Comparison Between the Effects of 2-Selenium Bridged β-Cyclodextrin and Ebselen on Treating SHRsp Stroke

A glutathione peroxidase（GPX） mimic, 2-selenium bridged β-cyclodextrin（2-SeCD）, was synthesized. In order to examine its role and mechanism in treating stroke we chose stroke-prone spontaneously hypertensive rats（SHRsp） as animal model. 56 SHRsps of 8-week olds were randomly divided into several groups： test groups （low, moderate, high dose of 2-SeCD） and control groups（positive and negative）. After onset of the stroke, the rats in test groups were orally administrated with different amounts of 2-SeCD, the positive control group with ebselen, and the negative control group with drinking water. The treatment lasted two weeks, followed by observation of the rats for 10 days, meanwhile blood pressure, biochemical parameters of plasma, and the contents of nitric oxide（NO） and malondialdehyde（MDA） in plasma and brain were determined. The results show that there were significant differences in contents of NO and MDA in plasma and brain between the test groups（high, moderate dose of 2-SeCD） and negative control group. The NO contents of the test groups were obviously higher than that of the negative control group （P〈0.01）. The MDA contents of the test groups（high, moderate dose of 2-SeCD） were obviously lower than that of the negative control group（P〈0.01）. The mechanism of 2-SeCD in treating stroke was discussed, which maybe related to the increase of NO and the decrease of MDA in plasma and brain tissue, but the exact mechanism should be further studied. Moreover, the tendencies of changes in systolic blood pressure, contents of NO and MDA, and other physiological parameters for the test groups were shown to be much better than the corresponding parameters for the positive group（the group with ebselen）（P〈0.05）, indicating that the treatment effect of 2-SeCD is better than that of ebselen.

Effect of 2-Selenium Bridged β-Cyclodextrin,Glutathione Peroxidase Mimic on Stroke of Stroke-prone Spontaneously Hypertensive Rats

To investigate the treatment effect of 2-selenium bridged β -cyclodextrin(2-SeCD),a GPX mimic,on the stroke of stroke-prone spontaneously hypertensive rats(SHRSP),fifty-two SHRSP of 8-week old were randomly divided into four groups A,B,C and control group D. The rats of groups A,B,C and D were given 1.0%-1.5% NaCl mass fraction as drinking fluid. After onset of stroke,groups A,B and C were given \{orally\} 16.05,160.5 and 1605 mg·kg -1 ·day -1 of 2-SeCD,respectively,and group D was given water for \{2 weeks.\} The clinical score of stroke,systolic blood pressure(SBP),survival time of rats were recorded and the histopathologic examinations of their brain and carotid artery were made after decapitation. The clinical scores of stroke after treatment with 160.5 mg·kg -1 ·day -1 (Group B) and 1605 mg·kg -1 ·day -1 (Group C) of 2-SeCD are 2.55±0.98 and 1.98±0.79,respectively,those are obviously lower than that of group D(3.41±0.83,p<0.01). The survival days in group B(10.0±8.6) and group C(14.4±7.9) are longer than that for group D(4.7±2.9,p<0.01). The electron microscope study showed that the endothelium of carotid artery was near to normal in group B and group C,while it was seriously injured in control group D and mildly injured in group A. 2-SeCD may effectively be used to treat the stroke for SHRSP.

Synergistic Effect in Mixed Capillary Gas Chromatographic Stationap Phases Containing Heptakis(2,3,6-tri-o-pentyl)-β-cyclodextrin and Dibenzo-18-crown-6

used－silical capillary columns containing heptakis（2、3、6－tri－o－pentyl）-β-cyclodextrinand dibenzo-18-crown-6 were prepared．By studying the selectivity of mixed stationary phases forsome solute pairs.as well as comparing with the heptakis（2．3、6-tri-O-pentyl）-β-cyclodextrin and thedibenzo-18-crown-6 used as individual stationary phase、the synergistic effects were observed.These effects were affected by the column temperature．mixed ratio and linear velocity of carrier gas．

Spectral Differences of the Molecule-ion Adducts of β-Cyclodextrin and Lithium Carbonate

A small shielding effect on the hydrogen atoms of chiral carbons of β-cyclodextrin （β-CD） was detected by 1H nuclear magnetic resonance, but a large environmental change of the chiral carbon atoms at high concentration ratios of lithium carbonate （Li2CO3） to β-CD was observed by polarimetry in aqueous solution. These findings urged us to investigate whether different formation conditions of the molecule-ion system between Li2CO3 and β-CD in solid state were involved in different spectral performances. To answer the question, we prepared three adducts of Li2CO3 to β-CD, i.e., samples 1, 2, and 3, by magnetic stirring, solvothermal and grinding conditions, respectively. Powder X-ray diffraction and Fourier transformation infrared spectroscopy provided the information of formation of the three molecule-ion adducts. Besides, scanning electron microscope images provided different surface information of the three adducts. Further, significant spectral differences in thermal behavior of these adducts were found by thermogravimetry and derivative thermogravimetry.

An efficient and stable Cu/SiO_2 catalyst for the syntheses of ethylene glycol and methanol via chemoselective hydrogenation of ethylene carbonate

The efficient synthesis of methanol and ethylene glycol via the chemoselective hydrogenation of ethylene carbonate（EC） is important for the sustainable utilization of CO_2 to produce commodity chemicals and fuels. In this work, a series of β-cyclodextrin-modified Cu/SiO_2 catalysts were prepared by ammonia evaporation method for the selective hydrogenation of EC to co-produce methanol and ethylene glycol. The structure and physicochemical properties of the catalysts were characterized in detail by N_2 physisorption, XRD, N_2O titration, H_2-TPR, TEM, and XPS/XAES. Compared with the unmodified 25 Cu/SiO_2 catalyst, the involvement of β-cyclodextrin in 5β-25 Cu/SiO_2 could remarkably increase the catalytic activity—excellent activity of 1178 mgEC g_（cat）^（–1） h^（–1） with 98.8%ethylene glycol selectivity, and 71.6% methanol selectivity could be achieved at 453 K. The remarkably improved recyclability was primarily attributed to the remaining proportion of Cu~＋/（Cu^0＋Cu~＋）. Furthermore, the DFT calculation results demonstrated that metallic Cu^0 dissociated adsorbed H_2, while Cu~＋ activated the carbonyl group of EC and stabilized the intermediates. This study is a facile and efficient method to prepare highly dispersed Cu catalysts—this is also an effective and stable heterogeneous catalyst system for the sustainable synthesis of ethylene glycol and methanol via indirect chemical utilization of CO_2.

Preparation of High Surface Area, Large Pore Volume Alumina by Using β-Cyclodextrin as a Non-surfactant Template

A series of alumina samples were prepared using β-cyclodextrin as the non-surfactant template. These samples were characterized by XRD, BET and TEM. The results showed that the alumina samples prepared using β-cyclodextrin template had the higher surface areas （124-484 m^2/g）, larger pore volumes （0.7-1.27 mL/g） and more thermal stability than samples prepared without using β-cyclodextrin.

Synthesis of Folate-Appended <i>β</i>-Cyclodextrin Using Phenanthroline as Linker for Cancer Targeting Drug Delivery

Here we have synthesized cancer targeting drug delivery system that contains β-cyclodextrin as a drug carrier and folic acid as a targeting ligand. Folic acid was selected as a cancer targeting ligand because folic acid receptors are highly expressed in a variety of tumor types. β-cyclodextrin and folic acid were connected through a linker [1,10-phenanthroline or 5-(hydroxymethyl) furfural]. β-cyclodextrin and folic acid were attached to the linker by formation of Schiffbase and ester, respectively. Our targeted synthetic products were confirmed by NMR, Mass and IR spectroscopy. We anticipate that our synthetic products can confer cancer cell-specific drug delivery as well as desired properties such as nanoparticle formation.

Complexation of Both Enantiomers of 2-Phenylpropionic Acid with Cyclodextrin: Determination of Binding Constant, Stoichiometry, Bioavailability and Co-Conformation

Although enantiomers of 2-phenylpropionic acids (2-PPAs), or profens are important group of nonsteroidal anti-inflammatory drugs (NSAIDs) and have been in clinical use for many years, there is no literature covering its binding interaction in particular with cyclodextrins. NSAIDs are marketed as racemates, chiral discrimination and knowledge of enantiomeric bioavailability is essential. Circular dichroism (CD) spectroscopy is the technique of choice for elucidating chirality and monitoring and characterizing molecular recognition phenomena in solution. Methods em-ploying the fundamentals of the simultaneous measurements of absorbance and CD and a novel efficient titration method have been developed to study the binding of β-Cyclodextrin (β-CyD) and the two enantiomers of 2-PPA as a function of pH. The effect on physicochemical properties and bioavailability was investigated. The binding constant, stoichiometry and pKa for both the free and the bound drugs were determined using a Levenburg-Marquadt non-linear equation. The exact nature of the enantiomer discriminating interactions by cyclodextrins (CyDs) is not well understood. In this work, the interactions and co-conformations of both enantiomers of 2-PPA with β-CyD were explained and es-timated using spectroscopic variations upon complexation. The results indicated a change in the physicochemical prop-erties of 2-PPAs upon complexation and highlighted the enantioselective binding of β-CyD as a function of pH. The charge on the guest molecule and its stereochemistry are of great importance in regulating the stability of the guest/β-CyD complexes;hence the bioavailability of drugs. This work elucidates 2-PPAs/β-CyD binding interactions and highlights the effect of β-CyD on drugs with an effective novel method for binding titration and the potential of the simultaneous measurements of absorbance and CD in future chiral drug interactions studies.

灯盏花素包合物冻干粉针的制备及安全性初步考察

目的制备灯盏花素包合物冻干粉针并初步考察其安全性。方法以2-羟丙基-β-环糊精(HP-β-CD)为包合材料,采用冷冻干燥法制备灯盏花素包合物冻干粉针,摩尔连续递变法确定包合物的包合比例,红外光谱法、差示扫描量热法对包合物进行验证,高效液相色谱法测定包合物前后水溶液中药物的溶解度,并考察灯盏花素冻干粉针剂的溶血性和血管刺激性。结果包合物的包合比例为1∶2,红外光谱法和差示扫描量热法证明了包合物的形成,包合后药物的溶解度显著增加,且包合物冻干粉针无溶血性和血管刺激性。结论羟丙基-β-环糊精能够显著提高灯盏花素的溶解度,且制备的冻干粉针无溶血性和血管刺激性。

Increased stability and solubility of dihydroartemisinin in aqueous solution through the formation of complexes with 2-hydroxypropyl-β-cyclodextrin

The effect of various concentrations of 2-hydroxypropyl-β-cyclodextrin （HP-β-CD） on the solubility of dihydroartemisinin （DHA） in aqueous solution at different pHs was investigated. The influence of different concentrations of 2-hydroxypropyl-β- eyclodextrin on the stability of dihydroartemisinin at 50, 60, 70 and 80 ℃ was also studied. Inclusion complex of dihydroartemisinin with 2-hydroxypropyl-β-cyclodextrin was prepared and characterized by X-ray diffraction and differential scanning calorimetry. The 2-hydroxypropyl-β-cyclodextrin effectively inhibited the hydrolysis of dihydroartemisinin and greatly increased its solubility. Furthermore, we showed that the higher concentrations of 2-hydroxypropyl-β-cyclodextrin, the better stability and solubility of dihydroartemisinin. When the temperature was increased, the stability of dihydroartemisinin decreased. Our results indicated that 2-hydroxypropyl-β-cyclodextrin can be used as a stabilizer and solubilizer of dihydroartemisinin.

斑蝥素羟丙基β-环糊精原位凝胶剂的制备

目的:制备符合要求的斑蝥素羟丙基β-环糊精原位凝胶剂。方法:本实验以斑蝥素为模型药物,选用冷冻干燥法制备包合物,然后以泊洛沙姆407(P-407)为基质制备斑蝥素羟丙基β-环糊精包合物温敏原位凝胶。结果:成功的制备了斑蝥素羟丙基β-环糊精包合物,并将其进一步制成了温敏型原位凝胶,同时考察了处方因素对制剂性质的影响。结论:以泊洛沙姆407为基质可以制备斑蝥素羟丙基β-环糊精包合物温敏原位凝胶,工艺简便,制剂稳定。

Supramolecular complex formation of β-cyclodextrin polymer with substituted salicylic acid or 3-hydroxy-2-naphthoic acid and their electrorheological behaviors

According to the chemical design, electrorheological properties of supramolecular complex from β-cyclodextrin polymer (β -CDP) were discussed. Six supramolecular complexes of β-cyclodextrin polymer with substituted salicylic acid and 3-hydroxy-2-naphthoic acid were synthesized by the solid-phase self-assembly method, and their component and structure were characterized by NMR, FT-IR, UV-vis and the fluorescence analysis. Then the electrorheological properties of their suspensions in silicone oil were investigated under DC electric fields. It was found that the yield stresses of these supramolecular complex ER fluids were 7.3–9.8 kPa at 4 kV/mm in DC electric field, which were enhanced by 34%–72% compared with that of pure β-CDP. Among them, that of β-CDP/3-hydroxy-2-naphthoic acid ER fluid was the highest. It was also found that the ER effect of supramolecular complexes can be controlled by changing different guests. When the substituted group is at phenyl ring, ER behavior can be slightly adjusted by the different substituted groups, their number as well as their position at phenyl ring. This can be proved by the measurement of dielectric properties.

Gallic Acid/2-Hydroxypropyl-β-cyclodextrin Inclusion Complexes Electrospun Nanofibrous Webs:Fast Dissolution,Improved Aqueous Solubility and Antioxidant Property of Gallic Acid

Gallic acid(GA)is a kind of natural polyphenolic compound,but its low aqueous solubility restricts its application in the fields of food and medicine.Cyclodextrin can form inclusion complexes with guest molecules(e.g.,essential oils,food supplements)through cavities with special properties to improve aqueous solubility,thermal stability,and bioavailability of guest molecules.In this research,gallic acid/2-hydroxypropyl-β-cyclodextrin inclusion complexes(GA/2-HP-β-CD/ICs)were formed in a highly concentrated solution of 2-HP-β-CD.Bead-free and uniform nanofibrous webs(GA/2-HP-β-CD/IC-NWs)were produced successfully by electrospun GA/HP-β-CD/IC aqueous solution.The initial molar ratio(GA:2-HP-β-CD=1:1)of GA/2-HP-β-CD/IC in the solutions was largely maintained in GA/2-HP-β-CD/IC-NW.The aqueous solubility of GA was enhanced and GA/2-HP-β-CD/IC-NW has displayed fast dissolution property.Furthermore,in comparison with GA powder,GA/2-HP-β-CD/IC-NW demonstrated improved antioxidant capacity.The results suggested that GA/2-HP-β-CD/IC-NW have broad application prospects as orally fast dissolution systems for food supplements.

Morphology selective construction of β-cyclodextrin functionalized Fe3O4-Bi2WO6 nanocomposite with superior adsorptivity and visible-light-driven catalytic activity

Controlled growth of Bi2WO6 nanorods with exposed[001]facets and the fabrication of an Fe2O4-Bi2WO6 magnetic composite by a microwave-assisted polyol process,were achieved in this study.The adsorp-tivity and photocatalytic performance of the composite toward sunset yellow dye degradation were greatly enhanced by the β-cyclodextrin cavities on its surface,firmly anchored through a cetyltrimethylammonium bro-mide linkage.A series of examinations and characteriza-tions were carried out to determine the influence of various factors on the morphological modulation-photocatalytic behavior of the pure Bi2WO6 prior to final functionaliza-tion.Changing the pH of the precursor solution impacted the formation of 0D,2D,and 3D structures;however,the presence of hexamethylenetetramine surfactant induced the development of 1D nanorod structure.A reasonable crystal growth mechanism was proposed to elucidate the formation process.Conversely,the mechanism of the activity enhancement of β-cyclodextrin functionalized Fe2O4-Bi2WO6,compared to that of the non-functiona-lized samples,could be realized with the assistance of chemical trapping experiments on sunset yellow,and was confirmed on the colorless antibiotic(sulfamethoxazole).The high performance and durability of this composite can be attributed to the facet-dependent activity,large adsorp-tion capacity due to inclusion interactions,enhanced visible light absorption,and efficient charge separation.

β-Cyclodextrin as a supramolecular catalyst for the synthesis of 2Hindazolo[2,1-b]phthalazine-trione derivatives in water and their antimicrobial activities

An efficient and green method has been developed for the synthesis of 2H-indazolo[2,1-b]phthalazinetriones derivatives by employing 15 mol%β-cyclodextrinvia a one-pot multicomponent reaction of aldehyde,dimedone,hydrazine hydrate with succinic anhydride/phthalic anhydride in water at 80 ℃ for first time.The catalyst could be recovered and reused for four consecutive cycles without appreciable loss in catalytic activity and evaluated for in vitro antimicrobial activity against different Gram-positive and Gram-negative bacterial strains.The outcome of the screening study showed that compound 6d,6f and7 n exhibited excellent activity against E.coil.Whereas,compound 6f and 6h exhibited excellent activity against P.aeurginosa,and compound 6c,and 6e displayed again excellent activity against Staphylococcus aureus whereas compound 7o shows excellent activity against S.aureus and B.subtilis when compared with Ampicillin（standard control）.The results indicated that maximum compounds are moderately effective against bacterial growth and their effectiveness is highest against standard drugs.

Synthesis of Atrazine-HPCD Inclusion and Its Bioactivity

The inclusion of atrazine with 2-hydroxypropyl-β-cyclodextrin(HPCD) was synthesized by ultrasonic method, and it was characterized by UV, XRD and 1H NMR. The solubility in water and the bioactivity of the inclusion were also studied here. The results indicated that the UV maximum absorption wavelength of the inclusion remained at 223 nm, while its intensity decreased. The XRD peaks of atrazine disappeared, weakened and shifted in the inclusion, and the chemical shift of H-3 and H-5 of cyclodextrin inner cavity led to the upfield. The characterization data showed that the atrazine-HPCD inclusion had already formed. At the same time, the solubility of the atrazineHPCD inclusion in water became 20.08 times as that of atrazine. Moreover, the atrazine-HPCD inclusion had better herbicidal activity. When the concentration of the inclusion was 6.5 mg/mL, the inhibition ratios of the inclusion to taproot length, taproot fresh weight, sprout length and sprout fresh weight of barnyard grass were 66.96%, 57.22%, 70% and 57.53%, respectively, which were all higher than those of atrazine.

A thorough analysis of the effect of surfactant/s on the solubility and pharmacokinetics of (S)-zaltoprofen

Until now, there are no publications about the preformulation studies on(S)-zaltoprofen((S)-ZPF). Hence, we first investigated the solubility of(S)-ZPF, screened solubilizers and performed the pharmacokinetic study of(S)-ZPF in the presence of the solubilizers. The measurement of the solubility of(S)-ZPF in 26 different solvents was carried out, including d-alpha tocopheryl polyethylene glycol 1000 succinate(TPGS), 2-hydroxypropyl-β-cyclodextrin(HPCD), and mixtures of individual solvent. The plasma concentration of(S)-ZPF and the amount of(S)-ZPF retained in stomach were determined after oral(35.0 mg/kg) and intravenous(5.0 mg/kg) administration. The solubility of(S)-ZPF showed an increase of 484-fold in TPGS compared to its aqueous solubility. There was a significant increase of AUC 0-24 h for pure(S)-ZPF in the TPGS group(813.59 ± 64.17 μg h/ml) in comparison with AUC 0-24 h in the HPCD group(595.57 ± 71.76 μg h/ml) and water group(465.57 ± 90.89 μg h/ml). In addition, the T max of(S)-ZPF in the TPGS group was 2 h, much faster than that in the HPCD or water groups(5.50 or 5.67 h, respectively). This suggested that TPGS played a significant role in the increase of solubility and bioavailability of(S)-ZPF.

Methyl-β-cyclodextrin enhanced biodegradation of polycyclic aromatic hydrocarbons and associated microbial activity in contaminated soil

The contamination of soils by polycyclic aromatic hydrocarbons （PAHs） is a widespread environmental problem and the remediation of PAHs from these areas has been a major concern. The effectiveness of many in situ bioremediation systems may be constrained by low contaminant bioavailability due to limited aqueous solubility or a large magnitude of sorption. The objective of this research was to evaluate the effect of methyl-β-cyclodextrin （MCD） on bioaugmentation by Paracoccus sp. strain HPD-2 of an aged PAH-contaminated soil. When 10% （W/W） MCD amendment was combined with bioaugmentation by the PAH-degrading bacterium Paracoccus sp. strain HPD-2, the percentage degradation of total PAHs was significantly enhanced up to 34.8%. Higher counts of culturable PAH- degrading bacteria and higher soil dehydrogenase and soil polyphenol oxidase activities were observed in 10% （W/W） MCD-assisted bioaugmentation soil. This MCD-assisted bioaugmentation strategy showed significant increases （p 〈 0.05） in the average well color development （AWCD） obtained by the BIOLOG Eco plate assay, Shannon-Weaver index （H） and Simpson index （λ） compared with the controls, implying that this strategy at least partially restored the microbiological functioning of the PAH-contaminated soil. The results suggest that MCD-aided bioaugmentation by Paracoccus sp. strain HPD-2 may be a promising practical bioremediation strategy for aged PAH-contaminated soils.