INORGANICA CHIMICA ACTA
·
2021
·
IF 2.545
Yiwen Yao,Feifei Xing,Shourong Zhu
The [2 + 2] condensation between 1,8-dihydroxyanthraquinone diester and 1,3-diamino-2-propanol in ethanol affords pseudocalixarene macrocyclic L2 in high yield. Heating L2 to 200 °C in DMSO can generate much smaller [1 + 1] macrocycle L1 . Crystal structure of L1 shows that all non-hydrogen atoms are coplanar except one carbon from 1,3-diamino-2-propanol. L1 is quite inert, but L2 can interact with alkaline, alkaline-earth, as well as Zn 2+ , Cu 2+ , Fe 3+ and Al 3+ cation (chloride) evidenced by their CV and 1 H NMR. With a L2 :M (1:2), there are discernable UV–vis spectrum/ 1 H NMR changes in the presence Cu 2+ , Fe 3+ , Al 3+ . Anion plays a key role in the cation binding process as the chromogenic response to Li + , Na + , K + , Ba 2+ and TBA + hydroxide. L2 forms 1:1 complex with TBAOH and 2:3 complex with NaOH, KOH, Ba(OH) 2 in DMSO. L2 reacts with LiOH in 1:4 stoichiometric and is one of the highest lithium loading ligand. The reaction is second-order with t 1/2 ~ 30 min for 0.25 mM L2 in the presence of 4.0 eq. LiOH. Besides hydroxide, L2 can interact with TBAF to form 1:1 host–guest complexes evidenced by their color and NMR change. With bulky cation, TBAOH shifts E p(II) more negative, while other cations shift E p(II) to positive. L2 is an ion pair acceptor that binds hydroxide and fluoride salt chromogenic.
研究领域:
化学
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材料科学
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高影响因子
CHEMICAL & PHARMACEUTICAL BULLETIN
·
2015
·Vol. 63
·期 3
·180-186
·
IF 1.164
Zi-Ming Zhao,Yu Wang,Jin Han,Hui-Dong Zhu,Lin An
Two types of amphoteric calix[n]arene carboxylic acid (CnCA) derivative, i.e., calix[6]arene hexa-carboxylic acid (C6HCA) and calix[8]arene octo-carboxylic acid (C8OCA), were synthesized by introducing acetoxyls into the hydroxyls of calix[n]arene (n=6, 8). C6HCA and C8OCA nanoparticles (NPs) were prepared successfully using the dialysis method. CnCA NPs had regular spherical shapes with an average diameter of 180–220 nm and possessed negative charges of greater than −30 mV. C6HCA and C8OCA NPs were stable in 4.5% bovine serum albumin solutions and buffers (pH 5–9), with a low critical aggregation concentration value of 5.7 mg·L−1 and 4.0 mg·L−1, respectively. C6HCA and C8OCA NPs exhibited good paclitaxel (PTX) loading capacity, with drug loading contents of 7.5% and 8.3%, respectively. The overall in vitro release behavior of PTX from the CnCA NPs was sustained, and C8OCA NPs had a slower release rate compared with C6HCA NPs. These favorable properties of CnCA NPs make them promising nanocarriers for tumor-targeted drug delivery.
研究领域:
药剂学
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纳米医学
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肿瘤学
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DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
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2022
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IF 6.633
Shuhuai Xia,Yujun Jiang,Xia Guo,Yaqiong Wang,Wenlin Xu
Calixarene is a third-generation supra-molecular compound and has broad application prospects in clinical disease diagnosis and intervention treatment. Calixarene/surfactant systems have received increasing attention recently because the properties of these systems can be customized. However, very little is currently known about the binding of calixarene and calixarene/surfactant systems to proteins and the effects of calixarene and calixarene/surfactant systems on protein activity. In this study, we studied the binding of sulfonatocalix[n]arene (SC[n], n = 4, 6 and 8) with bromelain (BM) and polyphenol oxidase (PPO) both in the absence and presence of sulfobetaine surfactant (N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate (SDDAB)) using various techniques, including protein activity measurements, molecular simulation, and fluorescence, UV–Vis, 1 H NMR, and circular dichroism spectroscopies. We found that SC[n] entered the docking pocket of the proteins in a stoichiometric molar ratio of 1:1, whereas the proteins did not enter the cavity of SC[n]. In addition, SC[n] formed a stronger bond with BM than with PPO. SC[n] decreased the activities of the proteins, where the activity of BM was inhibited to a greater extent than that of PPO. SC[n] and SDDAB formed complexes. The proteins did not destroy the binding between SC[n] and SDDAB but bonded with the SC[n]/SDDAB complex instead by interacting with SDDAB. Moreover, the protein activities could be controlled by the molar ratio of SC[n] to the surfactant: a lower ratio corresponded to higher activity.
研究领域:
生物化学
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分子生物学
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药物化学
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高影响因子
SENSORS AND ACTUATORS B-CHEMICAL
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2021
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IF 7.46
Yan Wang,Yaqi Chen,He Bian,Yawei Sun,Lijun Zhu,Daohong Xia
Efficient enantiomeric sensing to deoxynucleosides by a simple method is of great importantance and remains a challenge in biochemical field. In this paper, three chiral calixarene oligomers (CA[n]P, n=4, 6, 8) were synthesized and characterized by Fourier Transform Infrared Spectroscopy (FT-IR), UV–vis spectrophotometry, circular dichroism spectroscopy (CD), X-ray Powder Diff ;raction (XRD), X-ray Photoelectron Spectroscopy (XPS), Matrix Assisted Laser Desorption Ionization Time of Flight Mass Spectrometry (MALDI-TOF MS), 19 F Nuclear Magnetic Resonance (NMR) and scanning electron microscopy (SEM). After that, the chiral calixarene oligomers capped silver nanoparticles (CA[n]P-Ag NPs, n=4, 6, 8) were prepared and characterized by FT-IR, UV–vis spectrophotometry, CD and dynamic light scattering (DLS). By using the as prepared CA[n]P-Ag NPs (n=4, 6, 8), highly selective and sensitive chiral recognition to deoxynucleosides was realized and demonstrated by UV–vis and CD. The color of the CAP-Ag NPs changes from yellow to red in the presence of β - L -2′-deoxycytidine ( L -dC) or β - L -2′-deoxythymidine ( L -dT) at a certain time, but not of their corresponding enantiomer β - D -2′-deoxycytidine ( D -dC) or β - L -2′-deoxythymidine ( D -dT). Moreover, the chiral recognition ability of CA[n]P-Ag NPs (n=4, 6, 8) toward L -deoxynucleosides was found to be in the order of CA[8]P-Ag NPs>CA[6]P-Ag NPs>CA[4]P-Ag NPs. This convenient method shows forceful prospect in developing biochemical sensors and has the potential application in enantiomeric recognition and separation of deoxynucleosides.
研究领域:
生物化学
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分析化学
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材料科学
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DOI
高影响因子
FOOD CHEMISTRY
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2013
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IF 3.334
Miaomiao Tian,Rongmin Cheng,Juanjuan Ye,Xiaoting Liu,Qiong Jia
A new ionic liquid (IL)-calixarene coated solid-phase microextraction (SPME) fibre has been synthesized on the surface of quartz fibre by the sol–gel method. The coated fibre has been coupled with gas chromatography–flame ionisation detector (GC–FID) for the determination of triazines in fruit and vegetable samples. The operation parameters including sample volume, extraction time, extraction temperature, desorption time, and sample pH have been investigated and optimised. Under the optimum conditions, the limits of detection of atrazine, simazine, ametryn, and cyanazine based on three times of standard deviations of blank by seven replications are 3.3, 4.4, 8.8, and 13.0 μg kg −1 , respectively. The intra-day and inter-day relative standard deviations are less than 7.2% and 9.9%. The proposed method has been successfully applied to the determination of the four triazines in fruit and vegetable samples and the accuracy is assessed through recovery experiments.
研究领域:
分析化学
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环境科学
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DOI
PubMed
高影响因子
NEW JOURNAL OF CHEMISTRY
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2016
·Vol. 40
·期 12
·9923-9929
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IF 3.277
Meng-Xia Chen,Ting Li,Song Peng,Dan Tao
The encapsulation of paclitaxel (PTX) using amphiphilic calixarene (SC4-C6) is an attempt to improve its water solubility. The optimized nanocapsules were successfully prepared by a thin film hydration method where an organic phase containing the mixture of PTX and SC4-C6 (molar ratio of 1 : 10) was dispersed by probe sonication for 30 s into an aqueous phase. The optimized formulation of PTX loaded amphiphilic calix[4]arene nanocapsules had an average particle size of 206 ± 14 nm and an encapsulation efficiency of 82.65 ± 2.54%. Transmission electron micrographs demonstrated the sphere shape of the PTX loaded amphiphilic calix[4]arene formulation without obvious agglomeration. In vitro drug release experiments clarified the obvious sustained release behaviors of the PTX loaded amphiphilic calix[4]arene formulation compared to commercial Taxol. Furthermore, the PTX loaded SC4-C6 formulation revealed improved PTX induced cytotoxicity in human cervical cancer cell culture experiments in contrast to Taxol. The nanocapsules assembled from amphiphilic calixarenes obtained in this work displayed a desired narrow size range with acceptable drug loading and sustained release behaviors, which are beneficial for their potential application as an anti-cancer drug delivery vehicle.
研究领域:
药物化学
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纳米医学
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肿瘤学
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DOI
高影响因子
Micromachines
·
2023
·Vol. 14
·期 3
·541
·
IF 3.4
Siling Chen,Rongjun Yu,Ying Li,Jiangling Wu,Jingfu Qiu,Xinyi Huang,Jianjiang Xue
Currently, the therapeutic effect of clopidogrel differs considerably among individuals and is thought to be closely related to the genetic polymorphism ofCYP2C19. TheCYP2C19*2gene can reduce the antiplatelet aggregation effect of clopidogrel, which increases the risk of major cardiovascular adverse events in patients. In this research, we report a new type of biosensor for the highly sensitive detection of theCYP2C19*2gene based on exonuclease III assisted electric signal amplification and the use of calixarene to enrich electrical signal substances. Specifically, under the best conditions, the logarithmic concentrations of the analytes have a good linear relationship with the peak current in the range of 0.01 fM to 100 pM and the detection limit is 13.49 aM. The results have also shown that this method has good selectivity, high sensitivity, and stability, etc., and will provide a very promising application for the detection of theCYP2C19*2gene and other biological molecules by replacing corresponding nucleic acid sequences.Keywords:clopidogrel;CYP2C19*2gene;electrochemical biosensor;exonuclease III;calixarene
研究领域:
医学
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生物化学
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遗传学
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DOI
PubMed
高影响因子
MICROCHEMICAL JOURNAL
·
2018
·
IF 2.746
Kai Hu,Jingyi Qiao,Xiangxiang Wu,Huaixia Yang,Yanjie Huang,Shusheng Zhang
A novel magnetic sorbent has been synthesized by co-polymerization of calixarene ionic liquid and mercaptan-modified Fe 3 O 4 particles. This material was used as a sorbent for dispersive solid phase extraction of trace-level flavonoids in the samples of bottled fruit juice and green tea without other pre-treatments. The experimental parameters were investigated and optimized. Coupled with high performance liquid chromatography, an analytical method was established and successfully applied to the determination of flavonoids in these beverages. The proposed method showed good linearity for the analytes with a correlation coefficient ( r ) > 0.9982, and detection limits for the flavonoids ranged 0.15–0.75 ng mL −1 were achieved. The proposed method has been used successfully to determine flavonoids in bottled fruit juice and green tea samples with satisfactory recoveries of 92.5–104.8% and relative standard deviations ≤ 5.2%. The results suggest that poly(calixarene ionic liquid) modified Fe 3 O 4 nanoparticles can be used in the extraction of flavonoids in beverage samples.
研究领域:
分析化学
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食品科学
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DOI
高影响因子
JOURNAL OF MEMBRANE SCIENCE
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2025
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IF 9
Haoren Zheng,Yulin Wu,Xin Liu,Pengzhu Gai,Dezhu Zhang,Yixing Wang,Kang Huang,Zhi Xu
Polybenzimidazole (PBI) exhibits exceptional chemical stability and mechanical strength, positioning it as a highly promising material for ion conductive membranes (ICMs). However, its relatively low proton conductivity limits its performance in vanadium flow batteries (VFBs). In this study, we construct ultrafast proton-conducting molecularly mixed composite membranes (MMCMs) by strategically introducing organic macrocyclic cavitands (OMCs), especially 4-sulfocalix[6]arene (SCA6), into the PBI matrix. The open macrocyclic cavity of SCA6 modulates the channels of PBI membrane, thus facilitating proton transport, while its intrinsic cavity (diameter of ∼0.6 nm) effectively restricts vanadium permeation. Meanwhile, the – SO 3 H groups form an extensive and continuous hydrogen-bonding network within the membrane, which greatly enhances proton conductivity. The synergistic combination of precisely controlled channels and hydrogen-bond networks enables efficient ion-selective transport. Experimental results demonstrate that the MMCMs exhibit an excellent energy efficiency (EE) of 80.56 % at 220 mA cm −2 and achieve long-term stability of 1700 cycles (>1350 h) in the VFB system at 200 mA cm −2 . Our work provides a facile preparation method for highly ion-selective PBI-based battery membranes.
研究领域:
材料科学
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电化学
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能源存储
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高分子化学
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膜科学
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燃料电池
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化学工程
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产品关联
DOI
高影响因子
JOURNAL OF CONTROLLED RELEASE
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2025
·
IF 11.5
Shan He,Pei-Juan Wu,Li Zhang,Jia-Xue Wu,Hou-Li Li,Kun Yi,Qiu-Yun Sun,Zi-Yang Wang,Yu-Xin Yue,Dong-Sheng Guo,Ke Hu,Xiao-Bei Huang,Wen-Juan Wan
Myopia is one of the most common visual impairments worldwide. Recent studies suggest that scleral hypoxia may act as an early trigger for myopia, initiating oxidative stress (OS) that disrupts extracellular matrix (ECM) remodeling and, in turn, drives axial elongation. In this study, we constructed a novel hypoxia-responsive host-guest complex, DOX@SAC4A, by encapsulating doxycycline (DOX) within sulfonated azocalix[4]arene (SAC4A). In vitro, this system significantly reduced DOX cytotoxicity and enabled efficient hypoxia-triggered drug release. Moreover, the intrinsic activity of SAC4A synergistically enhanced the antioxidant and anti-apoptotic effects of DOX, helping to maintain ECM homeostasis. In vivo studies further confirmed that DOX@SAC4A selectively targeted hypoxic sclera and markedly increased local drug accumulation. Consequently, it effectively suppressed myopia progression in guinea pigs by delaying axial elongation and alleviating myopic refractive shift. In conclusion, DOX@SAC4A is a multifunctional drug delivery system that offers both therapeutic effects and targeted delivery. These results present a promising candidate and an improved delivery strategy for myopia prevention and control.
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PubMed
高影响因子
CHINESE CHEMICAL LETTERS
·
2015
·
IF 1.587
Xin-Yue Hu,Yong Chen,Yu Liu
A supramolecular nanoparticle was fabricated based on the aggregation of amphiphilic p -sulfonatocalixarene induced by selenocystamine dihydrochloride (Se-Cys). The application of Se-Cys remarkably decreases the critical aggregation concentration of sulfonatocalixarene, and the resultant spherical nanoparticle was investigated by fluorescence spectroscopy, dynamic laser scattering, and transmission electron microscopy. Owing to the property of Se-Cys, the nanoparticles showed the redox-responsive disassembly behaviors with the addition of H 2 O 2 and GSH.
研究领域:
材料科学
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生物化学
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纳米医学
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DOI
高影响因子
Food Analytical Methods
·
2018
·Vol. 11
·期 12
·3283-3292
·
IF 2.245
Du Li-Jing,Jiao Yan-Hua,Ye Li-Hong,Fei Ting-Hong,Wang Qiu-Yan,Hu Yu-Han,Cao Jun,Zhang Qi-Dong,Peng Li-Qing,Chen Yu-Bo
A fast, simple, and cost-effective miniaturized solid-phase extraction method using calixarenes as adsorbent was developed for the micro-extraction of cyanazine, simazine, atrazine, and propazine from complex samples. The ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry was employed for the structural identification of target compounds. The parameters affecting the performance of extraction, such as the type of sorbents, the amount of the sorbent, desorption solvents, breakthrough volume, and adsorption capacity, were optimized. Under optimal conditions, the linear range was 6–600 ng mL −1 with the coefficients of determination from 0.9943 to 0.9998. The limits of detection and quantification for the four triazines were 0.01–0.04 and 0.04–0.15 ng mL −1 , respectively. The proposed method was successfully used to determine triazine herbicides in the honey and milk samples.
研究领域:
分析化学
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环境科学
·
食品科学
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产品关联
DOI
高影响因子