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ENERGY & FUELS · 2018 · IF 3.024

CuSiF6(4,4′-bipyridine)2, a Crystalline Complex with Excellent Adsorptivity for Thiophenic Sulfur Compounds in Model Oil

Qing-ying Li,Yingzhou Lu,Hong Meng,Chunxi Li

CuSiF6(4,4′-bipyridine)2 (SIFSIX-1-Cu) is a crystalline complex of CuSiF6 and 4,4′-bipyridine with rich microporosity, high specific area (∼1100 m2·g–1), and negligible hydroscopicity. Furthermore, this complex can be synthesized and dried under much milder conditions compared with conventional MOFs. In this paper, three complexes, SIFSIX-1-Cu(1), SIFSIX-1-Cu(2), and SIFSIX-1-Cu(3), were prepared using Cu(BF4)2, Cu(NO3)2, and CuSO4, respectively, as the copper sources, and their structure was characterized by SEM, XPS, XRD, and N2-adsorption desorption measurements. The adsorptivity of these compounds for dibenzothiophene (DBT) in model oil follows the order of SIFSIX-1-Cu(1) > SIFSIX-1-Cu(2) > SIFSIX-1-Cu(3), which is consistent with the order of their crystallinity and specific areas. The adsorption amount of SIFSIX-1-Cu(1) is 49.5 mg-S·g–1 for DBT model oil at an equilibrium sulfur concentration of 700 ppm and 303.15 K, and follows the order of DBT > benzothiophene (BT) > 3-methylthiophene (3-MT) for other sulfur compounds. The adsorptive desulfurization performance of SIFSIX-1-Cu is one of competitive sorbents among MOFs. The used sorbent can be regenerated easily by methanol washing and can be reused with an approximately 11% loss of adsorption capacity after five cycles. This study reveals the potential application of microporous crystal complexes for fuel desulfurization.

研究领域: 材料科学 · 能源化学
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EUROPEAN JOURNAL OF INORGANIC CHEMISTRY · 2021 ·Vol. 2021 ·期 38 ·3992-3999 · IF 2.524

Construction of Magneto-Fluorescent Bifunctional Spin-Crossover Fe(II) Complex from Pyrene-Decorated Pybox Ligand

Bing-Xue Luo,Yao Pan,Yin-Shan Meng,Qiang Liu,Jun Yin,Tao Liu,Yuan-Yuan Zhu

Graphical A magneto-fluorescent bifunctional Fe(II) complex is synthesized through decoration of the pyrene fluorophore to Fe(II)-pybox moiety. Its magnetic and fluorescent properties are characterized via X-ray structural analyses, magnetic susceptibility measurement, 57 Fe Mössbauer spectroscopy, and fluorescent spectroscopy. As expected, the coexistence of spin-crossover and fluorescence is achieved. The construction of magneto-fluorescent bifunctional complexes is a feasible approach toward multifunctional molecular materials. Herein we report the synthesis and properties studies of a mononuclear Fe(II) complex [Fe L 2 ](ClO 4 ) ( 1 ), where L is a pyridine-2,6-bis(oxazoline) (pybox) ligand decorated by the pyrene fluorophore. Magnetic susceptibility measurement of desolvated complex 1-d shows an incomplete and gradual spin-crossover in the temperature range 50–300 K, which is further confirmed via 57 Fe Mössbauer spectroscopy study. Light-induced excited spin state trapping (LIESST) is also observed below 70 K when the powder sample is irradiated by a 532 nm laser. The change in absorption during the spin-crossover (SCO) process is investigated via the temperature-dependent UV-vis spectroscopy. As expected, through introducing the chromophore, 1 displays fluorescence in both solution and solid state, achieving the coexistence of spin-crossover and fluorescence in one compound.

研究领域: 无机化学 · 分子材料科学
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Journal of Environmental Chemical Engineering · 2021 · IF 5.909

Adsorption of organic compounds from aqueous solution by pyridine-2-carboxaldehyde grafted MIL-101(Cr)-NH2 metal-organic frameworks

Malcom Frimpong Dapaah,Baojian Liu,Liang Cheng

Metal-organic frameworks (MOFs) are of particular interest in the adsorption of organic pollutants . This study investigated the adsorption of aniline (ANI), furfural (FUR), and bisphenol A (BPA) in aqueous solution using MIL-101(Cr)-X (X = –H, –NO 2 , –NH 2 and, –N-2-pyc), MIL-100(Cr, Fe), HKUST-1, and ZIF-8. For the first time, an imino-functionalized MOF was used to adsorb organic compounds in water. MOFs were characterized by XRD, N 2 adsorption-desorption, SEM , TEM, elemental analysis, and FTIR. MIL-101-N-2-pyc demonstrated the highest adsorption capacity of 460.8, 126.5, and 100.7 mg/g towards 500 mg/L BPA, ANI, and FUR respectively. The adsorption isotherms better suited the Langmuir model than the Freundlich model. Importantly, 98% of BPA (100 mg/L) was removed and the kinetic data correlated well with the pseudo-second-order model (R 2 > 0.998). Binary adsorption of FUR and acetic acid (AA) were determined for industrial relevance. MIL-101-N-2-pyc outperformed commercial activated carbon and the other MIL-101s with an impressive co-adsorption of 66.1 mg/g FUR and 62.5 mg/g AA. Overall, the adsorption mechanism was due to hydrogen bonding, π-π interaction, and electrostatic attraction. Moreover, MIL-101-N-2-pyc exhibited remarkable structural stability and less than 0.01 wt% Cr leached into water. The adsorbent regeneration was improved after 4 cycles in methanol.

CAS / MDL: 1883-78-9
研究领域: 环境科学 · 材料科学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2020 · IF 3.232

Construction of lanthanide-containing ratiometric probe for facile anthrax biomarker detection

Xiao Liu,Yu Qiu,Bin Li,Zhiqiang Li,Ying Zhang,Jing Wang,Qingqing Xiong

Since the outbreak of anthrax attack in the United States in 2001, much effort has been done to detect anthrax spores. In this paper, a simple and facile lanthanide-containing ratiometric luminescence “turn on” probe is constructed to achieve sensitive and selective detection of anthrax spores biomarker — pyridine-2,6-carboxylic acid (DPA) by simply mixing Tb 3+ , sodium polyacrylate as well as red internal reference which could exclude some disturbance from the luminescence of biological tissue. Our probe shows remarkable luminescence enhancement upon addition of DPA. The detection limit for DPA is measured as 35.8 nM with a wide work range of 0–66.7 μM. Besides, our probe enables distinguish DPA selectively from numerous interfering materials in aqueous solution. Further test strip experiments demonstrate the potential practical application of our probe in DPA detection.

CAS / MDL: 65-85-0 9002-89-5
研究领域: 生物化学 · 分析化学
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MOLECULES · 2019 ·Vol. 24 ·期 5 ·891 · IF 3.06

Synthesis, Characterization, and Anticancer Activities Evaluation of Compounds Derived from 3,4-Dihydropyrimidin-2(1H)-one

Ye Liu,Jiaqi Liu,Renmei Zhang,Yan Guo,Hongbo Wang,Qingguo Meng,Yuan Sun,Zongliang Liu

3,4-dihydropyrimidin-2(1H)-one compounds (DHPMs) possess extensive biological activities and are mainly prepared via Biginelli reaction and N-alkylation. In the present study, selective alkylation of N1was investigated by using tetrabutylammonium hydroxide. In vitro cytotoxicity study on all synthesized compounds demonstrated that introduction of the aryl chain in the R3as well as the low electron-donating group in the R1of DHPMs contributed to the anti-proliferative potency. A larger value of the partition coefficient (Log P) and suitable polar surface area (PSA) values were both found to be important in order to maintain the antitumor activity. The results from in vivo study indicated the great potential of compound3dto serve as a lead compound for novel anti-tumor drugs to treat glioma. Pharmacophore study regarding the structure-activity relations of DHPMs were also conducted. Our results here could provide a guide for the design of novel bioactive 3,4-dihydropyrimidin-2(1H)-one compounds.Keywords:3,4-dihydropyrimidin-2(1H)-ones;N1-alkylation;structure-activity relationship;in vivo experiments;anticancer activities

CAS / MDL: 848695-25-0
研究领域: 药物化学 · 药理学 · 癌症研究
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Green Processing and Synthesis · 2019 ·Vol. 8 ·期 1 ·568-576 · IF 1.128

Deep eutectic solvents (DESs) as powerful and recyclable catalysts and solvents for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones

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 · 绿色化学
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JOURNAL OF MOLECULAR STRUCTURE · 2017 · IF 1.753

Hydrogen bonds in the blends of polybenzoxazines and N,N′-(pyridine-2,6-diyl)diacetamide: Inter- or intra-molecular hydrogen bonds?

Yun Bai,Po Yang,Tao Wang,Yi Gu

This work aims at probing the formation of hydrogen bonds in the blends of polybenzoxazines and additional hydrogen-bond donor moieties-containing compounds. Based on experimental study and computer simulations, we found that the dominant hydrogen bonds of p -cresol-aniline-based dimer ( p C-a-D) and polybenzoxazines (P p C-a) were OH⋯N while N,N ′-(pyridine-2,6-diyl)diacetamide (DAA) was NH⋯O C hydrogen bond. After blending p C-a-D or P p C-a with DAA, additional hydrogen bonds formed, i.e. , OH⋯O C and OH⋯ NH. Moreover, the total quantity of hydrogen bonds of the blends increased. These results suggested that hydrogen bonds formed between polybenzoxazines and the additional hydrogen-bond donor moieties-containing polymers or compounds, and furthermore would be desirable to foster the promoted performance. This novel insight about polybenzoxazine blends is anticipated to help researchers explore more blends of polybenzoxazines with excellent properties.

研究领域: 材料科学 · 化学
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BIORESOURCE TECHNOLOGY · 2021 · IF 9.642

Whole-cell biocatalytic synthesis of S-(4-chlorophenyl)-(pyridin-2-yl) methanol in a liquid–liquid biphasic microreaction system

Qiang Chen,Mingzhao Guo,Yuexin Bi,Ge Qu,Zhoutong Sun,Yujun Wang,Guangsheng Luo

This work aims to synthesize S -(4-chlorophenyl)-(pyridin-2-yl) methanol ( S -CPMA) in a green, economic, and efficient way. In the water–cyclohexane liquid–liquid system, recombinant Escherichia coli ( E. coli ) was used as a whole-cell catalyst and retained > 60% of its catalytic activity after five reuse cycles. In situ accumulation of the substrate/product in the organic phase effectively improves substrate tolerance and reduces product inhibition and toxicity. Meanwhile, a microreaction system consisting of membrane dispersion and three-dimensional (3D) bending-microchannel was developed to successfully generate droplet swarms with an average diameter of 30 μm. Large specific surface area provided high mass transfer efficiency between phases. While the analogous reaction in a traditional stirred tank required > 270 min to achieve a yield of > 99%, in this biphasic microreaction system, the yield reached 99.6% with a high enantiomeric excess (ee) of > 99% in only 80 min. Efficient synthesis was achieved by reducing the time by 70%.

研究领域: 生物化学 · 合成生物学 · 绿色化学
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Drug Design Development and Therapy · 2022 · IF 4.319

The neuroprotective effect of bisperoxovandium (pyridin-2-squaramide) in intracerebral hemorrhage

Xin-Yu Liao,Yang Lei,Song-Feng Chen,Jing Cheng,Dan Zhao,Zhi-Feng Zhang,Xin Han,Ya Zhang,Hua-Bao Liao,Yang Zhuang,Juan Chen,Hai-Bing Zhou,Qi Wan,Ying-Ying Zou

Background: The authors have recently designed a new compound bisperoxovandium (pyridin-2-squaramide) [bpV(pis)] and verified that bpV(pis) confers neuroprotection through suppressing PTEN and activating ERK1/2, respectively. Intracerebral hemorrhage (ICH) is the second most common cause of stroke and has severe clinical outcome. In this study, we investigate the effect of bpV(pis) in ICH model both in vivo and in vitro.Materials and methods: The novel drug bpV(pis) was synthesized in the Faculty of Pharmacy, Wuhan University School of Medicine. An ICH model was generated on both SD rats and cells. bpV(pis) was injected into intracerebroventricular or culture media. Western blotting was applied to test the signal pathway. To determine the effect of bpV(pis) on PTEN inhibition and ERK1/2 activation, we measured the phosphorylation level of AKT (a direct downstream target of PTEN that negatively regulates AKT) and ERK1/2. FJC, MTT, and LDH were applied to measure the cell viability. Neurobehavioral tests were performed to measure the effect of bpV(pis).Results: The in vivo results showed that intracerebroventricular administration of bpV(pis) significantly alleviates hematoma, the damage of brain–blood barrier and brain edema. The in vitro results demonstrated that bpV(pis) treatment reduces ICH-induced neuronal injury. Western blotting results identified that bpV(pis) exerts a neuroprotective effect by significantly increasing the phosphorylation level of AKT and ERK1/2 after experimental ICH. Neurobehavioral tests indicate that bpV(pis) promotes functional recovery in ICH animals.Conclusion: This study provides first and direct evidence for a potential role of bpV(pis) in ICH therapy.

CAS / MDL: 314-13-6
研究领域: 神经科学 · 药理学 · 分子生物学
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INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES · 2025 ·Vol. 26 ·期 4 ·1527 · IF 4.9

Discovery of Novel Pyridin-2-yl Urea Inhibitors Targeting ASK1 Kinase and Its Binding Mode by Absolute Protein–Ligand Binding Free Energy Calculations

Lingzhi Wang,Yalei Gao,Yuying Chen,Zhenzhou Tang,Xiao Lin,Meng Bai,Pei Cao,Kai Liu

Apoptosis signal-regulating kinase 1 (ASK1), a key component of the mitogen-activated protein kinase (MAPK) cascades, has been identified as a promising therapeutic target owing to its critical role in signal transduction pathways. In this study, we proposed novel pyridin-2-yl urea inhibitors exhibiting favorable physicochemical properties. The potency of these compounds was validated through in vitro protein bioassays. The inhibition (IC50) of compound2was 1.55 ± 0.27 nM, which was comparable to the known clinical inhibitor, Selonsertib. To further optimize the hit compounds, two possible binding modes were initially predicted by molecular docking. Absolute binding free energy (BFE) calculations based on molecular dynamics simulations further discriminated the binding modes, presenting good tendency with bioassay results. This strategy, underpinned by BFE calculations, has the great potential to expedite the drug discovery process in the targeting of ASK1 kinase.

研究领域: 药理学 · 药物化学 · 计算生物学 · 药物发现
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EUROPEAN POLYMER JOURNAL · 2015 · IF 3.005

Graphene/tri-block copolymer composites prepared via RAFT polymerizations for dual controlled drug delivery via pH stimulation and biodegradation

Zhongqian Song,Yuanhong Xu,Wenrong Yang,Liang Cui,Jizhen Zhang,Jingquan Liu

A novel tri-block copolymer poly(oxopentanoate ethyl methacrylate)-block-poly(pyridyl disulfide ethyl acrylate)-block-poly(ethylene glycol acrylate) [poly(OEMA-b-PDEA-b-PEGA)], retaining active keto groups and pyridyl disulfide (PDS) side functionalities, was synthesized as a drug delivery vehicle using reversible addition–fragmentation chain transfer (RAFT) polymerization method. One mimic drug pyridine-2-thione (PT) was introduced into the monomer, PDEA for copolymerization. The other mimic drug O-benzylhydroxylamine (BHA) was conjugated with tri-block copolymer via efficient oxime coupling chemistry, followed by the attachment onto graphene via π–π stacking interaction to obtain a graphene/tri-block copolymer composite. 1 H NMR, UV–vis absorption spectroscopy, fluorescence spectroscopy, gel permeation chromatography (GPC), atomic force microscope (AFM) and transmission electron microscope (TEM) were used to verify the successful step-wise preparation of the tri-block copolymer and drug loaded composite. In vitro release behaviors of BHA and PT from graphene/tri-block copolymer composite via dual drug release mechanisms were investigated. BHA can be released under acid environment, while PT will be released in the presence of reducing agents, such as dithiothreitol (DTT) or glutathione (GSH). It can be envisioned that this novel composite could be exploited as a novel intracellular drug delivery system via dual release mechanisms.

研究领域: 材料科学 · 聚合物化学 · 药物传递系统 · 纳米技术
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CHEMOSPHERE · 2022 · IF 8.943

Efficient peroxymonosulfate activation by N-rich pyridyl-iron phthalocyanine derivative for the elimination of pharmaceutical contaminants under solar irradiation

Jingxuan Li,Tiefeng Xu,Junting Gao,Zhendong Wang,Gangqiang Wang,Wenxing Chen,Wangyang Lu

It is of great significance for improving electron transmission performance by changing of the outer ring structure of iron phthalocyanine. Herein, 4 (pyridine-2, 3-yl) iron phthalocyanine (FepyPc), as N -rich pyridyl-iron phthalocyanine derivative, was introduced to degrade pharmaceutical contaminants. The catalytic degradation of organic pollutants with FepyPc was studied by activating peroxymonosulfate (PMS) at room temperature. The results clarified that the removal rate of carbamazepine (CBZ) was close to 100% within 60 min and the calculated apparent rate constant was about 2 times larger than FePc, which proved that FepyPc had superior performance. Four active species were identified for the degradation of CBZ, including superoxide radical (•O 2 − ), singlet oxygen ( 1 O 2 ), sulfate radical (SO 4 • − ) and hydroxyl radical (•OH). In addition, the possible reaction mechanism was inferred in FepyPc/PMS/sunlight system for CBZ removal. Finally, the CBZ degradation pathway was proposed by using ultra-performance liquid chromatography and high definition mass spectrometry (UPLC/HDMS). This research provided a meaningful and efficient method for the elimination of pharmaceutical contaminants.

研究领域: 环境科学 · 化学工程 · 材料科学
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