• 제목/요약/키워드: Methyl-beta-cyclodextrin

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클로로프로파미드와 싸이클로덱스트린과의 포접 화합물에 관한 연구 (Inclusion Complexation of Chlorpropamide with Cyclodextrins)

  • 정경혜;김길수;구영순
    • 약학회지
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    • 제30권2호
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    • pp.87-95
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    • 1986
  • Inclusion complexation of $\alpha$-cyclodextrin($\alpha$-CD), $\beta$-cyclodextrin($\beta$-CD) and tri-O-methyl-$\beta$-cyclodextrin(tri-O-methyl-$\beta$-CD) with chlorpamide(CPA) in aqueous solution and in the solid state were studied by the solubility method, spectroscopy (UV, IR), differential scanning calorimetry (DSC) and powder X-ray diffractometry, and all their molar ratios were found to be 1:1. The solid complexes of CPA with three kinds of cyclodextrins were prepared by a freezedrying method, and their dissolution behaviors were examined. As a result, the release of CPA from the inclusion complexes was significantly improved. The intrinsic dissolution rate of CPA in cyclodextrin inclusion complexes was about 51 times ($\alpha$-CD inclusion complex) and 12 tmies ($\beta$-CD inclusion complex) larger than that of intact CPA.

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소 정액의 동결 보존시 Methyl-Beta-Cyclodextrin (MBCD)의 영향 (Effect of Methyl-Beta-Cyclodextrin (MBCD) on Cryopreservation of Bull Spermatozoa)

  • 이경진;서기범;이용승;유한준;정희태;이승환;양부근;박춘근
    • Reproductive and Developmental Biology
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    • 제35권3호
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    • pp.295-300
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    • 2011
  • The objective of this study was to evaluate efficiency of methyl-beta-cyclodextrin (MBCD) in the sperm preservation of bull. For this study, the freezing of diluted semen were added with Triladyl containing 20% egg-yolk and/or 0, 1, 5, 10 and 20 mM MBCD before freezing process. Analysis of viability in frozen-thawed sperm was estimated by SYBR14/PI double stain, hypoosmotic swelling test(HOST) and acrosome damage with FITC-PNA, and mitochondria activation with Rhodamin123 by flow-cytometry. The sperm viability was significantly in 0 mM and 5 mM concentrations of MBCD than other groups (p<0.05). However, the HOST was significantly lower at 20 mM concentration of MBCD than other concentrations (p<0.05). In addition, acrosome damage and mitochondria activation rates were significantly lower at 20 mM concentration of MBCD than other groups (p<0.05). In conclusion, the viability of sperm was not significantly different among concentrations of MBCD 0, 5 and 10 mM, but MBCD 20 mM was significantly lower than other groups. In addition, as concentrations of MBCD was high, HOST, acrosome damage and mitochondria activation rates had a negative effect in bull sperm.

Simultaneous Chiral Discrimination of Nine Non-Steroidal Antiinflammatory Drugs by Cyclodextrin-Modified Capillary Electrophoresis in Normal and Reversed Polarity Modes

  • Kim, Ji-Yung;La, Sook-Ie;Kim, Jung-Han;Kim, Kyoung-Rae
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.276.2-276.2
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    • 2003
  • Simultaneous enantioseparation of nine racemic non-steroidal antiinflammatory drugs (NSAIDs) for their accurate chiral discrimination was achieved by cyclodextrin (CO) modified capillary electrophoresis in the normal polarity (NP) mode and in the reversed polarity (RP) mode. The NP mode employed neutral tri-O-methyl-${\beta}$-cyclodextrin (TM${\beta}$CD) as a selector dissolved in MES buffer (PH 6.0). (omitted)

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고로쇠 Coumarinolignan의 β-Cyclodextrin 포접화합물 제조 및 암세포증식 억제활성 (Anti-Proliferative Effects of β-Cyclodextrin Inclusion Complexes with Coumarinolignans from Acer mono)

  • 임순호;정다운;윌리엄스다렌;게클러커트;김경근;신부안;이익수;김현정
    • 생약학회지
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    • 제46권2호
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    • pp.133-139
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    • 2015
  • Two coumarinolignans, cleomiscosins C (1) and D (2) were isolated from the heartwood of Acer mono, together with four compounds, 5-O-methyl-(E)-resveratrol-3-O-${\beta}$-D-glucopyranoside (3), 5-O-methyl-(E)-resveratrol-3-O-${\beta}$-D-apiofuranosyl-(1$\rightarrow$6)-${\beta}$-D-glucopyranoside (4), scopoletin (5), and (E)-resveratrol-3-O-${\beta}$-D-glucopyranoside (6). Of them, cleomiscosins C (1) and D (2) were applied to preparing inclusion complex molecules with ${\beta}$-cyclodextrin (${\beta}$-CD) to improve the very poor solubility in cell media. The CD complexes of 1 and 2 exhibited an enhancement of water solubility which is feasible to measure their cytotoxicity using a spectrophotometer in a cell-based assay. Anti-proliferative activity of these complex molecules was successfully estimated on HCT116 human colon cancer cells, and cleomiscosin D (2) showed anti-proliferative effects at the concentration of 1.95~31.2 ${{\mu}g}$/mL in a dose-dependent manner.

미니돼지 정액 동결 시 Methyl-Beta-Cyclodextrin (MBCD)이 냉각 충격과 막 콜레스테롤량에 미치는 영향 (Effects of Methyl-Beta-Cyclodextrin (MBCD) on Cold Shock and Membrane Cholesterol Quantity during the Freezing Process of Miniature Pig Spermatozoa)

  • 이성영;이용승;정희태;양부근;박춘근
    • Reproductive and Developmental Biology
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    • 제35권3호
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    • pp.265-271
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    • 2011
  • This study was undertaken to find out the effect of methyl-beta-cyclodextrin (MBCD) on cold shock and membrane cholesterol quantity of sperm during the freezing process in miniature pigs. For this study, semen ejaculated from PWG M-type miniature pig was diluted that freezing solution (with egg yolk group) and m-Modena B (without egg yolk group) treated with 0, 1, 5, 10 and 20 mM MBCD before freezing process. The diluted semen was monitored sperm ability at room temperature, after cooled until $5^{\circ}C$ and after forzen-thawed for cold shock test of spermatozoa. Also, membrane cholesterol of sperm was extracted by folch solution at the same time sperm ability was assessed for viability and acrosomal status. The membrane cholesterol quantity was measured by thin-layer chromatography (TLC) method. The result, viability and acrosome integrity in semen diluted without egg yolk groups were decreased at all temperature range by increasing of MBCD concentration. In particular, sperm of egg yolk group was showed that significantly higher viability and lower acrosome damage when treated with 5 mM MBCD (p<0.05). The results of TLC experiment, cholesterol amounts were increased with MBCD cocentration in egg yolk, and decreased with MBCD concentration in m-Modena B. In cryopreservation efficiency, there was no significant difference at viability, and acrosomal state of sperm in 5 mM MBCD concentration was significantly lower in acrosome damage than other groups (p<0.05). Therefore, the addition MBCD in egg yolk was protected spermatozoa from cold shock injury. This protective effect of MBCD may be due to addition of sperm membrane cholesterol.

김치 감압건조 시 향기성분의 변화 및 β-cyclodextrin의 향기성분 포집효과 (Changes of Aroma Compounds during Kimchi Powder Production and Encapsulation Effect of β-Cyclodextrin)

  • 엄현주;유기선;임창연;주성조;한진희;김청;윤향식;한남수
    • 산업식품공학
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    • 제13권3호
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    • pp.190-194
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    • 2009
  • 본 연구는 김치건조분말을 제조하는 과정에서 김치의 발효과정과 건조 전후에서 나타나는 향기성분의 변화를 조사하고, $\beta$-cyclodextrin의 첨가로 인한 향기성분 포집효과를 검증하고자 GC-MS를 이용하여 분석실험을 실시하였다. 김치를 제조하여 $20^{\circ}C$에서 발효시켰을 때, 초기 2일째는 dimethyl sulfide와 carbon disulfide가 생성되었고, 7일이 경과하였을 때, dimethyl disulfide, methyl 2-propenyl disulfide, allyl methyl sulfide, and di-2-propenyl disulfide의 황화합물이 주된 향기성분으로 검출되었다. 본 김치시료를 감압건조 하였을 때, 11개 화합물이 검출되지 않았고 dimethyl sulfide, acetaldehyde and methanethiol를 주로 포함하는 13개 화합물이 잔류하였다. 건조공정 중에서 김치향기성분의 손실을 최소화하고자 0.25-1.0% 농도의 $\beta$-cyclodextrin을 건조보조제로 첨가하였을 때, 향기성분의 포집효과에 의해 건조 김치분말에 잔류하는 향기성분의 함량이 평균 3% 증가하였다. 본 연구결과로 볼 때 cyclodextrin은 건조 김치분말 제조공정뿐만 아니라 건조식품제조에서 건조보조제로 효과적으로 사용할 수 있을 것으로 보인다.

${\beta}-Cyclodextrin$ 중합체와 한외여과 공정을 이용한 감귤류의 쓴맛 성분 제거 (Debittering of Citrus Products Using ${\beta}-Cyclodextrin$ Polymer and Ultrafiltration Process)

  • 우건조;하성미
    • 한국식품과학회지
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    • 제29권2호
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    • pp.302-308
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    • 1997
  • Epichlorohydrin을 이용하여 ${\beta}-CD$ 중합체를 제조한 후 차단분자량 10,000인 막(YM 10)을 이용하여 수용성 ${\beta}-CD$ 중합체와 불용성 ${\beta}-CD$ 중합체를 분리하였다. 최적분리 조건은 막횡단압력 51.7 kPa, 운용온도 $35^{\circ}C$, 용적농축비 10이었으며, 이때의 flux는 $0.025\;mL/cm^{2}/min$ 이었다. 겔 투과 크로마토그래피 결과 수용성 중합체의 중합도는 $2{\sim}8$, 불용성 중합체는 10 이상으로 나타났으며, 이들 ${\beta}-CD$ 중합체의 소수성 물질들과의 포접 형성능을 비교하였다. 색소물질인 4-dimethylaminoazobenzene과 methyl red를 이용하여 ${\beta}-CD$${\beta}-CD$ 중합체와의 포접 능력을 측정하였다. 포접 복합체 형성 여부를 간접적으로 알 수 있는 분광학적 변화를 측정한 결과 두 색소물질 흡광도의 강도가 증가하였으며 최대 흡광도 위치가 변하였다. 감귤류의 주된 flavonoid이며 쓴맛물질인 naringin은 물에 대한 용해도가 낮으나 ${\beta}-CD$ 중합체과 포접복합체를 형성함으로써 수용성이 증가하였다. ${\beta}-CD$ 단위체보다는 ${\beta}-CD$ 중합체의 포접능력이 훨씬 강하였으며, 중합도별 포접능력에 있어 불용성 ${\beta}-CD$ 중합체와 수용성 ${\beta}-CD$ 중합체간에 큰 차이는 나타나지 않았다. ${\beta}-CD$ 단위체는 용해도가 극히 낮아 쓴맛 물질 제거 이용에 있어 제한이 있는 반면, 수용성 ${\beta}-CD$ 중합체는 용해도가 높아 감귤류 등으로부터 쓴맛 성분을 감소시키는 공정에의 이용 가능성이 높은 것으로 나타났다.

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Enantioseparation and Determination of Sibutramine in Pharmaceutical Formulations by Capillary Electrophoresis

  • Zhu, Hongmei;Wu, Enqi;Chen, Jianbo;Men, Chuvan;Jang, Yu-Seon;Kang, Won-Ku;Choi, Jung-Kap;Lee, Won-Jae;Kang, Jong-Seong
    • Bulletin of the Korean Chemical Society
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    • 제31권6호
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    • pp.1496-1500
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    • 2010
  • Sibutramine enantiomers were separated successfully by capillary zone electrophoresis using substituted cyclodextrins as chiral selectors. The effects of cyclodextrin concentration, pH, voltage, buffer type, and electrolyte concentration on the migration time and resolution of enantiomers were examined. Separation of sibutramine enantiomers on an unmodified fused silica capillary (total length, 54 cm; effective length, 45 cm) was achieved using a mixed buffer of 20 mM phosphate/10 mM citrate containing either 5 mM methyl-${\beta}$-cyclodextrin (pH 4.3) or 5 mM carboxymethyl-${\beta}$-cyclodextrin (pH 6.5). Samples were injected with a pressure of 50 mbar for 5 s and were detected at a wavelength of 223 nm. The established method showed good precision and accuracy, with intra- and inter-day variations of less than 2.9 and 4.7%, respectively, and recoveries of 95.7 - 103.8%. The stability constants of (R)- and (S)-sibutramine demonstrated that the resolution of sibutramine enantiomers was attributable primarily to the difference in stability constants. When this optimized method was applied to the determination of sibutramine enantiomers in commercial drug formulations, it proved to be economical and convenient, affording sufficient accuracy, precision, and reproducibility as well as sensitivity and selectivity.

Leukotriene Synthesis in Response to A23187 Is Inhibited by Methyl-β-Cyclodextrin in RBL-2H3 Cells

  • You, Hye Jin;Seo, Ji-Min;Moon, Ji-Young;Han, Sung-Sik;Ko, Young-Gyu;Kim, Jae-Hong
    • Molecules and Cells
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    • 제23권1호
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    • pp.57-63
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    • 2007
  • Leukotrienes (LTs) are produced by several biosynthetic enzymes including cytosolic phospholipase $A_2$ ($cPLA_2$), 5-lipoxygenase (5-LO), and 5-lipoxygenase activating protein (FLAP) in the perinuclear area. In the present study, we showed that pretreatment with methyl-${\beta}$-cyclodextrin (MβCD), a cholesterol-depleting agent, dramatically reduced the synthesis of LTs in response to A23187 in mast cells. A23187-induced LT synthesis was inhibited by pretreatment with M${\beta}$CD, and this effect was reversed when cholesterol was added. In an approach to identifying the $M{\beta}CD$-sensitive protein(s), we observed that FLAP co-localized with flotillin-1, a lipid raft marker protein, in the lipid raft-rich low-density region of sucrose gradients. In addition, electron microscopic analysis revealed that FLAP co-localized with flotillin-1. Together, these results suggest that FLAP is present in cholesterol-rich lipid raft-like domains and that its localization in these domains is critical for LT synthesis.