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FOOD RESEARCH INTERNATIONAL · 2021 · IF 6.475

Effects of gallic acid alkyl esters and their combinations with other antioxidants on oxidative stability of DHA algae oil

Yan Shen,Chao Guo,Ting Lu,Xu-Yang Ding,Man-Tong Zhao,Min Zhang,Hui-Lin Liu,Liang Song,Da-Yong Zhou

The most effective composite antioxidants for DHA algae oil were optimized by combining the selected gallic acid (GA) alkyl ester with other commonly used antioxidants. Results of Rancimat induction time, peroxide value, thiobarbituric acid-reactive substances, and free radical generation indicated that octyl gallate (OG) was the best one in DHA algae oil among GA alkyl esters with various chain lengths. Therefore, OG was used to combine other antioxidants (antioxidant of bamboo leaves, rosemary extract, tea polyphenols, tea polyphenol palmitate (TPP), ascorbyl palmitate, vitamin E, phytic acid and phospholipid) for further improving the oxidative stability of DHA algae oil. The combination of OG + TPP showed the best antioxidant effect among the composite antioxidants of two and three components. Through optimization of mixture ratio, the combination of 53.20 mg/kg OG + 360 mg/kg TPP demonstrated the best antioxidant capacity, which prolonged the shelf life of DHA algae oil by 4.24 folds.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2020 · IF 5.162

Preparation of acylated pectin with gallic acid through enzymatic method and their emulsifying properties, antioxidation activities and antibacterial activities

Guoguang Zhang,Chenmin Zheng,Bingqing Huang,Peng Fei

In this study, native pectin (Na-Pe) was acylated with gallic acid through enzymatic method. UV–Vis, Fourier transform infrared spectroscopy and proton NMR analyses demonstrated that the phenolic hydroxyl group on gallic acid attacked the carbomethoxy of Na-Pe and replaced the methoxy group to form a new ester group under catalysis. The galloyl content of acylated pectin prepared via 24-h reaction (Ac1-Pe) was 16.8%, while that prepared via 48-h reaction (Ac2-Pe) reached 20.7%. The emulsifying properties, antioxidation activities and antibacterial activities of acylated pectin was significantly improved compared with those of Na-Pe. The emulsion activity and emulsion stability of the pectin emulsion improved from 1.08% and 56.13% (Na-Pe) to 1.57% and 88.27% (Ac1-Pe) and 1.71% and 93.3% (Ac2-Pe), respectively. The DPPH clearance of the pectin improved from 2.68% (Na-Pe) to 68.92% (Ac1-Pe) and 76.98% (Ac2-Pe) and the inhibition ratio in the β-carotene bleaching assay of the pectin increased from 3.15% (Na-Pe) to 73.02% (Ac1-Pe) and 78.96% (Ac2-Pe). The inhibition rate of the pectin against Escherichia coli and Staphylococcus aureus also improved from 2.93% and 8.92% (Na-Pe) to 26.95% and 42.18% (Ac1-Pe) and 31.56% and 47.87% (Ac2-Pe), respectively.

CAS / MDL: 149-91-7
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Journal of Materials Research and Technology-JMR&T · 2020 · IF 5.289

Highly sensitive detection of gallic acid based on 3D interconnected porous carbon nanotubes/carbon nanosheets modified glassy carbon electrode

Hongyuan Zhao,Qiwen Ran,Yongfeng Li,Bo Li,Binbin Liu,Huina Ma,Mingming Zhang,Sridhar Komarneni

Carbon materials have great significance to improve the detection performance of electrochemical sensors. It is still a great challenge to prepare the carbon-based gallic acid (GA) electrochemical sensor with excellent detection performance based on a simple, economical and scalable synthetic strategy. In this work, we fabricated a highly sensitive GA electrochemical sensor by modifying the glassy carbon electrode (GCE) with a hybrid carbon composite of 3D interconnected porous carbon nanotubes/carbon nanosheets (3D IPCNT/CNS) for the first time. The hybrid carbon composite was prepared via a scalable ball-milling strategy followed by thermal decomposition. The whole synthesis process did not involve the use of template and complex morphology control process. In this hybrid carbon material, carbon nanotubes and carbon nanosheets were integrated into a 3D interconnected hierarchical porous structure, which served as a conductive network with large specific surface area and surface functional groups. These advantages provided sufficient electrolyte-electrode interface, facilitated the electron transport, and enhanced the surface affinity for GA at the interface between the modified electrode and electrolyte. The fabricated 3D IPCNT/CNS/GCE sensor showed satisfactory linear relationship between peak current and GA concentration in the broad range of 0.05−20 μM with relatively low detection limit of 0.016 μM and limit of quantification of 0.053 μM (S/N=3). Moreover, the fabricated sensor exhibited good reproducibility, high stability, and excellent selectivity. A satisfactory GA recovery and detection in green tea as well as black tea suggested practical application possibility of the 3D IPCNT/CNS/GCE sensor for highly sensitive determination of GA.

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RSC Advances · 2019 ·Vol. 9 ·期 46 ·27060-27068 · IF 3.049

Gallic acid-functionalized graphene hydrogel as adsorbent for removal of chromium (III) and organic dye pollutants from tannery wastewater

Gongyan Liu,Ruiquan Yu,Tianxiang Lan,Zheng Liu,Peng Zhang,Ruifeng Liang

The pollution caused by tannery wastewater containing high concentrations of trivalent chromium ions [Cr(III)] and organic dyes has severely restricted the sustainable development of the leather industry. To address this problem, a three-dimensional (3D) porous graphene-based hydrogel with good mechanical strength and large surface area was fabricated by self-assembly of graphene oxide (GO) sheets reduced and modified by gallic acid (GA) through π–π interactions. As an adsorbent, this GA-functionalized graphene hydrogel (GA-GH) can effectively capture Cr(III) by coordination complexation between Cr(III) and deprotonated carboxylic groups of GA at pH ∼ 4.0. Moreover, GA-GH could be easily regenerated by desorption of adsorbed Cr(III) at pH 2.0 and maintained its high adsorption capacity after multiple adsorption–desorption cycles, which was also helpful for reusing desorbed Cr(III) as tanning agent. In addition, compared with a graphene hydrogel (GH) without modification by GA, adsorption capacity of GA-GH for organic dye was significantly improved due to the enhanced π–π interactions between the GA-GH and aromatic dyes.

CAS / MDL: 149-91-7
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JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES · 2019 · IF 2.813

Modulation of electroosmotic flow in capillary electrophoresis by plant polyphenol-inspired gallic acid/polyethyleneimine coatings: Analysis of small molecules

Hao Zhang,Dong-Dong Zhou,Feng-Qing Yang,Zheng-Ming Qian,Chun-Hong Li,Wen-Jia Li,Sheng-Peng Wang,Yi-Tao Wang

Plant polyphenols can form functional coatings on various materials through self-polymerization. In this paper, a series of modified capillary columns, which possess diversity of charge characteristics for modulating electroosmotic flow (EOF), were prepared by one-step co-deposition of gallic acid (GA), a plant-derived polyphenol monomer , and branched polyethyleneimine (PEI). The physicochemical properties of the prepared columns were characterized by Fourier transform infrared spectroscopy (FT-IR), UV–Vis spectroscopy and scanning electron microscopy (SEM). The magnitude and direction of EOF of GA/PEI co-deposited columns were modulated by changing a series of coating parameters, such as post-incubation of FeCl 3 , co-deposition time, and deposited amounts of GA and PEI with different relative molecular mass (PEI-600, PEI-1800, PEI-10000, and PEI-70000). Furthermore, the separation efficiencies of the prepared GA/PEI co-deposited columns were evaluated by separations of small molecules , including organic acids, polar nucleotides, phenols, nucleic acid bases and nucleosides . Results indicated that modulating of EOF plays an important role in enhancing the separation performance and reversing the elution order of the analytes. Finally, the developed method was successfully applied to quantitative analysis of acidic compounds in four real samples. The recoveries were in the range of 73.5%–85.8% for citric acid , benzoic acid , sorbic acid , salicylic acid and ascorbic acid in beverage and fruit samples, 101.6%–104.9% for cinnamic acid , vanillic acid , and ferulic acid in Angelica sinensis sample, while 84.6%–97.8% for guanosine-5′-monophosphate, uridine-5′-monophosphate, cytosine-5′- monophosphate and adenosine-5′-monophosphate in Cordyceps samples. These results indicated that the co-deposition of plant polyphenol-inspired GA/PEI coatings can provide new opportunities for EOF modulation of capillary electrophoresis .

✓ 已验证 产品关联 DOI PubMed 高影响因子
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SENSORS AND ACTUATORS B-CHEMICAL · 2018 · IF 5.667

Electrosynthesis of poly(m-phenylenediamine) on the nanocomposites of palygorskite and ionic liquid for electrocatalytic sensing of gallic acid

Xueqing Wang,Wensheng Tan,Yong Wang,Datong Wu,Yong Kong

In this study, electrocatalytic sensing of gallic acid (GA) with poly( m -phenylenediamine) (PmPD) electrodeposited on the nanocomposites of palygorskite (Pal) and ionic liquid (IL) was reported. The PmPD/Pal-IL modified electrode showed a low limit of detection (LOD) of 0.28 μM and a wide linear range from 1.0 μM to 300 μM for electrochemical sensing of GA due to the synergistic effects of PmPD, Pal and IL. That is to say, electrocatalysis of PmPD, preconcentration ability of Pal and ionic conductivity of IL contributed to the sensitive determination of GA. In addition, the fabricated PmPD/Pal-IL also exhibited high selectivity with little interferences from common organic compounds and inorganic cations, high storage stability and reproducibility in the determination of GA. Finally, the proposed GA sensor was applied in the determination of GA in real food samples, and the results demonstrated the potential of the prepared PmPD/Pal-IL as a promising GA sensor for rapid and accurate determination of GA in foodstuffs.

CAS / MDL: 52-90-4 50-99-7 108-45-2
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2025 · IF 8.5

Enhancement of antioxidant, carbonyl scavenging and anti-glycation activities of polysaccharide-based hydrocolloids by covalent grafting with gallic acid

Mianzhang Zhang,Hongliang Li,Fu Liu,Shiyi Ou,Pengzhan Liu,Jie Zheng

Carbonyl stress contributes to pathological disorders leading to the progression of a variety of chronic diseases. Exploration of food ingredients with carbonyl scavenging capacities became one of the most potential strategies for the prevention of these diseases. Polysaccharide-based hydrocolloids have wide application approaches in the food industry. However, the carbonyl scavenging capacity of some natural polysaccharide-based hydrocolloids is unsatisfactory due to structural limitations. In this research, gallic acid (GA) was grafted onto different hydrocolloids (xanthan gum, carrageenan, carboxymethylcellulose, carboxymethyl chitosan (CMCS), and sodium alginate) by a free radical-mediated reaction to improve their antioxidant, carbonyl scavenging, and anti-glycation activities. The antioxidant activity of hydrocolloids was significantly improved after GA grafting. Among them, CMCS-GA (graft ratio 15.45 mg GA/g) exhibited the same ABTS scavenging ability as the equivalent amount of free GA and Vc. The carbonyl scavenging capacity, and the inhibitory effects on the fluorescent advanced glycation end products (AGEs) and protein oxidation products of some hydrocolloids also increased significantly GA grafting. The scavenging capacity of CMCS-GA on MGO, GO, ACR, and MDA in the model reaction increased by 220 %, 100 %, 6 %, and 58 %, respectively. Overall, CMCS-GA showed the best performance in radical scavenging, carbonyl scavenging, and AGEs inhibition compared to all the other hydrocolloids investigated. The findings showed that grafting GA onto hydrocolloids is a viable strategy to enhance the carbonyl scavenging capacity and anti-glycation activity of hydrocolloids.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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Journal of Water Process Engineering · 2024 · IF 6.3

Feasibility of nanofiltration process for efficient separation of gallic acid from the extract of black tea in aqueous solution

Yiwei Dong,Rui Zhao,Chunyan Xu,Jinxin Liu,Zhiguo Dong,Ziqi Chen,Jinfeng He,Chuanrun Li,Haiyang Yan,Li Sun

Gallic acid (GA, molecular weight 170) is the predominant component in the extract of black tea, and the separation of GA has attracted great attention due to its high medicinal values. However, a large amount of aqueous ethanol solution was consumed to elute GA, and the purity of the recovered GA was relatively low in the conventional microporous resin column chromatography. In this study, the nanofiltration (NF) process was proposed to efficiently separate GA from the extract of black tea in aqueous solution. To achieve this, the NF membrane was optimized as the NFX membrane with a low molecular weight cut off (150–300 Da) under the size screening effect. The operating pressure and feed concentration were optimized at 0.6 MPa and 2.0 g/L respectively to weaken or avoid the concentration polarization and cake fouling. At the optimized conditions, a high water flux (8.33 L/(m 2 ·h)), GA flux (0.181 g/(m 2 ·h)), and content of GA in the NF permeate (89.5 %) were obtained. In addition, the recovery ratio of GA reached as high as 40.2 % by a designed four-step continuous operation of the NF process. Therefore, the NF process is an efficient method for separating GA from the extract of black tea in aqueous solution.

CAS / MDL: 75-05-8 141-78-6
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Hydrolysis and Transport Characteristics of Phospholipid Complex of Alkyl Gallates: Potential Sustained Release of Alkyl Gallate and Gallic Acid

Qian Wang,Xinmiao Wang,Dong Cai,Jinghan Yu,Xuan Chen,Weiyuan Niu,Siya Wang,Xiaoyang Liu,Dayong Zhou,Fawen Yin

Phospholipid complexes of alkyl gallates (A-GAs) including ethyl gallate (EG), propyl gallate (PG), and butyl gallate (BG) were successfully prepared by the thin film dispersion method. HPLC-UV analysis in an everted rat gut sac model indicated that A-GAs can be liberated from phospholipid complexes, which were further hydrolyzed by intestinal lipase to generate free gallic acid (GA). Both A-GAs and GA are able to cross the membrane, and the hydrolysis rate of A-GAs and the transport rate of GA are positively correlated with the alkyl chain length. Especially, compared with the corresponding physical mixtures, the phospholipid complexes exhibit slower sustained-release of A-GAs and GA. Therefore, the formation of phospholipid complexes is an effective approach to prolong the residence time in vivo and additionally enhance the bioactivities of A-GAs and GA. More importantly, through regulating the carbon skeleton lengths, controlled-release of alkyl gallates and gallic acid from phospholipid complexes will be achieved.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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ACS Applied Materials & Interfaces · 2025 · IF 8.2

Injectable Chondroitin Sulfate Microspheres with Gallic Acid-Magnesium MOF for Anti-Inflammatory and Cartilage Degeneration Alleviation in Osteoarthritis Treatment

Jiachen He,Jianjun Wu,Jingcheng Zheng,Yidan Xu,Keyun Li,Siwei Yin,Yanyun Liu,Yuelin Hu,Chaoming Xie,Limin Cai,Yikuan Du,Xiong Lu

Inflammation and cartilage degeneration are critical challenges in osteoarthritis (OA) treatment. Achieving sustained drug efficacy while mitigating the adverse effects of inflammation and reactive oxygen species remains a significant challenge. This study synthesizes a gallic acid-magnesium (GA-Mg) metal–organic framework (MOF) as a drug carrier for puerarin (PA). The PA-loaded GA-Mg MOF (pGM) is encapsulated within chondroitin sulfate methacrylate, forming monodisperse hybrid microspheres (CM@pGM) under ultraviolet light using microfluidic technology. The pGM is physically confined within the microspheres through a network of structural obstructions and noncovalent interactions. During degradation, GA and Mg2+ ions release from pGM, improving the inflammatory microenvironment of the articular cavity and mitigating oxidative stress. The sustained release of Mg2+ and PA supports chondrocyte anabolism and facilitates cartilage repair. In vitro studies confirm that injectable microspheres extend the drug release period to over 2 weeks. In vivo experiments demonstrate that CM@pGM significantly reduces osteophyte formation, alleviates degenerative changes in articular cartilage, and delays OA progression. In conclusion, CM@pGM, as a drug delivery platform that ameliorates the inflammatory microenvironment, alleviates oxidative stress, and promotes cartilage repair, holds significant potential for OA treatment.

CAS / MDL: 110-27-0 1338-43-8
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Inhibiting advanced glycation end products (AGEs) of high-performance hemodialysis membranes self-assembled by gallic acid and Ti3C2Tx MXene

Qiqi Wang,Changjun Mu,Ya'nan Yu,Xia Feng,Yang He,Li Chen

Current patients with chronic kidney disease (CKD) suffer from either accumulation of advanced glycation end products (AGEs) or inefficient clearance of the middle molecule uremic toxins, threatening their long-term survival rate. In particular, conventional hemodialysis membranes cannot prevent AGEs formation because of continuous oxidative stress from reactive oxygen species (ROS). Herein, a persistent ROS scavenging and efficient uremic toxin clearance of hemodialysis membrane is proposed by the in situ deposition of a gallic acid-Ti 3 C 2 T x MXene (GA-MXene) n multilayers through a self-assembly method, where n denotes the number of deposition layers. These hemodialysis membranes have a highly interconnecting composite laminate with tunable pore size. In the dialysis experiment, the (GA-MXene) 2 membrane with the vertical nano-slits shows the highest middle molecule uremic toxin clearance of 80.0% compared with state-of-the-art hemodialysis membranes, which has been approximately equal to the clearance of small molecule urea. Furthermore, GA conferring efficient ROS scavenging rate over dialysis treatment time allows anti-oxidative activities to inhibit AGEs’ formation. (GA-MXene) n multilayers enhanced the serum total antioxidant capacity and suppressed lipid peroxidation from oxidative damage. Ultimately, the (GA-MXene) n hemodialysis membranes provide excellent anticoagulant properties and cytocompatibility through the heparin-mimicking sulfonated Ti 3 C 2 T x MXene and biological activity of GA. This work facilitates the blood purification application of MXenes and opens up an avenue for developing functional multilayers for high-performance hemodialysis membranes and beyond.

CAS / MDL: 149-91-7
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REACTIVE & FUNCTIONAL POLYMERS · 2024 · IF 4.5

Multifunctional polyvinyl alcohol/gallic acid functionalized chitosan hydrogels prepared by freeze-thaw method for potential application as wound dressings

Lu Cui,Jing Zhao,Yurui Wang,Xinyi Han,Lingheng Kong,Fei Liang

The design of multifunctional hydrogel dressings to effectively promote wound healing is highly desirable in clinical trauma and surgery. Inspired by excellent mechanical properties of polyvinyl alcohol (PVA) and strong adhesion of polyphenols, gallic acid was grafted onto chitosan molecular chain (CS-GA) by free radical polymerization in this study, and PVA/CS-GA hydrogels were successfully prepared by repeated freeze-thaw method, without introducing toxic crosslinking agents. The prepared PVA/CS-GA hydrogels could adhere to various substrates, which confirmed excellent universal adhesion properties. The red blood cells adhesion ratio was 67.1%, indicating its potential for promoting wound coagulation. Meanwhile, the mechanical strength of PVA/CS-GA hydrogel was significantly enhanced, exhibiting approximately twice tensile strength and failure stretch compared with PVA hydrogel. Furthermore, attributing to GA molecule, PVA/CS-GA hydrogels not only showed favorable antibacterial activity against Escherichia coli ( E. coli ) and Staphylococcus aureus ( S. aureus ), but also could scavenge free radicals, showing effective antioxidant activity. The hydrogels also had good biocompatibility, met the basic requirements of biomedical materials and may promote wound repair. It should be noted that the content of GA had significant impact on cytotoxicity. Therefore, multifunctional PVA/CS-GA hydrogels with excellent mechanical, adhesion, antioxidant, antibacterial and biocompatible properties show promising potential applications in the biomedicine field, especially as functional wound dressings.

CAS / MDL: 9002-89-5
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