CHEMICAL ENGINEERING JOURNAL
·
2023
·
IF 15.1
Guokai Cui,Yisha Xu,Daqing Hu,Ying Zhou,Chunliang Ge,Huayan Liu,Wenyang Fan,Zekai Zhang,Biao Chen,Quanli Ke,Yaoji Chen,Bing Zhou,Wei Zhang,Ruina Zhang,Hanfeng Lu
A series of functional ionic deep eutectic solvents (iDESs) containing pyridinolate anions were reported as green sorbents , solvents, and catalysts for highly efficient capture and transformation of CO 2 to quinazoline-2,4(1 H ,3 H )-dione and its derivatives at mild conditions via tuning the structures of iDESs. Physical properties, such as density and viscosity, as well as flow activation energy and thermal expansion coefficient, were systematically investigated. Effects of the partial pressure of CO 2 and the absorption temperature on the CO 2 absorption capacity using these functional iDESs as sorbents were studied, and the different absorption mechanisms, including carbamate and carbonate pathways, were analyzed by FT-IR and 13 C NMR spectroscopy. Additionally, thermodynamics analysis of CO 2 absorption was performed according to the chemical reaction mechanism, and K θ ,Δ r G θ m), Δ r H θ m, and Δ r S θ m were calculated. Furthermore, the effects of cations, anions, HBDs, reaction temperature, and the molar ratio of catalyst to substrate ( n Cat. / n Sub . ) on CO 2 conversion were systematically studied, and excellent isolated yield of up to 97.1% at mild conditions could be obtained with only 0.25 equiv. DES as the solvent as well as the sorbent and the catalyst. Plausible “simultaneous CO 2 activation and substrate activation” reaction mechanism of capture and transformation of CO 2 to quinazoline-2,4(1 H ,3 H )-diones by [N 2222 ][4-PyO]/DMSO (1:4) was verified by the spectra of FT-IR and based on previous reports. To the best of our knowledge, these are the first examples of tuning functional iDESs for the capture and transformation of CO 2 to quinazoline-2,4-(1 H ,3 H )-dione and its derivatives with only 0.25 equiv. DES. The method may also open a door to obtain the high efficiency of capture and transformation of such gases as NO x , SO 2 , CO, H 2 S, and CO 2 by functional DESs.
研究领域:
化学工程
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环境科学
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催化化学
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产品关联
DOI
高影响因子
RSC Advances
·
2016
·Vol. 6
·期 54
·48590-48598
·
IF 3.289
Yu Shang,Bo Jin,Rufang Peng,Zhicheng Guo,Qiangqiang Liu,Jun Zhao,Qingchun Zhang
A series of nitrogen-rich heterocyclic 1H,1′H-5,5′-bistetrazole-1,1′-diolate salts, namely, 1,2,4-triazolium (2), 3-amino-1,2,4-triazolium (3), 4-amino-1,2,4-triazolium (4), 3,5-diamino-1,2,4-triazolium (5), 2-methylimidazolium (6), imidazolium (7), pyrazolium (8), 3-amino-5-hydroxypyrazolium (9), dicyandiamidine (10), and 2,4-diamino-6-methyl-1,3,5-triazin (11), was synthesized with cations. These energetic salts were fully characterized through FT-IR, 1H NMR, 13C NMR, and elemental analysis. The structures of 2, 3·7H2O, 6·2H2O, 8, and 10·4H2O were further confirmed through single crystal X-ray diffraction. Their thermal stabilities were investigated through differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The results indicated that all of the salts possess excellent thermal stabilities with decomposition temperatures ranging from 225.7 °C to 314.0 °C. On the basis of the Kamlet–Jacobs formula, we carefully calculated their detonation velocities and detonation pressures. All of the salts, except 11, exhibit promising detonation performances with a detonation pressure of 20.23–28.69 GPa and a detonation velocity of 7050–8218 m s−1. These values are much higher than those of TNT. The impact sensitivities of the compounds were determined via a Fall hammer test. All of the compounds show excellent impact sensitivities of >50 J, and this finding is higher than that of TATB (50 J). Therefore, these ionic salts with excellent energetic properties could be applied as new energetic materials.
研究领域:
化学
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材料科学
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高能材料
✓ 已验证
DOI
高影响因子
MEDICINAL CHEMISTRY RESEARCH
·
2018
·Vol. 28
·期 2
·133-142
·
IF 1.607
Feng Yu,Teng Xingxing,Gu Jinhua,Yu Bangwei,Luo Yan,Ye Lianbao
In the previous research, our group designed and synthesized 2,3,4,5-tetrahydro-1 H -pyrido-[4,3-b] indoles, which showed high anti-tumor activity. In this study, a series of novel 2,3,4,5-tetrahydro-1 H -pyrido-[4,3-b] indole derivatives were designed by introducing an alkyl or aralkyl and a sulfonyl group, which are considered as the pharmacophores of some antitumor drugs based on the combination principles, and synthesized. The antiproliferative activity of all the target compounds were evaluated against Hela, A549, HepG2, and MCF-7 cell lines using the MTT assay in vitro. The results were represented by IC 50 values. All compounds showed moderate to excellent antiproliferative activity with IC 50 values between 0 μM and 100 μM against cancer cells. The proliferations of Hela, A549, HepG2, and MCF-7 cell lines were inhibited in a dose-dependent manner, and the cytolytic activity was markedly inhibited at the same time. The IC 50 values of intermediate 3 inhibited against Hela, A549, HepG2, and MCF-7 cell lines were 52.75, 50.30, 60.31, and 54.39 μM, respectively, which were higher than the new compounds that we expected. The compounds 4a – 4d bearing sulfonyl, substituted by electron donating group, showed moderate to significant antiproliferative activity, in which compound 4c was the best with the IC 50 values of 13.71, 9.42, 15.06, and 14.77 μM, and these results suggested that the introduction of sulfonyl could increase the antiproliferative activity of 2,3,4,5-tetrahydro-1 H -pyrido-[4,3-b]indole. Compounds 4e – 4g bearing alkyl, phenyl, and arylated alkyl produced good antiproliferative activity and the IC 50 value of 4 g was lower than 30 μM. The target compounds were more potent against A549 compared to the other three cell lines. Molecular docking studies revealed the binding orientations of all the synthesized compounds in the active site of c-Met. Moreover, molecular dynamics simulations have been performed to evaluate the binding stabilities between the synthesized compounds and their receptors.
研究领域:
药物化学
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肿瘤学
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计算生物学
✓ 已验证
DOI
高影响因子
ACS Sustainable Chemistry & Engineering
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2022
·
IF 9.224
Tingting Chen,Yunfei Zhang,Yingjie Xu
A novel basic anion-functionalized ionic liquid with a 1-methylhydantoin anion ([1-MHy]−) and [P4442]+ cation was synthesized for efficient CO2 capture and catalytic conversion of CO2 to quinazoline-2,4(1H,3H)-dione, and CO2 absorption and conversion mechanisms were investigated by NMR, FT-IR, and DFT calculations. CO2 absorption results show that the capture capacity of [P4442][1-MHy] at 303.15 K and 0.1 MPa is up to 1.58 molCO2/molIL, which is attributed to the multiple-site cooperative interactions between CO2 with N– and C═O of [1-MHy]− originated from the electron conjugation effect, resulting in a decrease in the CO2 absorption enthalpy (−51.4 kJ/mol) and an increase in the activation of CO2. Moreover, the high yield of quinazoline-2,4(1H,3H)-dione obtained by using [P4442][1-MHy] to catalyze 2-aminobenzonitrile with atmospheric-pressure CO2 was 97% and is solvent- and metal-free. The reaction mechanism indicates that [1-MHy]− with the multiple-site cooperative interactions can not only activate CO2 but also can activate 2-aminobenzonitrile by forming two types of hydrogen bonds with −NH2 (N–H···N– and N–H···O═C), thus ensuring the excellent catalytic performance of [P4442][1-MHy]. Furthermore, due to the similar basicity of [1-MHy]− to the quinazolide anion ([Quinazolide]−), it can effectively prevent the deprotonation of the acidic quinazoline-2,4-dione into [Quinazolide]−, thereby improving its yield. In addition, [P4442][1-MHy] has good recycling performance during CO2 capture and conversion. The physicochemical properties of [P4442][1-MHy] are also reported. The obtained results may provide a new strategy for converting CO2 into value-added chemicals under green conditions.
研究领域:
化学工程
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催化化学
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绿色化学
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产品关联
DOI
高影响因子
ChemistrySelect
·
2025
·Vol. 10
·期 21
·e01335
·
IF 2
Yu-cheng Jiang,Bao-guang Zhu,Xiang-li Long
Graphical The production of 1-(4-chlorophenyl)-1H-pyrazol-3-ol from the oxidation of 1-(4-chlorophenyl)-pyrazolidin-3-one by air under the catalysis of Co(II)@AC has been enhanced by modifying the activated carbon with H₂C₂O₄ solution to increase the acidic groups and micropores on the carbon surface. The production of 1-(4-chlorophenyl)-1 H -pyrazol-3-ol by oxidizing 1-(4-chlorophenyl)- pyrazolidin-3-one with H 2 O 2 suffers from some shortcomings. The oxidation of 1-(4-chlorophenyl)-pyrazolidin-3-one to 1-(4-chlorophenyl)-1 H -pyrazol-3-ol can be realized by air catalyzed with Co(II)@AC (prepared by supporting cobalt(II) on activated carbon). Air is a good substitute for H 2 O 2 because it can minimize the cost, hazards, and pollution, which is beneficial to the improvement of the production process for pyraclostrobin. In this study, activated carbon has been modified by H 2 C 2 O 4 solution to improve the catalytic performance of Co(II)@AC. The experiments indicate that the best carbon is made by heating the carbon at 300 °C for 3 h with a heating rate of 5 °C/min in N 2 after being soaked in 0.4 mol/L H 2 C 2 O 4 solution at 50 °C for 12 h with an L/S ratio of 40/1 mL/g. The 1-(4-chlorophenyl)-1 H -pyrazol-3-ol concentration obtained by Co(II)@AC immobilized on the optimized carbon is 39.39% over that catalyzed by Co(II)@AC loaded on the original carbon. Characterization results reveal that modification with H 2 C 2 O 4 increases the specific surface area and enhances the acidity on the carbon surface. The oxidation rate of 1-(4-chlorophenyl)-pyrazolidin-3-one is primarily determined by the physical structure. The selectivity toward 1-(4-chlorophenyl)-1 H -pyrazol-3-ol is mainly influenced by the chemical characteristics.
研究领域:
化学工程
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催化材料
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环境科学
✓ 已验证
产品关联
DOI
高影响因子
SYNTHETIC COMMUNICATIONS
·
2023
·
IF 2.1
Jun Yang,Guang-Ping Liang,Xiong-Li Liu
To investigate the effects and mechanisms of 4-(1H-indol-1-yl)-4-oxobutanoic acid spliced podophyllotoxin derivatives (3a–3l) on tumor cells. The MTT method was adopted to evaluate (3a–3l) antitumor activity in vitro against A549 cells, A549/DDP cells, MCF-7 cells. The results showed that compound 3l had the most prominent inhibitory effect and high selectivity with IC50 18.53 ± 1.51 µM against A549/DDP cells. Meanwhile, the effects of compound 3l on the nuclear state, cell cycle and apoptosis of A549/DDP cells showed that compound 3l induced apoptosis by delaying the G2/M phase of A549/DDP cell cycle. In addition, molecular docking of compound 3l also showed that it could form a good hydrogen bond with ARG-158 (d = 2.6, 2.7 Å) and HIS-406 (d = 2.5 Å) at the colchicine site of tubulin. Compound 3l could provide lead compound for the development of new multi-drug resistant anti-tumor drugs.
研究领域:
药理学
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肿瘤学
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化学
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分子生物学
✓ 已验证
产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
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2020
·
IF 5.162
Yue Shi,Xiao Wang,Ning Wang,Fei-Fei Li,Yu-Lin You,Shu-Qi Wang
Glioblastoma (GBM) is the most malignant central nervous system tumor, with poor prognosis. Temozolomide (TMZ) has been used as a first–line drug for the treatment of GBM for over a decade, but its treatment benefits are limited by acquired resistance. Polysaccharides from Cibotium barometz (CBPs) are polysaccharides purified from the root of Cibotium barometz (L.) J . Sm., possessing sensitizing activity. The purpose of this study was to investigate the anti–cancer effect of CBP from different processing methods on U87 cells using a 1 H NMR–based metabolic approach, complemented with qRT–PCR and flow cytometry, to identify potential markers and discover the targets to explore the underlying mechanism. Cibotium barometz is usually processed under sand heating in clinical applications. Polysaccharides from both the processed (PCBP) and raw (RCBP) C. barometz were prepared, and the effect on enhancing the sensitivity to TMZ was investigated in vitro. CBP can significantly increase the toxicity of TMZ to the U87 cell line, promote apoptosis, enhance cell cycle changes, and arrest cells in S phase, and RCBP demonstrated better activity. Multivariate statistical analyses, such as principal component analysis (PCA) and orthogonal projection to latent structure with discriminant analysis (OPLS–DA), were used to identify metabolic biomarkers, and 12 metabolites in the cell extract samples were clearly identified as altered after RCBP exposure. NMR–based cell metabolomics provided a holistic method for the identification of CBP's apoptosis–enhancing mechanisms and the exploration of its potential applications in preclinical and clinical studies.
研究领域:
肿瘤学
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药理学
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代谢组学
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生物医学研究
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF COORDINATION CHEMISTRY
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2019
·
IF 1.685
Yafang Ge,Guoting Li,Dongxia Fu,Lina Liu,Benlai Wu
Two metal–organic frameworks based on a multifunctional ligand 2-(5-bromo-pyridin-3-yl)-1H-imidazole-4,5-dicarboxylic acid (H3L), [Mn(HL)(C2H5OH)]n (1) and {[Zn(HL)(H2O)2]·H2O}n (2), have been hydro/solvothermally synthesized and characterized by IR, elemental analyses, X-ray powder and single-crystal diffractions, and thermogravimetric analyses. In 1, (HL)2– ligands adopt the μ
3-kN,O:kN′,O′:kN′′ coordination mode and use their imidazoledicarboxylates to bis-chelate MnII into left- and right-handed helixes which are further bridged into a mesolayer structure with (4·82) topology through the coordination of their pyridyl groups. In 2, (HL)2– ligands only use their imidazoledicarboxylates to bis-chelate ZnII into linear chains which are further linked into a 2D supramolecular framework through interchain hydrogen–bonding interactions. Interestingly, the structures of 1 and 2 are mainly dominated by the bis-N,O-chelation of the imidazoledicarboxylate in (HL)2–. As for the formation of the imidazoledicarboxylate-bridged helical chains in 1 or straight chains in 2, it largely depends on the cis- or trans-chelation of two imidazoledicarboxylates around the same metal center. Magnetostructural analysis of 1 discloses that the bis-N,O-chelating imidazoledicarboxylate of (HL)2– transmits antiferromagnetic interactions along the imidazoledicarboxylate-bridged helical chain with the spin-coupling constant of –0.71 cm–1. Additionally, 2 emits greatly enhanced blue fluorescence mainly originating from the intraligand charge transition.
研究领域:
材料科学
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化学
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配位化学
·
晶体工程
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2024
·
IF 5.7
Mengru Zhou,Xiaoyao Ma,Jiaqi Zhang,Xuan Lu
3,5-Dimethyl-8-methoxy-3,4-dihydro-1H-isochromen-6-ol (DMD) is a polyketide compound obtained from the endophytic fungus Penicillium sp. HJT-A-10 of Rhodiola tibetica. R. tibetica is a nourishing food and also used in traditional Chinese medicine and Xizang medicine. In dextran sulfate sodium (DSS)-induced ulcerative colitis (UC) mice, DMD significantly alleviated the pathological symptom of UC. Network pharmacology studies have shown that nucleotide-binding domain-like receptor family pyrin domain containing (NLRP) 3 is the primary target protein of DMD associated with anti-UC. In molecular biology studies, DMD suppressed the activation of NLRP3 and decreased the expression of downstream inflammatory proteins and pro-inflammatory cytokines in UC. The finding was further verified in knockout mice. DMD lost the effect of attenuating DSS-induced UC in NLRP3–/– mice. In conclusion, this study demonstrates that DMD reduces inflammatory response and balances the barrier integrity to attenuate UC via targeting NLRP3, and DMD is a potential natural agent or dietary supplement for attenuating UC.
研究领域:
药理学
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免疫学
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胃肠病学
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分子生物学
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传统医学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE
·
2024
·
IF 3.3
Kangyu Zhao,Xin Long,Junle Li,Ying Wang,Ping Lan,Yong Wang
BACKGROUND The Maillard reaction involves the interaction of various amino acids and reducing sugars, resulting in food browning. It often produces appealing aromas and flavors. The complexities of the reaction are such that it can be challenging to identify the often numerous and frequently volatile products formed by it. In the present study, we sought to identify and evaluate an unusual product with anti-oxidant activity arising from a fructose-histidine Maillard reaction model. The anti-oxidant profile of this product was assessed by computational means. RESULTS The fructose-histidine Maillard reaction products (FH-MRPs) were generated by heating a 2:1 mixture of the sugar and the amino acid at 140 °C for 2 h. Chromatographically separable fractions, labelled DM-1 to DM-8, were obtained using silica gel as the stationary phase and dichloromethane/methanol (DCM/MeOH) mixtures as the mobile one. Fraction DM-5 exhibited the highest 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, and further bio-assay guided fractionation led to isolation and identification of 1-(1 H -imidazo[4,5- c ]pyridin-4-yl)ethenone (IMPE) as the active principal, the structure of which was established by nuclear magnetic resonance (NMR) spectroscopic and mass spectral techniques. A mechanism for the formation of IMPE from its precursors is proposed. Density functional theory (DFT) calculations suggest this novel heterocyclic compound exerts its anti-oxidant effects by interacting with DPPH and 2,2'-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radicals. Essentially, IMPE was non-toxic below 300 ug mL −1 , showing a concentration-dependent free radical clearance capacity and reducing power within the 100–1000 μg mL −1 range, and moreover, exhibiting significant Fe 2+ chelating abilities wihin the 50-200 μg mL −1 range. CONCLUSION This study identified the unique FH-MRP, IMPE, and found that it acts as food antioxidant through the chelation of metal ions. © 2024 Society of Chemical Industry.
研究领域:
食品化学
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分析化学
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计算化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
·
2023
·
IF 6.7
Changjun Zhang,Yi Lu,Jingqi Zhang,Anjie Zang,Jinhui Ren,Zhiyuan Zheng,Miaoliang Fan,Yuanyuan Xie
Recent advances in understanding the role of iron and ROS in cell death suggest new therapeutic avenues to treat organ damage including acute kidney injury (AKI). Inhibiting ferroptosis was expected to have great potential for the treatment of this disease. Ferroptosis is characterized by iron-dependent lipid peroxidation and currently, a majority of reported ferroptosis inhibitors belong to either radical-trapping antioxidants or iron chelators . However, clinically used iron chelators such as deferoxamine and deferiprone have limited efficacy against ferroptosis (generally with EC 50 > 100 μM), despite their proven safety. Herein, we present the rational design of novel ferroptosis inhibitors by incorporating the naturally occurring cinnamic acid scaffold and the 3-hydroxypyridin-4(1 H )-one iron-chelating pharmacophore . Through ABTS ˙ + radical-scavenging assay, oxygen radical absorbance capacity (ORAC) measurement, Fe 3+ affinity evaluation, and anti-erastin-induced HT22 cell ferroptosis assays, we identified compound 9c as the most prospective ferroptosis inhibitor (ABTS ˙ + , IC 50 = 4.35 ± 0.05 μM; ORCA = 23.79 ± 0.56 TE; pFe 3+ = 18.59; EC 50 = 14.89 ± 0.08 μM, respectively). Notably, 9c dose-dependently alleviated cell death in cisplatin-induced AKI model. Our results provide insight into the development of new ferroptosis inhibitors through rational incorporation of pharmacophores from existing ferroptosis inhibitors, and compound 9c could be a promising lead compound worth further investigation.
研究领域:
药理学
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医学
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分子生物学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
·
2019
·
IF 2.983
Bayarmaa Khadankhuu,Yuxiang Fei,Dan Xu,Yingchao Li,Kai Hou,Fengyang Li,Weirong Fang,Xijing Chen,Yunman Li
Ischemic stroke is the main cause of disability and mortality worldwide. 10-O-(N N-dimethylaminoethyl)-ginkgolide B methane-sulfonate (XQ-1 H) is a novel drug based on the remedial approach for ischemic stroke. Clopidogrel, a widely used anti-platelet drug, is often co-prescribed in the clinic. In this study, we established an UPLC-MS/MS spectrometry method for the determination of XQ-1H and investigated the pharmacokinetic effect of clopidogrel on XQ-1H in rats subjected to middle cerebral artery occlusion (MCAO). Meanwhile, the anti-apoptotic and neuroprotective effects of XQ-1H and its combination with clopidogrel were also studied. The results revealed that XQ-1H and its combination with clopidogrel abridged brain infarct volume, cerebral edema and alleviated neurological dysfunction caused by cerebral ischemic reperfusion injury. Further study demonstrated that XQ-1H combined with clopidogrel lessened TUNEL positive cells, up-regulated bcl-2 expression notably and down-regulated bax expression as compared to both XQ-1H and clopidogrel individually. In addition, a rapid, sensitive UPLC-MS/MS method was developed to quantify the concentration of XQ-1H in MCAO/R rats. Our pharmacokinetic results showed that clopidogrel significantly increased the exposure of XQ-1H, increased the peak plasma concentration (C max ), area under the curve (AUC) and slowed elimination of XQ-1H in the co-administered group. Besides, for further exploring which CYP450 isoforms are involved in the XQ-1H metabolism, XQ-1H was incubated in human liver microsomes (HLMs) system with or without P450 isoform-selective inhibitors. Our results revealed that clopidogrel altered pharmacokinetics of XQ-1H potentially and subsequently enhanced the pharmacological effect of XQ-1H. Moreover, XQ-1H could be applied as an efficacious neuroprotective agent for ischemic stroke because of its considerable effect on averting neuronal apoptosis.
研究领域:
药理学
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神经科学
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中风研究
✓ 已验证
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）