Β-cyclodextrin Complexes Research Articles

Retention of Cyclodextrins under the Conditions of Reversed-Phase Chromatography and Determining the Stability Constants of Inclusion Complexes of Antocyanins with β-Cyclodextrein

The chromatographic behavior of α, β, and γ-cyclodextrins on three types of reversed-phase chromatography of stationary phases—С4, С8, and С18—is investigated. Patterns of sorption are determined experimentally, and modeling is used to determine the nature of interaction between cyclodextrins and grafted phases. Based on the obtained results and considering experiments on the formation of a complex of β-cyclodextrin and n-hexane, it is suggested that the probability of modifying surfaces of the C4 phase with cyclodextrins in aqueous–acetonitrile mobile phases with low contents (from 5 vol %) of organic modifier is low, and the C18 phase could be used without surface modification of the sorbent when the acetonitrile content is above 10 vol %. To corroborate these conclusions, the constants of complex formation of β-cyclodextrin with some anthocyanins are determined by adding β-cyclodextrin to the mobile phase under the conditions of chromatography on the C4 phase; the same is impossible using the C18 phase.

The inclusion complex of carvacrol and β-cyclodextrin reduces acute skeletal muscle inflammation and nociception in rats.

Skeletal muscle inflammation is strongly associated with pain and may impair regeneration and functional recovery after injury. Since anti-inflammatory and antinociceptive effects have been described for the inclusion complex of carvacrol and β-cyclodextrin (βCD-carvacrol), this study investigated the effects of βCD-carvacrol in a model of acute skeletal muscle inflammation. Muscle injury was induced in male Wistar rats by injection of 3% carrageenan in the gastrocnemius muscle. Rats were orally pretreated with saline (vehicle) or βCD-carvacrol (20, 40, 80 and 180 mg/kg) one hour before administration of carrageenan. The injection of carrageenan in the gastrocnemius muscle increased tissue myeloperoxidase (MPO) activity (p < 0.001), edema (p < 0.001) and the levels of tumoral necrosis factor (TNF)-α, interleukin (IL)-1β, IL-6, macrophage inflammatory protein (MIP-2), but not IL-10 levels. Also, it increased mechanical hyperalgesia and decreased the grip force of animals. Pretreatment with βCD-carvacrol (80 or 160 mg/kg) significantly decreased muscle MPO activity and edema 24 h after injury in comparison to vehicle-pretreated group. Animals pretreated with βCD-carvacrol (160 mg/kg) presented significantly lower levels of IL-1β, IL-6 and MIP-2 and higher levels of IL-10 six hours after induction and lower levels of TNF-α and MIP-2 after 24 h when compared to the vehicle group. Pretreatment with βCD-carvacrol also reduced mechanical hyperalgesia and limited the decrease of grip force (80 or 160 mg/kg; p < 0.001) 6 and 24 h after injury. These results show that βCD-carvacrol reduces inflammation and nociception in a model of acute injury to skeletal muscles.

Inclusion complexes of cysteinyl β-cyclodextrin with baicalein restore collagen synthesis in fibroblast cells following ultraviolet exposure.

Baicalein, a bioactive flavonoid, has poor water solubility, thereby limiting its use in a wide range of biological applications. In the present study, we used inclusion complexes of cysteinyl β-cyclodextrin (β-CD) with baicalein to enhance the stability and solubility of baicalein in aqueous solution. We examined the effects of inclusion complexes of cysteinyl β-CD on collagen synthesis following ultraviolet (UV) irradiation, as well as the mechanisms underlying its effects. Our findings demonstrated that baicalein significantly restored collagen synthesis in the UV-exposed human fibroblast Hs68 cells. In addition, synthetic cysteine functionalized β-CDs were found to promote baicalein-induced collagen synthesis. Inclusion complexes of cysteinyl β-CDs with baicalein significantly upregulated the protein expression of type I collagen and activated the transcription of type I, II, and III collagen. Inclusion complexes of cysteinyl β-CDs with baicalein also downregulated matrix metalloproteinase -1 and -3, and α-smooth muscle actin expression. In addition, inclusion complexes of cysteinyl β-CDs with baicalein attenuated the expression of caveolin-1, but this treatment enhanced the UV-induced phosphorylation of Smad in the transforming growth factor-β pathway. These results suggested that the newly synthesized derivative of CD can be used as a complexing agent to enhance the bioavailability of flavonoids such as baicalein, especially in restoring collagen synthesis.

Liquid crystals-based sensor for the detection of lithocholic acid coupled with competitive host-guest inclusion.

A simple, low-cost and label-free strategy for detecting lithocholic acid (LCA) was designed at the liquid crystals (LCs)/aqueous interface via competitive host-guest inclusion. In this method, sodium dodecyl sulfate (SDS) was initially adsorbed on the fluid interface and induced LCs to adopt the homeotropic ordering. Inclusion complexation of SDS and β-cyclodextrin (β-CD) disturbed interaction between LCs and SDS and evoked LCs to keep a tilted alignment. When injecting LCA into the mixed solution of SDS and β-CD, SDS excluded from the cavity of β-CD by competitive host-guest inclusion and could be re-adsorbed at the LCs/aqueous interface, resulting in the orientational transition of LCs from tilted to homeotropic state. Correspondingly, a bright-to-dark optical response was observed under polarized optical microscope (POM). The as-prepared LCs-based sensor could detect LCA as low as about 2 μM in aqueous solution. Moreover, the practicability of the approach was validated by monitoring the known amount of LCA in human urine. This work offers an appealing approach for the detection of LCA which has a great potentiality in clinical diagnosis.

Metyrapone-β-cyclodextrin supramolecular interactions inferred by complementary spectroscopic/spectrometric and computational studies

Metyrapone was characterized in terms of β-cyclodextrin complexation through a combined experimental and computational approach. Liquid state characterization was carried out by nuclear magnetic resonance spectroscopy and mass spectrometry. 1H NMR and 2D ROESY investigations revealed the inclusion of the metyrapone, speculated by molecular modeling, and the calculated Ka from the DOSY experiments was 408.7 M–1. Molecular dynamics simulations were applied to investigate the thermodynamics and geometry of metyrapone/cyclodextrin inclusion complex. The formation of the complex was also studied at semi-empirical level of theory (PM6). Results of the present study might pave the way for a drug formulation with improved bioavailability and targeting.

Lippia gracilis essential oil in β-cyclodextrin inclusion complexes: an environmentally safe formulation to control Aedes aegypti larvae.

One of the most efficient ways to prevent arboviruses, such as dengue fever, yellow fever, chikungunya and Zika, is by controlling their vector, the Aedes aegypti. Because this vector is becoming resistant to most larvicides used, the development of new larvicides should be considered. β-Cyclodextrin (β-CD) complexes have been investigated as an interesting way of enabling the use of essential oils in water as larvicides. This study comprised the development of Lippia gracilis essential oil (LGEO) and β-CD inclusion complexes for control of Ae. aegypti. Thermal analysis clearly showed the formation of complexes using kneading and co-evaporation methods. Gas chromatography analysis showed that kneading without co-solvent (KW) gave the highest content (∼15%) of the LGEO major component. Moreover, KW showed that the complex had a 50% lethal concentration (LC50 ; 33 ppm) lower than that of pure LGEO (39 ppm); in other words, complexing LGEO with β-CD improved the larvicidal activity. In addition, LGEO complexed with β-CD (KW) was not harmful to non-target organisms at the concentrations needed to control Ae. aegypti larvae. The inclusion complex with LGEO was a feasible formulation, being economically viable, easy-to-apply and without impact on non-target organisms and, therefore, is a potential alternative larvicide for Ae. aegypti control. © 2018 Society of Chemical Industry.

Interaction of 1-methyl-1-({2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-4-yl}methyl) piperidinium chloride with β-CD: spectroscopic, calorimetric and molecular modeling approaches

Spectroscopic investigation supported by molecular modeling methods has been used to describe the inclusion complex of β-cyclodextrin (β-CD) with 1-Methyl-1-({2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-4-yl}methyl) piperidinium chloride (1MPTMPC) in solution and in solid state. The formation of inclusion complex between the β-CD and the 1MPTMPC has been investigated both in solution and in the solid state. Solution-state complexation between the 1MPTMPC and β-CD was established using 1H NMR spectroscopy and isothermal titration calorimetry (ITC). From the 1H NMR spectroscopic studies, 1:1 complex stoichiometry was deduced with an association constant (K) of 925 M−1. Using an independent binding model, the ITC technique provides a K value of the same order with the one determined by NMR and the thermodynamic parameters ΔH, ΔS and ΔG which reveals driving forces involved during complex formation. The formation of the solid inclusion compound was confirmed by X-ray powder diffraction and differential scanning calorimetry. The most probable conformation of the inclusion complex obtained through a molecular docking investigation corroborates well to ROESY experiment.

Identification of β -cyclodextrin inclusion complex by infrared spectroscopy

Fast and reliable identification of obtaining product is very important in the industrial technology of synthesis of pharmaceutical substances.&#x0D; Objective - to study inclusion complexes of β-cyclodextrin with α-bromizovalerian acid and β-cyclodextrin with mint oil by applying near infrared spectroscopy absorption. Compare the spectra obtained with the spectra of equimolar mechanical mixture of the respective components.&#x0D; Β-cyclodextrin complexes with α-bromizovalerian acid and β-cyclodextrin with mint oil were prepared at a well-known technique. Mechanical mixture of β-cyclodextrin with α-bromizovalerian acid and β-cyclodextrin with mint oil were obtained by mixing the components in a molar ratio of 1:1.&#x0D; This paper shows the possibility using method of absorption near-infrared spectroscopy for rapid identification β-cyclodextrin inclusion complexes, as an example used complexes of β-cyclodextrin with α-bromizovalerian acid and β-cyclodextrin with peppermint oil. By comparing the spectra obtained inclusion complexes with the spectra of equimolar mechanical mixture of the corresponding components proved reliability the identification of the target product and the ability to distinguish between an inclusion complex and the mechanical mixture of the components. It is shown that the near infrared spectra obtained using an instrument Thermo Nicolet IS50, Thermo Scientific, inclusion complexes of β-cyclodextrin with a different guest molecules are different from each other.

Therapeutic Potential of DNAzyme Loaded on Chitosan/Cyclodextrin Nanoparticle to Recovery of Chemosensitivity in the MCF-7 Cell Line.

Commonly, acquired resistances to anticancer drug are mediated by overexpression of a membrane-associated protein that encode via multi-drug resistance gene-1 (MDR1). Herein, the mRNA-cleaving DNAzyme that targets the mRNA of MDR1 gene in doxorubicin-resistant breast cancer cell line (MCF-7/DR) loaded on the chitosan β-cyclodextrin complexes was used as a tropical agent. Chitosan/β-cyclodextrin complexes were used to deliver DNAzymes into cancer cells. Determination of the physicochemical characteristics of the particles was done by photon correlation spectroscopy and scanning electron microscopy. The encapsulation efficiency of the complexes was tested by using gel retardation assay. Positively charged nanoparticles interacted with DNAzyme that could perform as an efficient DNAzyme transfection system. The rationale usage of this platform is to sensitize MCF-7/DR to doxorubicin by downregulating the drug-resistance gene MDR1. Results demonstrated a downregulation of MDR1 mRNAs in MCF-7/DR/DNZ by real-time PCR, compared to the MCF-7/DR as control. WST1 assay showed the 22-fold decrease in drug resistance on treated cells 24 h after transfection. Results showed the intracellular accumulation of Rh123 increased in the treated cells with DNAzyme. Results suggested a potential platform in association with chemotherapy drug for cancer therapy and indicated extremely efficient at delivery of DNAzyme in restoring chemosensitivity.

Immobilization of xylanase and xylanase–β-cyclodextrin complex in polyvinyl alcohol via electrospinning improves enzyme activity at a wide pH and temperature range

Xylanase (EC 3.2.1.8) is a key enzyme for degradation of xylan. A limitation of xylanase application in food and beverage industries is the low enzyme activity and stability at a wide pH and temperature range. In the present study, different levels of pure xylanase (XY) and xylanase–β-cyclodextrin (XY–β-CD) inclusion complex were immobilized in polyvinyl alcohol (PVA) via electrospinning. Morphological and structural characteristics of obtained fibers were investigated by Fourier-transformed infrared spectroscopy (FTIR), scanning electron microscopy (SEM), and X–ray diffraction (XRD) analyzes. Inclusion complex formation was evaluated by FTIR, XRD, and differential scanning calorimetry (DSC) analyzes. Obtained electrospun fibers showed a smooth surface with average diameter from around 200 to 600 nm. Greater diameters were observed at higher xylanase levels. In addition, inclusion complex provided thicker fibers than pure xylanase. Optimum xylanase activity changed from 60 to 70 °C when enzyme was immobilized in PVA. FTIR results suggest a more efficient enzyme conformation after immobilization. The greatest xylanase efficiency of immobilization was achieved at 0.5%-XY, with specific activity of 59.73 μM/min/mg of immobilized xylanase. Xylanase immobilized in PVA fibers exhibited higher activity at extremer pH conditions (4, 5, 7, and 8), as compared to free xylanase.

Physicochemical and in vitro biological evaluations of furazolidone-based β-cyclodextrin complexes in Leishmania amazonensis

Recently, there have been numerous cases of leishmaniasis reported in different Brazilian states. The use of furazolidone (FZD) to treat leishmaniasis has been previously described; however, the drug is associated with adverse effects such as anorexia, weight loss, incoordination, and fatigue in dogs. Thus, in the present study, we prepared and evaluated inclusion complexes between FZD and β-cyclodextrin (β-CD) to guarantee increased drug solubility and reduce the toxicity associated with high doses. The FZD:β-CD complexes were prepared by two different techniques (kneading and lyophilization) prior to incorporation in an oral pharmaceutical dosage form. Formation of the complexes was confirmed using appropriate physicochemical methods. Antileishmanial activity against L. amazonensis was tested in vitro via a microplate assay using resazurin dye and cytotoxicity was determined using the fibroblast L929 lineage. Solubility studies showed the formation of complexes with complexation efficiencies lower than 100%. Physicochemical analysis revealed that FZD was inserted into the β-CD cavity after complexation by both methods. Biological in vitro evaluations demonstrated that free FZD and the FZD:β-CD complexes presented significant leishmanicidal activity against L. amazonensis with IC50 values of 6.16 μg/mL and 1.83 μg/mL for the complexes prepared by kneading and lyophilization, respectively. The data showed that these complexes reduced the survival of promastigotes and presented no toxicity for tested cells. Our results indicate that the new compounds could be a cost-effective alternative for use in the pharmacotherapy of leishmaniasis in dogs infected with L. amazonensis.

PLGA Microspheres Loaded with β-Cyclodextrin Complexes of Epigallocatechin-3-Gallate for the Anti-Inflammatory Properties in Activated Microglial Cells.

Although epigallocatechin-3-gallate (EG) is well-known as a potent antioxidant and free radical scavenger for neurodegenerative diseases, it still has disadvantages that reduce its treatment effectiveness due to low bioavailability, slow absorption, and water solubility. Therefore, the aim of this study is to improve the bioavailability of EG and increase the effectiveness of anti-inflammatory properties to microglial cells by using Poly(Lactide-co-Glycolide) (PLGA) microspheres as carriers. In this study, we used UV–Vis spectroscopy to show the formation of the complex of β-cyclodextrin (β-CD) and EG (CD-EG). The loading efficiency of EG in PLGA microspheres was optimized by the addition of β-CD. The highest loading efficiency of 16.34% was found among other formulations. The results of Fourier transform infrared spectroscopy indicated the loading of CD-EG in PLGA microspheres. The scanning electron microscopic images demonstrated the spherical PLGA particles with controlled particles size ranging from 1–14 µm. Moreover, the in vitro release of EG was conducted to explore the sustained release property of the PLGA formulations. In the in vitro model of mouse microglial cells (BV-2 cells) stimulated by lipopolysaccharide, the cytotoxicity test showed that for up to 1 mg/mL of PLGA microspheres no toxicity to BV-2 cells was found. PLGA microspheres can significantly suppress the nitric oxide production from BV-2 cells, indicating EG loaded in PLGA microspheres can suppress the inflammation of activated microglial cells. Furthermore, the intracellular iNOS in BV-2 cells was also found to be down regulated. In summary, we have successfully shown that the use of β-CD can increase the loading efficiency of EG in PLGA microspheres and provide neuroprotective effect on the activated microglial cells.

Redox-responsive diphenylalanine aggregate mediated by cyclodextrin

The molecular assembling properties can be dramatically improved using redox-responsive nanoplatforms, which can bring quite different aggregation modes and binding behaviors in the redox states. In this work, we fabricated a redox-responsive system based on the host–guest complexation of β-cyclodextrin (β-CD) with ferrocene-modified diphenylalanine (Fc-FF). The morphological conversion of Fc-FF can be easily achieved from nanofibers to nanospheres in the presence of β-CD, and the supramolecular nanospheres can be reversibly assembled and disassembled by the chemical redox of ferrocenyl groups in the Fc-FF⊂β-CD nanoassemblies. These results demonstrate that the incorporation of stimuli-switchable components with macrocyclic receptors may become a promising approach to the construction of smart peptide-involved supramolecular assemblies.

Phase solubility studies and anti-Trichomonas vaginalis activity evaluations of metronidazole and methylated β-cyclodextrin complexes: Comparison of CRYSMEB and RAMEB

Metronidazole (MTZ) is a 5-nitroimidazole drug used for the treatment of Trichomonas vaginalis parasitic infection. Aqueous formulations containing MTZ are restricted because apparent solubility in water of this drug is low. In this context, two methylated-β-cyclodextrins (CRYSMEB and RAMEB) were used as a tool to increase apparent solubility of MTZ in water. CRYSMEB was limited by its own solubility in water (15% w/w, 12.59 mM), while RAMEB at a concentration of 40% w/w (300.44 mM) allowed a maximal increase of apparent solubility of MTZ (3.426% w/w, 200.19 mM). From our knowledge, this corresponds to the highest enhancement of MTZ apparent aqueous solubility ever reported in the literature using methylated cyclodextrins. In vitro evaluations showed that anti-T. vaginalis activity of MTZ formulated with CRYSMEB and RAMEB was preserved.

Preparation, characterization and molecular modeling studies of the beta-cyclodextrin inclusion complex with benzoguanamine and its analytical application as chemosensor for the selective sensing of Ce4+

The inclusion complex of β-cyclodextrin (β-CD) with benzoguanamine (BGA) has been investigated in three states. UV–Visible and fluorescence spectral techniques are used in liquid state. FTIR, NMR and MASS techniques are used in solid state and virtual state studies are done by molecular simulation work. The binding constants for the formation of 1:1 BGA:β-CD inclusion complex is estimated by UV–Visible and fluorescence spectral techniques. The chemosensory ability of BGA:β-CD complex was investigated thoroughly for various metal cations and we found the emission of complex showed a linear increase in the intensity for Ce4+ with the linearity range of 1000 μM–2000 μM. Sensitivity analysis shows good sensing for Ce4+ with the LOD of 671 μM and LOQ of 2034 μM. Our result suggests that the BGA:β-CD inclusion complex would be promising material for developing solid state sensory device for sensing Ce4+.

Equilibrium, structural and antibacterial characterization of moxifloxacin-β-cyclodextrin complex

Moxifloxacin (MOX), a novel fourth-generation fluoroquinolone antibacterial was characterized in terms of β-cyclodextrin (β-CD) complexation in order to improve its antibacterial activity. The inclusion complexation has been examined with a wide variety of state-of-the-art analytical techniques, such as nuclear magnetic resonance spectroscopy (NMR), affinity capillary electrophoresis (ACE), mass spectrometry (MS), infrared spectroscopy (IR) and differential scanning calorimetry (DSC). The stoichiometry of the complex was investigated by two different techniques. NMR Job plot method indicated 1:1 stoichiometry in liquid state, however MS study revealed that a complex with 2:1 (MOX:β-CD) stoichiometry can also be formed in gas phase. The stability constants were determined by 1H NMR titration and ACE at different pH values, where MOX exists predominantly in monocationic, neutral and monoanionic form, respectively, indicating that the neutral macrospecies forms the most stable complex with the host (logK = 2.51 ± 0.03). Geometric aspects of the inclusion complex were assessed by 2D ROESY NMR and proved that the tricyclic moiety of guest can enter the host cavity. To understand the interaction of different protonation forms of MOX with β-CD at atomic level molecular modeling studies were also performed. Solid state complexation in 1:1 M ratio was carried out by lyophilization and investigated by DSC and IR, which also confirmed the inclusion complex formation in solid state. The antibacterial activity of the complex was tested against Gram-negative and Gram-positive bacteria by determination of minimum inhibitory concentrations, which revealed that supramolecular interactions do not affect significantly the antibacterial activity of the drug.

Designed heterogeneous palladium catalysts for reversible light-controlled bioorthogonal catalysis in living cells

As a powerful tool for chemical biology, bioorthogonal chemistry broadens the ways to explore the mystery of life. In this field, transition metal catalysts (TMCs) have received much attention because TMCs can rapidly catalyze chemical transformations that cannot be accomplished by bio-enzymes. However, fine controlling chemical reactions in living systems like bio-enzymes is still a great challenge. Herein, we construct a versatile light-controlled bioorthogonal catalyst by modifying macroporous silica-Pd0 with supramolecular complex of azobenzene (Azo) and β-cyclodextrin (CD). Its catalytic activity can be regulated by light-induced structural changes, mimicking allosteric regulation mechanism of bio-enzymes. The light-gated heterogeneous TMCs are important for in situ controlling bioorthogonal reactions and have been successfully used to synthesize a fluorescent probe for cell imaging and mitochondria-specific targeting agent by Suzuki–Miyaura cross-coupling reaction. Endowing the bioorthogonal catalyst with new functions is highly valuable for realizing more complex researches in biochemistry.

A new fluorescent chemosensor for cadmium(II) based on a pyrene-appended piperidone derivative and its β-cyclodextrin complex.

We report, in this article, a piperidin-4-one derivative carrying pyrenyl fluorescent reporter groups which acts as a Cd2+ ion sensor. The compound is synthesized and characterized using IR and NMR spectral techniques. The compound forms an inclusion complex with β-cyclodextrin. It selectively binds to Cd2+ ions in water and aqueous β-cyclodextrin media. The stoichiometry of the host-guest complex of the compound with β-cyclodextrin is 1:2. The ligand-metal ion binding stoichiometry is 1:1 both in water and in β-cyclodextrin. The linear concentration range of detection of the metal ion is reported. Cyclodextrin complex formation does not affect the metal ion selectivity of the compound.

Evidences for Inclusion and Encapsulation of an Ionic liquid with β-CD and 18-C-6 in Aqueous Environments by Physicochemical Investigation.

The interface between pyrrolidinium-based ionic liquid, i.e., 1-ethyl-1-methylpyrrolidinium bromide, with β-cyclodextrin and 18-crown-6 solution have been compared and explored by means of density, viscosity, refractive index, electrical conductance and surface tension, FTIR, 1H nuclear magnetic resonance, 2D ROESY NMR, and high resolution mass spectroscopy studies. Limiting apparent molar volumes (ϕV0), experimental slopes (SV*) interpreted in terms of inclusion and interaction (ion-solvent, ion-ion). Establishment of binding affinity were discussed in molecular terms supported this inclusion complexation and encapsulation interaction process. The result shows that the stability of the resulting complexes of β-cyclodextrin:[EMPyrr]+ and 18-crown-6:[EMPyrr]+ is based on the geometrical and spectrometric data. Host guest chemistry of the five-membered nitrogen containing cation with two different macro cyclic hosts is supported by studying NMR. HRMS has been used to support the complexation process with the proper stoichiometry ratio. The solid complex formations were established by Fourier transform infrared study.

A modeling study by response surface methodology (RSM) on Th(IV) adsorption optimization using a sulfated β-cyclodextrin inclusion complex

The inclusion complex (sulfated-β-CD@NAA) of sulfated β-cyclodextrin and α-naphthylacetic acid was synthesized for adsorption of low concentrations of thorium from aqueous solutions. The structure and property of sulfated-β-CD@NAA were characterized by Fourier transform infrared spectroscopy, thermogravimetric, X-ray diffraction, proton nuclear magnetic resonance, specific surface area measurement and scanning electron microscopy. The characterization analysis confirmed the formation of new solid phase. The results indicated that α-naphthylacetic acid embedded into the cavity of sulfated β-cyclodextrin partly from the secondary face and the thermal stability of inclusion complex was significantly increased. The experiments were designed by Box–Behnken design combined with response surface methodology. The adsorption parameters of pH value, contact time, initial concentration were used as the independent variables and their effects were investigated on the Th(IV) adsorption capacity. Second-order polynomial regression models were derived and analysis of variance was utilized to judge the adequacy of the chosen models. The maximum Th(IV) adsorption capacity (12.75 mg g−1) was achieved under the following conditions: pH value 2.5, contact time 35 min, initial concentration 30 mg L−1. Prediction of models was in good agreement with experimental results. The experimental adsorption kinetic data followed a pseudo-second-order equation with the correlation of 0.9996, indicating the chemical adsorption. The obtained equilibrium isotherm data were fitted well with Langmuir model in the concentration range considered. The thermodynamic parameters (∆H0 < 0, ∆S0 < 0, ∆G0 < 0) indicated that the adsorption process was exothermic and spontaneous. Regeneration of Th(IV)-loaded sulfated-β-CD@NAA with 0.1 M HNO3 solution, and the regenerated sulfated-β-CD@NAA can be reused for adsorption of Th(IV).