SUPRAMOLECULAR CHEMISTRY
·
2019
·
IF 1.66
Danhong Yan,Xiangyang Miao,Ronghua Ma,Huashan Yao,Jinlong Li,Ya Cao
Herein, we develop a switchable peptide-equipped protein/cucurbit[7]uril (CB[7]) supramolecular assembly as novel targeted drug vector. Specifically, bovine serum albumin (BSA) is used to interact with CB[7], serving as the core of drug vector. Then, a peptide shield layer is formed on the surface of BSA/CB[7], yielding peptide-equipped supramolecular assembly (Pep@BSA@CB[7]). The equipped peptide shield layer is composed of switchable peptide probes consisting of a polycationic cell-penetrating peptide (CPP) motif, a polyanionic motif and a linking motif, and therefore provides a variety of desirable properties. First, the CPP motif displays excellent cell penetration ability and can facilitate internalisation of the drug vector. Secondly, the polyanionic motif performs intramolecular electrostatic interaction with CPP motif and thereby can reduce non-targeted delivery towards normal cells. Thirdly, the linking motif can be specifically cleaved by matrix metalloproteinases 2 that is up-regulated in tumour microenvironment, thus enabling precise cancer-targeting. As a consequent, Pep@BSA@CB[7] can serve as a promising drug vector that exhibits superior targeting ability and high uptake efficiency towards cancer cells, which may be of great potential in cancer-targeted treatment.
研究领域:
药学
·
纳米技术
·
癌症研究
·
分子生物学
✓ 已验证
产品关联
DOI
高影响因子
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2023
·
IF 4.4
Xing-Xing Chen,Shu-Zhen Huang,Ru-Pei Yang,Ying Huang,Qing Tang
A supramolecular fluorescent probe based on a host–guest complex has been developed for amino acid recognition and detection in aqueous solution. Cucurbit[7]uril (Q[7]) with 4-(4-dimethylamino-styrene) quinoline (DSQ) formed a fluorescent probe (DSQ@Q[7]). The DSQ@Q[7] fluorescent probe nearly generated changes in fluorescence in response to four amino acids (arginine, histidine, phenylalanine and tryptophan). These changes were attributed to the host–guest interaction between DSQ@Q[7] and amino acids, which occurred as a consequence of the subtle cooperation of ionic dipole and hydrogen bonding. Linear discriminant analysis showed that the fluorescent probe could recognize and distinguish four amino acids, and a mixture with different concentration ratios could be well categorized in ultrapure water and tap water.
研究领域:
分析化学
·
生物化学
·
材料科学
✓ 已验证
DOI
PubMed
高影响因子
ChemistrySelect
·
2023
·Vol. 8
·期 2
·e202203646
·
IF 2.1
Siying Ren,Wen-Chao Geng,Xuexian Cui,Bian Wu,Zhe Zheng
Graphical We present a robust supramolecular tandem assay to monitor L-DOPA decarboxylase activity and screen enzyme inhibitors using cucurbit[7]uril and acridine orange reporter pair. L–DOPA decarboxylase (DDC) deficiency causes serious progressive neurodegenerative disorders. Developing a sensitive enzyme activity monitoring and inhibitors or activators screening approach is highly on demand for DDC deficiency diagnosis. Here, we report a simple and sensitive fluorescence supramolecular tandem assay based on reporter pair of cucurbit[7]uril and acridine orange for DDC activity monitoring continuously. Furthermore, this strategy demonstrates the potential of STA to screen inhibitors of DDC.
研究领域:
生物化学
·
医学诊断
·
药物开发
✓ 已验证
产品关联
DOI
高影响因子
INTERNATIONAL JOURNAL OF PHARMACEUTICS
·
2024
·
IF 5.3
Yan Wang,Xiaodi Yang,Jianguo Luo,Sisi Yi,Tao Guo,Yue Liao,Chao Yu,Xiangjun Zhang
Piroxicam (PX) is a nonsteroidal anti-inflammatory drug (NSAID) commonly associated with gastrointestinal (GI) injuries, including dyspepsia, heartburn, inflammation, bleeding, ulceration, and life-threatening perforation. The β-cyclodextrin (β-CD)-based PX formulation (PX@CD) has been shown to reduce gastric side effects by improving PX’s solubility and dissolution rates. However, the solubility of PX can only be increased to a limited extent by β-CD, due to the low binding constant between PX and β-CD (∼100 M −1 ). As a result, adverse reactions such as epigastric pain and pyrosis are still commonly reported. Cucurbit[7]uril (CB[7]) is a synthetic macrocyclic host compound that binds strongly to various drugs. In this study, we demonstrated that CB[7] forms complexes with PX in the gastric acid environment with a binding constant approximately 70 times higher than that between β-CD and PX. The PX@CB[7] inclusion complexes exhibited rapid dissolution rates in the gastric environment. In addition, PX@CB[7] showed significantly higher oral bioavailability and maximum concentration (C max ) compared to PX and PX@CD (1:2.5), resulting in improved anti-inflammatory effects in both mouse and rat models. Moreover, PX@CB[7] (1:2.5) had the least adhesion to the gastric mucosa and caused the mildest gastric side effects in rat models when compared to PX, PX@CD (1:2.5), and PX@CB[7] (1:1). Lastly, CB[7] demonstrated good oral biocompatibility in a subacute toxicity evaluation study. These findings indicate that CB[7] could be used as an excipient to improve treatment effectiveness and decrease adverse reactions in orally administered formulations with a favorable safety profile.
研究领域:
药学
·
药物递送系统
·
药理学
·
毒理学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Biomaterials Science
·
2021
·Vol. 9
·期 10
·3804-3813
·
IF 6.843
Yuan-Fu Ding,Cheryl H. T. Kwong,Shengke Li,Ya-Ting Pan,Jianwen Wei,Lian-Hui Wang,Greta S. P. Mok,Ruibing Wang
Nano-graphene oxide (NGO) has attracted increasing attention as an advanced drug delivery system. However, the current surface functionalization and drug-loading of NGO either rely on π–π stacking that is limited to aromatic molecules, or covalent conjugation that requires tedious synthesis. Herein, we developed the first cucurbit[7]uril (CB[7])-conjugated NGO (NGO-CB[7]) that allows non-covalent, modular surface functionalization and drug loading via not only traditional π–π stacking interactions between the NGO surface and functional molecules, but also strong host–guest interactions between CB[7] and guest payloads or adamantane (ADA)-tagged functional molecules, for more versatile biomedical applications. To this end, chlorin e6 (Ce6, a photosensitizer), banoxantrone dihydrochloride (AQ4N, a hypoxia-responsive prodrug) and oxaliplatin (OX, a guest of CB[7]) were co-loaded onto NGO-CB[7] via π–π stacking and host–guest interactions, respectively. Subsequently, ADA-tagged hyaluronic acid (ADA-HA) wrapped NGO-CB[7] non-covalently via CB[7]-ADA host–guest interactions to improve the physiological stability and overall biocompatibility of this supramolecular nanosystem, and to enable targeted delivery into cancer cells with CD44 receptors overexpressed. Remarkably, this supramolecular nanomedicine exhibited significant antitumor efficacy via combined photothermal/photodynamic therapy (PTT/PDT) from NGO/Ce6, as well as dual chemotherapy from OX and AQ4N (activated by PDT-enhanced hypoxia), in vitro and in vivo. This study not only offers a new supramolecular inorganic/organic hybrid nanosystem for multi-modality cancer therapy, but may also provide important new insights into noncovalent functionalization of other carbon nanomaterials and inorganic nanomaterials leading to multifunctional drug delivery systems.
研究领域:
纳米技术
·
药学
·
癌症研究
·
材料科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Journal of Cleaner Production
·
2024
·
IF 9.7
Jingxin Kang,Huihui Wang,Changjun Zou,Yuqin Li,Jianwei You,Enxing Liu,Wenyue Tang,Yezhong Wang,Bo Wen,Yixuan Cao
The demand for oil and natural gas energy is increasing dramatically, and the extraction of conventional oil and gas reservoirs is in a stage of exhaustion. In order to stabilize the functionalized properties of oil-based drilling fluids (OBDF) during the extraction of oil and gas reservoirs in ultra-deep wells, the present experiments were carried out on the material (EG-NIT/CB[7]) obtained by encapsulating nitrate (NIT) in expanded graphite (EG) with porous structure through the supramolecular self-assembly property of cucurbit[7]uril (CB[7]). The structural properties were analyzed using various analytical tools and the results showed that our material synthesis was successful. And the effect of mass fraction of EG, CB[7] on the heat transfer and storage of EG-NIT and EG-NIT/CB[7] materials was investigated. The increase in mass fraction of EG can increase the thermal conductivity of EG-NIT up to 7.4 times and the introduction of CB[7] further improves the thermal conductivity of EG-NIT/CB[7] by up to 1.38 W/m·k. The latent heat value of EG-NIT/CB[7] decreased by only 4.7% after 200 cycles. Meanwhile, under the condition of 150 °C, adding EG-NIT/CB[7] to drilling fluids can reduce the temperature of drilling fluids by 2.8 °C. And it improves the stability of drilling fluids, the viscosity almost does not change, and it can also play a certain role in inhibiting the leakage of drilling fluids. Therefore, the EG-NIT/CB[7] developed by us can be practically applied in ultra-deep drilling projects.
研究领域:
材料科学
·
能源工程
✓ 已验证
产品关联
DOI
高影响因子
MOLECULAR PHARMACEUTICS
·
2023
·
IF 4.9
Wen-Juan Ma,Hua-Yu Chen,Yong-Liang Huang,Jia-Mei Chen,Tong-Bu Lu
This study is designed to compare drug encapsulation by cucurbit[7]uril and β-cyclodextrin, using fluorofenidone as a model drug. Single-crystal X-ray diffraction analysis was employed to successfully determine the crystal structures of fluorofenidone·H+@cucurbit[7]uril Form, fluorofenidone@cucurbit[7]uril Form, and fluorofenidone@β-cyclodextrin Form. Keto–enol tautomerization of fluorofenidone mediated by cucurbit[7]uril in acid solution is confirmed by crystal structures, pH titration, and nuclear magnetic resonance experiments. However, β-cyclodextrin cannot cause the keto–enol tautomerization of fluorofenidone under similar conditions. The phase solubility study demonstrates that cucurbit[7]uril has a much higher solubilization capacity for fluorofenidone than β-cyclodextrin in 0.1 M HCl since the Kc values of fluorofenidone with cucurbit[7]uril and β-cyclodextrin were 1223.97 ± 452.68 and 78.49 ± 10.56 M–1, respectively. Excellent solubility can be attributed to the keto–enol tautomerization of fluorofenidone under the conditions of cucurbit[7]uril in acid solution. The enol form of fluorofenidone is encapsulated by cucurbit[7]uril by hydrogen bonding interaction and hydrophobic interaction to increase binding affinity. Rat pharmacokinetic studies demonstrate that the area under the plasma concentration–time curve from time 0 to 7 h value of fluorofenidone@cucurbit[7]uril complex is 1.70-fold greater than that of free fluorofenidone, and the mean residence time from time 0 to 7 h is slightly prolonged from 1.29 to 1.76 h (P < 0.01) after oral administration. However, no significant difference is found between fluorofenidone and fluorofenidone@β-cyclodextrin complex. This work indicates that the induction of keto–enol tautomerization of drugs using macrocyclic molecules has the potential to be an effective method to improve their solubility and bioavailability, providing valuable insights for the application of macrocyclic molecules in the biomedical field.
研究领域:
药学
·
生物化学
·
药物递送系统
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Aggregate
·
2025
·
IF 13.7
Long-Jing Wu,Anqi Deng,Jing-Xin Liu,Rui-Lian Lin,Ming-Fu Ye,Guo-Zheng Huang
The development and fabrication of cucurbit[7]uril (Q[7])-based host‒guest supramolecular polymers remain challenging due to the limited cavity size of Q[7]. Herein, we designed and synthesized three thiophene-pyridinium guests and investigated their binding interactions with Q[7]. NMR, ESI-MS spectroscopy, and DFT calculations revealed that Q[7] can encapsulate one or two thiophene groups of the guests to form supramolecular complexes, including discrete inclusion complexes and supramolecular polymers. Importantly, all supramolecular complexes demonstrated reversible photochromism in the solid state, which is attributed to viologen radical generation, as confirmed by UV-vis-NIR, ESR, and DFT studies. Due to the aggregation caused quenching (ACQ) effect induced by the intermolecular π⋯π stacking interaction of thiophene groups within the Q[7] cavity, the Q[7]-based supramolecular polymers remained fluorescence-silent, whereas the discrete inclusion complexes showed enhanced fluorescence compared to their thiophene-pyridinium guests. The dual photochromic and fluorescence properties of the Q[7]-based supramolecular complexes render them suitable for applications in erasable inkless printing, multi-level anti-counterfeiting, and advanced information encryption. This study provides a strategy for constructing dual-functional supramolecular polymers using Q[7]-based host‒guest interactions.
研究领域:
超分子化学
·
材料科学
·
光化学
·
高分子科学
·
应用化学
✓ 已验证
DOI
高影响因子
RSC Advances
·
2015
·Vol. 5
·期 81
·65775-65779
·
IF 3.84
Rui Han Gao,Ying Fan,Bo Xiao,Peng Chen,Jian Xin Zhang,Qing-di Zhou,Sai Feng Xue,Qian Jiang Zhu,Zhu Tao
A one-pot strategy was employed to synthesize a series of water-soluble cucurbit[7]uril-anchored polyacrylic acids (Q[7]-anchored PAAs) with high yields in the presence of an ammonium persulfate salt as both an initiator and an oxidant. The effects of acrylic acid, Q[7] feed mass and APS concentration on the formation of polymer nanocapsules have been investigated. The Q[7]-anchored PAAs can be further esterified with 2-naphthol to yield water-insoluble derivatives, which are characteristic of the stationary phase for absorption of basic dyes, especially neutral red.
研究领域:
高分子化学
·
超分子化学
·
环境化学
·
材料科学
·
染料吸附
✓ 已验证
DOI
高影响因子
ACS Omega
·
2018
·
IF 0
Xiao Tian,Li Xia Chen,Yu Qing Yao,Kai Chen,Min-Dong Chen,Xi Zeng,Zhu Tao
Upon mixing of aqueous solutions of the freely soluble building blocks cucurbit[7]uril (Q[7]) and 4-sulfocalix[4]arene (SC[4]A), white microcrystals instantly separate in near-quantitative yield. The driving force for this assembly is suggested to be the outer-surface interaction of the Q[n]. Dynamic light scattering, scanning electron microscopy, and NMR (diffusion-ordered NMR spectroscopy) analyses have confirmed the supramolecular aggregation of Q[7] and SC[4]A. Titration 1H NMR spectroscopy and isothermal titration calorimetry have shown that the interaction ratio of Q[7] and SC[4]A is close to 3:1. Moreover, the Q[7]/SC[4]A-based supramolecular assembly can accommodate molecules of some volatile compounds or luminescent dyes. Thus, this work offers a simple and highly efficient means of preparing adsorbent or solid fluorescent materials.
研究领域:
化学
·
超分子化学
·
材料科学
✓ 已验证
DOI
PubMed
ACS Applied Optical Materials
·
2023
·
IF 0
Long-Jing Wu,Rui Fu,Guozheng Huang,Rui-Lian Lin,Jing-Xin Liu
The design and construction of near-infrared (NIR) photochromic materials that show absorption and responsiveness in the NIR region remain a challenge. In this work, we prepared two triazine-bridged viologens, one being 2,4,6-tri(4-pyridinium)-1,3,5-triazine trichloride (TPA·Cl3) and the other one being its tribenzyl-substituted derivative (TPB·Br3). 1H NMR spectroscopy reveals that the cucurbit[7]uril (Q[7]) can bind with the two viologens to form quaternary inclusion complexes TPA3+@Q[7]3 and TPB3+@Q[7]3. Both inclusion complexes demonstrate NIR photochromic behavior, and the color changed from white to bluish green. Electron-spin resonance (ESR) spectra indicate that their photochromism is due to the formation of free radicals TPA•2+/TPB•2+. In addition, the inclusion complexes show photomodulable fluorescence emission. The excellent photochromic behavior and photomodulable fluorescence endow the inclusion complexes with practical utility in erasable inkless printing and anticounterfeiting.
研究领域:
化学
·
材料科学
·
物理化学
✓ 已验证
DOI
MICROCHEMICAL JOURNAL
·
2024
·
IF 4.9
Huiyu He,Rongbin Nie,Nan Dong
Biogenic amines (BAs) are the vital indicators of food freshness, and monitoring the change of BAs content is quite essential for food safety. Herein, we developed a matrix solid phase dispersion (MSPD) extraction technology based on cucurbit[7]uril (Q[7]) to extract BAs from pork and shrimp. Then, the extracted BAs were analyzed by capillary electrophoresis (CE) with low sample consumption and high analytical efficiency. The factors affecting MSPD extraction were optimized by Plackett-Burman and the Box-Behnken design (BBD). The limits of detection (LODs) were ranging from 0.003 to 0.019 mg kg −1 , the recoveries of spiked samples were 80.15 %–110.3 %. The satisfactory accuracy and precision were attributed to the host–guest interaction between Q[7] and BAs. Furthermore, the freshness of pork and shrimp was evaluated by simultaneous determination of four BAs. For its wide linear range, high sensitivity, and cost-effectiveness, the proposed Q[7] mediated MSPD-CE-UV provides meaningful potential prospects in the rapid monitor of food freshness and safety.
研究领域:
食品安全
·
分析化学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）