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Synthesis and anticancer activity of (+)-nopinone-based 2-amino-3-cyanopyridines

Shengliang LIAO,Shibin SHANG,Minggui SHEN,Xiaoping RAO,Hongyan SI,Jie SONG,Zhanqian SONG

《农业科学与工程前沿（英文）》 2015年 第2卷 第4期   页码 335-340 doi: 10.15302/J-FASE-2015079

摘要： Twelve (+)-nopinone-based 2-amino-3-cyanopyridines 4a–l were synthesized from (–)-β-pinene. The structures of these compounds were characterized by FT-IR, H NMR, and ESI-MS. All the compounds were tested for their anticancer activity against lung cancer cell line A549, gastric cancer cell line MKN45 and breast cancer cell line MCF7 by MTT method, respectively. The results showed that compounds 4f, 4j and 4k had promising anticancer activity against these cancer cell lines, in particular, compound 4f exhibited broad-spectrum and highly efficient anticancer activity against cell lines A549, MKN45 and MCF7 with IC of 23.78, 67.61 and 53.87 µmol·L , respectively. The preliminary analysis of the structure activity relationship implied that the Br or Cl substituted group of the benzene ring in these derivatives significantly contributed to the anticancer activity.

关键词： b-pinene     nopinone     synthesis     2-amino-3-cyanopyridine     anticancer    

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Improvement in the synthesis of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(Z)-methoxyiminoacetic acid 2-benzothiazolyl

GAO Shihao, SUN Chenghui, ZHAO Xinqi, GAO Changquan

《化学科学与工程前沿（英文）》 2008年 第2卷 第1期   页码 80-84 doi: 10.1007/s11705-008-0017-0

摘要： 2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-(Z)-methoxyiminoacetic acid 2-benzothiazolyl thioester(III), an important intermediate of the fourth generation cephalosporins, was efficiently synthesized by reacting 2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(Z)-methoxyiminoacetic acid (I) with 2,2′-dibenzothiazole disulfide (II) in the presence of triphenylphosphine. Effects of reaction time, temperature, solvents, catalysts and feeding molar ratio on the yield and quality of products were investigated, and an improved procedure suitable for industrial production was established. Using 1,2-dichloroethane as solvent, triphenylphosphine as reducer, and triethylamine as catalyst, (I) : (II) : (triphenylphosphine) = 1.0 : 1.0 : 1.0, the product was obtained at room temperature in 98.1% yield. The purity of the product without further purification is 98.7% determined by HPLC method. This procedure could be a suitable alternative to the traditional processes because of its easy handling, high yield and low cost.

关键词： 5-Amino-1     2     4-thiadiazol-3-yl     1     2-dichloroethane     important intermediate     2-benzothiazolyl thioester     temperature    

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Controlled drug release of 5-amino salicylic acid by poly(2-hydroxyethylmethacrylate) grafted agar

G. Usha RANI,Kartick Prasad DEY,Srijita BHARTI,Sumit MISHRA

《化学科学与工程前沿（英文）》 2014年 第8卷 第4期   页码 465-470 doi: 10.1007/s11705-014-1452-8

摘要： The utilization of poly (2-hydroxyethylmethacrylate) grafted agar (Ag-g-P(HEMA)) as a matrix for the controlled release of 5-aminosalicylic acid was investigated. Grafted copolymers of 2-hydroxyethylmethacrylate (HEMA) monomers on agar were synthesized by microwave assisted method. drug release studies were performed at pH values of 2 and 7 in order to investigate the possibility of pH triggered release for colon targeted drug delivery. Further, the percent grafting . (the time taken for release of 50% of the enclosed drug) value was studied and the results indicate that it may be possible to develop a programmable drug release matrix based on grafted polysaccharide. Ag-g-P(HEMA) appears to be a useful matrix for controlled release.

关键词： agar     controlled drug release     5-Amino salicylic acid     poly(2-hydroxyethylmethacrylate) grafted agar    

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Magnetic KIT-6 nano-composite and its amino derivatives as convenient adsorbent for U(VI) sequestration

《化学科学与工程前沿（英文）》 2023年 第17卷 第12期   页码 2037-2049 doi: 10.1007/s11705-023-2358-0

摘要： Although mesoporous silica with magnetically hybridized two-dimensional channel structures has been well studied in recent years, it remains a challenge to fabricate the counterpart with macroporous three-dimensional cubic structures since the highly acidic preparation conditions lead to dissolution of magnetic particles. Herein, we successfully prepared magnetic KIT-6 nano-composite and its amino derivatives by bearing acid-resistant iron oxide. The prepared materials exhibited excellent properties for U(VI) ions removal from aqueous solutions under various conditions. The experimental data show that the U(VI) adsorption features fast adsorption kinetics, high adsorption capacity and ideal selectivity toward U(VI). The adsorption process is of spontaneous and endothermic nature and ionic strength independence, and the adsorbents can be easily regenerated by acid treatment. Compared to pristine KIT-6, the introduction of magnetism does not reduce the efficiency of the material to remove U(VI) while exerting its role as a recovery adsorbent. The findings of this work further demonstrate the potential broad application prospects of magnetic hybrid mesoporous silica in radionuclide chelation.

关键词： magnetic nanoparticle     3D mesoporous silica     amino functionalization     adsorption of U(VI)     acid resistance    

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Encapsulation of 2-amino-2-methyl-1-propanol with tetraethyl orthosilicate for CO2 capture

Sidra Rama, Yan Zhang, Fideline Tchuenbou-Magaia, Yulong Ding, Yongliang Li

《化学科学与工程前沿（英文）》 2019年 第13卷 第4期   页码 672-683 doi: 10.1007/s11705-019-1856-6

摘要： Carbon capture is widely recognised as an essential strategy to meet global goals for climate protection. Although various CO capture technologies including absorption, adsorption and membrane exist, they are not yet mature for post-combustion power plants mainly due to high energy penalty. Hence researchers are concentrating on developing non-aqueous solvents like ionic liquids, CO -binding organic liquids, nanoparticle hybrid materials and microencapsulated sorbents to minimize the energy consumption for carbon capture. This research aims to develop a novel and efficient approach by encapsulating sorbents to capture CO in a cold environment. The conventional emulsion technique was selected for the microcapsule formulation by using 2-amino-2-methyl-1-propanol (AMP) as the core sorbent and silicon dioxide as the shell. This paper reports the findings on the formulated microcapsules including key formulation parameters, microstructure, size distribution and thermal cycling stability. Furthermore, the effects of microcapsule quality and absorption temperature on the CO loading capacity of the microcapsules were investigated using a self-developed pressure decay method. The preliminary results have shown that the AMP microcapsules are promising to replace conventional sorbents.

关键词： carbon capture     microencapsulated sorbents     emulsion technique     low temperature adsorption and absorption    

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Catalytic conversion of biomass-derived compounds to various amino acids: status and perspectives

《化学科学与工程前沿（英文）》 2023年 第17卷 第7期   页码 817-829 doi: 10.1007/s11705-022-2254-z

摘要： Amino acids are important nitrogen-containing chemicals that have a variety of applications. Currently, fermentation is the widely employed method to produce amino acids; however, the products are mostly limited to natural amino acids in the L-configuration. Catalytic synthesis is an alternative approach for the synthesis of amino acids with different types and configurations, where the use of renewable biomass-based feedstocks is highly attractive. To date, several lignocellulose and triacylglycerol-derived intermediates, typically α-keto acids and α-hydroxyl acids, have been transformed into amino acids via the amination reaction in the presence of additional nitrogen sources (i.e., NH3·H2O). Making full use of inherent nitrogen in biomass (i.e., chitin and protein) to produce amino acids avoids the use of extra nitrogen sources and meets the requirements of green chemistry, which is attracting increasing attention. In this review, we summarize different chemical-catalytic systems for the transformation of biomass to amino acids. An outlook on the challenges and opportunities for more effective production of amino acids from biomass by catalytic methods is provided.

关键词： biomass     amino acids     chitin     nitrogen-containing compounds     lignocellulose    

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Synthesis of copolymers of 3-acryloyloxymethyl-3′-methyloxetane and 3-(2-(2-(2-Methoxyethylenoxy)ethylenoxy)ethylenoxy)-3′-methyloxetane and their ionic conductivity properties

YE Lin, ZHAO Yumei, FENG Zengguo, BAI Ying, WU Feng

《化学科学与工程前沿（英文）》 2007年 第1卷 第4期   页码 343-348 doi: 10.1007/s11705-007-0062-0

摘要： An oxetane-derived monomer, 3-acryloyloxymethyl-3′-methyloxetane (AMO) was prepared from the reaction of 3-hydromethyl-3-methyloxetane with acryloyl chloride. The cationic ring-opening copolymerization of AMO with another oxetane-derived monomer, 3-(2-(2-(2-methoxyethylenoxy)ethylenoxy)ethylenoxy)-3′-methyloxetane (MEMO) was conducted in CHCl solution using BF3 ·OEt/1, 4-butanediol as a co-initiator. The resulting copolymers were characterized by FTIR, H NMR and Gel Permeation Chromatography (GPC) analyses, and it was found that the enchained ratio of AMO in the copolymers is far lower than its feed ratio. They were crosslinked via the radical polymerization of the vinyl group initiated by BPO after doping with lithium trifluoromethanesulfonimide (LiTFSI) to give rise to tough polymeric electrolyte films. The ionic conductivity was measured at varying content of AMO and different concentration of lithium salt LiTFSI by AC impedance, and a maximum ion conductivity of 1.44×10 S/cm at 30°C or 1.25×10 S/cm at 80°C was attained in the sample PAM 33 at the mole ratio of O : Li = 20. The DSC results indicated that decreases with the increase of the proportion of AMO in the copolymer, well consistent with the ion conductivity trend. The TGA (thermogravimetric analysis) measurement revealed that this kind of copolymer electrolytes is more thermostable than their liquid counterparts.

关键词： 4-butanediol     2-methoxyethylenoxy     consistent     oxetane-derived     copolymer    

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Insights into the changes of amino acids, microbial community, and enzymatic activities related with

《环境科学与工程前沿（英文）》 2023年 第17卷 第3期 doi: 10.1007/s11783-023-1635-y

摘要：

● The highest seed germination index was achieved at 0.3 g/g total solids of food waste.

关键词： Composting     Food waste     Amino acids     Microbial community     Enzymatic activity     Nutrient quality    

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Immobilization of penicillin G acylase onto amino-modified silica hydrogel

Weibing Dong, Huining HE, Junbo Gong, Victor C. YANG,

《化学科学与工程前沿（英文）》 2010年 第4卷 第1期   页码 87-90 doi: 10.1007/s11705-009-0298-y

摘要： Amino-modified silica hydrogel (N-MSHG) was prepared by a simple sol-gel processing via the co-condensation of commercial silica sol with 3-aminopropyltrie-oxysilane. Penicillin G acylase (PGA), a model enzyme, was covalently immobilized onto the N-MSHG and then was used for the enzymatic synthesis of amoxicillin. The samples were characterized by Nitrogen sorption analysis, FT-IR and thermal gravimetric analysis (TGA). The results showed that the amino-modified gel was a mesoporous material with an average pore size of 12.64±0.17nm. The immobilization process was efficient and the immobilized enzyme showed high catalytic efficiency. The yield of the synthesis of amoxicillin in aqueous media was 38% for 2.5h. This sol-gel preparation is simple and shows prominent potential value in industrial processing.

关键词： gravimetric     amino-modified     efficient     Amino-modified     amoxicillin    

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Insulin resistance and the metabolism of branched-chain amino acids

null

《医学前沿（英文）》 2013年 第7卷 第1期   页码 53-59 doi: 10.1007/s11684-013-0255-5

摘要：

Insulin resistance (IR) is a key pathological feature of metabolic syndrome and subsequently causes serious health problems with an increased risk of several common metabolic disorders. IR related metabolic disturbance is not restricted to carbohydrates but impacts global metabolic network. Branched-chain amino acids (BCAAs), namely valine, leucine and isoleucine, are among the nine essential amino acids, accounting for 35% of the essential amino acids in muscle proteins and 40% of the preformed amino acids required by mammals. The BCAAs are particularly responsive to the inhibitory insulin action on amino acid release by skeletal muscle and their metabolism is profoundly altered in insulin resistant conditions and/or insulin deficiency. Although increased circulating BCAA concentration in insulin resistant conditions has been noted for many years and BCAAs have been reported to be involved in the regulation of glucose homeostasis and body weight, it is only recently that BCAAs are found to be closely associated with IR. This review will focus on the recent findings on BCAAs from both epidemic and mechanistic studies.

关键词： branched-chain amino acids     leucine     isoleucine     valine     insulin resistance    

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Evolution of humic substances in polymerization of polyphenol and amino acid based on non-destructive

Jianmei Zou, Jianzhi Huang, Huichun Zhang, Dongbei Yue

《环境科学与工程前沿（英文）》 2021年 第15卷 第1期 doi: 10.1007/s11783-020-1297-y

摘要： Abstract • Humification evolution was identified with non-destructive characterization method. • Humification process from precursors to fulvic and humic acid was confirmed. • MnO2 alone had limited oxidation ability to form HA. • MnO2 played a key role as a catalyst to transform FA to HA in the presence of O2. • MnO2 could affect the structure of the humification products. Abiotic humification is important in the formation and evolution of organic matter in soil and compost maturing processes. However, the roles of metal oxides in abiotic humification reactions under micro-aerobic remain ambiguous. The aim of this study was to use non-destructive measurement methods to investigate the role of MnO2 in the evolution of humic substances (HSs) during oxidative polymerization of polyphenol-amino acid. Our results suggested a synergistic effect between MnO2 and O2 in promoting the polymerization reaction and identified that MnO2 alone had a limited ability in accelerating the transformation of fulvic acid (FA) to humic acid (HA), whereas O2 was the key factor in the process. Two-dimensional correlation spectroscopy (2D-COS) showed that the evolution in the UV-vis spectra followed the order of 475–525 nm>300–400 nm>240–280 nm in the humification process, indicating the formation of simple organic matter followed by FA and then HA. 13C nuclear magnetic resonance (13C NMR) analysis revealed that the products under both air and N2 conditions in the presence of MnO2 had greater amounts of aromatic-C than in the absence of MnO2, demonstrating that MnO2 affected the structure of the humification products. The results of this study provided new insights into the theory of abiotic humification.

关键词： Two-dimensional correlation spectroscopy (2D-COS)     Humic substances (HSs)     Humification     Manganese dioxide     Polyphenol    

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Anaerobic digestion of sludge by different pretreatments: Changes of amino acids and microbial community

《环境科学与工程前沿（英文）》 2022年 第16卷 第2期 doi: 10.1007/s11783-021-1458-7

摘要：

•Tryptophan protein, and aromatic protein I/II were the key identified proteins.

关键词： Sludge pretreatments     Dissolved organic nitrogen     Proteins     Amino acids     Structural equation model     Metagenomic sequencing analysis.    

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Continuous amino-functionalized University of Oslo 66 membranes as efficacious polysulfide barriers for

《化学科学与工程前沿（英文）》 2023年 第17卷 第2期   页码 194-205 doi: 10.1007/s11705-022-2206-7

摘要： The shuttle effect of soluble polysulfides is a serious problem impeding the development of lithium−sulfur batteries. Herein, continuous amino-functionalized University of Oslo 66 membranes supported on carbon nanotube films are proposed as ion-permselective interlayers that overcome these issues and show outstanding suppression of the polysulfide shuttle effect. The proposed membrane material has appropriately sized pores, and can act as ionic sieves and serve as barriers to polysulfides transport while allowing the passage of lithium ions during electrochemical cycles, thereby validly preventing the shuttling of polysulfides. Moreover, a fast catalytic conversion of polysulfides is also achieved with the as-developed interlayer. Therefore, lithium−sulfur batteries with this interlayer show a desirable initial capacity of 999.21 mAh·g–1 at 1 C and a durable cyclic stability with a decay rate of only 0.04% per cycle over 300 cycles. Moreover, a high area capacity of 4.82 mAh·cm–2 is also obtained even under increased sulfur loading (5.12 mg·cm–2) and a lean-electrolyte condition (E/S = 4.8 μL·mg–1).

关键词： lithium−sulfur batteries     amino-functionalized University of Oslo 66 membrane     polysulfide     interlayer    

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The stabilization effect of Al2O3 on unconventional Pb/SiO2 catalyst

《化学科学与工程前沿（英文）》 2023年 第17卷 第10期   页码 1423-1429 doi: 10.1007/s11705-023-2315-y

摘要： Similar to Sn, Pb located at the same group (IVA) in the periodic table of elements, can also catalyze propane dehydrogenation to propene, while a fast deactivation can be observed. To enhance the stability, the traditional carrier Al2O3 with a small amount, was introduced into Pb/SiO2 catalyst in this study. It has been proved that Al2O3 can inhibit the reduction of PbO, and weaken the agglomeration and loss of Pb species due to its enhanced interaction with Pb species. As a result, 3Al15Pb/SiO2 catalyst exhibits a much higher stability up to more than 150 h. In addition, a simple schematic diagram of the change of surface species on the catalyst surface after Al2O3 addition was also proposed.

关键词： Pb/SiO2     Al2O3     propane dehydrogenation     propene     stability    

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Rh2O3/hexagonal CePO4 nanocatalysts for N2O decomposition

Huan Liu, Zhen Ma

《化学科学与工程前沿（英文）》 2017年 第11卷 第4期   页码 586-593 doi: 10.1007/s11705-017-1659-6

摘要： Hexagonal CePO nanorods were prepared by a precipitation method and hexagonal CePO nanowires were prepared by hydrothermal synthesis at 150 °C. Rh(NO ) was then used as a precursor for the impregnation of Rh O onto these CePO materials. The Rh O supported on the CePO nanowires was much more active for the catalytic decomposition of N O than the Rh O supported on CePO nanorods. The stability of both catalysts as a function of time on stream was studied and the influence of the co-feed (CO , O , H O or O /H O) on the N O decomposition was also investigated. The samples were characterized by N adsorption-desorption, inductively coupled plasma optical emission spectroscopy, X-ray diffraction, transmission electron microscopy, X-ray photoelectron microscopy, hydrogen temperature-programmed reduction, oxygen temperature-programmed desorption, and CO temperature-programmed desorption in order to correlate the physicochemical and catalytic properties.

关键词： Rh2O3     CePO4     N2O decomposition    

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标题 作者 时间 类型 操作

Synthesis and anticancer activity of (+)-nopinone-based 2-amino-3-cyanopyridines

Shengliang LIAO,Shibin SHANG,Minggui SHEN,Xiaoping RAO,Hongyan SI,Jie SONG,Zhanqian SONG

期刊论文

Improvement in the synthesis of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(Z)-methoxyiminoacetic acid 2-benzothiazolyl

GAO Shihao, SUN Chenghui, ZHAO Xinqi, GAO Changquan

期刊论文

Controlled drug release of 5-amino salicylic acid by poly(2-hydroxyethylmethacrylate) grafted agar

G. Usha RANI,Kartick Prasad DEY,Srijita BHARTI,Sumit MISHRA

期刊论文

Magnetic KIT-6 nano-composite and its amino derivatives as convenient adsorbent for U(VI) sequestration

期刊论文

Encapsulation of 2-amino-2-methyl-1-propanol with tetraethyl orthosilicate for CO2 capture

Sidra Rama, Yan Zhang, Fideline Tchuenbou-Magaia, Yulong Ding, Yongliang Li

期刊论文

Catalytic conversion of biomass-derived compounds to various amino acids: status and perspectives

期刊论文

Synthesis of copolymers of 3-acryloyloxymethyl-3′-methyloxetane and 3-(2-(2-(2-Methoxyethylenoxy)ethylenoxy)ethylenoxy)-3′-methyloxetane and their ionic conductivity properties

YE Lin, ZHAO Yumei, FENG Zengguo, BAI Ying, WU Feng

期刊论文

Insights into the changes of amino acids, microbial community, and enzymatic activities related with

期刊论文

Immobilization of penicillin G acylase onto amino-modified silica hydrogel

Weibing Dong, Huining HE, Junbo Gong, Victor C. YANG,

期刊论文

Insulin resistance and the metabolism of branched-chain amino acids

null

期刊论文

Evolution of humic substances in polymerization of polyphenol and amino acid based on non-destructive

Jianmei Zou, Jianzhi Huang, Huichun Zhang, Dongbei Yue

期刊论文

Anaerobic digestion of sludge by different pretreatments: Changes of amino acids and microbial community

期刊论文

Continuous amino-functionalized University of Oslo 66 membranes as efficacious polysulfide barriers for

期刊论文

The stabilization effect of Al2O3 on unconventional Pb/SiO2 catalyst

期刊论文

Rh2O3/hexagonal CePO4 nanocatalysts for N2O decomposition

Huan Liu, Zhen Ma

期刊论文