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JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY · 2019 ·Vol. 96 ·期 1 ·169-179 · IF 1.429

A novel folic acid hydrogel loading β-cyclodextrin/camptothecin inclusion complex with effective antitumor activity

Ma Mingfang,Shang Wenqing,Jia Ruxiao,Chen Ruijiao,Zhao Min,Wang Chaoqun,Tian Mingyan,Yang Shulei,Hao Aiyou

Abstract Folic acid, as a significant vitamin, is essential for human bodies, especially for pregnant women. However, folic acid hydrogel for drug delivery has not been reported until now. Herein, folic acid hydrogel was prepared by ion inducing method firstly. Then β-cyclodextrin/camptothecin inclusion complex was loaded into folic acid hydrogel successfully by co-assembly. Camptothecin loading folic acid hydrogel has good rheological mechanical property and thermodynamic stability. Moreover, the possible mechanism of hydrogel formation was proposed by energy dispersive spectrometer and small-angle X-ray scattering. Besides, compared to camptothecin itself, camptothecin release rate from camptothecin loaded hydrogel was prolongated remarkably through dialysis experiment. Finally, the cell inhibitory rate of camptothecin loading folic acid hydrogel was increased observably compared to camptothecin itself. Hence, as a green drug delivery system, our folic acid hydrogel has important potential application in medical engineering material. Graphic Abstract Herein, a novel β-cyclodextrin/camptothecin inclusion complex loaded folic acid hydrogel was constructed by elaborate design and preparation, which can load camptothecin into folic acid hydrogel effectively. Moreover, compared to camptothecin itself, camptothecin release rate from camptothecin loaded hydrogel was prolongated remarkably through dialysis experiment. Finally, the cell inhibitory rate of camptothecin loading folic acid hydrogel was increased observably compared to camptothecin itself. Hence, as a green drug delivery system, our folic acid hydrogel has important potential application in medical engineering material.

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JOURNAL OF BIOMATERIALS APPLICATIONS · 2019 · IF 2.442

Fabrication of carboxymethylcellulose hydrogel containing β-cyclodextrin–eugenol inclusion complexes for promoting diabetic wound healing

Mengdie Li,Fang Li,Tao Wang,Liang Zhao,Yijie Shi

The difficult healing of wounds caused by diabetes remains a challenging clinical problem. The activation of nuclear factor kappa-B as a key factor contributes to prolonged inflammation and inhibition of angiogenesis. As a natural antioxidant, eugenol may downregulate the lectin-like oxidized low-density lipoprotein receptor-1 and inhibit the activation of nuclear factor kappa-B in endothelial cells. However, eugenol shows poor solubility, pungent odor, and volatility, thus impeding its clinical application as a potential therapeutic agent. This study developed a novel bioactive carboxymethylcellulose hydrogel loaded with inclusion complexes of eugenol with β-cyclodextrin (eugenol–β-cyclodextrin/carboxymethylcellulose hydrogel) to regulate lectin-like oxidized low-density lipoprotein receptor-1-induced activation of nuclear factor kappa-B to enhance angiogenesis and inhibit inflammation for accelerating diabetic wound healing in vivo. It was found that eugenol–β-cyclodextrin/carboxymethylcellulose hydrogel exhibited remarkable antibacterial activity in vivo and in vitro. Furthermore, it accelerated diabetic wound healing by reducing the lectin-like oxidized low-density lipoprotein receptor-1/nuclear factor kappa-B-induced dysfunction in endothelial cells and promoting angiogenesis.

CAS / MDL: 9004-32-4
✓ 已验证 产品关联 DOI PubMed 高影响因子
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RSC Advances · 2019 ·Vol. 9 ·期 47 ·27136-27146 · IF 3.049

Aminated β-cyclodextrin-grafted Fe3O4-loaded gambogic acid magnetic nanoparticles: preparation, characterization, and biological evaluation

Wei Fang,Ya Ji Dai,Ting Wang,Hai Tao Gao,Peng Huang,Juan Yu,He Ping Huang,Dian Lei Wang,Wei Lu Zong

Based on aminated β-cyclodextrin (6-NH2-β-CD)-grafted Fe3O4 and gambogic acid (GA) clathrate complexes, a nanoparticle delivery system was developed with the aim to achieve low irritation, strong targeting, and high bioavailability of a gambogic acid magnetic nanopreparation. 6-NH2-β-CD grafted onto Fe3O4 MNPs was demonstrated by high-resolution transmission electron microscopy, Fourier transform infrared spectroscopy, X-ray diffraction, zeta potential, and magnetic measurements. The average particle size of the Fe3O4@NH2-β-CD MNPs was 147.4 ± 0.28 nm and the PDI was 0.072 ± 0.013. The encapsulation efficiency, drug loading, zeta potential, and magnetic saturation values of the Fe3O4@NH2-β-CD MNPs were 85.71 ± 3.47%, 4.63 ± 0.04%, −29.3 ± 0.42 mV, and 46.68 emu g−1, respectively. Compared with free GA, the in vitro release profile of GA from Fe3O4@NH2-β-CD MNPs was characterized by two phases: an initial fast release and a delayed-release phase. The Fe3O4@NH2-β-CD MNPs displayed continuously increased cytotoxicity against HL-60 and HepG2 cell lines in 24 h, whereas the carrier Fe3O4@NH2-β-CD MNPs showed almost no cytotoxicity, indicating that the release of GA from the nanoparticles had a sustained profile and Fe3O4@NH2-β-CD MNPs as a tumor tissue-targeted drug delivery system have great potential. Besides, blood vessel irritation tests suggested that the vascular irritation could be reduced by the use of Fe3O4@NH2-β-CD MNPs encapsulation for GA. The t1/2 and the AUC of the Fe3O4@NH2-β-CD@GA MNPs were found to be higher than those for the GA solution by approximately 2.71-fold and 2.42-fold in a pharmacokinetic study, respectively. The better biocompatibility and the combined properties of specific targeting and complexation ability with hydrophobic drugs make the Fe3O4@NH2-β-CD MNPs an exciting prospect for the targeted delivery of GA.

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JOURNAL OF POLYMER RESEARCH · 2019 ·Vol. 27 ·期 1 ·1-10 · IF 1.53

The influence of organic modified montmorillonite on the solution properties of copolymer containing β-cyclodextrin

Hu Xu,Ke Yangchuan

In this paper, organic modified montmorillonite (O-MMT) was successfully encapsulated in acrylamide (AM)/cetyl dimethyl allyl ammonium bromide (SD-16)/modified β-cyclodextrin (M-β-CD) copolymer (denoted as ASM) by in situ polymerization. The ASM/O-MMT nanocomposite was characterized by FT-IR and TGA. Transmission electron microscopy (TEM) and X-ray diffraction (XRD) clearly proved the exfoliation/intercalation phenomena of O-MMT in the ASM matrix. The results indicated that the introduction of the O-MMT endowed the ASM with excellent thickening efficiency, temperature resistance, salt tolerance, shear resistance. The viscosity retention rate of ASM/3 wt% O-MMT at 90 °C was 55.3%, which was higher than that of pure ASM (30.9%). The ability of salt tolerance for ASM/3 wt% O-MMT nanocomposite (Na + : 40%, Ca 2+ : 41.3% and Mg 2+ : 42%) were superior to that of ASM (Na + : 18.9%, Ca 2+ : 21.3% and Mg 2+ : 20.7%). Besides, measurement of the viscoelasticity revealed that the addition of the O-MMT significantly improved the storage modulus ( G’ ) and loss modulus ( G” ) of ASM, which could be attributed to the O-MMT sheets in the ASM act as physical crosslinkers between macromolecules. These results indicated that ASM/O-MMT nanocomposite was more suitable for enhancing oil recovery.

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Scientific Reports · 2019 ·Vol. 9 ·期 1 ·1-8 · IF 4.011

Potential chiral fluorescent molecular probes based on an α,β-unsaturated ketone for anion detection

Li Congshu,Liu Lixia,Pan Weitong,Chen Yanmei,Shang Xuefang,Wang Yingling,Wang Tianyun,Xu Xiufang

A series of potential chiral compounds containing an α,β-unsaturated ketone was developed for anion detection. The interplay of compounds and biological momentous anions (Cl − , H 2 PO 4 − , I − , AcO − , HS − , F − , and Br − ) was evaluated by UV-vis experiments, fluorescence experiments, and electrochemical tests. By comparison, compound 1 had the best selectivity and compound 5 had the strongest binding ability among the five compounds. And compound 5 had the highest sensitivity to H 2 PO 4 − among the measured anions, and it also can be applied to actual samples, the content of H 2 PO 4 − tested in the potassium dihydrogen phosphate fertilizer solution reached above 97.5% of the marked content, and the recovery rates were within the range of 98.5–99.1%, attesting that this method was reliable for the test of H 2 PO 4 − in fertilizer. Through HRMS titration, circular dichroism and optical rotation experiments, the probable interacted mechanism was proved that the interaction site was the C=C of the α,β-unsaturated ketone structure. In addition, the interacted mechanism was researched from the perspective of chirality. Furthermore, theoretical investigation analysis was introduced to reveal that the roles of molecular frontier orbitals in molecular interplay were determined. Therefore, this series of potential chiral compounds has potential application prospects in anion recognition.

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PHYTOTHERAPY RESEARCH · 2019 ·Vol. 34 ·期 4 ·817-824 · IF 3.766

Capsaicin suppressed activity of prostate cancer stem cells by inhibition of Wnt/β-catenin pathway

Mingming Zhu,Xi Yu,Zongmei Zheng,Jiaming Huang,Xuepan Yang,Hongfei Shi

Cancer stem cells (CSCs) are considered as the origin and driving cells of cancer, and play a key role in the progress of cancer. Studies have shown that capsaicin exerted inhibitory effect on prostate cancer cells, however, the effects of capsaicin on prostate CSCs remain undefined. In the present study, we showed that capsaicin could downregulate prostate CSCs markers and inhibit the growth of PC-3 and DU145 prostate cancer stem cells. Further, we found capsaicin suppressed the expression of Wnt-2, p-GSK3β and β-catenin, along with downregulation of Wnt/β-catenin pathway target genes c-myc and cyclinD1. Using LiCl, a activator of Wnt/β-catenin pathway, we found activation of Wnt/β-catenin pathway could ameliorate the downregulation of prostate CSCs markers and the growth inhibition induced by capsaicin in prostate cancer stem cells. Those data suggested that the inhibition effect of capsaicin on prostate cancer stem cells and the anti-cancer effect of capsaicin on prostate cancer stem cell may be mediated by Wnt/β-catenin pathway. Findings from this study reveals for the first time the potential role and mechanisms of capsaicin on prostate cancer stem cells.

CAS / MDL: 404-86-4 7447-41-8
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JOURNAL OF MOLECULAR STRUCTURE · 2019 · IF 2.12

Selective adsorption of anionic dyes from aqueous solution by a novel β-cyclodextrin-based polymer

Hong-Liu Jiang,Meng-Ya Xu,Ze-Wu Xie,Wei Hai,Xiao-Lin Xie,Fu-An He

β-cyclodextrin (β-CD) was firstly crosslinked by tetrafluoroterephthalonitrile and then modified by ethanolamine (EA) to form a novel β-cyclodextrin-based polymer (EA-CDP). The microstructure and the properties of the EA-CDP were characterized by SEM , MIP, 13 C NMR, FTIR , water contact angle measurement, zeta potential measurement, and TGA . The resultant EA-CDP could effectively select the anionicmethyl orange (MO) dye from the mixed-dye aqueous solution of MO and cationic methylene blue (MB) dye. The absorption capacity of the EA-CDP for anionic dyes including MO and Congo red (CR) increased with the decreasing pH value. The pseudo-second-order kinetic was more ideal to describe the absorption behavior of EA-CDP for MO and CR than the pseudo-first-order model. According to the fitting result of the Langmuir equation, the maximum absorption capacity of the EA-CDP for MO and CR reached as high as 602 mg/g and 1085 mg/g, respectively. Such a high absorption capacity could be ascribed to the triple absorption effects of the EA-CDP for anionic dyes including porous network capture, inclusion complextion, and electrostatic attraction.

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SCIENCE OF THE TOTAL ENVIRONMENT · 2019 · IF 5.589

Enhanced degradation of sulfadiazine by novel β-alaninediacetic acid-modified Fe3O4 nanocomposite coupled with peroxymonosulfate

Yujie Dong,Xinxin Cui,Xu Lu,Xinchi Jian,Qinglong Xu,Chaoqun Tan

Magnetic nanocomposite β-alaninediacetic acid-modified Fe 3 O 4 (β-ADA@Fe 3 O 4 ) was prepared, characterized and evaluated to activate peroxymonosulfate (PMS) for improved degradation of sulfadiazine (SD). The results reveal that β-ADA@Fe 3 O 4 express more efficient catalytic activity in PMS inducement compared with Fe 3 O 4 , and the observed pseudo first rate constant ( k obs ) of SD degradation is enhanced from 1.05 × 10 −2 to 7.02 × 10 −2  min −1 when Fe 3 O 4 is replaced by β-ADA@Fe 3 O 4 . The highest removal rate 54.0% occurs when [PMS] 0 and m(β-ADA@Fe 3 O 4 ) 0 was 0.3 mM and 0.8 g/L at neutral pH. High intensity of hydroxyl radicals ( OH) and relatively low intensity of sulfate radicals (SO 4 − ) are distinguished in system by scavenging experiments and electron paramagnetic resonance (EPR) tests. Results point that β-ADA would significantly promote the circulation of Fe 2+ -Fe 3+ on the surface of β-ADA@Fe 3 O 4 , producing more radicals ( OH, SO 4 − ). The findings herein imply that β-ADA@Fe 3 O 4 is an efficient and green catalyst in activation of peroxymonosulfate under neutral environment.

CAS / MDL: 70693-62-8 68-35-9
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CARBOHYDRATE POLYMERS · 2019 · IF 6.044

Biotin and arginine modified hydroxypropyl-β-cyclodextrin nanoparticles as novel drug delivery systems for paclitaxel

Caixia Yan,Na Liang,Qiang Li,Pengfei Yan,Shaoping Sun

A novel biotin and arginine modified hydroxypropyl-β-cyclodextrin (biotin-Arg(pbf)-HP-β-CD) was successfully synthesized. The hydroxyl groups of HP-β-CD on the primary faces were coupled with carboxyl groups of biotin using arginine as the functional spacer. Using biotin-Arg(pbf)-HP-β-CD as the carrier, paclitaxel (PTX)-loaded nanoparticles were developed by modified emulsion solvent evaporation method. The optimized PTX-loaded biotin-Arg(pbf)-HP-β-CD nanoparticles had a mean diameter of 121.9 nm and zeta potential of -57.7 mV. Transmission electron microscopy (TEM) observation revealed that the nanoparticles were spherical in shape. XRD spectra confirmed the successful encapsulation of PTX. Moreover, in vitro and in vivo evaluations were performed to demonstrate the superior antitumor activity of the PTX-loaded nanoparticles. The cellular uptake study demonstrated the biotin receptor-mediated endocytosis of biotin-Arg(pbf)-HP-β-CD nanoparticles and the increase of cellular uptake by introduction of biotin and arginine. It can be concluded that the biotin-Arg(pbf)-HP-β-CD nanoparticles are efficient tumor-targeting drug delivery systems for PTX.

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APPLIED CATALYSIS B-ENVIRONMENTAL · 2019 · IF 14.229

Structure and phase regulation in MoxC (α-MoC1-x/β-Mo2C) to enhance hydrogen evolution

Xiangyong Zhang,Junchao Wang,Ting Guo,Tianying Liu,Zhuangzhi Wu,Luigi Cavallo,Zhen Cao,Dezhi Wang

Non-precious metal-based efficient electrocatalysts with superior activity and stability for the hydrogen evolution reaction (HER) are useful in solving energy and environmental crises. Herein, monodisperse inverse opal-like Mo x C (α-MoC 1-x /β-Mo 2 C) nanospheres were synthesized via a facile strategy to adjust the intrinsic activity and maximize the exposed active sites. In particular, the Mo x C-0.4 with the optimal composition of α-MoC 1-x /β-Mo 2 C (0.56/0.44) demonstrated a superior HER performance in 0.5 M H 2 SO 4 with a small Tafel slope of 48 mV dec −1 and remarkable stability. Such prominent performance not only benefits from the inverse opal-like structure that provides more active sites for HER, but also should be ascribed to the strong synergistic effect between α-MoC 1-x and β-Mo 2 C. Based on theoretical calculations, it is further verified that the synergistic effect of Mo x C-0.4 is originated from the optimization of interaction with the H* induced by the heterostructure. Furthermore, this work will broaden our vision for highly efficient hydrogen production by bridging the microscopic structure with macroscopic catalytic performance.

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Journal of Nanomaterials · 2019 · IF 2.233

Study on Photocatalytic Antibacterial and Sustained-Release Properties of Cellulose/TiO2/β-CD Composite Hydrogel

Hui Zhang,Jiangying Zhu,Yanqiang Hu,Aonan Chen,Liang Zhou,Hui Gao,Yamei Liu,Shengquan Liu

A novel cellulose/TiO2/β-CD hydrogel with high photocatalytic antibacterial activity and sustained release of drug was prepared. TiO2 sol with a diameter of about 9 nm in this hydrogel was the photoantibacterial agent. β-CD can significantly enhance photoantibacterial activity and the sustained-release effect of this hydrogel. The structure and property of this hydrogel composite were characterized by Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), scanning electron microscopy (SEM), and transmission electron microscopy (TEM). Escherichia coli and Staphylococcus aureus were selected as model bacteria to evaluate the antibacterial activity of the composite hydrogel under natural light irradiation and darkness, respectively. The in vitro release experiment used curcumin as a model drug in PBS buffer solution. The influence of β-CD on the antibacterial activity and sustained-release effect of the composite hydrogel was investigated. The results showed that the hydrogel composite presented a good photoantibacterial property, while the antibacterial activity can be neglected under the condition of no light. The complete release of curcumin from the composite was achieved after 120 h. Therefore, the hydrogel system has the characteristics of low cost and high effect, which could be used for an antibacterial sustained-release material.

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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2019 · IF 6.361

Fabrication of β-phase AgI and Bi2O3 co-decorated Bi2O2CO3 heterojunctions with enhanced photocatalytic performance

Qi Wang,Chenlu Zhang,Hong Wu,Qiaoyuan Gao,Ran Duan,Chuncheng Chen

Bi 2 O 2 CO 3 was co-decorated by β-phase AgI and Bi 2 O 3 forming visible-light-active AgI(β)/Bi 2 O 3 (β)-Bi 2 O 2 CO 3 composite via simply calcining AgI/Bi 2 O 2 CO 3 . The calcination temperature and time played vital role in regulating the structure as well as photocatalytic performance. Optimal AgI(β)/Bi 2 O 3 (β)-Bi 2 O 2 CO 3 was obtained after 325  ◦ C calcination for 2 h with 5% AgI. The ratio of Bi 2 O 3 to Bi 2 O 2 CO 3 was estimated to be ca. 3:1 on the catalyst surface. The transformation process for n -type Bi 2 O 2 CO 3 to p-type Bi 2 O 3 (β) was monitored and verified by flat band potential measurements. Due to the presence of p-n junctions between p-type Bi 2 O 3 (β), n -type AgI(β) and Bi 2 O 2 CO 3 , the optimized ternary composite displayed enhanced photocurrent density and reduced charge transfer resistance, which were beneficial for photocatalytic applications. Despite of decreased specific surface area, dramatically enhanced photocatalytic performance can be observed for simultaneous removal of Cr(VI) and phenol . For example, the estimated k Cr(VI) and k phenol on AgI(β)/Bi 2 O 3 (β)-Bi 2 O 2 CO 3 were 3.3 and 2.2 times relative to those on uncalcined AgI/Bi 2 O 2 CO 3 , respectively. The optimized composite also displayed good stability in 4 successive cyclic runs.

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