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FOOD CHEMISTRY · 2025 · IF 9.8

Enhancement of Oryzanol application by constructing modified β-CD inclusion complex and polycaprolactone-chitosan electrospun fiber membranes: Perspectives on wound dressings and grape preservation

Wen Li,Jintao He,Qijue Chen,Feng Bao,Yinqiang Huo,Jing Deng,Qinlu Lin,Feijun Luo

Oryzanol has a variety of physiological activities and is widely used in food and medicine. However, its utilization form and bioavailability are limited by poor solubility and photothermal stability. In this paper, an inclusion complex (IC) was prepared by modifying β-cyclodextrin as a molecular carrier to encapsulate Oryzanol. Polycaprolactone-chitosan (PCL-CS) and IC were prepared into a fiber membrane (PCL-CS-IC) using an electrostatic spinning technique and applied to wound healing and grape preservation. The results showed that the prepared ICs had a drug loading rate of 43.18 % with good antimicrobial, wettability, and air permeability properties. The PCL-CS-IC effectively reduced the inflammation of mouse wounds, with obvious re-epithelialization and inflammatory factors reduction in skin tissues. Meanwhile, the PCL-CS-IC delayed the decay process of grapes and extended shelf life. In conclusion, this study effectively improved the utilization of oryzanol and provided potential ideas for wound dressing preparation and food packaging materials development.

研究领域: 材料科学 · 生物医学工程 · 食品科学
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SOLAR ENERGY MATERIALS AND SOLAR CELLS · 2015 · IF 5.337

Preparation and properties of β-cyclodextrin/4,4′-diphenylmethane diisocyanate/polyethylene glycol (β-CD/MDI/PEG) crosslinking copolymers as polymeric solid–solid phase change materials

Kelin Peng,Changzhong Chen,Wanli Pan,Wenmin Liu,Zhiqiang Wang,Lanlan Zhu

Four β-cyclodextrin/4,4′-diphenylmethane diisocyanate/polyethylene glycol (β-CD/MDI/PEG) crosslinking copolymers with different crosslinking density were prepared and characterized as novel polymeric solid–solid phase change materials (SSPCMs) for thermal energy storage . In the SSPCMs, PEG acts as the phase change functional chain and β-cyclodextrin (β-CD) acts as the molecular framework. The results from wide-angle X-ray diffraction (WAXD) and polarizing optical microscopy (POM) show that the synthesized SSPCMs have good crystallization properties and spherocrystal morphology with smaller size than that of PEG. According to the results of differential scanning calorimetry (DSC) and thermogravimetry (TG) curves, the SSPCMs possess high phase change enthalpies , good reusability , thermal reliability and stability. It is concluded that the crosslinking density of SSPCMs is a crucial factor significantly influenced the free movement and crystallization of PEG segments, and then affects phase transition properties of SSPCMs.

研究领域: 材料科学 · 高分子化学 · 热能存储 · 相变材料
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2020 · IF 3.573

A Tough Self-Healing Elastomer with a Slip-Ring Structure

Jun-Bo Hou,Zhi-Hui Chen,Shao-Xia Zhang,Zi-Jun Nie,Shu-Ting Fan,Hao-Ran Shu,Sheng Zhang,Bang-Jing Li,Ya Cao

Tough self-healing elastomers with excellent comprehensive performance are extremely demanding and fascinating for future product development, such as wearable devices and robots. However, the deformation of conventional elastomers is dependent on the cross-link density, and there is a trade-off between toughness and stretchability. Therefore, it is a challenge to solve the contradiction between toughness and stiffness. Here, we prepared a tough and stiff rotaxane cross-linked (RC) elastomer with a self-healing property by a one-pot rotaxa-polymerization method in which inclusion complexes of β-CD-trimer@isoprene were copolymerized with isoprene monomers and 2-hydroxyethyl acrylate (HEA) monomers. The rigid β-CD-trimers not only form intermolecular hydrogen bonds with the HEA chains but also can move along the PI segments, leading to good comprehensive mechanical properties. This one-pot synthesis of RC elastomers is facile, and the material simultaneously has good stiffness and toughness. The fracture energy and Young’s modulus materials could reach 43.40 MJ/m3 and 1.40 MPa, respectively. Furthermore, the PI-PHEA RC elastomer showed self-healing ability due to a large amount of hydrogen bonds (PI stands for polyisoprene). The self-healing efficiency can reach 84.34% at 60 °C.

研究领域: 材料科学 · 高分子化学 · 机械工程
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Journal of Food Measurement and Characterization · 2018 ·Vol. 12 ·期 4 ·2475-2483 · IF 1.181

β-Cyclodextrin-assisted extraction and green chromatographic analysis of Hibiscus sabdariffa L. anthocyanins and the effects of gallic/ferulic/caffeic acids on their stability in beverages

Zhang Yao,Sang Jie,Chen Fang-fang,Sang Jun,Li Cui-qin

This study aimed to develop a green approach for extraction and determination of anthocyanins from Hibiscus sabdariffa calyx using a hydroxypropyl- β -cyclodextrin (HP β -CD)-assisted extraction technique coupled with HPLC-DAD analysis and to investigate the effects of gallic/ferulic/caffeic acids on the stability of H. sabdariffa anthocyanins in beverages. HP β -CD-assisted extraction of total anthocyanins from H. sabdariffa calyx was optimized using a Box–Behnken design-response surface methodology, and extraction at 54 °C for 53 min using HP β -CD aqueous solution (3.7 g/100 mL) gave the maximum extraction yield of total anthocyanins (4.82 ± 0.13 mg/g). A work-safe and rapid HPLC-DAD method was developed for analysing H. sabdariffa anthocyanins using ethanol and a tartaric acid aqueous solution as mobile phases, and the main anthocyanin peaks were determined as delphinidin-3- O -sambubioside and cyanidin-3- O -sambubioside using a two-dimensional HPLC-DAD/ESI-MS method. Method validation showed that the developed method was accurate, stable and reliable for the analysis of H. sabdariffa anthocyanins. Additionally, the degradation of delphinidin-3- O -sambubioside, cyanidin-3- O -sambubioside and total anthocyanins from H. sabdariffa calyx ideally followed a first-order model ( R 2  > 0.98) in beverages alone or with additional phenolic acids. Gallic acid improved the stability of H. sabdariffa anthocyanins better than ferulic and caffeic acids, and adding/increasing ferulic and caffeic acids accelerated anthocyanin degradation.

CAS / MDL: 133-37-9
研究领域: 食品科学 · 分析化学 · 植物化学
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TALANTA · 2019 · IF 4.916

Construction of a turn off-on fluorescent nanosensor for cholesterol based on fluorescence resonance energy transfer and competitive host-guest recognition

Yuehai Li,Jiabai Cai,Fengjiao Liu,Hui Yang,Ye Lin,Shunxing Li,Xuguang Huang,Luxiu Lin

Using chloroauric acid as precursor and β-cyclodextrin (β-CD) as reducing agent and stabilizer, β-CD@AuNPs with negative charge were synthesized by one-step colloidal synthesis method. The positive charged carbon quantum dots (CQDs) were synthesized by one-step of sonication of cetylpyridinium chloride . Under the role of static electricity, the fluorescence resonance energy transfer (FRET) occurred between CQDs and β-CD@AuNPs. CQDs and β-CD@AuNPs served as the fluorescence energy donors and receptors, respectively, i.e., the fluorescence of CQDs was turned off by β-CD@AuNPs. Based on the specific host-guest recognition between the inner cavity of β-CD and cholesterol, CQDs was replaced by cholesterol, the FRET could be interrupted, and then the fluorescence of CQDs was turned on. A good linear relationship between cholesterol concentration (10–210 μmol L −1 ) and fluorescence intensity was obtained and the LOD was 343.48 nmol L −1 . Because of excellent fluorescence quenching ability of FRET, the analytical performance (including LOD and linear scope) of such a turn off-on fluorescent nanosensor (e.g., CQDs/β-CD@AuNPs) was better than nanosensor only via competitive host-guest recognition (e.g., β-CD functionalized CQDs). The synergistic effect of competitive host-guest recognition and FRET was proved. Because of selective recognition, ultrasensitive, wide linear range, and strong anti-interference ability, CQDs/β-CD@AuNPs as a turn off-on fluorescent nanosensor was developed to determine cholesterol in porcine serum.

研究领域: 分析化学 · 纳米技术 · 生物医学工程
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ACS Applied Materials & Interfaces · 2021 · IF 9.229

Super-Assembled Periodic Mesoporous Organosilica Frameworks for Real-Time Hypoxia-Triggered Drug Release and Monitoring

Yingnan Liu,Lei Xie,Meng Gao,Runhao Zhang,Jingchen Gao,Jiangdong Sun,Qingdong Chai,Tong Wu,Kang Liang,Pu Chen,Qi Wan,Biao Kong

Hypoxia, induced by inadequate oxygen supply, is a key indication of various major illnesses, which necessitates the need to develop new nanoprobes capable of sensing hypoxia environments for the targeted system monitoring and drug delivery. Herein, we report a hypoxia-responsive, periodic mesoporous organosilica (PMO) nanocarrier for repairing hypoxia damage. β-cyclodextrin (β-CD) capped azobenzene functionalization on the PMO surface could be effectively cleaved by azoreductase under a hypoxia environment. Moreover, the nanosystem is equipped with fluorescence resonance energy transfer (FRET) pair (tetrastyrene derivative (TPE) covalently attached to the PMO framework as the donor and Rhodamine B (RhB) in the mesopores as the receptor) for intracellular visualization and tracking of drug release in real-time. The design of intelligent nanocarriers capable of simultaneous reporting and treating of hypoxia conditions highlights a great potential in the biomedical domain.

研究领域: 纳米技术 · 生物医学工程 · 药学 · 材料科学
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Advanced Healthcare Materials · 2023 · IF 10

A Cyclodextrin-Based pH-Responsive MicroRNA Delivery Platform Targeting Polarization of M1 to M2 Macrophages for Sepsis Therapy

Ni Ding,Gangjian Luo,Huiting Li,Chengyuan Xing,Yuanji Gao,Wenjie Xi,Weijie Wu,Dan Wang,Lei Zheng,Yang Kang,Xinjin Chi

The mortality rate of sepsis remains high despite improvements in the diagnosis and treatment of sepsis using symptomatic and supportive therapies, such as anti-infection therapy and fluid resuscitation. Nucleic acid-based drugs have therapeutic potential, although their poor stability and low delivery efficiency have hindered their widespread use. Herein, it is confirmed that miR-223 can polarize proinflammation M1 macrophages to anti-inflammation M2 macrophages. A pH-sensitive nano-drug delivery system comprising β-cyclodextrin-poly(2-(diisopropylamino)ethyl methacrylate)/distearoyl phosphoethanolamine-polyethylene glycol (β-CD-PDPA/DSPE-PEG) is synthesized and developed to target M1 macrophages and miR-223 is encapsulated into nanoparticles (NPs) for sepsis treatment. NPs/miR-223 demonstrated in vitro pH responsiveness with favorable biosafety, stability, and high delivery efficiency. In vivo studies demonstrate that NPs/miR-223 are preferentially accumulated and retained in the inflammation site, thereby reducing inflammation and improving the survival rate of mice with sepsis while exhibiting ideal biosafety. Mechanically, NPs/miR-223 regulates macrophage polarization by targeting Pknox1 and inhibiting the activation of the NF-κB signaling pathway, thereby achieving an anti-inflammatory effect. Collectively, it is demonstrated that the miRNA delivery vector described here provides a new approach for sepsis treatment and accelerates the advancement of nucleic acid drug therapy.

CAS / MDL: 78-67-1 111689-03-3
研究领域: 药学 · 生物医学工程 · 免疫学 · 纳米技术 · 治疗学
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RSC Advances · 2016 ·Vol. 6 ·期 56 ·50993-51004 · IF 3.289

Synthesis and thermo-responsive self-assembly behavior of amphiphilic copolymer β-CD–(PCL–P(MEO2MA-co-PEGMA))21 for the controlled intracellular delivery of doxorubicin

Beibei Lu,Lei Li,Lulu Wei,Xuhong Guo,Jun Hou,Zhiyong Liu

Well-defined amphiphilic β-cyclodextrin (β-CD) star-shaped copolymers with poly(ε-caprolactone)–poly(2-(2-methoxyethoxy)ethyl methacrylate)-co-poly(ethylene glycol)methacrylate) (β-CD–(PCL–P(MEO2MA-co-PEGMA))21 were synthesized via ring opening polymerization (ROP) and atom transfer radical polymerization (ATRP). These thermo-responsive copolymers exhibited a lower critical solution temperature (LCST) in water, which could be finely tuned by changing the feed ratio of PEGMA and MEO2MA. The LCST of star-shaped β-CD–(PCL–P(MEO2MA-co-PEGMA))21 increased from 26 to 62 °C with the increasing PEGMA content, the copolymers were characterized using Fourier transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H NMR) and gel permeation chromatography (GPC). The star-shaped copolymers could self-assemble into micelles in aqueous solution due to their amphiphilic properties resulting from the hydrophobic β-CD and PCL core and the hydrophilic P(MEO2MA-co-PEGMA) segments, which was investigated by dynamic light scattering (DLS) and transmission electron microscopy (TEM). The in vitro DOX release studies showed that DOX released from drug-loaded micelles in a thermo-sensitive manner. CCK-8 assays demonstrated that these star-shaped copolymers could possess low cytotoxicity against HeLa cells, and the DOX-loaded micelles exhibited a higher inhibition of the proliferation of HeLa cells in comparison with free DOX. Moreover, the results from confocal laser scanning microscopy (CLSM) revealed that these polymeric micelles could efficiently deliver and release DOX into the nuclei of HeLa cells. This kind of biodegradable, biocompatible and stimuli-responsive copolymer could serve as a promising material for drug delivery.

研究领域: 高分子科学 · 药学 · 生物医学工程 · 纳米技术 · 药物递送系统
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Coatings · 2024 ·Vol. 14 ·期 4 ·439 · IF 2.9

Insights into the Ligand Effect in β-CD@Fe3O4 Composites to Activate Peroxymonosulfate for Efficient Degradation of Pharmaceutical Contaminants: A Study Employing Density Functional Theory

Xi Quan,Pengzhao Lv,Linlin Yin,Wei Zuo,Yu Tian,Jun Zhang

This study presents a detailed investigation into the use of β-cyclodextrin (β-CD) encapsulated iron oxide nanoparticle (β-CD@Fe3O4) composites, modified with different ligands, to activate peroxymonosulfate (PMS) for the degradation of pharmaceutical contaminants, namely, diclofenac, carbamazepine, and erythromycin. The focus is on understanding the ligand effect, particularly using citric acid (CIT), polyethyleneimine (PEI), and cetyl trimethyl ammonium bromide (CTAB), on the degradation performance of these composites. Employing density functional theory (DFT) calculations, this work examines the electronic structure and charge distributions of β-CD@Fe3O4composites, providing insights into their interaction with various pollutants. The study reveals that the β-CD@PEI@Fe3O4composite demonstrates superior degradation efficiency due to optimal electrostatic interactions, regardless of the pollutant’s hydrophobicity. On the other hand, β-CD@CIT@Fe3O4shows moderate efficiency, and β-CD@CTAB@Fe3O4exhibits selective efficiency, particularly for hydrophobic compounds. These findings underscore the significant role of surface chemistry in modulating the activation of PMS and the degradation of contaminants, opening avenues for designing tailored β-CD composites for environmental remediation.

研究领域: 环境科学 · 材料科学 · 理论化学
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Materials Today Communications · 2023 · IF 3.8

Water soluble β-CD-PMAA/PMAm/PHEMA-Coumarin macromolecular fluorescent probes prepared via RAFT method and their sensing ability to Fe3+/Fe2+ and Cu2+ ions

Siyuan Zhang,Xinjian Cheng

Developing water-soluble fluorescent probes has important scientific and practical significance. In this work, coumarin derivatives bearing -OH were obtained through the classical Knoevenagel reaction firstly. Secondly, -C C- on allyl bromide was introduced into coumarin by Williamson ether formation method. Thirdly, hydrazine hydrate was added to the coumarin derivatives, a polymerizable small molecular coumarin fluorophore containing probe was obtained successfully. And, the -COOH on di-thioester underwent an esterification reaction with –OH groups on β-cyclodextrin(β-CD) to prepare oligomer based reversible addition-fragmentation chain transfer(RAFT) reagents. Finally, three copolymer probes β-CD-PMAA-Coumarin, β-CD-PMAm-Coumarin, and β-CD-PHEMA-Coumarin were prepared via RAFT polymerization , in which C C-coumarin was used as the functional monomer and methacrylamide(MAm)/methacrylic acid (MAA)/hydroxyethyl methacrylate (HEMA) as the main monomers. The MALDI-TOF mass tests showed that the macromolecular level probes were successfully prepared. These polymer probes have molecular weights up to 5.4 kDa and have narrow molecular weight distributions (PDI≤1.31). With the assistance of water-soluble long-chained PMAm/PMAA/PHEMA and hydrophilic β-CD, the coumarin containing macromolecular fluorescent probes could be dissolved in water readily. These water soluble polymer fluorescent probes could recognize Fe 3+ /Fe 2+ and Cu 2+ ions with high sensitivity. The detection limit of Fe 3+ could be as low as 0.34 μM. This study successfully developed a promising technique for producing highly selective, fully water-soluble fluorescent macromolecular probes.

研究领域: 化学 · 材料科学 · 分析化学
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Journal of Food Measurement and Characterization · 2026 · IF 3.6

Influence of ultrasound treatment time on the loading capacity, solubility, stability and in vitro release of ferulic acid @β-CD modified debranched rice starch inclusion complexes

Chen Linlin,Yu Xiao,Li Wei,Zhang Haipeng,Zhang Sicong,Xin Jiaying,Zhang Na

Ferulic acid exists in nature mainly in the bound state in plant cell walls and is found in grains, fruits, vegetables, and Chinese herb.FA has a wide range of biological activities. However, the low stability and water solubility of FA limit its bioavailability. This has led to the encapsulation of FA to improve its bioavailability. This study prepared the binary polysaccharide-based carrier β-cyclodextrin/debranched rice starch (β-CD/DRS) by ultrasonic self-assembly. The particle size of β-CD/DRS was 107.23 ± 2.14 nm with a PDI index of 0.311 ± 0.075, which is affected by ultrasound time. The ternary inclusion complex of FA@β-cyclodextrin/debranched starch (FA@β-CD/DRS) was synthesized by the co-deposition method; the encapsulation and loading rate of FA were 89.32 ± 2.53% and 7.48 ± 0.54%, respectively. The structures of the ternary inclusions were analyzed by SEM, FT-IR, XRD, and DSC. The β-CD/DRS assembled using different ultrasound times modulated the FA@β-CD/DRS properties after deposition. The results showed that the inclusion compound was 1.22 times more photostable and 1.44 times more thermostable than FA. In the simulated gastrointestinal tract, the optimal in vitro release kinetics model was a first-order kinetic model, which was affected by pH. At pH 8.0, the cumulative release of ferulic acid was higher. The inclusion complex can continuously release ferulic acid, achieving a sustained-release effect, and its solubility in water is 3.9 mg/mL, which is approximately six times that of ferulic acid. In summary, the use of binary polysaccharide-based vector encapsulation can provide a more efficient method for the stabilization and delivery of phenolic acids. Graphical

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CARBON · 2018 · IF 7.082

Electrochemiluminescent aptasensor based on β-cyclodextrin/graphitic carbon nitride composite for highly selective and ultrasensitive assay of platelet derived growth factor BB

Jingwen Gao,Huiwen Xiong,Wei Zhang,Ying Wang,Hangxing Wang,Wei Wen,Xiuhua Zhang,Shengfu Wang

Here, an electrochemiluminescent aptasensor based on β-cyclodextrin/graphitic carbon nitride (β-CD/g-C 3 N 4 ) composite for selective and highly ultrasensitive assay of platelet derived growth factor BB (PDGF-BB) is fabricated. To achieve the sensitive and specific detection of PDGF-BB, it is an available strategy to explore excellent electrochemiluminescent (ECL) luminophores with the advantages of high electrochemical-driven luminescent activity and a specific recognition function. In this work, for the first time a novel β-CD non-covalently functionalized g-C 3 N 4 composite β-CD/g-C 3 N 4 was employed to construct the ECL detection platform for PDGF-BB based on its aptamer. The limit of detection was determined to be as low as 2.6 × 10 −13  g/mL. It was observed that β-CD was playing a key role in improving the adamantane-labeled DNA amount modified on the electrode surface. It can further help to amplify the ECL quenching effect by both energy transfer and photo-excited electron transfer processes between g-C 3 N 4 emitter and ferrocene quencher. It is anticipated that β-CD/g-C 3 N 4 may be a class of promising material for constructing ECL sensors.

研究领域: 分析化学 · 生物传感器 · 材料科学 · 分子生物学
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