• 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.

• 한국식품저장유통학회지
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• 제12권3호
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• pp.247-251
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• 2005

아가리쿠스버섯의 약효성분으로 고형 음용차를 제조하기 위하여 건 버섯을 열수추출, 에탄올 침전, 투석, 동결건조 등의 처리를 행하여 단백다당체를 분리하고 부형제로 dextrin(DE=9, DE=23) 및 ${\beta}$-cyclodextrin(CD)을 각각 첨가하여 분무건조한 후 압출하여 과립을 제조한 다음 부형제의 종류에 따른 과립의 품질특성을 조사 비교하였다. 과립의 수분함량은 DE=9 첨가구에서 가장 높았고, 총당 함량은 ${\beta}$-CD, DE=23, DE=9 첨가구 순이었으나, pH와 단백질함량은 부형제에 따른 유의적인 차이를 보이지 않았다. L값은 DE=9, ${\beta}$-CD, DE=23 첨가구 순이었고, -a값은 부형제간 거의 차이가 없었으며, b값은 ${\beta}$-CD 첨가구에서 가장 높게 나타났다. 과립의 용해도는 DE=9보다 DE=23과 ${\beta}$-CD 첨가구에서 높았으며 두 종류의 부형제간 차이는 보이지 않았다. 흡습성은 ${\beta}$-CD 첨가구에서 가장 크게 나타났으며 DE=9 첨가구에서 가장 적게 나타났다. 관능검사 결과 종합적인 기호도는 ${\beta}$-CD가 가장 우수하였다.

• 한국미생물·생명공학회지
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• 제20권2호
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• pp.156-163
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• 1992

Cyclodextrin glucanotransferase 생산균주 선발배지를 이용하여 국내 토양으로부터 CGTase 활성이 우수한 Bacillus sp. E1균주를 분리하였다. FPLC를 이용하여 gel filtration과 anion exchange column chromatography를 한 결과 순수 정제된 단일 단백질을 얻을 수 있었으며, 정제된 효소의 최적 작용 pH 범위는 6에서 8까지 였고, 온도는 $60^{\circ}C$에서 최적을 나타냈다. 정제된 단백질의 분자량은 114,000, 등전점은 4.3이었다. 생성된 cyclodextrin은 $\beta$와 $\gamma$-cyclodextrin이 주였으며, 특이하게도 $\alpha$-cyclodextrin은 거의 생성되지 않았다. 작용 후 25시간 후 최대의 $\beta$-cyclodextrin이 생성되었으며, 이때 $\beta$-cyclodextrin과 $\gamma$-cyclodextrin의 생성비율은 7:1이었다.

• Bulletin of the Korean Chemical Society
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• 제29권5호
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• pp.953-958
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• 2008

A novel anthraquinone diamino-bridged bis($\beta$ -cyclodextrin) 2 was synthesized. The inclusion complexation behaviors of the native $\beta$ -cyclodextrin 1 and the novel bis($\beta$ -cyclodextrin) 2 with guests, such as acridine red (AR), neutral red (NR), ammonium 8-anilino-1-naphthalenesulfonate (ANS), sodium 2-(p-toluidinyl) naphthalenesulfonate (TNS) and rhodamine B (RhB) were investigation by fluorescence, circular dichroism and 2D NMR spectroscopy. The spectral titrations were performed in phosphate buffer (pH 7.20) at 25 ${^{\circ}C}$ to give the complex stability constants (Ks) and Gibbs free energy changes (−${\Delta}G^0$) for the stoichiometric 1:1 inclusion complexation of host 1 and 2 with guests. The results indicated that the novel bis($\beta$ -cyclodextrin) 2 greatly enhanced the original binding affinity of the native $\beta$ -cyclodextrin 1. Typically, bis($\beta$ -cyclodextrin) 2 showed the highest binding constant towards ANS up to 34.8 times higher than that of 1. The 2D NMR spectra of bis($\beta$ -cyclodextrin) 2 with RhB and TNS were performed to confirm the binding mode. The increased binding affinity and molecular selectivity of guests by bis($\beta$ -cyclodextrin) 2 were discussed from the viewpoint of the size/shape-fit concept and multipoint recognition mechanism.

• 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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• 제19권5호
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• pp.444-449
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• 1991

Pullulanase의 역반응능을 이용하여 maltose와 $\beta$-cyclodextrin으로부터 maltosyl-$\beta$-cyclodextrin을 중합합성하기 위한 최적효소반응조건을 검토하였다. Maltose와 $\beta$-CD를 기질로 maltosyl-$\beta$-CD을 합성하였을 경우, 기질의 농도 70( w/w, 70g/100ml $H2_O$ ), malto-loigo당 /$\beta$-CD의 혼합비 12.7, 그리고 사용효소량 350 units/100ml일 때 최대전융인 43(w/w, g branched-CD/g CD)를 얻었고, 생성량은 2.31g/100ml였다. Maltosyl-$\beta$-CD의 효소합성의 적정 pH 및 온도는 각각 4.9와 $60^{\circ}C$ 였다. 또한 maltose와 $\alpha ,\beta$-그리고 $\gamma$-CD 각각을 기질로하여 maltosyl $\Alpha, \beta$ 그리고 $\gamma$-CD를 합성하였을 경우 전환율은 51.8, 42.6, 그리고 48.1로써, 생성량은 각각 2.8, 2.3 그리고 2.6g/100ml였다.

• 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.

• Bulletin of the Korean Chemical Society
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• 제35권7호
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• pp.2114-2122
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• 2014

The association of silybin with ${\beta}$-cyclodextrin and its influence on silybin's binding with bovine serum albumin are reported. The stoichiometry, binding constant, and the structure of silybin-${\beta}$-cyclodextrin inclusion complex are reported. The titrations of silybin with bovine serum albumin in the absence and presence of ${\beta}$-cyclodextrin are carried out and the differences in binding strengths are discussed. Molecular modeling is used to optimize the sites and mode of binding of silybin with bovine serum albumin. F$\ddot{o}$rster resonance energy transfer is calculated and the proximity of interacting molecules is reported in the presence and absence of ${\beta}$-cyclodextrin.

• KSBB Journal
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• 제13권4호
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• pp.352-356
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• 1998

Addition of cyclodextrin in the biotransformation of digitoxin into digoxin by Digitalis lanata cell suspension cultures enhanced the conversion yield. Presence of cyclodextrin also supported good stability of the intermediate product, digoxin, for long time. Among several kinds of cyclodextrins, ${\beta}$-cyclodextrin provided the best results. It was found that the optimum form of cyclodextrin utilization was the external addition of iclusion complexes between digitoxin and ${\beta}$-cyclodextrin at 1: 2 molar ratio from the beginning of biotransformation. With the optimized conditions, addition of ${\beta}$-cyclodextrin enhanced the production of digoxin up to 1.55 fold. In this case, not only digitoxin consumption was increased, but also the production of by-product was reduced.

• 한국응용과학기술학회지
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• 제15권3호
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• pp.61-66
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• 1998

Cyclodextrin are obtained from starch by enzymatic degradation. The three best characterize forms are ${\alpha}$, ${\beta}$, ${\gamma}$ cyclodextrin consisting of 6, 7, and 8 D-glucose units, respectively. Each of the glucose units are in the rigid C1 chair conformation and are linked by ${\alpha}$ 1,4 bonds. This geometry gives the cyclodextrin the shape of a hollow truncated cone with the wider side formed by the secondary 2- and 3-hydroxy groups and the narrower side by the primary 6-hydroxy group. The most characteristics property of the cyclodextrin is their ability to form inclusion complexes with a wide range of guest moleculars. We syntheses per-6-substituted ${\beta}$-cyclodextrin derivatives and investigate structures, spectrospcopic properties. The substituted materials are piperidine, piperazin, morphorine. The synthetic compound showed a good solubility than natural ${\beta}$ cyclodextrin in organic solvents such as methylene chloride, methanol, ethanol, etc.