• 한국응용과학기술학회지
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• 제6권1호
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• pp.59-66
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• 1989

Inclusion complex formation of octyldimethyl p-aminobenzoate with ${\beta}-cyclodextrin$in aqueous solution and in the solid state was studied by the solubility method, spectroscopic (UV, FT-IR) and X-ray diffractornetry. The solid complex of octyldimethyl p-aminobenzoate with ${\beta}-cyclodextrin$ was obtained in molar ratio of 1:2 (guest/host). A spatial relationship between host and guest molecule was clearly reflected in the magnitude of the apparent stability constant (K') and in the stoichiometry of the inclusion complex. Furthermore, a typical type Bs phase-solubility diagram was obtained for octyldimethyl p-aminobenzoate and ${\beta}-cyclodextrin$ in water at $25^{\circ}C$. The results indicated that the solubility of the guest molecule was higher by the formation of ${\beta}-cyclodextrin$ inclusion complex.

• Asian Pacific Journal of Cancer Prevention
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• 제15권17호
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• pp.7113-7118
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• 2014

Background: HSP90 may be overexpressed in cancer cells which are greatly dependent on Hsp90 function. Geldanamycin derivative 17 allylamino-17-demethoxygeldanamycin (17-AAG) inhibits the function and expression of HSP90. 17-AAG has poor water-solubility which is a potential problem for clinical practice. In this study for improving the stability and solubility of molecules in drug delivery systems we used a ${\beta}$-cyclodextrin-17AAG complex. Materials and Methods: To assess cytotoxic effects of ${\beta}$-cyclodextrin-17AAG complexes and free 17AAG, colorimetric cell viability (MTT) assays were performed. Cells were treated with equal concentrations of ${\beta}$-cyclodextrin- 17AAG complex and free 17AAG and Hsp90 gene expression levels in the two groups was compared by real-time PCR. Results: MTT assay confirmed that ${\beta}$-cyclodextrin- 17AAG complex enhanced 17AAG cytotoxicity and drug delivery in T47D breast cancer cells. The level of Hsp90 gene expression in cells treated with ${\beta}$-cyclodextrin- 17AAG complex was lower than that of cells treated with free 17AAG (P=0.001). Conclusions: The results demonstrated that ${\beta}$-cyclodextrin- 17AAG complexes are more effective than free 17AAG in down-regulating HSP90 expression due to enhanced ${\beta}$-cyclodextrin-17AAG uptake by cells. Therefore, ${\beta}$-cyclodextrin could be superior carrier for this kind of hydrophobic agent.

• Journal of Pharmaceutical Investigation
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• 제26권3호
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• pp.169-174
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• 1996

Inclusion complexes of diclofenac sodium with ${\beta}-cyclodextrin$ were prepared in aqueous solution, alkaline solution and solid phase. The interaction of diclofenac sodium with ${\beta}-cyclodextrin$ in pH 9.0 alkaline solution was evaluated by the solubility method and the instrumental analysis such as thermal analysis, infrared spectroscopy, X-ray diffractometry. The solubility of diclofenac sodium was increased linearly with the increase in the concentration of ${\beta}-cyclodextrin$up to 0.15 mol and showed that the aqueous solubility rate of diclofenac sodium was significantly increased by complex with ${\beta}-cyclodextrin$. The optimum composition of this complex was one molecule of ${\beta}-cyclodextrin$ included 1.59 molecular weight of diclofenac sodium as a guest molecule. The pharmacokinetic parameters of the diclofenac sodium and the complex with ${\beta}-cyclodextrin$ were studied in rats by oral route. $T_{max}$ between drug alone and inclusion complex showed significant difference to be 120 minute and 20 minute respectively. Both of $C_{max}$ and AUC of inclusion complex was about 40% higher than drug alone. It is estimated from the data in this study that complexation of diclofenac sodium with ${\beta}-cyclodextrin$ increased the absorption rate and improved the bioavalability of the diclofenac sodium by the formation of a water-soluble complexes.

• 한국미생물·생명공학회지
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• 제19권2호
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• pp.163-170
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• 1991

Production of cyclodextrin (CD) directly from raw corn starch without liquefaction using cyclodextrin glucanotransferase (CGTase) was carried out in an agitated bead reaction system. Similar CD yield and production rate comparable with those of conventional method using liquefied starch were obtained. Especially high purity-CD in the reaction mixture without accumulation of malto-oligosaccharides was obtained. The maximum 54g/l of CD was obtained at raw starch concentration of 200g/l. CD yield was inversely proportional to raw starch concentration, and conversion yield was 0.48 at substrate concentration of 100g/l. The optimal amount of enzyme (CGTase unit/g raw starch) was found to be around 6.0. Granular structure of raw starch degraded by CGTase was observed by SEM in order to investigate the enhancing mechanism, along with those of acid or alkali pretreated raw starch, amylose, and amylopectin. Kinetic constants of CGTase on raw starch in an agitated bead reaction system were evaluated, and CGTase was competitively inhibited by CD.

• 약학회지
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• 제6권1호
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• pp.35-41
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• 1962

전분액은 Bac. macerans로 분해시킬때 Cyclodextrin이 형성되는 것은 Schardinger Freudenberg등에 발견된 사실이었으나 아직도 그 정확한 생성량에 대한 정량적인 조사는 되어있지 않으므로 저자는 본 연구를 통하여 .alpha.-, .betha.-, .gamma.-dextrin의 정량법을 paper-chromatography법으로 확립시켰다. 또한 이때 각분자와 주분자의 포위화합물의 현미경사진에 의한 결정형성모양과 동시에 그 모액중에 있는 Cyclodextrin의 함량등으로 cyclodextrin의 포위성을 증명하는 실험과 이러한 사실에 기인하여, Enzyme액으로 cyclodextrin이 생성되어 나올때 그 생성률의 변화를 조사한 결과를 cyclohexan을 첨가해 줄때 그 생성률이 가장 양호해지는 것을 보았다. 또한 본 연구를 통하여 .alpha.-Dextrin을 Enzyme과 공동작용시키면 .betha.-Dextrin이 형성되어 지는데, 각분자의 첨가로 그 .betha.-Dextrin의 생성량이 증가해지며 이때 Glucose를 가해주면 그 반응이 촉진되어 여기에 하나의 척매적인 작용을 하는 것으로 본다. 이것은 전분이 효소로써 분해될때 직쇄의 Dextrin이 생긴 다음 이것이 glucosyl기 전이반응의 반복으로써 Cyclodextrin이 형성되는 것을 입증하는 것인데 Glucosyl 기의 공여체로써 Glucose및 Maltose를 사용하였을때 이와같은 사실이 촉진되는 것을 볼 수 있다. 그러나 이와 같은 촉매적 역할에도 불구하고 .betha.-Dextrin을 Enzym과 공동작용시켜도 .alpha.-Dextrin이 형성되지 않는 것을 보아 .alpha.-Dextrin과 .betha.-Dextrin의 상호변화에 대해서 우리는 .alpha.-Dextrin에서 .betha.-Dextrin으로는 변화할수 있으나 .betha.-Dextrin으로 부터 .alpha.-Dextrin으로는 변화가 진행되지 않는 것으로 본다. 전반적으로 본 연구를 통하여 전분액을 Bac. macerans로 분해시킬때 시간의 경과를 따라 생성되어지는 Cyclodextrin의 함량의 변화를 추적하여 4시간전후에서 최고량이 되는 것을 볼 수 있으며 동시에 포위화합물을 형성시킬수 있을때는 그 생성률이 큰 영향을 이르킬수 있는 것을 지적할 수 있다.

• 한국식품조리과학회지
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• 제21권1호
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• pp.18-23
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• 2005

The effects of soybean oil and cyclodextrin were studied on the quality characteristics and storage of frozen soy yogurt prepared from proteolytic soy protein isolate. The viscosity and overrun of frozen soy yogurt were improved by the addition of soybean oil and cyclodextrin. Upon the addition of cyclodextrin, there was a decrease in the peroxide value of yogurt with subsequent increase by the addition of soybean oil during frozen storage. During the process of storage, there was an increase in the acetone and diacetyl contents, but methanol, ethanol and butanol contents decreased. However, the value of hexanal content was not consistent in the obtained results. Sensory characteristics of frozen soy yogurt such as mouth feel, and overall quality were improved by the addition of cyclodextrin and remained the same frozen storage at $-20^{\circ}C$ for 30 days.

• 공업화학
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• 제18권4호
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• pp.326-329
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• 2007

수용액 상에서 ${\beta}$-cyclodextrin에 2,4'-dibromoacetophenone (8)을 반응시켜 착물을 형성한 후 arylidenethiosemicarbazone 7a-f를 가하여 2-arylidenehydrazinyl-4-arylthiazole 유도체들 9a-f를 70~88% 수율로 합성하였다. 합성한 새로운 화합물들 9a-f의 구조를 IR과 $^1H-NMR$ 스펙트럼 자료로 확인하였다. 이와 같은 실험결과 ${\beta}$-cyclodextrin의 역할은 반응물 7 및 8의 활성화로 반응을 촉진시켜 반응시간이 단축되는 것으로 나타났다.

• Journal of Pharmaceutical Investigation
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• 제27권3호
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• pp.219-223
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• 1997

Terfenadine, antihistaminic drug, is poorly soluble in water. The purpose of this study is to investigate the possibility of using $terfenadine-{\beta}-cyclodextrin$ inclusion compound, instead of terfenadine, as the active substance of solid dosage form by improving the solubility, dissolution and anti-histaminic activity of terfenadine. The solubility and binding characteristics of $terfenadine-{\beta}-cyclodextrin$ complex in pH $1.2{\sim}6.8$ were investigated. Furthermore, the preparing method of $terfenadine-{\beta}-\;cyclodextrin$ inclusion compound was setting up and its physico-chemical characteristics such as DSC curve, solubility, dissolution and anti-histaminic activity were investigated. In conclusion, the solubility of terfenadine was increasing ${\beta}-cyclodextrin$ and with the decreasing pH. $Terfenadine-{\beta}-cyclodextrin$ inclusion compound, whose yield is almost 100%, was prepared by neutralization method. This inclusion compound was 200-times as soluble as terfenadine in pH 1.2-6.8. In addition, it had the faster dissolution and anti-histaminic activity than terfenadine. Therefore, it is used to the active substance of solid dosage form such as tablet and capsule in stead of terfenadine.

• Bulletin of the Korean Chemical Society
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• 제27권9호
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• pp.1397-1400
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• 2006

A detailed spectroscopic study ($^1H$ NMR, COSY, ROESY) of complexation of venlafaxine hydrochloride (VEN) with $\beta$-cyclodextrin ($\beta$--CD) was carried out in solution. The stoichiometry of the complex was determined to be 1 : 1 and penetration of aromatic ring into $\beta$-Cyclodextrin cavity was confirmed from primary rim side, with the help of ROESY spectral data. The structure of the venlafaxine hydrochloride-$\beta$-CD complex has been proposed. The association constant was determined to be 234 $M^{-1}$.

• 한국미생물·생명공학회지
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• 제21권5호
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• pp.461-467
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• 1993

Transglycosylation reaction of cyclodextrin glucanotransferase (CGTase) was analyzed in the attrition coupled heterogeneous reaction system using raw starch as a donor` and mono-, di-saccharide, and glycoside as acceptors. For transglycosylation reaction of stevioside, the transglycosylation rate was similar and the transglycosylation yield was increased compare with conventional process using liquefied starch as the donor. Also the accumulation of maltooligosaccharides in reaction mixture was minimized.