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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2013 · IF 2.004

A Thermodynamic Study of Micellization of 3-Alkyloxy-2-hydroxypropyl Trimethylammonium Chloride in Aqueous Solution

Qian Zhang,Xiuhong Wang,Xilian Wei,Jie Liu

The detailed micellization behavior of 3-alkyloxy-2-hydroxypropyl trimethylammonium chloride (RnHTACl, n = 12, 14, 16) in aqueous solution was studied by electric conductivity, steady-state fluorescence, and isothermal titration microcalorimetry (ITC) methods. The critical micelle concentration (CMC) and degree of counterion dissociation (α0) were estimated from conductivity curves in the temperature range of 293.15 K to 323.15 K. Then the thermodynamic parameters of micellization (ΔGm0, ΔHm0, and ΔSm0) were calculated by applying a mass-action model equation. On the basis of the ITC results, the CMCs and thermodynamic parameters were also estimated at 293.15 K, which were basically consistent with the results from the conductivity method. According to the Turro–Yekta method, the micelle aggregation number (Nagg) of RnHTACl was determined through static luminescence quenching, and found that the decreased temperature, the elongation of the alkyl chain length or the increased concentration of RnHTACl could lead to an increase of the Nagg.

CAS / MDL: 119-61-9
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JOURNAL OF PHYSICAL ORGANIC CHEMISTRY · 2014 ·Vol. 27 ·期 6 ·498-503 · IF 1.245

Physicochemical characterization of paramagnetic ionic liquids 1-vinyl-3-alkylimidazolium tetrahalogenidoferrate(III) [VRIM][FeClmBr4 − m]

Yimei Tang,Xiaoling Hu,Ping Guan,Xiangping Lin,Xiaoqian Li

Using microwave-assisted synthesis method, a series of paramagnetic ionic liquids comprising 1-vinyl-3-alkylimidazolium VRIM + cation and tetrahalogenidoferrate (III) FeCl m Br 4 − m − anion were designed and synthesized. The structure was analyzed using 1 H NMR and Raman spectroscopy. Ultraviolet–visible absorption spectra, thermal stability, magnetic susceptibility, viscosity, ionic conductivity, and solubility were characterized. Results show that elongation of the alkyl chain leads to replacement of bromides with a small amount of chlorides in the anion, shifting of UV maximum absorption peaks to shorter wavelengths, reduction of ionic conductivity, and solubility in polar solvents, as well as increase in fluidity, magnetic susceptibility, and solubility in nonpolar solvents. Copyright © 2014 John Wiley & Sons, Ltd.

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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2014 · IF 2.235

Kinetics of 3,4-Dihydro-2H-3-phenyl-1,3-benzoxazine Synthesis from Mannich Base and Formaldehyde

Yuyuan Deng,Qin Zhang,Huachuan Zhang,Chengxi Zhang,Wenhu Wang,Yi Gu

To study oxazine ring formation in benzoxazine synthesis from phenol, primary amine and formaldehyde, reactions between 2-phenylaminomethylphenol (Mannich base) and formaldehyde in homogeneous dioxane/water solution are researched. Reaction orders, rate constants at different temperatures, and activation energy are calculated, the process of reaction is proposed, and the influence of acid and base is discussed. The reaction can occur at low temperature and generate the product 3,4-dihydro-2H-3-phenyl-1,3-benzoxazine. No intermediate 2-(N-hydroxymethyl-N-phenylamino)methylphenols are observed. The concentration of a Mannich base has little effect on the reaction rate, while the reaction is first-order to formaldehyde. Based on chemical properties of formaldehyde in aqueous solution, the reaction process includes the following three steps: degradation of poly(oxymethylene) glycols to methylene glycol, dehydration of methylene glycol to formaldehyde molecule, and the reaction between a Mannich base and formaldehyde molecule to benzoxazine. Dehydration of methylene glycols to formaldehyde molecules is the rate-controlling step.

CAS / MDL: 62-53-3 108-95-2
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POLYMER COMPOSITES · 2013 ·Vol. 34 ·期 11 ·1801-1808 · IF 1.482

Preparation and electromagnetic properties of the BaFe12O19/multiwall carbon nanotubes/poly(3-methyl-thiophene) composites

Jie Zhao,Yu Xie,Zhanggao Le,Yan Luo,Yunhua Gao,Rong Zhong,Yuancheng Qin,Jianfei Pan,Yan Huang

The BaFe 12 O 19 /multiwall carbon nanotubes/poly(3-methyl-thiophene) (BaFe 12 O 19 /MCNTs/P(3MT)) composites were synthesized through an in situ chemical polymerization of 3-methyl-thiophene (3MT) in the presence of BaFe 12 O 19 /MCNTs composite powders. The BaFe 12 O 19 /MCNTs/P(3MT) composites were characterized by the fourier transform infrared spectrometry (FTIR) and X-ray diffraction (XRD). The morphologies of the composites were observed by scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The electric conductive properties were tested by a four-probe conductivity tester and the magnetic properties were measured by vibrating sample magnetometer (VSM). The electromagnetic performance tests showed that when the mass ratio of BaFe 12 O 19 to MCNTs was 0.4, and the BaFe 12 O 19 /MCNTs to P(3MT) was 0.15, the conductivity, saturation magnetization ( M s ) and residual magnetization ( M r ) of the BaFe 12 O 19 /MCNTs/P(3MT) composites achieved 166.740 S/m, 29.884 emu/g, and 17.581 emu/g, respectively. POLYM. COMPOS., 34:1801–1808, 2013. © 2013 Society of Plastics Engineers

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MACROMOLECULES · 2017 · IF 5.835

Unique Fractional Crystallization of Poly(l-lactide)/Poly(l-2-hydroxyl-3-methylbutanoic acid) Blend

Dongdong Zhou,Shaoyong Huang,Jingru Sun,Xinchao Bian,Gao Li,Xuesi Chen

The crystallization behaviors and microstructures of poly(l-2-hydroxyl-3-methylbutanoic acid)/poly(l-lactide) blends [P(L-2H3MB)/PLLA] were investigated by OM, DSC, SAXS, in situ temperature-dependent WAXD, and in situ synchrotron WAXS. The blends exhibited a homogeneous state at 250 °C. In the cooling process, P(L-2H3MB), with higher melting temperature, crystallized first at 166.7 °C and drove the formation of the phase separation and microstructure. And the amorphous P(L-2H3MB) and PLLA were excluded into the interlamellar and interfibrillar regions of the former P(L-2H3MB) crystallites. For P(L-2H3MB)/PLLA (5/5), the amorphous P(L-2H3MB) in the interfibrillar regions continued to form crystallites sequentially at 134.6 °C, which clearly confirmed the fractional crystallization of P(L-2H3MB). In our knowledge, this unique fractional crystallization has not been reported yet, of the component in miscible blend, which crystallized first under little confinement. This work provided a new viewpoint and understanding of the relationship between fractional crystallization and microstructures in crystalline/crystalline blends.

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INTERNATIONAL JOURNAL OF PHARMACEUTICS · 2024 · IF 5.3

Epigallocatechin-3-gallate derived polymer coated Prussian blue for synergistic ROS elimination and antibacterial therapy

Qinqin Zhang,Yipin Zhang,Chenyang Qi,Jie Chen,Haonan Hu,Guitao Tan,Jing Tu

Reactive oxygen species (ROS) play a vital role in wound healing process by fighting against invaded bacteria. However, excess ROS at the wound sites lead to oxidative stress that can trigger deleterious effects, causing cell death, tissue damage and chronic inflammation. Therefore, we fabricated a core–shell structured nanomedicine with antibacterial and antioxidant properties via a facile and green strategy. Specifically, Prussian blue (PB) nanozyme was fabricated and followed by coating a layer of epigallocatechin-3-gallate (EGCG)-derived polymer via polyphenolic condensation reaction and self-assembly process, resulting in PB@EGCG. The introduction of PB core endowed EGCG-based polyphenol nanoparticles with excellent NIR-triggered photothermal properties. Besides, owing to multiple enzyme-mimic activity of PB and potent antioxidant capacity of EGCG-derived polymer, PB@EGCG exhibited a remarkable ROS-scavenging ability, mitigated intracellular ROS level and protected cells from oxidative damage. Under NIR irradiation (808 nm, 1.5 W/cm 2 ), PB@EGCG (50 µg/mL) exerted synergistic EGCG-derived polymer-photothermal antibacterial activity against Gram-negative Escherichia coli ( E. coli ) and Gram-positive Staphylococcus aureus ( S. aureus ). In vivo therapeutic effect was evaluated using a S. aureus -infected rat model indicated PB@EGCG with a prominent bactericidal ability could modulate the inflammatory microenvironment and accelerate wound healing. Overall, this dual-functional nanomedicine provides a promising strategy for efficient antibacterial therapy.

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TOXICON · 2024 · IF 2.6

Epigallocatechin-3-gallate Attenuates Fluoride Induced Apoptosis Via PI3K/FoxO1 Pathway in Ameloblast-like Cells

Qian Zhang,Xiuzhi Fei,Yue Li,Hengwei Zhang,Lu Chen,Jianping Ruan,Ning Dong

ABSTRACT Fluoride is a double-edged sword. It was widely used for early caries prevention while excessive intake caused a toxicology effect, affected enamel development, and resulted in dental fluorosis. The study aimed to evaluate the protective effect and mechanism of Epigallocatechin-3-gallate (EGCG) on the apoptosis induced by fluoride in ameloblast-like cells. We observed that NaF triggered apoptotic alterations in cell morphology, excessive NaF arrested cell cycle at the G1, and induced apoptosis by up-regulating Bax and down-regulating Bcl-2. NaF activated the insulin-like growth factor receptor (IGFR), and phosphatidylinositol-3-hydroxylase (p-PI3K), while dose-dependently down-regulating the expression of Forkhead box O1 (FoxO1). EGCG supplements reversed the changes in LS8 morphology, the cell cycle, and apoptosis induced by fluoride. These results indicated that EGCG possesses a protective effect against fluoride toxicity. Furthermore, EGCG suppressed the activation of p-PI3K and the down-regulation of FoxO1 caused by fluoride. Collectively, our findings suggested that EGCG attenuated fluoride-induced apoptosis by inhibiting the PI3K/FoxO1 signaling pathway. EGCG may serve as a new alternative method for dental fluorosis prevention, control, and treatment.

CAS / MDL: 989-51-5 7681-49-4
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BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS · 2024 · IF 2.5

Indole-3-carboxaldehyde alleviates acetaminophen-induced liver injury via inhibition of oxidative stress and apoptosis

Xinlei Liu,Rui Liu,Yancheng Wang

Drug-induced liver injury (DILI) occurs frequently and can be life-threatening. Increasing researches suggest that acetaminophen (APAP) overdose is a leading cause of drug-induced liver injury. Indole-3-carboxaldehyde (I3A) alleviates hepatic inflammation, fibrosis and atherosclerosis, suggesting a potential role in different disease development. However, the question of whether and how I3A protects against acetaminophen-induced liver injury remains unanswered. In this study, we demonstrated that I3A treatment effectively mitigates acetaminophen-induced liver injury. Serum alanine/aspartate aminotransferases (ALT/AST), liver malondialdehyde (MDA) activity, liver glutathione (GSH), and superoxide dismutase (SOD) levels confirmed the protective effect of I3A against APAP-induced liver injury. Liver histological examination provided further evidence of I3A-induced protection. Mechanistically, I3A reduced the expression of apoptosis-related factors and oxidative stress, alleviating disease symptoms. Finally, I3A treatment improved survival in mice receiving a lethal dose of APAP. In conclusion, our study demonstrates that I3A modulates hepatotoxicity and can be used as a potential therapeutic agent for DILI.

CAS / MDL: 103-90-2
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JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY · 2024 · IF 4.5

Design and characterization of Glypican-3 targeted liposomes with cantharidin encapsulation for hepatocellular carcinoma treatment

Xue Zhang,Jiang Chen,Yuan Yin,Shijun Xiao,Rui Zhang,Haiyang Guo,Tong Yang,Tongyu Zhou,Siyan Zhang,Yang Yang,Caili Bi,Xiao-Jun Li

Targeted delivery of chemotherapeutic agents to the cancerous cells is of fundamental importance and the key step of the targeted delivery system design is to choice a specific receptor. Glypican-3 (GPC3) is a known cell membrane-associated oncofetal proteoglycan that is specifically up-regulated in the fast-growing hepatocarcinoma cells but rarely expressed in the normal healthy liver. Therefore, GPC3 may be a perfect targeting receptor for delivery treatment of hepatocellular carcinoma (HCC). In the present study, a GPC3 specific-targeting nanoliposomal drug delivery system was constructed with GPC3 targeting peptide (named as L5 peptide) modification and anticancer drug cantharidin encapsulation, which aims to realize cantharidin targeted treatment of liver cancer. In our study, nanoliposome specifically targeting GPC3 receptor was successfully constructed with particle size of 127.9 nm and a spherical shape. The targeted liposomes were stable under 4 °C or room temperature for almost 15 days. The drug release from L5-modified liposomes was controlled and delayed. Their targeted delivery properties were characterized by relatively more accumulation in the GPC3 highly expressed HepG2 cells than that of GPC3 lowly expressed Huh-7 cells. The competition results also indicated that the liposomes with L5 peptide modification could competitively bind to GPC3 receptor. Moreover, the liposomes showed colocalization with the lysosome after 3 h incubation. The L5-modified liposomal CTD had an augmented cell growth inhibition and tumor inhibition than that of the free CTD on HepG2 cells and GPC3 highly expressed tumor mice. Our study establishes a new strategy for improving HCC treatment and chemotherapeutic agent targeting delivery.

CAS / MDL: 38215-36-0
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INTERNATIONAL JOURNAL OF HYDROGEN ENERGY · 2024 · IF 8.1

3 nm-sized porous graphene-based anion exchange membranes for efficient and stable water electrolysis

Xiang Liu,Ailing Zhang,Hao Yu,Liang Chen,Lei Zhang,Yong Zhao,Jialu Li,Weiqi Zhang,Zhiting Zhou,Yongyan Zhou,Yuanyuan Wang,Jian Zhen Ou

Alkaline water electrolysis is one of the primary drivers of hydrogen energy development, and anion exchange membranes (AEMs) play a dual role in ensuring both conductivity and safety. However, traditional polymer AEMs have a wide pore size distribution and poor chemical stability, making it difficult to achieve a long-term balance between conductivity and safety of the water electrolysis system. Here, we select inorganic two-dimensional multilayer graphene oxide (GO) membranes as AEMs, using carboxylated wrinkled graphene (WG) and ethylenediamine (EDA) to create a cation-modified porous EDA-WG/GO (E-W/G) composite membrane with a 3 nm pore size. The enlarged channel size and enhanced hydrophilicity improve OH − permeability compared to the pristine GO membrane, while the strengthened hydration layer acts as a barrier to hydrophobic gases for O 2 /H 2 separation. The results show that the prepared E-W/G membrane exhibits superior current density (600 mA cm −2 ) and gas impermeability (gas purity 99.99%) compared to the commercial Fumasep FAA-3-50 membrane (590 mA cm −2 and 99.81%, respectively). Furthermore, after continuous testing for 168 h in high-temperature and alkaline environments, the E-W/G membrane maintained conductivity comparable to its initial state and showed enhanced gas impermeability. Our strategy provides new insights into the design of high-performance AEMs and is expected to contribute to the advancement of the hydrogen energy industry.

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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Carboxymethyl Chitosan-Coated Cyanidin-3-O-Glucoside-Beared Nanonutriosomes Suppress Palmitic Acid-Induced Hepatocytes Injury

Shiyu Liu,Naymul Karim,Ahmed K. Rashwan,Jiahong Xie,Wei Chen

Cyanidin-3-O-glucoside (C3G) is classified as an anthocyanin (ACN) and is recognized for its remarkable antioxidant properties. Yet, the inadequate physicochemical stability of C3G restricts its potential for various biological applications. Thus, in this study, carboxymethyl chitosan (CMC)-coated nanonutriosomes (NS) were synthesized as a novel carrier for encapsulating C3G (CMC-C3G-NS) to improve C3G stability. CMC-C3G-NS exhibited a diameter of less than 200 nm along with an encouraging encapsulation efficiency exceeding 90%. Notably, the formulated CMC-C3G-NS possessed better stability under various pH, ionic, and oxygen conditions, improved controlled release properties, and higher hepatocellular uptake than uncoated particles (C3G-NS), indicating a longer retention time of C3G in a physiological environment. Of utmost significance, CMC-C3G-NS demonstrated superior alleviating effects against palmitic acid (PA)-induced oxidative hepatic damage compared to C3G-NS. Our study provided promising nanocarriers with the potential to deliver hydrophilic ACNs and controlled release properties for PA-induced hepatotoxicity alleviation.

CAS / MDL: 67-68-5 67-56-1
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Journal of Oleo Science · 2021 · IF 1.601

Immobilized MAS1 Lipase-catalyzed Synthesis of n-3 PUFA-rich Triacylglycerols in Deep Eutectic Solvents

Xiumei Wang,Xiaoxu Zhao,Xiaoli Qin,Zexin Zhao,Bo Yang,Yonghua Wang

n-3 polyunsaturated fatty acids (PUFA)-rich triacylglycerols (TAG) with many beneficial effects are still difficult to be synthesized efficiently and rapidly by current synthetic techniques. This study reports the fatty acid specificity of immobilized MAS1 lipase and its efficient synthesis of n-3 PUFA-rich TAG by esterification of glycerol with n-3 PUFA in natural deep eutectic solvents (NADES) systems. Immobilized MAS1 lipase showed the highest preference for capric acid [C10:0, the highest specificity constant (1/α)=1] whereas it discriminated strongly against docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA) due to their lowest specificity constants (1/α=0.19 and 0.2). Moreover, the highest n-3 PUFA-rich TAG content (55.8%) with similar n-3 PUFA composition to the substrate was obtained in choline chloride/glycerol (CG) system. There was a 1.38-fold increase of TAG content in CG system compared with that in the solvent-free system. Interestingly, immobilized MAS1 lipase exhibited no regiospecificity in the solvent-free and various NADES systems. Besides, the potential reaction mechanism of immobilized MAS1 lipase-catalyzed esterification of glycerol with n-3 PUFA in NADES systems was described. It was found that the use of NADES as solvents could greatly enhance TAG content, and make it easy to separate the product. These results indicated that immobilized MAS1 lipase is a promising biocatalyst for the efficient synthesis of n-3 PUFA-rich TAG by esterification of glycerol with n-3 PUFA in NADES systems.

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