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MOLECULES · 2020 ·Vol. 25 ·期 4 ·858 · IF 3.267

Characterization of a Flavonoid 3’/5’/7-O-Methyltransferase from Citrus reticulata and Evaluation of the In Vitro Cytotoxicity of Its Methylated Products

Xiaojuan Liu,Yue Wang,Yezhi Chen,Shuting Xu,Qin Gong,Chenning Zhao,Jinping Cao,Chongde Sun

O-methylation of flavonoids is an important modification reaction that occurs in plants.O-methylation contributes to the structural diversity of flavonoids, which have several biological and pharmacological functions. In this study, anO-methyltransferase gene (CrOMT2) was isolated from the fruit peel ofCitrus reticulata, which encoding a multifunctionalO-methyltransferase and could effectively catalyze the methylation of 3’-, 5’-, and 7-OH of flavonoids with vicinal hydroxyl substitutions. Substrate preference assays indicated that this recombinant enzyme favored polymethoxylated flavones (PMF)-type substrates in vitro, thereby providing biochemical evidence for the potential role of the enzyme in plants. Additionally, the cytotoxicity of the methylated products from the enzymatic catalytic reaction was evaluated in vitro using human gastric cell lines SGC-7901 and BGC-823. The results showed that the in vitro cytotoxicity of the flavonoids with the unsaturated C2-C3 bond was increased after being methylated at position 3’. These combined results provide biochemical insight regarding CrOMT2 in vitro and indicate the in vitro cytotoxicity of the products methylated by its catalytic reaction.Keywords:citrus;flavonoids;O-methyltransferase;bioactivity;cytotoxicity

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF CHEMICAL THERMODYNAMICS · 2020 · IF 2.888

Determination and correlation of ternary isobaric vapour-liquid equilibrium data of (dimethyl succinate + dimethyl glutarate + dimethyl adipate) at 2, 5 and 8 kPa

Chunli Zhi,Yang Tang,Jinru Wan,Xingming Liu,Honglin Chen,Xunqiu Wang

Isobaric vapour-liquid equilibrium data of {dimethyl succinate (DMS) + dimethyl glutarate (DMG) + dimethyl adipate (DMA)} ternary system was measured at 2 kPa, 5 kPa and 8 kPa with a dynamic recirculating apparatus and the temperature ranged from 364.46 to 403.55 K. The experimental data was correlated with NRTL, Wilson and Uniquac models. The results showed that the maximum value of the root mean square deviation of the vapour phase mole fraction of the ternary system correlated by the three models is 0.0083, 0.0076 and 0.0084, respectively. The vapour-liquid equilibrium data of the ternary system was predicted by the interaction parameters of NRTL, Wilson and the Uniquac models in the literature. The results showed that the maximum value of the root mean square deviation of the vapour phase mole fraction of the ternary system predicted by the three models is 0.0547, 0.0471, and 0.0498, respectively. The deviation between the experimental value and the regression value or the predicted value was small, and both met the needs of design calculation of the engineering separation. The results obtained from the regression of experimental values are significantly better.

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JOURNAL OF MOLECULAR LIQUIDS · 2019 · IF 4.561

Lithium isotope separation using 4′-acetylbenzo-15-crown-5 and 1-butyl-3-methylimidazolium bis[(trifluoromethyl) sulfonyl] imide in the synergistic extraction system

Wenbo Zhu,Yongzhong Jia,Jinhe Sun,Pengrui Zhang,Fei Shao,Yan Jing

A novel synergistic extraction system was studied for the separation of lithium isotopes using lithium salts solution as aqueous phase and dichloromethane containing 4′-acetylbenzo-15-crown-5 and [BMIm][NTf 2 ] as organic phase with solvent extraction method . The key factors such as anions of lithium salts, concentrations of LiNTf 2 , initial pH values of aqueous phase, solvents, volume ratio of dichloromethane and [BMIm][NTf 2 ] were investigated in this study. Results showed that the maximum extraction rate of lithium was 68.36% and the maximum single stage separation factor of 6 Li and 7 Li was 1.056 ± 0.002. The formed complex in organic phase was studied by the slope analysis method, which indicated that the complex was composed of Li-ion and 4′-actylbenzo-15-crown-5 by 1:1. The thermodynamic parameters of the 6 Li and 7 Li exchange reaction were calculated by data obtained on temperature during experiments, which explained that the exchange behavior of 6 Li and 7 Li in this system was a spontaneous exothermic reaction . In addition, this system was able to efficiently separate lithium isotopes at lower temperature.

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HETEROCYCLIC COMMUNICATIONS · 2022 ·Vol. 28 ·期 1 ·84-94 · IF 2

Syntheses, crystal structure, thermal behavior, and anti-tumor activity of three ternary metal complexes with 2-chloro-5-nitrobenzoic acid and heterocyclic compounds

Zhongyu Zhang,Meng Chen,Mingqiong Tong,Wan Sun,Pingxuan Dong,Xinfeng Song,Xiaoyue Wang

Three complexes, namely complex ( 1 ), complex ( 2 ), and complex ( 3 ), were synthesized and characterized by X-ray diffraction, thermogravimetric study, and elemental study. Complex ( 1 ) comprises discrete binuclear clusters, where two oxygen atoms of 2-chloro-5-nitrobenzoic acid bridge the two copper atoms. Complex ( 2 ) is a six-coordination structure consisting of four nitrogen atoms and two oxygen atoms in 2-chloro-5-nitrobenzoic acid and 1,10-phenanthroline to furnish a twisted octahedron. Complex ( 3 ) is a six-coordination structure consisting of four oxygen atoms and two nitrogen atoms from the 2-chloro-5-nitrobenzoic acid, methanol, and 2,2′-dipyridyl to furnish a distorted octahedral geometry. Metal complexes’ anti-tumor activity was also investigated by the MTT assay. Of the complexes tested, complex ( 1 ) could induce apoptosis in these A549 lung cancer and Caco-2 colon adenocarcinoma cells and complex ( 2 ) could induce apoptosis in Caco-2 colon adenocarcinoma cells. CCDC for complex ( 1 ) was 1543354, CCDC for complex ( 2 ) was 1546991, and CCDC for complex ( 3 ) was 1543417.

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EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY · 2019 · IF 4.833

Design, synthesis and evaluation of novel diaryl-1,5-diazoles derivatives bearing morpholine as potent dual COX-2/5-LOX inhibitors and antitumor agents

Zhang Li,Zhong-Chang Wang,Xin Li,Muhammad Abbas,Song-Yu Wu,Shen-Zhen Ren,Qi-Xing Liu,Yi Liu,Peng-Wen Chen,Yong-Tao Duan,Peng-Cheng Lv,Hai-Liang Zhu

In this paper, 41 hybrid compounds containing diaryl-1,5-diazole and morpholine structures acting as dual COX-2/5-LOX inhibitors have been designed, synthesized and biologically evaluated. Most of them showed potent antiproliferative activities and COX-2/5-LOX inhibitory in vitro. Among them, compound A33 displayed the most potency against cancer cell lines (IC 50  = 6.43–10.97  μ M for F10, HeLa, A549 and MCF-7 cells), lower toxicity to non-cancer cells than celecoxib ( A33 : IC 50  = 194.01  μ M vs. celecoxib : IC 50  = 97.87  μ M for 293T cells), and excellent inhibitory activities on COX-2 (IC 50  = 0.17  μ M) and 5-LOX (IC 50  = 0.68  μ M). Meanwhile, the molecular modeling study was performed to position compound A33 into COX-2 and 5-LOX active sites to determine the probable binding models. Mechanistic studies demonstrated that compound A33 could block cell cycle in G2 phase and subsequently induced apoptosis of F10 cells. Furthermore, compound A33 could significantly inhibit tumor growth in F10-xenograft mouse model, and pharmacokinetic study of compound A33 indicated that it showed better stability in vivo . In general, compound A33 could be a promising candidate for cancer therapy.

✓ 已验证 DOI PubMed 高影响因子
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SEPARATION AND PURIFICATION TECHNOLOGY · 2023 · IF 8.6

Layer-by-layer assembled magnetic molecularly imprinted nanoparticles for highly specific separation of adenosine 5′-monophosphate: Relations between adsorption properties and imprinted layers

Wenqing Wang,Hao Li,Meiyao Li,Huiling Lu,Jianming Pan

Molecularly imprinted polymers (MIPs) are an effective method to accurately recognize and isolate targets. Adenosine 5′-monophosphate (AMPs) are typical nucleoside compounds widely used as intermediates and raw materials in the pharmaceutical field with high medicinal potential. In this work, molecularly imprinted adsorbents with fast magnetic response recovery were obtained for the selective separation of AMP by covering MIPs with AcrU and AM as functional monomers and AMP as a template molecule on the surfaces of Fe 3 O 4 NPs, and then by layer-by-layer (LBL) assembling of the MIPs realized through glutaraldehyde (GA) mediation. Static adsorption experiments have been utilized to explore the adsorption effects of different numbers of imprinted layers. The experimental results showed that the Fe 3 O 4 @MIPs-LBL2 covered with two layers of MIPs had the best imprinting effect (IF = 2.50), and the adsorption of AMP by Fe 3 O 4 @MIPs-LBL2 was dominated by chemisorption, with the saturation adsorption capacity reaching 105.72 μmol g −1 , it could adsorb and separate AMP efficiently from the actual sample (human urine). The magnetic responsiveness solves the problem of difficult recovery and high recovery loss of nano-imprinted adsorbents. Notably, this work not only proposes a magnetic imprinted adsorbent for selective separation of AMP, but also explores the structure-effect relationship between the number of layers of MIPs and adsorption performance, which provides a new inspiration for improving the performance of molecular imprinting techniques.

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INTERNATIONAL JOURNAL OF PHARMACEUTICS · 2023 · IF 5.8

Mesoporous silica-based nanocarriers with dual response to pH and ROS for enhanced anti-inflammation therapy of 5-Demethylnobiletin against psoriasis-like lesions

Yimin Wang,Yanan Zhang,Zhihui Yang,Lei Zhang,Xiangping Chen,Guliang Yang,Jianfeng Zhan,Shiming Li,Feng He,Guanwei Fan

Psoriasis is an inflammatory skin disease accompanied with chronic papulosquamous lesions and multiple comorbidities that considerably affect patients’ quality of life. In order to develop an enhanced therapeutic strategy for psoriasis, 5-demethylnobiletin (5-DN), a kind of polymethoxyflavones (PMFs) with high anti-inflammatory activity, was delivered in vitro and in vivo by the nanocarrier of mesoporous silica nanoparticles (MSNs) both in the human keratinocytes HaCaT cell line and the mouse model with psoriasis-like lesions. The drug-loaded nanocarrier system (MSNs@5-DN) significantly improved the biocompatibility and bioavailability of 5-DN. Investigations at cell biological, histopathological, and molecular levels revealed the pharmacological mechanism of the drug delivery system, including the inhibition of inflammatory responses by downregulating the proinflammatory cytokine levels of tumor necrosis factor α (TNF-α) and interleukin-6 (IL-6). The upregulation of anti‑inflammatory cytokine of transforming growth factor-β1 (TGF-β1) and microRNA-17-5p, a critical regulator of the PTEN/AKT pathway, was also observed. The psoriasis-like lesions were markedly ameliorated in the mouse models treated with MSNs@5-DN. The designed drug-loading system shows an enhanced therapeutic outcome for psoriasis-like lesion compared with free 5-DN. This study revealed the synergistic effect of functionalized MSNs loaded with PMFs on the clinical treatment of human psoriasis.

✓ 已验证 DOI PubMed 高影响因子
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FUEL PROCESSING TECHNOLOGY · 2023 · IF 7.5

Aldol condensation of biomass-derived aldehydes and ketones followed by hydrogenation over Ni/HZSM-5 to produce aviation fuel: Role of acid sites

Shanshan Shao,Xiankun Xia,Xiaohua Li,Huiyan Zhang,Rui Xiao

As the aviation sector grows and fossil fuels are utilized, the environment and economy depend on biomass-based aviation fuel . This study investigated acid sites in aldol condensation to produce aviation fuel from biomass-derived aldehydes and ketones over the bifunctional catalyst Ni/HZSM-5. Due to its excellent 10-member ring channels structure, HZSM-5 yielded 63.81% of the targeted condensates as aviation fuel precursor. At 200 °C for 9 h, aldehydes and ketones were converted to 90.32% and 69.53% of the required condensates. Sodium ion-exchange HZSM-5 with different Brönsted acid site quantities was tested for condensation . Brönsted acid sites were the active center for aldol condensation of aldehydes and ketones, increasing product yield. In γ-Al 2 O 3 , the overall amount of Brönsted acid and Lewis acid was equivalent to that of HZSM-5, the amount of Lewis acid was much more. The yield of the targeted condensates over γ-Al 2 O 3 was only 46.11%, much lower than that of HZSM-5 (69.53%). Thus, Brönsted acid sites were better than Lewis acid sites for aldol condensation of aldehydes and ketones. The balance of active sites for aldol condensation and hydrogenation increased the intended alkane yield to 62.91% with 20 wt% Ni loading. This study involves improving biomass-based aviation fuel generation.

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FUEL · 2023 · IF 7.4

Probing synergistic effect of active Cu0 species and surface acidity of chainlike ZSM-5 supported copper catalysts in methanol dehydrogenation to methyl formate

Yuting Jin,Yanhong Quan,Yan Li,Jinxian Zhao,Jun Ren

A series of chainlike ZSM-5 supported Cu catalysts with the addition of citric acid (CA) was conveniently prepared using a complexation-impregnation method and employed in the methanol dehydrogenation to methyl formate (MF). The catalytic performance of Cu x /CZ5 first increased and then decreased with increasing CA/Cu ratio, reached 35.0% methanol conversion and 88.3% MF selectivity for Cu1.8/CZ5, significantly higher than that of Cu/CZ5. The superior catalytic performance might be principally explained by the higher Cu 0 concentration combined with abundant Brønsted acid sites, which are responsible for methanol conversion and MF selectivity, respectively. This work provides new insights into the synergy between Cu 0 species and surface acidity of Cu x /CZ5 catalysts for methanol dehydrogenation and offers a feasible and effective strategy for enhancement of the catalytic performance of copper-based catalysts.

CAS / MDL: 10031-43-3
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TALANTA · 2023 · IF 6.1

An electrochemical biosensor for detection of T4 polynucleotide kinase activity based on host-guest recognition between phosphate pillar[5]arene and methylene blue

Dan Luo,Zaiqiong Liu,Aiwen Su,Yanli Zhang,Hongbin Wang,Lijuan Yang,Wenrong Yang,Pengfei Pang

T4 polynucleotide kinase (T4 PNK) is an important DNA repair-related enzyme that plays a crucial role in DNA recombination, replication and damage repair. Herein, an electrochemical biosensor was developed for detection of T4 PNK activity and inhibitor screening based on supramolecular host–guest recognition between phosphate pillar (Dumitrache and McKinnon, 2017) [5] arene (PP5) and methylene blue (MB). The water-soluble PP5 employed as the host for complexation of MB guest molecules. The substrate DNA with 5′-hydroxyl group was first self-assembled on the gold electrode surface through the chemical adsorption of the thiol group , which was phosphorylated in the presence of T4 PNK and adenosine triphosphate (ATP). TiO 2 served as a bridge to link phosphorylated DNA and PP5 via the robust phosphate-Ti 4+ -phosphate chemistry . The immobilized PP5 captured the MB on electrode surface via the supramolecular host–guest recognition interaction, resulting in an enhanced electrochemical response signal. The electrochemical signal is proportional to the T4 PNK concentration in the range of 2 × 10 −4 to 5 U mL −1 with a detection limit of 1 × 10 −4 U mL −1 . It was also successfully used for PNK inhibitor screening and PNK activity assay in HeLa cell lysates sample. The proposed strategy provides a novel sensing platform for kinase activity assay and inhibitor screening, holding a great potential in clinical diagnostics, inhibitor screening, and nucleotide kinase-target drug discovery.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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ChemistrySelect · 2023 ·Vol. 8 ·期 23 ·e202300862 · IF 2.1

Efficient and Selective Hydrogenolysis of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran by a Bimetallic Copper-Palladium Catalyst on a Carbon-Doped Boron Nitride Support

Xiaoyan Chen,Jingjing Wang,Zhao Du,Huayi Cai,Yang Huang,Guifeng Chen,Chengchun Tang,Yi Fang

Graphical The article reports the CuPd/BCN bimetallic catalysts were prepared for the selective hydrogenation reaction of HMF. The 10Cu3Pd/BCN catalyst exhibited extremely strong catalytic activity and favorable recoverability under the combined action of Cu−Pd alloy and support. In the present world, 2,5-dimethylfuran (DMF), as a renewable liquid fuel, is valuable for maintaining ecological stability. Therefore, it is quite necessary to enhance the selectivity of DMF during the hydrodeoxygenation (HDO) of 5-hydroxymethylfurfural (HMF) to DMF. In this paper, a copper-palladium bimetal supported on carbon-doped boron nitride (BCN) catalyst was prepared as a class of catalyst for HDO. Notably, under the combined action of Cu−Pd alloy and support, the catalyst of 10Cu3Pd/BCN showed remarkable activity with high selectivity (99.2 %) for DMF. In addition, the packing and dispersion of the alloy particles by the carrier improved the cycling performance of the catalyst. Therefore, the selection of 10Cu3Pd/BCN as a catalyst for HDO has excellent application prospects.

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MICROCHEMICAL JOURNAL · 2023 · IF 4.8

A phenyl-functionalized nitrogen-rich magnetic hyper crosslinked polymer for magnetic solid-phase extraction of 5-nitroimidazoles residues in water and fish samples

Juntao Wang,Jiajia Liu,Weihua Liu,Ziwang Liu,Qiuhua Wu,Zhi Wang,Hongyuan Yan

A novel magnetic hyper crosslinked polymer (BTA-MHCP) was prepared by one-pot reaction of benzotriazole, 1,3,5-triphenylbenzene and phenyl-functionalized Fe 3 O 4 @SiO 2 . The BTA-MHCP was then investigated as the adsorbent for the rapid magnetic solid-phase extraction (MSPE) of the 5-nitroimidazoles (5-NDZs) including dimetridazole, metronidazole, secnidazole, ronidazole and ornidazole. The adsorbent showed good adsorption properties for the 5-NDZs. The key factors that affect the MSPE such as extraction time, the amount of sorbent, and the type of eluent and its volume were optimized. Under the optimal conditions, the linear response ranges for the established method were 0.15–100.0 ng mL −1 and 3.9–100.0 ng g −1 for drinking water and fish samples, respectively, with the coefficients of determination ( r 2 ) of 0.9981 to 0.9998. The limits of detection (S/N = 3) for the analytes were 0.02–0.05 ng mL −1 and 0.7–1.3 ng g −1 , and the method recoveries ranged from 92.0% to 101.0% and from 89.9% to 104.0% for drinking water and fish samples, respectively.

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