being first oxidized into quinone and then further reacting with amino acids (Strecker degradation) to yield aminated flavonoids and corresponding aldehydes. A slightly alkaline environment accelerated the amination of flavonoids, possibly via the formation of flavonoid quinone. These results provide the mechanistic evidence for the in vitro generation of flavonoid -aminated derivatives, yet to be tested using in vivo assays.

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TALANTA · 2017 · IF 4.162

Novel imidazole fluorescent poly(ionic liquid) nanoparticles for selective and sensitive determination of pyrogallol

Zhouyang Li,Yiwen Yang,Yanbo Zeng,Jianbo Wang,Haiqing Liu,Longhua Guo,Lei Li

This paper reports novel imidazole fluorescent poly(ionic liquid) nanoparticles (FPILNs) of poly(1-[(4-methyphenyl)methyl]-3-vinyl-imidazolium bromide (poly([MVI]Br) for selective and sensitive determination of pyrogallol . An imidazole ionic liquid of 1-[(4-methyphenyl)methyl]-3-vinyl-imidazolium bromide ([MVI]Br) was synthesized and used as the only monomer to obtain poly([MVI]Br) possessing phenyl fluorophores using a radical polymerization technique. The obtained poly([MVI]Br) can form nanoparticles in water. Scanning electron microscopy and dynamic light scattering results revealed majority of poly([MVI]Br) FPILNs with diameters ranging from 40 to 400   nm. Although [MVI]Br showed weak fluorescence intensity , poly([MVI]Br) FPILNs exhibited strong fluorescence intensity with a quantum yield of 0.192, which is attributed to the presence of significant number of phenyl fluorophores and rigid construction. The selective and sensitive determination of pyrogallol was achieved through fluorescence quenching of poly([MVI]Br) FPILNs, and the quenching was attributed to the oxidation of poly([MVI]Br) FPILNs by O 2 ˙¯ produced by pyrogallol autoxidation . The poly([MVI]Br) FPILNs-based sensor demonstrated a good linear relationship between the extent of fluorescence quenching and the concentration of pyrogallol in a range of 0.05 – 10.0   μM, achieving a detection limit of 0.01   μM. Furthermore, the poly([MVI]Br) FPILNs-based assay detected pyrogallol in environmental water samples, suggesting its potential to be applied for practical purposes.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2020 · IF 3.99

Copolymer of eugenol-based and pyrogallol-based benzoxazines: Low curing temperature and enhanced corrosion resistance

Chen Chen,Yuzhu Cao,Xin Lu,Xiu Li,Hongjie Yao,Zhong Xin

In this work, eugenol/stearylamine-based benzoxazine (E-s) and pyrogallol/furfurylamine-based benzoxazine (PY-f) were synthesized from renewable raw materials and mixed to prepare a series of copolymers. The curing behavior of E-s/PY-f mixtures were characterized by differential scanning calorimetry (DSC). The result shows that the curing temperature decreased obviously with the increase of PY-f content. When the mass ratio of E-s to PY-f was 8:2, the exothermic peak temperature ( T p ) of the sample (EP20) dropped to 194 ℃, which was 70 ℃ lower than that of E-s. Then, the representative copolymerization mechanism of E-s and PY-f was proposed. Furthermore, EP20 was adopted to prepare the copolymer coating (PEP) on mild steel (MS) for anti-corrosion application. The results of electrochemical impedance spectroscopy (EIS) indicated that PEP-coated MS well kept its corrosion resistance after being immersed in 3.5 wt% NaCl aqueous solution for 30 days. Hence, the copolymer of bio-based benzoxazines is promising for preparing superior anti-corrosion material with low curing temperature.

CAS / MDL: 141-78-6 87-66-1
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2012 · IF 2.823

Improved Pyrogallol Autoxidation Method: A Reliable and Cheap Superoxide-Scavenging Assay Suitable for All Antioxidants

Xican Li

The original pyrogallol (1,2,3-trihydroxybenzene) method, which was developed specifically for superoxide dismutase, is now widely used for measuring superoxide-scavenging of other antioxidants. However, the strong pH effect has been ignored. In this study, the influencing factors have been systematically investigated for the first time, and a number of experiments have proved that the pH is of major importance. As major antioxidants contain carboxylic acid, ester, or lactone groups, pH 8.2 should be modified to physiological pH 7.4. The improved procedure is as follows. A pyrogallol solution (in 1 M HCl) is thoroughly mixed with pH 7.4 Tris-HCl buffer; A325 nm is measured every 30 s for 5 min at 37 °C. As the ΔA325 nm, control value reflects the initial concentration of substrate •O2–, it should be well controlled to guarantee the accuracy of the method. The improved pyrogallol method is a reliable and cheap superoxide-scavenging assay suitable for all types of antioxidants.

CAS / MDL: 9008-22-4
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LUMINESCENCE · 2025 ·Vol. 40 ·期 4 ·e70164 · IF 3

Pyrogallol-Stabilized Iridium Nanoclusters With Laccase-Like Activity for Dual Mode Detection of 2,4-Dichlorophenol

Lin Zhou,Xuan Chen,Zhanghong Guo,Haining Cui,Jinxin Ma,Qijun Song

Metal nanoclusters (MNCs) have attracted widespread attention due to their unique subnanometer size, tunable fluorescence emission, and excellent biocompatibility. However, the enzyme-like activity and the optical properties of MNCs are rarely exploited simultaneously. Here, iridium nanoclusters (Py-IrNCs) with excellent fluorescence properties and the laccase-like activity were synthesized by the reduction of IrCl 3 with NaBH 4 in the presence of pyrogallol. The laccase activity of Py-IrNCs exhibited in the catalytic transformation of 2,4-dichlorophenol (2, 4-DP) is substantially superior to that of natural laccase, which is manifested by the fact that the amount of Py-IrNCs was only 2.5% of natural laccase to achieve the same catalytic performance. In the coexisting of 4-aminoantipyrine (4-AP), a distinct color change and quench of fluorescence were observed; thus, a sensitive colorimetric and fluorescence dual-mode determination of 2,4-DP was achieved with a linear range of 0–40 μM and a limit of detection of 0.5 μM. The dual-mode detections can be mutually verified, which effectively improved the reliability of the analysis, demonstrating a promising application potential of Py-IrNCs in pollutant determination.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2026 · IF 5.4

Synergistic chemisorption performance for Cr(VI) decontamination by novel pyrogallol-amine copolymer decorated on carbonized corncob

Yihan Li,Xuezhu Zhang,Xiaoxiao Wang,Fushuo Shen,Yan Zhang,Changxin Du,Peng Shun,Likai Wang,Xiaobin Wang,Qiang Liu,Qinze Liu

Hexavalent chromium (Cr(VI)) is a highly toxic pollutant with substantial risks to ecosystems, rendering its efficient removal from waters a critical challenge. This study fabricated a novel poly(pyrogallol-tetraethylenepentamine)/carbonizing corncob (PPTA/CC) composite for Cr(VI) decontamination by decorating mussel-inspired resin onto carbonized corncob (CC) via a facile modification strategy. The PPTA/CC hybrid synergistically integrated the hierarchical porosity of the CC support with the abundant phenolic hydroxyl and amino functional groups of PPTA polymer layer, thereby facilitating rapid adsorption-reduction of Cr(VI). The theoretical maximum adsorption capacity was determined to be 787 mg g −1 , with the process being spontaneous (as indicated by negative ΔG°) and endothermic, well-described by the Langmuir isotherm and pseudo-second-order kinetic models. PPTA/CC candidate also exhibited outstanding selectivity and stability toward Cr(VI) in the presence of common coexisting ions. These results highlight PPTA/CC as a promising composite material for the efficient remediation of Cr(VI) in wastewater treatment applications.

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