• Bulletin of the Korean Chemical Society
• /
• 제33권8호
• /
• pp.2731-2736
• /
• 2012

The use of pyrimethamine as antibacterial drug is limited by the poor solubility. To enhance its solubility, we prepared complexes of pyrimethamine with low-molecular-weight succinoglycan isolated from Sinorhizobium meliloti. Low-molecular-weight succinoglycans are monomers, dimers, and trimers of the succinoglycan repeating unit. The monomers and dimers were separated into their three species (M1, M2, and M3) and four fractions (D1 to D4) using chromatographic techniques, which were shown to be nontoxic. The solubility of pyrimethamine was markedly increased up to 42 fold by succinoglycan D3, where the level of its solubility enhancement was even 8-20 fold higher comparing with cyclodextrin or its derivatives. The complex formation of succinoglycan D3 with pyrimethamine was confirmed by $^1H$ nuclear magnetic resonance spectroscopy, Fourier-transform infrared spectroscopy, differential scanning calorimetry, scanning electron microscopy, and molecular modeling studies. Herein, we suggest that the low-molecular-weight succinoglycans may be utilized as highly effective solubilizers of pyrimethamine for pharmaceutical purposes.

• Bulletin of the Korean Chemical Society
• /
• 제35권8호
• /
• pp.2487-2493
• /
• 2014

Dimeric ${\beta}$-cyclodextrin linked by a thioether bridge was synthesized from a reaction of mono-6-iodo-6-deoxy-${\beta}$-cyclodextrin with sodium sulfide, and the structure was analyzed using nuclear magnetic resonance spectroscopy and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The effects of thioether-bridged dimeric ${\beta}$-CD on the aqueous solubility of flavonols (myricetin, quercetin, and kaempferol) were investigated by ultraviolet-visible spectroscopy. The aqueous solubility of myricetin, quercetin, and kaempferol were enhanced 33.6-, 12.4-, and 10.5-fold following the addition of 9 mM of thioether-bridged dimeric ${\beta}$-CD. In comparison, the aqueous solubility of myricetin, quercetin, and kaempferol were enhanced 5.4-, 3.3-, and 2.7-fold using the same concentration of monomeric ${\beta}$-cyclodextrin. Furthermore, the formation of flavonol/thioether-bridged dimeric ${\beta}$-CD inclusion complexes was confirmed with nuclear magnetic resonance, Fourier-transform infrared spectroscopy, differential scanning calorimetry, and scanning electron microscopy. The results showed that the nature of the complexes significantly differed from that of free flavonols. Herein, we suggest that the thioether-bridged dimeric ${\beta}$-CD can act as an effective complexing agent for flavonols.

• 통합자연과학논문집
• /
• 제13권2호
• /
• pp.41-46
• /
• 2020

A study is reported about the synthesis processes of various silacrown ether by the reaction of alkoxysilanes with polyethylene glycols (PEG) through transesterification. Crown ether-functionalized carbosilane dendrimers and hybrid crown ethers are also discussed. We will also address the solubility enhancement, phase-transfer catalysis of different silacrown as well as their application as Ion-selective electrodes (ISEs) and as active phase of PVC electrodes for the development of potentiometric sensors for detection of alkali-Ions.

• KSBB Journal
• /
• 제13권1호
• /
• pp.26-30
• /
• 1998

The suspension cultures of Mentha piperita produce menthol which has very low solubility in water due to its hydrophobicity. This can be considered as a factor for its low production in the suspension suspension cultures. Cyclodextrin has the hydrophobic cavity inside the molecule in which menthol can be captured and allow to form a stable complex. The suspension culture of Mentha piperita showed 70% higher production enhancement in the medium containing 1.5%(w/v) $\beta$-cyclodextrin than the control. $\beta$-cyclodextrin had no adverse effect on the cell growth and showed the best result among $\alpha$-, $\beta$- and $\gamma$-cyclodextrins tested in terms of menthol production. We demonstrated that $\beta$-cyclodextrin can be used to enhance the production of menthol in the suspension cultures by capturing hydrophobic menthol into the cavity of cyclodextrin molecules.

• 폴리머
• /
• 제36권1호
• /
• pp.41-46
• /
• 2012

본 연구에서는 대표적인 난용성 약물이며, 경구용 천식 치료제 중 하나인 pranlukast의 용해도 및 용출성 개선 제제 개발을 위해 친수성 고분자인 poly(ethylene glycol) (PEG)와 고분자 계면활성제인 poloxamer를 사용하여 열용융법(HM)과 용매증발법(SE)에 의한 고체분산체를 제조하였다. 고체분산체 내 약물의 결정성 변화를 DSC, PXRD로 분석한 결과, 약물의 결정성이 크게 감소하였고, 부분적으로 무정형으로 변화하였음을 확인하였다. 용출시험 및 용해도 분석결과, 고유 약물에 비해 용해도와 용출 속도가 크게 증가하였다. Pranlukast, PEG, poloxamer가 1:5:1의 조성으로 열용융법에 의해 제조된 고체분산체가 가장 우수한 용해도 및 용출속도 향상 결과를 보였다. 결과적으로 PEG과 poloxamer를 이용한 고체분산체 제제는 난용성 약물인 pranlukast의 용해도와 생체이용률을 개선하는데 유용하게 응용될 것으로 기대된다.

• Molecular & Cellular Toxicology
• /
• 제4권1호
• /
• pp.52-60
• /
• 2008

In order to investigate whether the particles reduced to almost nano grade might affect the chemical and physical properties of organic materials, whole Korean Black-Red Ginseng was pulverized into almost nano size and then ginsenosides, minerals, carbohydrates, lipids and proteins in the ultrafine particles were compared with those in the regular particles as control. The mean size of the ultrafine particles was in the 350 nm range, while that of the regular particles was $127{\mu}m$. More ginsenosides, minerals, carbohydrates, lipids and proteins were detected in the ultrafine particles than in the regular particles. Interestingly, more lipids from the ultrafine particles dissolved in the water than those from the regular particles in the ethanol. Absorption and transport of carbohydrate, lipid or antioxidant activity across the intestinal wall using everted intestine sacks of mice was also enhanced by particle size reduction at the almost nano scale. More cytotoxic effect against hepatoma cell growth by ultrafine particles was also found. These results could be used as the basic data for the understanding and evaluation of the effects of organic nanomaterials on the human health.

• 신재생에너지
• /
• 제2권2호
• /
• pp.94-101
• /
• 2006

[ $1m^3$ ] solid hydrate contains up to $200m^3$ of natural gas, depending on pressure and temperature. Such large volume of natural gas hydrate can be utilized to store and transport large quantity of natural gas in a stable condition. So, in the present investigation, experiments carried out for the formation of natural gas hydrate governed by pressure, temperature, and gas compositions, etc.. The results show that the equilibrium pressure of structure II natural gas hydrate) is approximately 65% lower and the solubility is approximately three times higher than structure I methane hydrate). Also, the subcooling conditions of the structure I and II must be above 9K and 11K in order to form hydrate rapidly regardless of gas components, but the pressure increase is more advantageous than the temperature decrease in order to increase the gas consumption. And utilizing nozzles for spraying water in the form of droplets into the natural gas dramatically reduces the hydrate formation time and increases its solubility at the same time.

• 한국토양환경학회지
• /
• 제5권1호
• /
• pp.65-73
• /
• 2000

계면활성제를 사용하여 토양에 존재하는 소수성 유기오염물질을 제거하는 방법이 많이 연구되어져 왔다. 본 연구에서는 계면활성제의 구조적 차이에 따른 오염물질의 용해도 증가 효율을 평가하기 위하여 기존 계면활성제와는 다른 구조를 가진 계면활성제들을 가지고 비교·실험하였다. 그 결과 쌍둥이형 계면활성제(gemini surfactant)인 DADS12가 가장 용해도 증가율이 높게 나타났으며 머리가 두 개인 쌍두형 계면활성제(dianionic surfactant)가 일반 계면활성제인 SDDBS보다 적은 용해도 증가를 나타내었다. 이는 계면활성제의 유기탄소분율이 큰 것일수록 용해도 증가가 크고 계면활성제의 구조적 특성에 따른 마이셀의 형태나 구조에 크게 영향을 받지 않으며, 오염물질과 계면활성제 분자에다 존재하는 벤젠 고리간의 상호 인력 작용이 거의 일어나지 않거나 아주 미미한 것으로 보이며, 이에 따라 나프탈렌과 휘난트렌의 경우 오염물질의 제거 기작이 주로 마이셀 내부에 형성된 소수성 pseudophase로 오염물질이 흡수되는 것으로 추측된다.

• KSBB Journal
• /
• 제27권2호
• /
• pp.109-113
• /
• 2012

This research was to examine the effects of various cyclodextrins on the solubility and stability of prodigiosin in seawater. Among them, ${\beta}$-cyclodextrin was found to have the best efficiency and formation of the inclusion complex was saturated when prodigiosin and ${\beta}$-cyclodextrin were mixed in a ratio of 1:8 and shaken at $25^{\circ}C$ and pH 8.0 for 6 h. The maximum algicidal activity against Chattonella antiqua using the inclusion complex stored at $4^{\circ}C$ for 5 weeks of culture was obtained, $52.28{\pm}3.41%$, which was about 5.0 fold higher than that of control. Our results suggest that inclusion complexes of prodigiosin and ${\beta}$-cyclodextrin could serve as effective algicidal agents.

• 폴리머
• /
• 제38권2호
• /
• pp.188-192
• /
• 2014

본 연구에서는 용해도가 낮은 용매에 dipping하는 방법을 이용하여 고분자 반도체 박막의 분자규칙도를 쉽게 향상시켰다. Poly(3-hexylthiophene)(P3HT)의 구조적, 광학적, 전기적 특성은 dipping 용매의 용해도와 dipping 시간에 따라 크게 영향을 받았다. 특히 methylene chloride 용매에 P3HT 박막을 dipping한 뒤 dipping 시간을 조절하여 고분자 박막의 분자규칙도를 효과적으로 증가시켰다. 분자규칙도와 전기적 특성의 관계를 고려하여 적절한 용매선택과 dipping 시간을 최적화할 수 있었다.