Synthesis of a Novel Aromatic Diamino-bridged Bis(β-cyclodextrin) and its Inclusion Complexation with Dyes Molecules

A novel brideed bis（β-cvclodextrin）, 4, 4＇-diaminodiphenyl ether-bfiged-bis （6-aimino-6-deoxv-β-cyclodextrin） 3, has been synthesized and its inclusion complexation behavior with three linear＇guest dyes （AR, NR and MB ） has been investigated by. means of fluorescence spectrometry. The-result obtained demonstrated that the novel bridged bis（β-cyclodextnn） showed much higher affinities towards guest dyes than native β-cyclodextrin.

Strong Inclusion Complexation Using Hydroxypropyl-β-Cyclodextrin as Host Molecule

Inclusion complexes of nitro-compounds using β-cyclodextrin and hydroxypropyl-β-cyclodextrin as host molecule have been studied by cyclic voltammetric method. The inclusion constants of the corresponding complexes have been determined. Strong inclusion complexation by hydroxypropyl-β-cyclodextrin has been verified

SPECTROSCOPIC STUDY AND APPLICATION ON THE INCLUSION COMPLEXATION β-CYCLODEXTRIN WITH ESTRADIOL BENZOATE IN AQUEOUS SOLUTION

The inclusion complexation reaction of β-cyclodextrin with estradiol benzoate (EB) in the presence ofcetyltrimethylammonium bromide has been studied by means of UV absorption and fluorescent spectrometry. The reaction conditions, the formation constant, the mechanism of the host-guest inclusion complexhave been studied and a simple, highly sensitive fluorescent synergistic method for the determination of EBhas been established with satisfactory results.

Resolution of Spiro[4.4]nonane-1,6-dione by Chiral Inclusion Complexation

The racemic spiro[4.4]nonane-1,6-dione was efficiently resolved through an enantioselective inclusion complexation using chiral host BINOL by simple recrystallization with 31 .9～38.4% yield and 1000%ee.

Comparative Study on the Inclusion Complexation of Rutin with Cyclodextrin Supramolecules

The interaction of beta-cyclodextrin(beta-CD), hydroxypropyl-beta-CD and gamma-CD with the drug rutin has been investigated by using fluorimetry. The stoichiometry of the complexes and their formation constants have been estimated. The thermodynamic parameters for the formation of complexes were obtained. The complexing ability of HP-beta-CD is remarkably stronger than beta-CD and gamma-CD.

Spectrofluorometric Study of the Inclusion Complexation of Fluorescent Whitening Agents and β-Cyclodextrins

The inclusion complexation behavior of 2,5-Bis(5-tert-butyl-benzoxazol-2yl)-thiophene (UVOB) with native β-cyclodextrin (βCD) and βCD-monochlorotriazinyl (βCD-MCT) was evaluated by fluorescence spectroscopy. The association constant (Ks), stoichiometry, , and were evaluated at 25℃ ± 0.1℃ in phosphate buffer solution (pH = 10.5, 0.1 mo•dm–3) in order to find out the complex formation ability and stability. Fluorescence enhancement for UVOB and UVBNB with both CDs has been observed as a result of the complex formation. A stoichiometry 1:1 for UVOB in both CDs was observed;a stoichiometry 3:1 for UVBNB in both CDs has been observed. The Ksvalues for UVOB were 4916 ± 137 M–1 and 655 ± 19 M–1 (acetone: water 90/10, v/v) with βCD and βCD-MCT, respectively. The value obtained indicates a spontaneous and stable complex formation, but the complex βCD-UVOB showed high Ks value as an indicative of a high concentration of complex formed. Additionally, Ks and thermodynamic parameters and were evaluated in a commercial product UVBNB (UVOB, 13%, v/v). In aqueous solution, the values obtained were 2552 ± 115 and 1787 ± 75 M–1 respectively. Complexation of UVOB with CDs is an interesting approach for utilization of UVOB in aqueous systems without the need of solvents and or surfactants used in commercial product (UVBNB).

Research of Inclusion Complexation of 4,4'-Thiodiphenol Effected by β-Cyclodextrin in Aqueous Solutions and the Effect on Photodegradation

The inclusion behavior of 4, 4＇ -Thiodiphenol （TDP）, a typical bisphenol and endocrine disruptor, reacts with β-cyclodextrin （β-CD） in aqueous solutions has been investigated by means of UV absorption spectrum and quantum-chemical calculation with Gaussian 98 software. The results show that the inclusion behavior of TDP is quite different in acidic solutions （pH 5.9） from that in alkaline solutions （pH 10.0）. This behavior difference is attributed to the different formula structures in aqueous solutions at acidic and alkaline pH values that are demonstrated by quantum- chemical modeling and calculation. TDP forms a 1 ： 1 fl-CD inclusion complex in aqueous solutions. The equiiibrium constant K was calculated to be 553.49 L/mol at pH 5.9 and 1 318.20 L/mol at pH 10.0 respectively for the inclusion complex reaction by using the modified Benesi-Heldbrand equation. After inclusion TDP＇s structure is changed especially at the inclusion part with the bond order becoming larger, which results in inhibitive photodegradation during direct photooxidation and H2O2 assisted photooxidation.

Inclusion Complexation of β-CD with Phenothiazine and N-Alkylphenothiazine Derivatives

Inclusion of Acyclodextrin (ACD) with phenothiazine 1 and Nalkylpheno-thiazine derivatives (alkyl = ethyl 2, isobutyl 3 and isopentyl 4) in aqueous solution was studied by means of UV-vis spectroscopy. The association constant Ka values for the inclusion of β-CD with 1, 2, 3 and 4 were determined to be 188, 214, 129 and 80 L/mol, respectively. It indicates that the stability of the inclusion complexes is dependent on the structure and the volume of the substituents in the guest compounds.

Injectable Supramolecular Hydrogels via Inclusion Complexation of m PEG-grafted Copolyglutamate with α-Cyclodextrin

A series of monomethoxy poly（ethylene glycol） （mPEG） grafted copolyglutamates （PmPEGs） were synthesized through ring-opening polymerization （ROP） followed by click chemistry. Supramolecular hydrogels based on polymer inclusion complexes （ICs） between PmPEG and α-cyclodextriri （α-CD） were prepared in aqueous solution. The rheological measurements indicated their gelation properties were affected by several factors including the mPEG length, graft density and the sample concentration. These hydrogels displayed thermo-sensitive gel-sol transition under appropriate conditions due to the reversible mPEG and α-CD inclusion complexation. These hydrogels also showed pH-sensitive behavior due to the deprotonate of carboxylic acid side groups. The ICs formation of a channel-type crystalline structure induced gelation mechanism was verified by various techniques. In vitro cytotoxicity assays demonstrated that the supramolecular hydrogels are nontoxic and cytocompatible.

Synthesis of novel modified β-cyclodextrins and their fluorescence studies of inclusion complexation with Rhodamine B

Three novel β-cyclodextrin derivatives have been synthesized and their inclusion complexation behavior with Rhodamine B (RhB) was investigated by the fluorescence spectroscopy.

Effect of Temperature-responsive Solution Behavior of PNIPAM-bPPEOMA-b-PNIPAM on Its Inclusion Complexation with α-Cyclodextrin

The effect of temperature-responsive solution behavior of PNIPAM-b-PPEOMA-b-PNIPAM on its inclusion complexation with α-cyclodextrin was studied. The triblock polymer was prepared by reversible addition-fragmentation chain transfer （RAFT） polymerization and formed inclusion complexes （ICs） after selective threading of the PEO segment of the triblock polymer through the cavities of α-CD units. For comparison, PPEOMA homopolymer was prepared and the inclusion complexation with α-CD was also studied. The ICs were prepared with a-CD when the polymer was in different conformations by changing the temperature, and the formed ICs were characterized by XRD, ^1H-NMR, TGA and DSC. The solutions of the ICs show temperature-responsive clear/turbid transition or fluidic emulsion/gel transition depending on the concentration of the α-CD added, and the stoichiometry determined by ^1H-NMR and TGA indicates that the stoichiometry of EO to α-CD of the resulted ICs increases with increasing of temperature.

Complexation with pre-formed“empty”V-type starch for encapsulation of aroma compounds

Aroma compounds are low-molecular-weight organic volatile molecules and are broadly utilized in the food industry.However,due to their high volatility and evaporative losses during processing and storage,the stabilization of these volatile ingredients using encapsulation is a commonly investigated practice.Complexation of aroma compounds using starch inclusion complex could be a potential approach due to the hydrophobicity of the left-handed single helical structure.In the present study,we used starch of three different V-type structures,namely V,V,and V,to encapsulate six different aroma compounds,including1-decanol(DN),cis-3-hexen-1-ol(HN),4-allylanisole(AN),γ-decalactone(DA),trans-cinnamaldehyde(CA),and citral(CT).The formed inclusion complexes samples were characterized using complementary techniques,including X-ray diffraction(XRD)and differential scanning calorimetry(DSC).The results showed that upon complexation with aroma compounds,all V-subtypes retained their original crystalline structures.However,different trends of crystallinity were observed for each type of the prepared inclusion complexes.Additionally,among three V-type starches,V-type starch formed inclusion complexes with aroma compounds most efficiently and promoted the formation of FormⅡcomplex.This study suggested that the structure of aroma compounds and the type of V starch could both affect the complexation properties.

Oxide Inclusions at Different Steps of Steel Production

The formation of oxide inclusions in one of the carbon steel productions of Mobarakeh Steel Complex of Isfahan has been evaluated. Several samples from different steps of steel production were taken, from arc furnace, ladle furnace, tundish, and continuous casting mold. Moreover, samples of slab and hot rolling products were prepared. The samples were investigated by optical and scanning electron microscopes equipped with the EDS system. According to the results, the number, composition, and kind of inclusions were directly influenced by the production variables. It was found that when the amount of dissolved oxygen was high （say more than 0. 002 5%）, the dissolved aluminum was able to reduce silicon oxide and react with the dissolved oxygen simultaneously, whilst, the dissolved aluminum could reduce the magnesium oxide only when the oxygen content was below 0. 000 5%. Based on this research, a mechanism for forming the complex inclusions was suggested. It was also found that if the aluminum is added to the melt as late as possible, a cleaner melt with fewer inclusions is prepared; this method will be more effective, especially in the case of complex inclusions.

Study on the Structure of Supramolecular Inclusion Complex of β-Cyclodextrin with Retinoic Acid

Inclusion compound of retinoic acid with (-cyclodextrin was prepared by coprecipitating method, the structure of resulting product was studied by elemental analysis, differential scanning caloriemetry(DSC) analysis, FT-IR spectroscopy and X-ray diffractometry, and the formed supramolecule self-assembles in aqueous solution according to molar ratio 2:1 of host-guest.

Development and evaluation of vinpocetine inclusion complex for brain targeting

The objective of this paper is to prepare vinpocetine(VIN)inclusion complex and evaluate its brain targeting effect after intranasal administration.In the present study,VIN inclusion complex was prepared in order to increase its solubility.Stability constant(Kc)was used for host selection.Factors influencing properties of the inclusion complex was investigated.Formation of the inclusion complex was identified by solubility study and DSC analysis.The brain targeting effect of the complex after intranasal administration was studied in rats.It was demonstrated that properties of the inclusion complex was mainly influenced by cyclodextrin type,organic acids type,system pH and host/guest molar ratio.Multiple component complexes can be formed by the addition of citric acid,with solubility improved for more than 23 times.Furthermore,In vivo study revealed that after intranasal administration,the absolute bioavailability of vinpocetine inclusion complex was 88%.Compared with intravenous injection,significant brain targeting effect was achieved after intranasal delivery,with brain targeting index 1.67.In conclusion,by intranasal administration of VIN inclusion complex,a fast onset of action and good brain targeting effect can be achieved.Intranasal route is a promising approach for the treatment of CNS diseases.