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MOLECULAR PHARMACEUTICS · 2023 · IF 4.9

Sialic Acid-Modified O-GlcNAc Transferase Inhibitor Liposome Presents Antitumor Effect in Hepatocellular Carcinoma

Bingyi Lin,Siyuan Chai,Qijun Zhang,Yuejie Lu,Jiahao Hu,Jie Zhang,Yong-Zhong Du,Liming Wu

O-linked-N-acetylglucosaminylation (O-GlcNAcylation) plays a key role in hepatocellular carcinoma (HCC) development, and the inhibition of O-GlcNAcylation has therapeutic potential. To decrease the systemic adverse events and increase targeting, we used sialic acid (SA)-decorated liposomes loaded with OSMI-1, an inhibitor of the O-GlcNAcylation, to further improve the anti-HCC effect. Fifty pairs of HCC tissue samples and the cancer genome atlas database were used to analyze the expression of O-GlcNAc transferase (OGT) and its effects on prognosis and immune cell infiltration. OSMI-1 cells were treated with SA and liposomes. Western blotting, immunofluorescence, cell proliferation assay, flow cytometry, enzyme-linked immunosorbent assay, immunohistochemistry, and tumorigenicity assays were used to investigate the antitumor effect of SA-modified OSMI-1 liposomes in vitro and in vivo. OGT was highly expressed in HCC tissues, negatively correlated with the degree of tumor infiltration of CD8+ and CD4+T cells and prognosis, and positively correlated with the degree of Treg cell infiltration. SA-modified OSMI-1 liposome (OSMI-1-SAL) was synthesized with stable hydrodynamic size distribution. Both in vitro and in vivo, OSMI-1-SAL exhibited satisfactory biosafety and rapid uptake by HCC cells. Compared to free OSMI-1, OSMI-1-SAL had a stronger capacity for suppressing the proliferation and promoting the apoptosis of HCC cells. Moreover, OSMI-1-SAL effectively inhibited tumor initiation and development in mice. OSMI-1-SAL also promoted the release of damage-associated molecular patterns, including anticalreticulin, high-mobility-group protein B1, and adenosine triphosphate, from HCC cells and further promoted the activation and proliferation of the CD8+ and CD4+T cells. In conclusion, the OSMI-1-SAL synthesized in this study can target HCC cells, inhibit tumor proliferation, induce tumor immunogenic cell death, enhance tumor immunogenicity, and promote antitumor immune responses, which has the potential for clinical application in the future.

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Polymers · 2023 ·Vol. 15 ·期 19 ·4011 · IF 5

Evaluation of the Anti-Inflammatory Pain Effect of Ginsenoside-Conjugated O-Carboxymethyl Chitosan Particles

Huan-Jun Lu,Jian-Ke Cen,Yu Ren,Mei-Xian Li

Nanoparticle delivery of functional molecules or vaccines is an effective method for the treatment of many diseases. This study aims to design ginsenoside Rh2-conjugated O-carboxymethyl chitosan (O-CMC/Rh2) as a drug delivery system and explore its anti-nociceptive effects. O-CMC/Rh2 was synthesized with an esterification reaction, and its chemical composition and morphology were evaluated using proton nuclear magnetic resonance (1H NMR), the attenuated total reflectance-Fourier transform infrared (ATR-FTIR) spectroscopy, and scanning electron microscopy (SEM). In addition, the in vitro cumulative release of Rh2 from the O-CMC/Rh2 was also evaluated under different pH conditions. The results showed that the ginsenoside Rh2 was successfully conjugated to the O-CMC matrix and exhibited a highly porous structure after conjugation, facilitating the release of Rh2 from O-CMC. Complete Freund’s adjuvant (CFA) and burn injury-induced pain models were used to evaluate the anti-nociceptive effects of O-CMC/Rh2 on inflammatory pain. O-CMC/Rh2 reduced CFA-induced pain hypersensitivity in a dose-dependent manner and had a longer analgesic effect than Rh2. In addition, O-CMC/Rh2 also relieved the chronic pain induced by bury injury. These results indicated that O-CMC/Rh2 could be useful in reducing inflammatory pain, thus possessing a potential medicinal application in pain therapy.Keywords:O-carboxymethyl chitosan;ginsenoside Rh2;anti-nociception;inflammatory pain

CAS / MDL: 67-56-1
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SEPARATION AND PURIFICATION TECHNOLOGY · 2021 · IF 7.312

Catalytic oxidation of o-chloroaniline in hot compressed water: Degradation behaviors and nitrogen transformation

Mian Hu,Xiaotong Huang,Letao Sun,Weicheng Zheng,I-Ming Chou,Libo Wu,Jinling Wan,Zhiyan Pan,Junliang Wang

Catalytic oxidation of o -chloroaniline ( o- ClA) in hot compressed water (HCW) was investigated in a fused quartz tube reactor (FQTR) to determine the effects of catalyst, temperature, oxygen stoichiometric ratio (OSR) and reaction time on o- ClA mineralization, total nitrogen (TN) removal rate and nitrogen-containing products distribution. The results showed that o -ClA can be effectively degraded in HCW. With the increased of OSR, retention time and temperature or added of Mn 2 O 3 as catalyst, the mineralization rate of o -ClA and the removal rate of TN increased. Ammonia-N was the main nitrogen-containing intermediate product of o -ClA degradation, however, when the oxidant was excessive, ammonia-N was oxidized to form nitrate-N. Althought the catalytic effect of Mn 2 O 3 on the mineralization of o -ClA was not outstanding, it promoted the removal of ammonia-N from the benzene ring, improved the degradtion of ammonia-N, and inhibited the production of nitrate-N. GC–MS analyzed results indicated that o -chlorophenol was the main degradation intermediate product of o -ClA in HCWO process. Meanwhile, the potential degradation pathway of o -ClA was proposed. This work thus provides basic knowledge about o -ClA catalytic oxidation removal in HCW process.

CAS / MDL: 95-51-2
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Reaction Kinetics Mechanisms and Catalysis · 2021 ·Vol. 133 ·期 1 ·371-382 · IF 2.081

Hydrolytic cleavage of lignin derived C-O bonds by acid/base catalysis in water

Song Wenjing,Song Mengxue,Jiang Xingmao,Yi Xiaodong,Lai Weikun

Hydrolytic cleavage of C–O bond was systematically studied in acidic/alkaline aqueous solution. For phenethoxybenzene (PEB) hydrolysis, 2-phenylethanol and phenol were formed as main products in AlCl 3 solutions, whereas styrene was preferred with Na 2 CO 3 . After a quantitative evaluation of the kinetics of elementary steps, it was concluded that both AlCl 3 and Na 2 CO 3 promoted protons assisted C–O bond scission in H 2 O, whereas alkaline enhanced the dehydration of produced 2-phenylethanol. Kinetic and isotope labeling experiments demonstrated that the hydrolytic rates of PEB were first order with respect to substrate concentrations, hydrolytic cleavage of C–O bond was rate-determining step. The study shed light on the promotional effects and hydrolytic mechanism over acid/base-catalyzed lignin depolymerization in water. Graphic abstract

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Journal of the Taiwan Institute of Chemical Engineers · 2021 · IF 5.876

Efficient remediation of o-dichlorobenzene-contaminated soil using peroxomonosulfate-ferrate-FeS hybrid oxidation system

Changfan He,Xueying Zhang,Peng Lv,Hong Sui,Xingang Li,Lin He

To degrade the chlorobenzenes from contaminated soil, herein, a novel peroxomonosulfate-ferrate-FeS (PFI) hybrid oxidation system has been proposed. Take the o-dichlorobenzene as a typical contaminant, results of bottle tests show that the PFI oxidation system performs well in removing the pollutant, achieving up to 93% of removal efficiency in less than 30 min. With the orthogonal experiments, the effects of different parameters on the degradation of o-dichlorobenzene have been systematically investigated. The degradation of the o-dichlorobenzene by the PFI oxidation system is found to be well matched by the quasi-first order kinetic model. Further mechanistic study shows that, in this system, a proper addition of FeS could not only facilitate the activation of persulfate to produce sulfate radicals to oxidize o-dichlorobenzene, but also enhance the conversion of ferrate(VI) to produce Fe(V) and Fe(IV) to attack o-dichlorobenzene. In this way, the peroxomonosulfate and ferrate could perform synergistically with the presence of FeS in degrading the o-dichlorobenzene. The o-dichlorobenzene is found to be degraded into o-chlorophenol, 2,3-dichlorophenol, 3,4-dichlorophenol and chlorohexane, and finally to be CO 2 , H 2 O, HCl. In addition, results also show that the application of PFI oxidation system could reduce heavy metals in the soil and improve the soil permeability.

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FOOD CHEMISTRY · 2021 · IF 7.514

Fabrication and characterization of the W/O/W multiple emulsion through oleogelation of oil

Zhaohua Huang,Baozhong Guo,Chong Deng,Can Tang,Chengmei Liu,Xiuting Hu

W/O/W emulsions were easily prepared by oleogelation of the oil phase using rice bran wax (RBX) and their microstructure, stability, rheology and protection of proanthocyanidins and β-carotene were investigated. Formation of the W/O/W emulsion was confirmed using confocal laser scanning microscopy and staining of the inner aqueous phase by tartrazine . The average particle size and viscosity of the emulsion increased as the RBX concentration increased. Moreover, RBX increased the stability of the emulsion and the emulsion was the most stable when the RBX concentration was 8.0% or 10.0%. On the other hand, the W/O/W emulsions were used to simultaneously encapsulate proanthocyanidins and β-carotene. Specifically, proanthocyanidins and β-carotene in RBX-containing emulsions were more stable and had higher bioaccessibility than in the emulsion without RBX. Besides, both their chemical stability and bioaccessibility reached the maximum value when the RBX concentration was 8.0% or 10.0%. In summary, the optimal RBX concentration was 8.0%.

CAS / MDL: 7235-40-7 20347-71-1
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FOOD CHEMISTRY · 2021 · IF 7.514

Enhanced physicochemical stabilities of cyanidin-3-O-glucoside via combination with silk fibroin peptide

Yanwei Li,Liang Yao,Liwei Zhang,Yeshun Zhang,Tao Zheng,Lei Liu,Lei Zhang

Applications of cyanidin-3-O-glucoside (C3G) are limited due to the poor stabilities. In this work, we proposed using silk fibroin peptide (SFP) to bind with C3G and form nanocomposites (134.73 ± 4.51 nm) for stabilization. When interacted with C3G, the fluorescence of SFP contributed by tyrosine and phenylalanine amino acids was quenched, which was proved a static quenching with the β-sheet structure of SFP unchanged. With the further exploration of the physicochemical stabilities of C3G in the nanocomposites, we demonstrated that the tolerance of C3G to the alkaline environment and the retention ratio of C3G in various concentrations of metallic ion Cu 2+ were significantly improved. In addition, the heat resistance of C3G in SFP at 80 °C was also enhanced with up to an increase of 2.5 times for the average half-life of C3G. Our results shed light on SFP could enhance physicochemical stabilities of C3G with maintaining its antioxidant activity.

CAS / MDL: 10125-13-0 1898-66-4
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2020 · IF 2.369

Liquid–Liquid Equilibrium for 2-Methyl-2-butanol + Water + o-Xylene at Different Temperatures

Xuemei Zhang,Xiaojie Yang,Jie Jian,Chungui Jian,Jie He,Hongwei Wang,Wangxin Kong,Guangjin Shangguan,Meifang Xia

Liquid–liquid equilibrium (LLE) data of the ternary system 2-methyl-2-butanol + water + o-xylene were determined at 303.2, 313.2, and 323.2 K under 101.3 kPa. The extraction capacity of o-xylene is expressed by selectivity, which is more than 118 and decreases with the increase of temperature. The quality of the experimental LLE data is verified by calculation of the overall mass balance and alignment between the conjugated phases and overall compositions. The experimental LLE data were regressed by the NRTL and UNIQUAC models, and the binary interaction parameters were obtained. And the root-mean-square deviations (RMSDs) are less than 1.02%.

CAS / MDL: 64-17-5
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JOURNAL OF DISPERSION SCIENCE AND TECHNOLOGY · 2018 · IF 1.454

Incomplete phase inversion W/O/W emulsion and formation mechanism from an interfacial perspective

Xinyue Wang,Xinyue Lu,Lili Wen,Zongning Yin

Water-in-oil-in-water (W/O/W) double emulsion can be prepared by incomplete phase inversion method using both medium chain triglycerides (MCT) and isopropyl myristate (IPM) as oil phase, Span 85-Tween 80 (HLB values of 2.5-3.0) as mixed emulsifiers. The preparation method was simple, and the final double emulsions were proved of good microstructure and particle size distribution. Owning to the addition of Tween 80 to Span 85, interfacial tension, interfacial viscosity and modulus decreased, which contributed to the phase inversion. Furthermore, formation of reverse micelles under high-speed dispersion may be a hypothesis to explain the incomplete phase inversion phenomenon.

CAS / MDL: 110-27-0
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JOURNAL OF MOLECULAR LIQUIDS · 2020 · IF 5.065

The effect of solvents on solid-liquid phase equilibrium of 1,3-Di-o-tolylguanidine

Ye Gao,Teng Zhang,Changyou Yu,Peiyi Li,Ningning Tian,Songgu Wu

The crystal structure of 1,3-Di-o-tolylguanidine (DOTG) were investigated, as well as the thermodynamic properties about the solid-liquid phase equilibrium. The intermolecular interactions examined by Hirshfeld surface analysis demonstrate that the N-H···N and C-H···C interactions are dominant in the solid-state structure of DOTG. The solubility of DOTG in thirteen pure solvents (ethanol, 1-propanol, 2-propanol, 1-butanol, isobutanol , 2-butanol, 1-pentanol, propyl acetate , isopropyl acetate, acetone, butanone , acetonitrile , 1,4-dioxane) was measured by a gravimetric method from 283.15 K to 323.15 K at atmospheric pressure. According to the experimental results, the solubility of DOTG in all solvents increase with the increase of temperature. The determined solubility data were correlated using the Apelblat equation, λh equation, van't Hoff equation and the NRTL model. Additionally, the effects of solvent properties on the solubility of DOTG were discussed in terms of solvent polarity, hydrogen bond and cohesive energy density . Furthermore, the mixing thermodynamic properties of DOTG were studied in selected solvents based on the NRTL model, showing that the process of DOTG dissolving is spontaneous and entropy-driving.

CAS / MDL: 97-39-2
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CARBOHYDRATE POLYMERS · 2020 · IF 7.182

O-Carboxymethyl chitosan-based pH-responsive amphiphilic chitosan derivatives: Characterization, aggregation behavior, and application

Qun Liu,Yan Li,Xiaodeng Yang,Shu Xing,Congde Qiao,Shoujuan Wang,Chunlin Xu,Tianduo Li

Chitosan has attracted much attention in drug delivery, however, carboxymethyl chitosan (CMC)-based self-aggregated nanocarriers are seldom reported. In this paper, two kinds of CMC-based pH-responsive amphiphilic chitosan derivatives, N -2-hydroxylpropyl-3-butyl ether- O -carboxymethyl chitosan (HBCC) and N -2-hydroxylpropyl-3-(2-ethylhexyl glycidyl ether)- O -carboxymethyl chitosan (H2ECC), have been synthesized by the homogeneous reaction. The molecular structures were characterized by FTIR, 1 H NMR and 13 C NMR. The optimum reaction condition was obtained based on the data of 1 H NMR spectrum: reaction time of 4 h, reaction temperature of 80 °C and n e p o x y n - N H 2 of 3/1, respectively. The XRD patterns showed the crystallinity of HBCC and H2ECC decreased due to the introduction of hydrophobic segments. The thermostability of HBCC and H2ECC was improved for the formation of heat-resistant stereo-complexed structures. The intermolecular hydrophobic interaction hindered the intermolecular mobility by increasing glass transition temperature of ca. 10 °C. Both HBCC and H2ECC have very low critical aggregation concentrations (HBCC: 0.66–1.56 g/L, H2ECC: 0.57–1.07 g/L) and moderate aggregate particle size, which is advantageous for utilization as a drug carrier. The curcumin loaded HBCC and H2ECC aggregates showed nontoxicity, meanwhile, HBCC and H2ECC showed good antibacterial activity against Staphylococcus aureus and Escherichia coli . As a result of these two favorable properties, HBCC and H2ECC could be used as curcumin nanocarriers as well as antibacterial agents.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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Environmental Technology & Innovation · 2020 · IF 3.356

Recovery of o-toluidine and p-toluidine from wastewater by silicon rubber membrane extraction

Chao Zhu,Zarak Mahmood,Abdul Saboor Arshad,Jia Liu,Hongrui Ma

Wastewater treatment has become a major global issue due of undegradable pollutants. As toxic water pollutants , namely o-toluidine and p-toluidine are difficult to treat, this study uses the silicon rubber technology to treat them. A pair of modules having single tabular nonporous silicon rubber tube and HCl stripping solution were set up to extract o-toluidine and p-toluidine from high-saline wastewater. Reaction quotient ( Q C ) was calculated after every 12 h intervals to evaluate the equilibrium reaction. The effect of concentration, pH, temperature, ionic strength, and flow rate on the permeability (P) and removal efficiency ( η ) were investigated to illustrate the process parameters and mechanisms of recovery of both elements from wastewater. The results showed that the recovery efficiency was more than 96% with concentration of 2–10g/L. When pH of the extraction solution was 2 or less, the pollutant permeability efficiency was nearly 95%. Moreover, when the salting strength was over 10%, the recovery efficiency increased quickly to some extent. Permeability, which mainly influenced by membrane resistance and desorption rate, initially increased and then decreased when the water flow increased from 2 and 20 mL/min. Aging of silicon rubber tube was also studied with respect to salinity , temperature, and acidity. Acidity and temperature was found to have a significant effect on the tube, permeability increased with an increase in aging, and aging had a minor effect on the elastic properties of the silicon rubber tube. Absorption and diffusion of water in silicon rubber tubes decreased when salinity increased more than 10%, which increased separation of p-toluidine and water. Due to this, there is no need of desalination before membrane extraction in treatment of p-toluidine wastewater with high saline. Thus, this study demonstrates that membrane extraction is a highly energy-efficient process for the effective recovery of o-toluidine and p-toluidine from wastewater with high salinity.

CAS / MDL: 95-53-4 106-49-0
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