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1.
Katsunori Nishimura Rie Hidaka Fumitoshi Hirayama Hidetoshi Arima Kaneto Uekama 《Journal of inclusion phenomena and macrocyclic chemistry》2006,54(1-2):85-88
Geometries, electronic properties and NMR-shielding of cucurbit[5]uril, decamethylcucurbit[5]uril, cucurbit[6]uril, cucurbit[7]uril,
and cucurbit[8]uril are investigated with DFT calculations. All molecules are highly symmetrical with a distinct geometric
flexibility. In addition with a characteristic partial charge distribution these findings account for their chemical complex
building ability. 相似文献
2.
Small amounts of polycyclic aromatic hydrocarbons (PAHs) in aqueous solution were almost completely adsorbed on barium salts of copper (II) sulphophthalocyanines and cobalt (II) phthalocyanine, which were precipitated from the solution. Recoveries of the PAHs from the precipitates by thermal desorption gas chromatography were 71–95%. The method is useful for the concentration and analysis of medium molecular weight, thermally stable PAHs. 相似文献
3.
4.
Masahiko Kurihara Fumitoshi Hirayama Kaneto Uekama Masaki Yamasaki 《Journal of inclusion phenomena and macrocyclic chemistry》1990,8(4):363-373
Inclusion complexation of nocloprost, a potent antiulcer prostaglandin derivative, with -, -, and -cyclodextrins (CyDs) in aqueous solutions has been studied by the solubility method and13C-NMR spectroscopy. The steric requirement of host-guest interaction was reflected in the magnitude of the stability constants and the thermodynamic parameters of the inclusion complexes. Solid complexes of nocloprost with - and -CyDs in a molar ratio of 1 : 2 were obtained on the basis of aBs-type phase solubility diagram. The X-ray diffraction data suggested that nocloprost is included in the cylindrical channel formed by coaxial alignment of -CyD molecules to give a channel type structure. Release and thermal behavior of the solid complexes was examined and compared with nocloprost itself. The results indicated that the -CyD complex may have great utility among the three CyDs, being a rapid dissolving form of nocloprost with improved thermal stability. 相似文献
5.
The competitive inclusion complexations in the ternary phenacetin/competitors/beta-cyclodextrin (beta-CyD) systems were investigated by the solubility method, where m-bromobenzoic acid (m-BBA) and o-toluic acid (o-TA) were used as competitors. The solubility changes of the drug and competitors as a function of beta-CyD concentration in the ternary systems were formulated using their stability constants and intrinsic solubilities. The decrease in solubility of phenacetin by the addition of competitors could be quantitatively simulated by the formulation, when both drug and competitor give A(L) type solubility diagrams. On the other hand, when one of the guests gives a B(S) type solubility diagram, its solubility change was clearly reflected in that of the another guest, i.e., phenacetin gave an A(L) type solubility diagram in the binary phenacetin/beta-CyD system and o-TA gave a B(S) type diagram in the binary o-TA/beta-CyD system, but in the ternary phenacetin/o-TA/beta-CyD system, a new plateau region appeared in the original A(L) type diagram of phenacetin. This was explained by the solubilization theory of Higuchi and Connors. The solubility analysis of the ternary drug/competitor/CyD systems may be particularly useful for determination of the stability constant of a drug whose physicochemical and spectroscopic analyses are difficult, because they can be calculated by monitoring the solubility change of a competitor, without monitoring that of a drug. Furthermore, the present results suggest that attention should be paid to the type of the phase solubility diagram, as well as the magnitude of the stability constant and the solubility of the complex, for a rational formulation design of CyD complexes. 相似文献
6.
F. Hirayama M. Usami K. Kimura K. Uekama 《Journal of inclusion phenomena and macrocyclic chemistry》1996,25(1-3):165-168
Chloramphenicol palmitate (CPP) was converted to an amorphous complex when spray-dried with 2-hydroxypropyl--cyclodextrin (HP--CyD), and no crystallization of CPP was observed for at least 2 months under the storage condition of 50°C and 50% relative humidity. The dissolution rate of CPP/HP--CyD complex in aqueous HCO-60 solution was much faster than CPP polymorphs (complex > metastable forms (B and subB) > stable form (A)), which was reflected in thein-vivo absorption behavior of CPP following oral administration in dogs. 相似文献
7.
Sumitra Tavornvipas Hidetoshi Arima Fumitoshi Hirayama Kaneto Uekama Toshihiro Ishiguro Masahide Oka Kenichi Hamayasu Hitoshi Hashimoto 《Journal of inclusion phenomena and macrocyclic chemistry》2002,44(1-4):391-394
Some physicochemical and biological properties of a new branched cyclodextrin, 6-O--(4-O--d-glucuronyl)-d-glucosyl--cyclodextrin GUG--CyD) were investigated. Further, theinteraction of GUG--CyD with several drugs was studied by the solubility and spectroscopic methods, and compared with those of parent -CyD and 6-O--maltosyl--CyD(2--CyD).The hemolytic activity of GUG--CyD on rabbit erythrocytes was lower than those of -CyD and 2--CyD. GUG--CyD and 2--CyD showed negligible cytotoxicity on Caco-2 cells up to at least 0.1 M. The inclusion ability of GUG--CyD to neutral and acidic drugs was comparable to or slightly smaller than those of -CyD and 2--CyD, probably because of a steric hindrance of the branched sugar. On the other hand, GUG--CyD showed greater affinity for the basic drugs, compared with -CyD and 2--CyD, owing to the electrostatic interaction of its carboxylate anion with positive charge of basic drugs. Thus GUG--CyD may be useful as a safe solubilizing agent particularly for basic drugs. 相似文献
8.
Prednisolone 21-hemisuccinate/beta-cyclodextrin (beta-CyD) amide conjugate was prepared by binding prednisolone 21-hemisuccinate covalently to the amino group of mono(6-deoxy-6-amino)-beta-CyD through amide linkage. Prednisolone 21-hemisuccinate was intramolecularly transformed to prednisolone 17-hemisuccinate, and the parent drug, prednisolone, was slowly released from the 21-hemisuccinate with a half life of 69 h in pH 7.0 at 37 degrees C; the drug release at 25 degrees C was less than 10% for 48 h. In sharp contrast, the hydrolysis of prednisolone 21-hemisuccinate/beta-CyD amide conjugate was significantly faster (half life of 6.50 min at 25 degrees C) and gave prednisolone and mono(6-deoxy-6-succimino)-beta-CyD as products. The hydrolysis of the beta-CyD amide conjugate was subject to a specific-base catalysis in the alkaline region. The rapid hydrolysis of the conjugate can be ascribed to the involvement of an intramolecular nucleophilic catalysis of the amide group in the reaction. The succinic acid, bound to a drug through ester linkage at one carboxylic group and bound to a pro-moiety through amide linkage at another carboxylic group, may be useful as a spacer for construction of the immediate release type prodrugs of CyDs. 相似文献
9.
The pH dependencies of electrochemomechanical deformation (ECMD) including the cyclic voltammetry and the expansion ratio in conducting polymers, polyaniline (PANI), and poly(o-methoxyaniline) film were studied to elucidate the mechanisms. It was found that the ECMD is governed by the conformational change of polymer structure as well as the insertion of bulky ions in the manner of comparable magnitude. Expansion ratios >20% in the ECMD were demonstrated for the thickness direction of PANI film. The results suggest that the magnitude of ECMD can be improved by choosing the preparation method of films. 相似文献
10.
Electrical properties at the nanointerfaces of head-to-tail coupled poly(3-hexylthiophene), PHT and metals (Au, Al) in sandwich type Al/PHT/Au diodes have been investigated using a nanomanipulator with the potential probing tip. It has been directly found that the highly insulating layer and the appreciable contact resistance are formed at Al/PHT with the thickness of several tens nanometer and PAT/Au, respectively. The bias dependence of the interface resistances at Al/PHT shows the origin of rectification. It has also been found that the interface resistance at PAT/Au is unexpectedly large, though the current–voltage behavior is ohmic. The results indicate the contact resistances between PHT and metals at the nanometric region are important factors to determine the diode performance. 相似文献