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AUSTRALIAN JOURNAL OF CHEMISTRY · 2019 ·Vol. 72 ·期 7 ·533-541 · IF 1.226

Trans-4-[4-(dimethylamino)styryl]-1-methylpyridinium Iodide@Hemimethylcucurbit[6]uril Fluorescent Probe for Anion Recognition

Sai Huang,Mei Yang,Xin-Yu Deng,Qian Jiang Zhu,Ying Huang,Zhu Tao,Kai Chen

In the present work, a host–guest system of a hemimethyl-substituted cucurbit[6]uril derived from 3α-methyl-glycoluril (HMeQ[6]) and a hemicyanine dye, trans-4-[4-(dimethylamino)styryl]-1-methylpyridinium iodide (t-DSMI) showing strong fluorescence emission has been evaluated as a fluorescent probe. The results of a preliminary systematic study on the detection of a series of inorganic anions have revealed that this Q[n]-based host–guest fluorescent probe shows clear responses to BF4− and H2PO4− anions through distinct fluorescence quenching. Application of this Q[n]-based host–guest interaction system in anion recognition or detection opens a new avenue in Q[n] chemistry.

CAS / MDL: 7631-99-4
研究领域: 化学 · 分析化学
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IMMUNOBIOLOGY · 2025 · IF 2.3

Phellodendrine chloride alleviates gouty arthritis through IL-6/STAT3 signaling pathway

Yu-yao Qin,Zi-yi Qin,Tao Liang,Dong-er Qin,Sheng-yi Hua,Ming-hui Tan,Shun Guo,Fan Yang,Le Shi,Yun Yu,Guang-ji Zhang

Background Phellodendrine, a primary bioactive constituent of Phellodendron chinense Schneid (PCS), is crucial in its pharmacological profile. Phellodendrine exhibits potent anti-nephritic properties and demonstrates a marked inhibitory effect on the cellular immune response. However, the effects of phellodendrine on proteoglycan depletion and cartilage degeneration in gouty arthritis remain insufficiently understood. Therefore, the objective of this study is to elucidate the therapeutic potential and underlying mechanisms of phellodendrine chloride (PC) in the treatment of gouty arthritis. Methods A monosodium urate (MSU)-induced arthritis model in rats, along with a peritonitis model in mice, was developed, in combination with a chondrocyte model. Neutrophil proportions were quantified using flow cytometry. The expression levels of MMP-3, STAT3, and phosphorylated STAT3 (p-STAT3) in chondrocytes were determined by Western blot analysis. Proteoglycan levels in chondrocytes were assessed using toluidine blue staining and quantitative reverse transcription PCR (qRT-PCR). Joint swelling rates were monitored at 0–24 h in rats, and histopathological changes in joint tissues were subsequently analyzed. Results Phellodendrine chloride mitigated the rise in neutrophil proportions within MSU-induced peritoneal lavage fluid in mice and decreased inflammatory cell infiltration in rat ankle tissues. Treatment with phellodendrine chloride led to a downregulation of MMP-3 protein levels and inhibited IL-1β-induced proteoglycan degradation in chondrocytes. Additionally, results from experiments combining IL-1β with AG490 or IL-6 demonstrated that phellodendrine chloride attenuated IL-1β-induced MMP-3 expression and proteoglycan degradation. Conclusion Our findings suggest that phellodendrine chloride mitigates gouty arthritis (GA) by modulating the IL-6/STAT3 signaling pathway.

CAS / MDL: 92-31-9
研究领域: 药理学 · 免疫学 · 风湿病学
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INORGANICA CHIMICA ACTA · 2023 · IF 2.8

Supramolecular Self-assemblies of inverted cucurbit[6]uril with 1,5-pentanediamine

Zhi-Nian Liu,Jian-Hang Hu,Yu Xiong,Jia-Yi Zhang,Run-Xin Hou,Chun-Rong Li,Tie-Hong Meng,Timothy J. Prior,Carl Redshaw,Xin Xiao

In this study, single crystal X-ray diffraction and 1 H NMR spectroscopy were used to examine the interaction of the guest 1,5-pentanediamine with inverted cucurbit[6]uril ( i Q[6]) in the presence of [ZnCl 4 ] 2− anion. The results show that [ZnCl 4 ] 2− and [Zn(H 2 O)Cl 3 ] − anions form a honeycomb framework structure, and i Q[6] forms a 1:1 complex with 1,5-pentanediamine. Inverted cucurbit[6]uril forms molecular chains via outer surface interactions, which in turn fill in the honeycomb framework structure. The amino groups at both ends of the 1,5-pentanediamine guest are situated at the entrance of the central cavity, while the alkyl chain part resides in the central cavity of the i Q[6].

CAS / MDL: 462-94-2
研究领域: 化学 · 材料科学
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JOURNAL OF MEMBRANE SCIENCE · 2024 · IF 8.4

Cucurbit[6]uril builds a water channel for improving the water/salt selectivity of polybenzimidazole

Chenchen Zhang,Si Chen,Yi Zhao,Jianqiang Meng

Polybenzimidazole (PBI) has garnered significant interest in desalination due to its exceptional chemical stability and mechanical strength , but suffers from poor water permeability. In this work, different contents of hydroxylated Cucurbit [6]uril (CB [6] were added to PBI to build a “water transport channel”. The effects of CB [6] addition on the chemical structure and surface morphology were analyzed by FTIR, SEM, and Zeta potential , respectively. Based on the solution-diffusion model, the effect of CB [6] on the water/salt transport properties of PBI membranes was thoroughly investigated. The results show that appropriate CB [6] doping can enhance water sorption of PBI through the special “outer hydrophilic and inner hydrophobic cavity” structure, and boost water diffusion with the channeling effect of the hydrophobic CB [6] cavity. While the complexation between the carbonyl group in CB [6] and Na + ions slightly increased salt sorption, the specific cavity structure of CB [6] can significantly decrease salt diffusion by blocking salt ions and increasing transport path tortuosity. The cavity effect of CB [6] was further confirmed by hybridizing CB [6] with biphenylsulfonyl-substituted PBI when the cavity can be occupied. Therefore, the introduction of CB [6] improves the water/salt diffusion selectivity and then the permeability selectivity of PBI. Notably, the PBI@CB [6] membrane with a 0.25 wt% CB [6] loading exhibited a 40-fold increase in water permeability coefficient compared to pure PBI, while experiencing only a slight decrease in salt permeability coefficient, water/salt selectivity almost exceeding the empirical upper bound line of polymers. This work provides a theoretical foundation for the development of high-performance desalination membranes based on macrocyclic molecules such as CB [6].

研究领域: 材料科学 · 环境工程
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RADIOCHIMICA ACTA · 2022 ·Vol. 111 ·期 1 ·63-71 · IF 2.083

1-aza-18-crown-6 ether tailored graphene oxide for Cs(I) removal from wastewater

Peng Liu,Zhuang Shen,Jiaxian Cheng,Zhen Han,Wenda Xu,Mingbo Ji,Fuqiu Ma

Due to the relative abundance, long half-life and high mobility of radioactive cesium (Cs), new adsorbents are urgently needed to treat Cs to ensure public health. In this study, a graphene oxide (GO) based adsorbent for Cs(I) adsorption was prepared by 1-aza-18-crown-6 ether modification. XRD, FT-IR, XPS and SEM results showed that the properties of 1-aza-18-crown 6 ether modified GO (18C6-GO) changed dramatically compared with that of raw graphite. The adsorption properties of 18C6-GO for Cs(I) were studied by batch static adsorption experiments. The results showed that the adsorption equilibrium time of 18C6-GO was 20 h. Kinetic study revealed that the adsorption rate of Cs(I) conformed to pseudo-second-order kinetic model. Langmuir adsorption isotherm simulation indicated that the adsorption arises at homogeneous adsorption sites on 18C6-GO. Therefore, crown ether modified GO may have implications for the treatment of wastewater.

研究领域: 环境科学 · 材料科学 · 化学工程
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RSC Advances · 2016 ·Vol. 6 ·期 57 ·52255-52263 · IF 3.289

Fluorescence quenching and spectrophotometric methods for the determination of 6-mercaptopurine based on carbon dots

Yusheng Yuan,Yalan Wang,Shaopu Liu,Yuanfang Li,Ruilin Duan,Hui Zhang,Xiaoli Hu

It is of great significance to develop an eco-friendly and sensitive platform for the detection of 6-mercaptopurine (6-MP) because of its side effects and variable activity. Herein, fluorescence quenching and spectrophotometric methods for the detection of 6-mercaptopurine (6-MP) using carbon dots (CDs) as a fluorescence probe are established. 6-MP not only serves to shelter the CDs effectively from being quenched, but also to reverse the quenching and restore the fluorescence due to its ability to remove Hg2+ from the surface of CDs. After the experimental conditions are optimized, the linear range for the detection of 6-MP is 0.04 to 12 μmol L−1, and the detection limit is 0.01 μmol L−1. When it refers to the spectrophotometric method, the linear range is 0.08 to 12 μmol L−1 and the detection limit is 0.02 μmol L−1. The CDs with 6-MP are systematically characterized with transmission electron microscopy (TEM), ultraviolet-visible (UV-vis) absorption and so on. Furthermore, the proposed methods are not only expected to become a potential tool for the fast response of 6-MP but also possess the potential for practical application to be applied in the determination of 6-MP in human serum samples with satisfactory results.

CAS / MDL: 50-44-2
研究领域: 分析化学 · 药物分析 · 生物医学
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JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY · 2016 ·Vol. 87 ·期 1 ·67-74 · IF 1.253

Perhydroxycucurbit[6]uril-induced self-assembly of a double-hydrophilic block copolymer in aqueous solution

Wang Zhipeng,Li Mingrui,Huang Xiaoling

We reported the preparation of the poly( N -vinyl pyrrolidone)-b-polyethylene glycol (PVP-b-PEG) double-hydrophilic block copolymer by atom transfer radical polymerization (ATRP). The PVP-b-PEG samples were characterized by nuclear magnetic resonance spectroscopy and Fourier translation infrared spectrum. By taking advantage of its exceptional binding affinity, the perhydroxycucurbit[6]uril ((HO) 12 CB[6]) was used to interact with PVP-b-PEG by hydrogen bond and constructed micelle-like core–shell aggregates with the physical cross-link PVP segments as the core and the extending PEG chains as the outer palisade. The size of aggregates was about 50–300 nm. The particle size of this type of assemblies could be controlled by the weight content of (HO) 12 CB[6]. The size distribution was broad at high concentrations. The broad size distribution at high (HO) 12 CB[6] concentration was due to the coexistence of isolated particles and clusters. These novel micelle-like core–shell aggregates could be controlled by pH value. At pH lower than 6 or pH larger than 13, hydrogen bond interactions were destroyed and the formed (HO) 12 CB[6]-induced PVP-b-PEG assemblies could be destructed.

研究领域: 高分子化学 · 纳米材料科学 · 超分子化学
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NEW JOURNAL OF CHEMISTRY · 2022 ·Vol. 46 ·期 11 ·5026-5033 · IF 3.925

Electrogenerated chemiluminescence sensor for silver ions based on their coordination interaction with cucurbit[6]uril

Yuhua Luo,Wei Xiang,Xinyu Zhang,Liqiao Hu,Yongping Dong

In this work, an electrogenerated chemiluminescence (ECL) sensor was fabricated to detect silver ions based on the competitive interaction between luminol, silver ions and cucurbit[6]uril (Q[6]). The Q[6]-modified electrode (Q[6]/GCE) exhibited the best electrochemical response among various Q[n]-modified electrodes and was selected for ECL measurements. Strong anodic luminol ECL was obtained at the Q[6]/GCE due to the interaction between luminol, oxygen, and Q[6]. In the presence of Ag+, the strong coordination interaction between Ag+ and Q[6] could decrease the concentration of luminol and oxygen on the electrode surface, resulting in a decreased ECL signal. The variation of the ECL intensity was linearly correlated with the Ag+ concentration. Therefore, an ECL sensor for the quantitative detection of Ag+ was proposed. Under the optimal conditions, Ag+ can be detected in the range of 10 nM to 5 μM, and the detection limit was calculated as 8.2 nM (3σ). The proposed ECL sensor shows outstanding specificity and accuracy, indicating that cucurbit[n]urils have great potential applications in the detection of metal ions.

研究领域: 分析化学 · 材料科学 · 环境科学
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POLYHEDRON · 2022 · IF 2.975

Supramolecular self-assembly between symmetric tetramethyl cucurbit[6]uril and dimethylphenylpiperazine hydrochloride

Jian-Hang Hu,Zhi-Chao Yu,Jia-Yi Zhang,Zhi-Nian Liu,Run-Xin Hou,Yu Xiong,Carl Redshaw,Zhu Tao,Xin Xiao

The interaction between symmetric tetramethyl cucurbit[6]uril (TMeQ[6]) and 2,3-dimethylphenylpiperazine hydrochloride (PMY) has been studied in the presence of [CdCl 4 ] 2− . Each port of the TMeQ[6] is connected to PMY through weak interactions such as ion dipole interactions and C H⋯O hydrogen bonding interactions, whilst the [CdCl 4 ] 2− is connected with the portal carbonyl oxygen, glycoside urea methylene and a bridging methylene of a TMeQ[6] molecule via ion–dipole interactions. These interactions were evident from a single crystal X-ray diffraction study of TMeQ[6]-PMY-[CdCl 4 ] 2− . In addition, the complex can form a one-dimensional supramolecular chain structure, and then assemble into a two-dimensional supramolecular framework, which can be described as a TMeQ[6]-PMY-[CdCl 4 ] 2− based supramolecular framework (QSF).

研究领域: 化学 · 材料科学
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Materials Science & Engineering C-Materials for Biological Applications · 2019 · IF 4.959

A bio-responsive 6-mercaptopurine/doxorubicin based “Click Chemistry” polymeric prodrug for cancer therapy

Jianhong Liao,Haisheng Peng,Xuan Wei,Yajing Song,Can Liu,Dan Li,Yihua Yin,Xiong Xiong,Hua Zheng,Qun Wang

A novel bio-responsive co -delivery system based on Poly(DEA)-b-Poly(ABMA- co -OEGMA) (PDPAO, prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization) copolymers was constructed for enhanced cellular internalization and effective combination therapy. Reduction-sensitive 6-mercaptopurine (6MP) based prodrug and pH-sensitive doxorubicin (DOX) based prodrug were grafted onto PDPAO by an azide-alkyne “ Click Chemistry ” reaction to acquire a pH/reduction-sensitive polymeric prodrug (PDPAO@imine-DOX/ cis -6MP), which was able to self-aggregate to form polymeric micelles (M(DOX/6MP)) with an average particle size of 116 ± 2 nm in the water. The resultant micelles could maintain a stable sphere structure and show stability with a small particles' dispersion index in the blood. Importantly, it has been observed that the pH-sensitive surface charge-conversion accompanied pH-triggered DOX release in the biomimetic extracellular acidic environment of tumor tissue and a rapid dual-drug release triggered by pH and GSH in the intracellular environment. The in vitro evaluation of micelles on human cervical cancer (HeLa) and human promyelocytic leukemia (HL-60) cells showed an enhanced cellular uptake because of charge-conversion and exhibited a higher cell-killing performance. Moreover, the graft ratio of DOX and 6MP showed the ability to adjust the cytotoxicity; the micelles with a graft ratio of 2: 1 (M(DOX 2 /6MP)) displayed the higher cellular inhibition on either HeLa (combination index (CI) = 0.62) or HL-60 (CI = 0.35) cells. Overall, this novel dual-drug-conjugated delivery system might have important potential applications for combination therapy of cancer.

研究领域: 肿瘤学 · 药剂学 · 生物材料
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ELECTROCHEMISTRY · 2019 ·Vol. 87 ·期 4 ·214-219 · IF 1.293

Evaluation of K3Fe(CN)6 on Deposition Behavior and Structure of Electroless Copper Plating

Jianhong LU,Mingyong WANG,Xiaomei DENG,Jianhei YAN,Jimmy YUN,Shuqiang JIAO

Potassium ferricyanide (K3Fe(CN)6) as a stabilizer was used for electroless copper plating in EDTA/THPED dual-ligands system. The deposition behavior and surface structure of copper layer were studied systematically. The results indicated that the overall deposition process was divided into three regions designated as induction, transitional and stable regions. It was confirmed that K3Fe(CN)6 can delay the fall-off trend of electrode potential, which may be related to the competitive adsorption between Fe(CN)63− with large radius and OH− with small radius on the electrode surface. The addition of K3Fe(CN)6 led to a decrease of 70% in redox current density, which reduced obviously Cu deposition rate. Meanwhile, the decomposition time of electroless solution sharply increased and the reoxidation of Cu(I) ion was effectively inhibited in the presence of K3Fe(CN)6. Metallographic studies of copper layers with and without K3Fe(CN)6 stabilizer revealed that surface structures and fine particle distribution were uniform. The resultant product was high-purity without detectable iron impurities. Moreover, the addition of K3Fe(CN)6 was favorable to the formation of the preferred orientation on (220) crystal plane, and the grain size decreased from 61.5 nm to 40.4 nm with the addition of 50 mg L−1 K3Fe(CN)6.

研究领域: 材料科学 · 电化学
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JOURNAL OF SEPARATION SCIENCE · 2015 ·Vol. 38 ·期 7 ·1082-1089 · IF 2.737

Cucurbit(6)uril immobilized on silica: A novel high-performance liquid chromatographic stationary phase

Liyun Ma,Simin Liu,Qing Wang,Lin Yao,Li Xu

In the present study, one of the new generation of host molecules, cucurbit(6)uril (CB(6)), was immobilized onto silica (CB(6)/SiO 2 ) by a sol–gel approach. CB(6)/SiO 2 was characterized by NMR spectroscopy, Fourier transform infrared spectroscopy, thermogravimetric analysis, and elemental analysis. It was used as a high-performance liquid chromatographic stationary phase and its chromatographic performance was systematically investigated with different types of analytes as probes. The results revealed that the CB(6)/SiO 2 stationary phase exhibited weak hydrophobic and strong hydrophilic properties. Hence, the variables for hydrophilic interaction liquid chromatography, including components and pH of the mobile phase, were further investigated to explore the retention mechanism of this CB(6)/SiO 2 stationary phase. For less polar analytes, both hydrophobic and hydrophilic interactions could contribute to the retention, while for polar analytes, hydrophilic interaction may be predominant. Compared to the tetraethoxylsilane-coated SiO 2 stationary phases, the CB(6)/SiO 2 stationary phase exhibited a different retention behavior toward basic analytes with excellent stability. It is a novel promising hydrophilic interaction liquid chromatography stationary phase.

研究领域: 分析化学 · 材料科学
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