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JOURNAL OF CHROMATOGRAPHY A · 2022 · IF 4.601

Synthesis of multifunctional crown ether covalent organic nanospheres as stationary phase for capillary electrochromatography

Changjun Hu,Zhentao Li,Zhuang Hu,Qiaoyan Li,Yuanyuan Fu,Zilin Chen

Crown ethers are macrocyclic polyether compounds containing multiple -oxo-methylene-structural units, which are often used for recognition of metal ions and ammonium ions. Inspired by the molecular design of rotaxanes, a novel covalent organic nanospheres material (CON ADBC-Tp) constructed by 4,4′-diaminodibenzo-18-crown-6 (ADBC) and 2,4,6-triformylphloroglucinol (Tp) was rationally designed as stationary phase for the separation of compounds containing imidazole structure. Scanning electron microscopy (SEM) and Fourier transform infrared spectroscopy (FT-IR) were carried out to confirm the morphology and composition of ADBC-Tp and ADBC-Tp modified capillary column. Thanks to the introduction of crown ether building ligands, the prepared capillary column exhibited excellent separation selectivity towards protonated imidazole structure, with benzimidazole and its 2-substituted derivatives as modal analytes. Moreover, separation of fungicides, nucleobases, short peptides and sulfanilamides were achieved on ADBC-Tp@capillary. The multifunctional ADBC-Tp@capillary with satisfactory reproducibility and stability gives great promise for separation science.

研究领域: 分析化学 · 材料科学
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MOLECULAR DIVERSITY · 2024 · IF 3.9

Synthesis and biological evaluation of sulfonamide derivatives containing imidazole moiety as ALK5 inhibitors

Ding Shu-Yan,Yang Yu-Xuan,Liu Chuang,Quan Xu-Yin,Zhao Zi-Han,Jin Cheng-Hua

Four series of sulfonamide derivatives ( 13a – b , 14a – d , 15a – b , and 16a – d ) were synthesized and evaluated for their activin receptor-like kinase 5 (ALK5) inhibitory activities. Of these, compounds 13b (IC 50  = 0.130 μM) and 15a (IC 50  = 0.130 μM) showed the highest inhibitory activities against ALK5 kinase, with activities similar to the positive control LY - 2157299 . Notably, we discovered that introduction of sulfonamide group at the 2-position of the central imidazole ring significantly increased ALK5 inhibitory activity. Compounds 13b and 15a did not show toxicity in A549 cells up to the maximum concentration of 50 μM, and effectively inhibited TGF-β1-induced Smad-signaling and cell motility in A549 cells. The results indicate that compounds 13b and 15a are worth of further development as anticancer agents.

研究领域: 药物化学 · 分子生物学 · 肿瘤学
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JOURNAL OF MEMBRANE SCIENCE · 2023 · IF 9.5

Influence of the PBI structure on PBI/CsH5(PO4)2 membrane performance for HT-PEMFC application

Yutong Zhao,Bo Lv,Wei Song,Jinkai Hao,Junfang Zhang,Zhigang Shao

Conventional high-temperature proton exchange membranes use phosphoric acid (PA) as a proton conductor . However, PA loss, poor mechanical stability, and catalyst poisoning represent major limitations. Solid acids are an alternative to PA that does not require humidification and is less prone to leaching. In this study, we prepared two composite membranes by high-temperature impregnation to investigate the effects of the structure of polybenzimidazole (PBI) on the anchoring of solid acids: a laboratory-synthesized m -PBI/CsH 5 (PO 4 ) 2 and the commercial OPBI/CsH 5 (PO 4 ) 2 . Compared to PA-doped membranes, CsH 5 (PO 4 ) 2 -doped membranes showed excellent mechanical properties , particularly m -PBI/CsH 5 (PO 4 ) 2 . Scanning electron microscopy and energy dispersive spectroscopy images showed that CsH 5 (PO 4 ) 2 was uniformly dispersed on the surface and cross-section of both membranes, conducive to the formation of proton transport channels following the CsH 5 (PO 4 ) 2 melting in both samples. The characterization of the physical structures proved the interaction between the imidazole ring and solid acid. Furthermore, the proton conductivity without humidification was similar in m -PBI/CsH 5 (PO 4 ) 2 and OPBI/CsH 5 (PO 4 ) 2 , demonstrating the suitability of m -PBI for fuel cells production. To test this, we assembled a m -PBI/CsH 5 (PO 4 ) 2  cell that showed competitive performances, with a peak power density of 361.28 mW cm −2 at 160 °C in H 2 /O 2 atmosphere.

研究领域: 材料科学 · 燃料电池工程
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INORGANICA CHIMICA ACTA · 2025 · IF 3.2

A turn-off fluorescent chemical sensor based on Bis-imidazole structure for highly selective and accurate detection of Cu2+ in living cells

Lu Ren,Jing Wang,Xiangchun Meng,Chang Liu,Ziyi Liao,Dawei Zhang

A novel highly selective and sensitive bis-imidazole fluorescent chemical sensor, 2,6-bis(4,5-diphenyl-1 H -imidazol-2-yl)-4-methylphenol (BMP) was synthesized and utilized for spectral sensing of Cu 2+ . After the addition of Cu 2+ , the green fluorescence of BMP solution quickly quenched, and in the presence of multiple metal ions showed good anti-interference to Cu 2+ , the detection limit was 1.59 nM. Job's plot and 1 H NMR analysis confirm that there is a 2:1 cooperative pattern between BMP and Cu 2+ . DFT calculations at the B3LYP/LANL2DZ/6-311 g level of theory were conducted to explore possible theoretical explanations. The detection of Cu 2+ by this probe has good repeatability under the alternating action of Cu 2+ and EDTA. Test strips made of BMP were used for rapid “naked-eye”detection of Cu 2+ in aqueous medium. The probe was successfully used to monitor Cu 2+ in living cells and real water samples.

CAS / MDL: 7310-95-4 94-36-0
研究领域: 分析化学 · 生物医学工程 · 材料科学
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ACS Nano · 2022 · IF 18.027

Subnanometer Ion Channel Anion Exchange Membranes Having a Rigid Benzimidazole Structure for Selective Anion Separation

Quan Chen,Yuyang Yao,Junbin Liao,Junhua Li,Jingwen Xu,Tongtong Wang,Yuanyuan Tang,Yanqing Xu,Huimin Ruan,Jiangnan Shen

Ion-conductive polymers having a well-defined phase-separated structure show the potential application of separating mono- and bivalent ion separation. In this work, three side-chain-type poly(arylene ether sulfone)-based anion exchange membranes (AEMs) have been fabricated to investigate the effect of the stiffness of the polymer backbone within AEMs on the Cl–/NO3– and Cl–/SO42– separation performance. Our investigations via small-angle X-ray scattering (SAXS), positron annihilation, and differential scanning calorimetry (DSC) demonstrate that the as-prepared AEM with a rigid benzimidazole structure in the backbone bears subnanometer ion channels resulting from the arrangement of the rigid polymer backbone. In particular, SAXS results demonstrate that the rigid benzimidazole-containing AEM in the wet state has an ion cluster size of 0.548 nm, which is smaller than that of an AEM with alkyl segments in the backbone (0.760 nm). Thus, in the electrodialysis (ED) process, the former exhibits a superior capacity of separating Cl–/SO42– ions relative to latter. Nevertheless, the benzimidazole-containing AEM shows an inability to separate the Cl–/NO3– ions, which is possibly due to the similar ion size of the two. The higher rotational energy barrier (4.3 × 10–3 Hartree) of benzimidazole units and the smaller polymer matrix free-volume (0.636%) in the AEM significantly contribute to the construction of smaller ion channels. As a result, it is believed that the rigid benzimidazole structure of this kind is a benefit to the construction of stable subnanometer ion channels in the AEM that can selectively separate ions with different sizes.

研究领域: 材料科学 · 离子分离技术
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RESEARCH ON CHEMICAL INTERMEDIATES · 2025 · IF 3.5

The turn-off fluorescent chemical sensor based on imidazole structure for highly selective and accurate detection of Cu2+ ion in living cells

Wang Jing,Li Shuangbao,Ren Lu,Wang Zian,Liu Yanqi,Zhang Dawei

The compounds with an imidazole structure, DHH and DHM, were synthesized using benzoyl, ammonium acetate, 2-hydroxy-5-methylisophthalaldehyde, and 2-(3-aldehyde-4-hydroxyphenyl)- 4-methylthiazole-5-carboxylate as raw materials. The structures of probes DHH and DHM were characterized by FT-IR, 1 H NMR, 13 C NMR, and HR-MS. This study found that DHH and DHM can rapidly and highly selectively recognize Cu 2+ in EtOH-H 2 O (1:1 v/v). The spectral characteristics of DHH and DHM were studied using fluorescence spectroscopy and UV–vis spectroscopy. The results show that the combination of DHH and DHM with Cu 2+ produces a significant fluorescence quenching effect, and the influence of other metal ions can be neglected. Subsequently, through Job’s plot analysis, 1 H NMR titration, and DFT calculations, the binding mechanisms of probes DHH and DHM with Cu 2+ were explored, and it was found that they coordinate in a 2:1 ratio. The experimental study on standard addition recovery showed that probes DHH and DHM could be used for the quantitative detection of Cu 2+ in actual water samples. The probes were also successfully applied to the monitoring of Cu 2+ in living cells. Graphical abstract The compounds containing imidazole structures in probes DHH and DHM were successfully synthesized and characterized. Test strips made of DHH and DHM were used for rapid “naked-eye” detection of Cu2 + in an aqueous medium. The probes were successfully used to monitor Cu2 + in living cells and real water samples.

研究领域: 分析化学 · 生物化学 · 无机化学 · 材料科学 · 环境监测 · 细胞生物学
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