ACS Sustainable Chemistry & Engineering
·
2020
·
IF 7.632
Fusheng Liu,Ran Ping,Yongqiang Gu,Penghui Zhao,Bin Liu,Jun Gao,Mengshuai Liu
CO2 capture and utilization (CCU) have aroused much attention. In this paper, several novel triazolium-based ionic liquids (ILs) were developed for highly efficient transformation of CO2 into quinazoline-2,4(1H,3H)-diones. The catalytic behaviors such as the effects of IL structures and reaction parameters, catalyst recyclability, and scope of substrates were studied in detail. As compared to the reported homogeneous and heterogeneous catalysts, the [HTMG][Triz] with a tetramethylguanidine cation and a triazole anion exhibited an exceptional activity at 50 °C and 1 atm CO2 without any organic solvents. On the basis of the CCU strategy, we first studied the equimolar CO2 capture by the [HTMG][Triz] and one pot conversion of activated CO2 into various quinazoline-2,4(1H,3H)-diones, and good to excellent product yields were obtained. In addition, the catalytic performance for synthesis of quinazoline-2,4(1H,3H)-dione under low concentration of CO2 using a simulated flue gas was studied. The developed triazolium-based ILs could realize simultaneous activation of CO2 and the substrates under ambient conditions, which also have been demonstrated to support the reaction mechanism well. The integrative protocol here shows great significance in the practical synthesis of quinazoline-2,4(1H,3H)-dione and their derivatives from captured CO2 waste under mild conditions.
研究领域:
化学工程
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环境科学
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有机合成
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产品关联
DOI
高影响因子
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE
·
2023
·Vol. 103
·期 6
·2824-2837
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IF 4.1
Yiting Wen,Yujia Zhang,Xiaoli Zhang,Linjun Wang,Qiuxia Pan,Qiuhan Bai,Du Zhu,Weiming Chai
BACKGROUND Tyrosinase is the key enzyme involved in enzymatic browning of plant-derived foods. Inhibition of tyrosinase activity contributes to the control of food browning. Due to safety regulations or other issues, most identified tyrosinase inhibitors are not suitable for practical use. Therefore, it is necessary to search for novel tyrosinase inhibitors. In this study, the anti-tyrosinase activity and mechanism of albendazole and 2-(2-aminophenyl)-1 H -benzimidazole (2-2-A-1HB) were investigated through ultraviolet–visible absorption spectroscopy, fluorescence spectra, molecular docking, and molecular dynamic (MD) simulation. The anti-browning effect of albendazole on fresh-cut apples was then elucidated. RESULTS Albendazole and 2-2-A-1HB were both efficient tyrosinase inhibitors with IC 50 of 51 ± 1.5 and 128 ± 1.3 μmol L −1 , respectively. Albendazole suppressed tyrosinase non-competitively and formed tyrosinase–albendazole complex statically. Hydrogen bond and hydrophobic interaction were major driving forces in stabilizing the tyrosinase–albendazole complex. While 2-2-A-1HB inhibited the enzyme competitively and quenched its intrinsic fluorescence through a static mechanism, it generated strong binding affinity with tyrosinase through hydrophobic interaction. MD simulations further validated that albendazole/2-2-A-1HB could form stable complexes with tyrosinase and loosened its basic framework structure, leading to a change in secondary structure and conformation. In addition, albendazole could delay the browning of fresh-cut apples by inhibiting the activity of polyphenol oxidase, peroxidase and phenylalanine ammonia-lyase, and reducing the oxidation of phenolic compounds. CONCLUSION This research might provide a deep view of tyrosinase inhibition by benzimidazole derivatives and a theoretical basis for developing albendazole as a potential fresh-keeping agent. © 2023 Society of Chemical Industry.
研究领域:
食品科学
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生物化学
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分子生物学
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DOI
PubMed
高影响因子
CHEMICO-BIOLOGICAL INTERACTIONS
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2014
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IF 2.982
Zhaoguang Lu,Junsong Wang,Minghui Li,Qingwang Liu,Dandan Wei,Minghua Yang,Lingyi Kong
A goldfish ( Carassius auratus ) model of Parkinson’s disease (PD) was constructed by a single dose of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) according to previously reported methods. Global metabolite changes in brain of the MPTP induced goldfish model of PD were investigated. 1 H NMR-based metabolomics combined with various statistical methods such as orthogonal partial least squares discriminant analysis (OPLS-DA) and two-dimensional statistical total correlation spectroscopy (2D-STOCSY) found significant increase of leucine, isoleucine, valine, alanine, alanylalanine, creatinine, myo -inositol, 18:2 fatty acid, total fatty acids, arachic alcohol, taurine and significant decrease of N-acetylaspartate, (phospho)creatine, (phospho)choline, betaine, glutamine, 3-hexenedioate, acetamide, malonate, isocitrate, scyllo -inositol, phosphatidylcholines, cholesterols, n-3 fatty acids, polyunsaturated fatty acids (PUFAs) in brain of MPTP induced PD goldfish. These disturbed metabolite levels were involved in oxidative stress , energy failure, neuronal cell injury and death, consistent with those observed in clinical PD patients, and rodents and primates model of PD, indicating that the acute MPTP model of goldfish was an ideal and valuable model for PD research. In addition, several unusual metabolites in brain were significantly changed between MPTP induced PD and control goldfish, which might also play an important role in the pathogenesis of PD. This study also demonstrated the applicability and potential of 1 H NMR-based metabolomics approach for evaluation of animal models of disease induced by chemicals, such as MPTP-induced PD goldfish.
研究领域:
神经科学
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代谢组学
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毒理学
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DOI
PubMed
高影响因子
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
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2023
·
IF 6.7
Yong-Jun Huang,Xiao-Lin Zhong,Yi-Peng Zang,Ming-Han Yang,Jing Lin,Wei-Min Chen
The natural prenylated chalcone isobavachalcone ( IBC ) shows good antibacterial activity against Gram-positive bacteria but is ineffective against Gram-negative bacteria, most likely due to the outer membrane barrier of Gram-negative bacteria. The Trojan horse strategy has been shown to be an effective strategy to overcome the reduction in the permeability of the outer membrane of Gram-negative bacteria. In this study, eight different 3-hydroxy-pyridin-4(1 H )-one-isobavachalcone conjugates were designed and synthesized based on the siderophore Trojan horse strategy. The conjugates exhibited 8- to 32-fold lower minimum inhibitory concentrations (MICs) and 32- to 177-fold lower half-inhibitory concentrations (IC 50 s) against Pseudomonas aeruginosa PAO1 as well as clinical multidrug-resistant (MDR) strains compared to the parent IBC under iron limitation. Further studies showed that the antibacterial activity of the conjugates was regulated by the bacterial iron uptake pathway under different iron concentration conditions . Studies on the antibacterial mechanism of conjugate 1b showed that it exerts antibacterial activity by disrupting cytoplasmic membrane integrity and inhibiting cell metabolism. Finally, conjugate 1b showed a lower cytotoxic effects on Vero cells than IBC and a positive therapeutic effect in the treatment of bacterial infections caused by Gram-negative bacteria PAO1. Overall, this work demonstrates that IBC can be delivered to Gram-negative bacteria when combined with 3-hydroxy-pyridin-4(1H)-ones as siderophores and provides a scientific basis for the development of effective antibacterial agents against Gram-negative bacteria.
研究领域:
微生物学
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药物化学
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感染病学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF MEDICINAL CHEMISTRY
·
2023
·
IF 7.3
Bei Zhang,Yi-Yi Yang,Zheng-Jiong Zhao,Run-Duo Liu,Ling-Ling Feng,Mei-Yan Jiang,Yijun Yuan,Shuheng Huang,Zhe Li,Quan Wang,Hai-Bin Luo,Yinuo Wu
Phosphodiesterase 1 (PDE1) is a subfamily of PDE super enzyme families that can hydrolyze cyclic adenosine monophosphate and cyclic guanosine monophosphate simultaneously. Currently, the number of PDE1 inhibitors is relatively few, significantly limiting their application. Herein, a novel series of quinolin-2(1H)-ones were designed rationally, leading to compound 10c with an IC50 of 15 nM against PDE1C, high selectivity across other PDEs, and remarkable safety properties. Furthermore, we used the lead compound 10c as a chemical tool to explore whether PDE1 could work as a novel potential target for the treatment of inflammatory bowel disease (IBD), a disease which is a chronic, relapsing disorder of the gastrointestinal tract inflammation lacking effective treatment. Our results showed that administration of 10c exerted significant anti-IBD effects in the dextran sodium sulfate-induced mice model and alleviated the inflammatory response, indicating that PDE1 could work as a potent target for IBD.
研究领域:
药理学
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药物化学
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炎症性疾病
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DOI
PubMed
高影响因子
MOLECULES
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2023
·Vol. 28
·期 24
·8061
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IF 4.6
Jiaying Lv,Ruimao Hua
A two-step, one-pot synthesis of 3-substituted 1H-dibenzo[e,g]indazoles in good to high yields via a LiOtBu-promoted intramolecular 1,3-dipolar cyclization of 2′-alkynyl-biaryl-2-aldehydeN-tosylhydrazones was developed. TheN-Ts-hydrazones used were prepared in situ via the reactions of 2′-alkynyl-biaryl-2-aldehydes and TsNHNH2(p-methylbenzenesulfonohydrazide). Two types of signals related to the hydrogen bonds, forming in several products, were observed in the1H NMR spectra recorded in DMSO-d6, assigned to N-H bonds in their dimeric species of product and tautomer.Keywords:N-tosylhydrazones;1H-dibenzo[e,g]indazoles;intramolecular cycloaddition;lithiumtert-butoxide;hydrogen bonds
研究领域:
有机化学
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药物化学
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产品关联
DOI
PubMed
高影响因子
Green Processing and Synthesis
·
2019
·Vol. 8
·期 1
·568-576
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IF 1.128
Yingna Cui,Changping Li,Ming Bao
Deep eutectic solvents (DESs) are successfully used as powerful and recyclable catalysts and solvents for the synthesis of 3,4-dihydropyrimidin-2(1 H )-ones/thiones (DHPMs). The acidity of DESs is the main factor that determines catalytic activity. DESs, based on p -toluene sulfonic acid (PTSA) and choline chloride (ChCl), exhibits the highest catalytic activity. ChCl/2PTSA is suitable for a vast variety of aromatic aldehydes with electron-donating and electron-withdrawing groups, different β-diketonates, and urea or thiourea to obtain the corresponding DHPMs. Furthermore, DESs can be recycled easily after synthesis. The reused DESs achieve catalytic efficiency six times without significant changes. This study will provide a new green catalyst and efficient process for the synthesis of DHPMs.
研究领域:
有机化学
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绿色化学
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DOI
高影响因子
ANALYTICAL LETTERS
·
2011
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IF 0.92
Chuanping Wei,Huiqing Zhou,Changbao Chen,Zongchen Li,Jie Zhou
A surface plasmon resonance (SPR)-based detection methodology, which allows the identification and quantification of the plant hormone, 1H-indole-3-acetic acid (IAA) in Peach, Rosa flower, and Crape myrtle bud is described. To achieve high selectivity, a molecularly imprinted monolayer (MIM) was prepared from alkanethiols self-assembled on an SPR sensor chip with preadsorbed template (IAA). The association constant of the MIM to IAA was calculated to be 2.8 × 1011 M−1 by analysis of the SPR wavenumber changes induced by different concentrations of IAA. A good calibration curve was obtained in a low concentration range of IAA. Moreover, the MIM revealed impressive selectivity with the selectivity factors of 1.0, 0.12, and 0.20 for IAA and other related analogues. Compared to the MIM sensor chip, the affinity of the self-assembled monolayer (SAM) control sensor chip for IAA was significantly low. The single SPR sensor decorated with the MIM was used to determine IAA concentrations in peach, Rosa flower, and Crape myrtle bud, and satisfactory results were obtained. Based on a signal to noise ratio of 3, the detection limits were 0.23 pM for Crape myrtle, 0.20 pM for Peach, and 0.32 pM for Rosa. The method showed good recoveries and precision, 95.7% (RSD 0.54%) for Peach, 98.1% (RSD 3.4%) for Rosa, and 98.1% (RSD 2.5%) for Crape myrtle, spiked with 0.4171 µg, respectively. These results indicate that a combination of SPR sensing and the MIM provides a simple, promising alternative method for determining endogenous IAA in plant tissue in a real-time manner.
研究领域:
植物学
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分析化学
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产品关联
DOI
高影响因子
JOURNAL OF STRUCTURAL CHEMISTRY
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2022
·Vol. 63
·期 10
·1610-1615
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IF 1.004
Wang G. -F.,Sun S. -W.
Abstract Two coordination polymers, {[Co 2 (L 1 ) 2 (adc) 2 ]·5H 2 O} n ( 1 ) and {[Ni(L 1 ) 2 (Hadc) 2 ]} n ( 2 ) (L 1 = bis(4-(1 H -imidazol-1-yl)phenyl)methanone, H 2 adc = adamantane-1,3-dicarboxylic acid), have been synthesized and structurally characterized. In 1 , Co1 is five-coordinated by three oxygen atoms of two adc 2– and two nitrogen atoms from two L 1 ligands. The neighboring [Co(adc)] 2 dimers are linked through four L 1 ligands to form a 1D ladder structure. In 2 , Ni1 is six-coordinated by two oxygen atoms from two Hadc – ligands, four nitrogen atoms from four distinct L 1 ligands to give a slight distorted octahedral geometry. The [Ni(Hadc) 2 ] units are bridged by L 1 ligands to form 1D looped chains.
研究领域:
化学
·
材料科学
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DOI
高影响因子
Journal of Materials Chemistry B
·
2024
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IF 6.1
Ziwei Duan,Jialei Han,Yadong Liu,Xinyu Zhao,Bo Wang,Shuaishuai Cao,Dalin Wu
Magnetic resonance imaging (MRI) has emerged as a pivotal tool in contemporary medical diagnostics, offering non-invasive and high-resolution visualization of internal structures. Contrast agents are essential for enhancing MRI resolution, accurate lesion detection, and early pathology identification. While gadolinium-based contrast agents are widely used in clinical, however, safety concerns have prompted exploration of metal-free alternatives, including fluorine and nitroxide radical-based MRI contrast agents. Fluorine-containing compounds exhibit excellent MRI capabilities, with 19F MRI providing enhanced resolution and quantitative assessment. Nitroxide radicals, such as PROXYL and TEMPO, offer paramagnetic properties for MRI contrast. Despite their versatility, nitroxide radicals suffer from lower relaxivity values (r1) compared to gadolinium. Dual-modal imaging, combining 1H and 19F MRI, has gained prominence for its comprehensive insights into biological processes and disease states. However, existing dual-modal agents predominantly utilize gadolinium-organic ligands without incorporating nitroxide radicals. Here, we introduce a novel dual-modal MRI contrast agent (J-CA) featuring a Janus asymmetric nanostructure synthesized via seeded emulsion polymerization and post-modification. J-CA demonstrates excellent in vitro and in vivo performance in both 19F and 1H MRI, with T2 relaxation time of 5 ms and r1 of 0.31 mM-1·s-1, ensuring dual-modal imaging capability. Moreover, J-CA exhibits superior biocompatibility and organ targeting, making it a promising candidate for precise lesion imaging and disease diagnosis. This work introduces a new avenue for metal-free dual-modal MRI, addressing safety concerns associated with traditional contrast agents.
研究领域:
医学诊断
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磁共振成像 (MRI)
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造影剂
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纳米技术
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生物医学工程
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产品关联
DOI
PubMed
高影响因子
Analytical Methods
·
2019
·Vol. 11
·期 48
·6176-6183
·
IF 2.378
Fei-Fei Li,Hui-Xiang Liu,Yan-Li Zhang,Shu-Qi Wang
Absorbable vascular sealing medical glue, which belongs to Class III medical devices, is a special new material for preventing the leakage of cerebrospinal fluid. Medical four-arm poly(ethylene glycol)-N-hydroxysuccinimide-glutarate (4-arm-PEG-SG) with a molecular weight of 20 000 is the main component of the absorbable medical glue. According to its quality standard, the quality control of residues 1,3-dicyclohexylurea (DCU), glutaric acid (GA) and triethylamine (TEA) is required. A rapid analytical method of quantitative 1H nuclear magnetic resonance (1H NMR) for the determination of residues DCU, GA and TEA in medical 4-arm-PEG-SG was established in the present study. The peaks at δ 1.56 (4H, m), δ 2.71 (4H, t, J = 6.7 Hz), and δ 2.42 (6H, q, J = 7.2 Hz) were selected for quantifying DCU, GA and TEA, respectively, with deuterated pyridine as the solvent and tetramethylsilane as the internal standard. The 1H NMR assay was validated by several experimental parameters including specificity, linearity, accuracy, precision, robustness, limit of detection (LOD), limit of quantification (LOQ) and stability. The average recoveries obtained were in the range of 99.48–102.02% for all three residues. Compared with the HPLC and GC approaches, the proposed 1H NMR method proved to be a powerful tool for quantification due to its unique advantages of simplicity, rapidity and high robustness, especially not requiring standard compounds for calibration curve preparation.
研究领域:
医学材料学
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分析化学
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产品关联
DOI
高影响因子
JOURNAL OF MEDICINAL CHEMISTRY
·
2024
·
IF 6.8
Ting Xu,Xiaoting Yan,Ayue Kang,Longhua Yang,Xinhui Li,Yue Tian,Ruige Yang,Shangshang Qin,Yong Guo
The escalation of multidrug-resistant bacterial infections, especially infections caused by methicillin-resistant Staphylococcus aureus (MRSA), underscores the urgent need for novel antimicrobial drugs. Here, we synthesized a series of amphiphilic 2-phenyl-1H-phenanthro[9,10-d]imidazole-antimicrobial peptide (AMP) mimic conjugates (III1–30). Among them, compound III13 exhibited excellent antibacterial activity against G+ bacteria and clinical MRSA isolates (MIC = 0.5–2 μg/mL), high membrane selectivity, and low toxicity. Additionally, compared with traditional clinical antibiotics, III13 demonstrated rapid bactericidal efficacy and was less susceptible to causing bacterial resistance. Mechanistic studies revealed that III13 targets phosphatidylglycerol (PG) on bacterial membranes to disrupt membrane integrity, leading to an increase in intracellular ROS and leakage of proteins and DNA, ultimately causing bacterial cell death. Furthermore, III13 possessed good fluorescence properties with potential for further dynamic monitoring of the antimicrobial process. Notably, III13 showed better in vivo efficacy against MRSA compared to vancomycin, suggesting its potential as a promising candidate for anti-MRSA medication.
研究领域:
微生物学
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药物化学
·
感染病学
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产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）