• Title/Summary/Keyword: Hydrophobic compounds

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Conjugates of Enkephalin Analogs: Synthesis and Discrimination of μ and δ Opioid Receptors Based on Membrane Compartment Concept

  • Hong, Nam-Joo;Jin, Dong-Hoon;Hong, Eun-Young
    • Bulletin of the Korean Chemical Society
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    • v.30 no.3
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    • pp.599-607
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    • 2009
  • A series of conjugated cyclic and linear enkephalin analogs, Tyr-c[D-A2bu-Gly-Phe-Asp(NH-X)], where X = methyl, stearyl or$ PEG_350$, and Tyr-D-Ala-Gly-Phe-Cys(S-X), where X = methyl, octyl, or farnesyl, were synthesized in solution to investigate the receptor selectivity of opioids based on Schwyzer's membrane compartment $concepts.^{5,6}$ Cyclizations of the target compounds were achieved in high yields (> 60%) employing BOP, $NaHCO_3$ in DMF despite the steric hindrance of the bulky pendant groups. In the binding assay, the hydrophobic fatty acyl conjugates retained $\mu$-receptor selectivity. The unsaturated farnesyl conjugate exhibited the increased binding affinity than the saturated stearyl conjugate for both $\mu$-and $\delta$-opioid receptors. The PEG conjugates displayed the $\delta$-receptor selectivity. The low molecular weight $PEG_350$ conjugate exhibited the increase selectivity than the high molecular weight $PEG_5000$ conjugate to the $\delta$-receptor. The results of this study support the membrane compartment concepts.

Synthesis of New Semisynthetic Analogs of Epi-xanthatin by Modification of the Side Chain and Their Cytotoxic Activity (Epi-xanthatin의 Side Chain 변환을 통한 새로운 반합성 유도체들의 합성 및 세포독성)

  • Baek Du-Jong;Ahn Jong-Woong;Lee Chongock
    • YAKHAK HOEJI
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    • v.49 no.1
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    • pp.68-73
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    • 2005
  • Epi-xanthatin analogs containing hydrophilic substituents such as carboxylic acid, alcohol, morpholine, amino acid, and glucose derivatives were synthesized and their in vitro cytotoxicity and in vivo antitumor activity were evaluated. The target compounds were generally cytotoxic against tumor cell lines of human origin with $ED_{50}$ values of $0.1{\sim}30{\mu}g/ml$, except the highly hydrophilic analog 6 containing aspartic acid. Contrary to the potent cytotoxicity weakly hydrophilic analogs 2 and 8 were not active in vivo, or even toxic to the test animals. As a result, hydrophilic analog of epi-xanthatin did not show in vitro cytotoxicity and hydrophobic analogs did not show in vivo antitumor activity, thus it is presumed that amphiphilic analogs or those with medium hydrophilicity would exhibit the antitumor potency in vivo.

Stability and Formation of the Liposome with Phospholipid Base (Phospholipid의 Gelation에 의한 Liposome 형성과 안정성)

  • Kim, In-Young;Ji, Hong-Keun;Hong, Chang-Yong;Kang, Sam-Woo
    • Journal of the Korean Applied Science and Technology
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    • v.13 no.1
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    • pp.11-19
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    • 1996
  • The liposomes have been developed in many drugs and cosmetics fields. The liposomes prepared with main compounds of the intercellular lipids and lecithin. Amphiphile nonionic surfactants used for (PEG) n-sitosterol(n=5), diethanolamine cetylphosphate. The effect of gelation for liposomes have been on swelling reaction which have been mixed phospholipid with polyol-group at the high temperature. There were very good encapsulated properties of the active ingredients whether hydrophilic-group(magnesium ascorbyl phosphate, allantoin, sodium hyaluronate) and hydrophobic-group(vitamin-E acetate, vitamin-A palmitate). Optimum condition of liposomes were passed five times in the microfluidizer(700bar), wetting reaction temperature was at $95{\pm}5^{\circ}C$ for a hours. Particle size distribution of the vesicles should be within range 50-560nm(mean 200nm). The stability of liposomes for the course of time was stabilized for six months at $45^{\circ}C$. Application of the cosmetic was prepared moisturizing cream with liposomes of the phospholipid base.

Effect of coagulation conditions on ultrafiltration for wastewater effluent

  • Maeng, Sung Kyu;Timmes, Thomas C.;Kim, Hyun-Chul
    • Membrane and Water Treatment
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    • v.8 no.2
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    • pp.185-199
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    • 2017
  • Low-pressure membrane filtration is increasingly used for tertiary treatment of wastewater effluent organic matter (EfOM), mainly comprising organic base/neutral compounds. In-line coagulation with underdosing, charge neutralization, and sweep floc conditions prior to ultrafiltration (UF) was studied to determine removals of the EfOM components and consequent reduction of fouling using polyethersulfone membranes. Coagulation and UF substantially reduced fouling for all coagulation conditions while removing from 7 to 38% of EfOM organic acids. From 7 to 16% of EfOM organic base/neutrals were removed at neutral pH but there was no significant removal for slightly acid coagulation conditions even though fouling was substantially reduced. Sweep floc produced the lowest resistance to filtration but may be inappropriate for in-line use due to the large added volume of solids. Charge-neutralization resulted in poor recovery of the initial flux with hydraulic cleaning. Under-dosing paralleled sweep floc in reducing hydraulic resistance to filtration (for sub-critical flux) and the initial flux was also easily recovered with hydraulic cleaning. Hydrophobic and hydrophilic base/neutrals were identified on the fouled membranes but as previously reported the extent of fouling was not correlated with accumulation of organic base/neutrals.

Evaluation of Adsorbent Sampling Methods for Volatile Organic Compounds in Indoor and Outdoor Air (실내·외 공기 중 휘발성 유기화합물에 대한 흡착 시료채취 방법의 평가)

  • Baek, Sung-Ok;Moon, Young-Hun
    • Analytical Science and Technology
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    • v.17 no.6
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    • pp.496-513
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    • 2004
  • This study was carried out to evaluate the performance of sampling and analytical methodology used for the measurement of toxic volatile organic compounds (VOCs) in the ambient air. VOCs were determined by the adsorbent tube sampling and automatic thermal desorption coupled with GC/MSD analysis. Target analytes were 33 compounds including major aromatic compounds such as BTEX, and halogenated compounds. The methodology was investigated with a wide range of different adsorbents which are commercially available and have been frequently adopted for the VOC measurement. A total of 10 adsorbents were tested in this study: 6 carbon-based adsorbents such as Carbotrap, Carbopack B, Carbosieve S-III, Carboxen 1000, Carbotrap C, Activated Charcoal; and 4 polymer-based adsorbents including Tenax, Porapak Q, Chromosorb 102, and Chromosorb 106. The sampling performance was evaluated with respect to the sampling capacity of VOCs with single-adsorbent and multiple-adsorbents methods for standard samples and field samples. As a result, the best adsorbents for single-adsorbent method in the sampling of toxic organic compounds (including benzene, toluene, xylenes etc.) appeared to be Carbotrap, Carbopack B and Tenax TA. On the other hand, Chromosorb 102, Chromosorb 106 and Porapak Q were found to be unsuitable adsorbents for VOC measurement based on thermal desorption method. Multi-adsorbent packings were evaluated with 4 carbon-based adsorbents, which classified by 3 combination sets of double adsorbents and 2 combination sets of triple adsorbents. The results indicated that the most suitable combination for toixc VOC measurements is Carbotrap C with Carbotrap. Multi-sorbents tubes packed with a strong adsorbent such as Carbosieve S-III or Carboxen 1000 were found to be relatively unsuitable for several compounds, not only owing to the effect of migration of adsorbed compounds from weaker adsorbent to stronger adsorbent, but to hydrophobic nature of the adsorbents. Therefore, it should be addressed that selection of a proper adsorbent (or combination of multi sorbents) is extremely important to obtain reliable data for the concentrations of toxic VOCs in indoor and outdoor environments.

Pharmacophore Identification for Peroxisome Proliferator-Activated Receptor Gamma Agonists

  • Sohn, Young-Sik;Lee, Yu-No;Park, Chan-In;Hwang, S-Wan;Kim, Song-Mi;Baek, A-Young;Son, Min-Ky;Suh, Jung-Keun;Kim, Hyong-Ha;Lee, Keun-Woo
    • Bulletin of the Korean Chemical Society
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    • v.32 no.1
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    • pp.201-207
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    • 2011
  • Peroxisome proliferator-activated receptors (PPARs) are members of nuclear receptors and their activation induces regulation of fatty acid storage and glucose metabolism. Therefore, the $PPAR\gamma$ is a major target for the treatment of type 2 diabetes mellitus. In order to generate pharmacophore model, 1080 known agonists database was constructed and a training set was selected. The Hypo7, selected from 10 hypotheses, contains four features: three hydrogen-bond acceptors (HBA) and one general hydrophobic (HY). This pharmacophore model was validated by using 862 test set compounds with a correlation coefficient of 0.903 between actual and estimated activity. Secondly, CatScramble method was used to verify the model. Hence, the validated Hypo7 was utilized for searching new lead compounds over 238,819 and 54,620 chemical structures in NCI and Maybridge database, respectively. Then the leads were selected by screening based on the pharmacophore model, predictive activity, and Lipinski's rules. Candidates were obtained and subsequently the binding affinities to $PPAR\gamma$ were investigated by the molecular docking simulations. Finally the best two compounds were presented and would be useful to treat type 2 diabetes.

Synthesis of Dodecanethiol-Capped Nanoparticles Using Ionic Liquids (이온성 액체를 이용한 dodecanethiol로 안정화된 금속 나노입자 합성)

  • Lee, Young-Eun;Lee, Seong-Yun;You, Seong-Sik
    • Korean Chemical Engineering Research
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    • v.50 no.5
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    • pp.795-801
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    • 2012
  • Nanoparticles have received significant attention because of their unusual characteristics including high surface area to volume ratios. Thiol ligand have been used as stabilizers of metal nanoparticles since Brust et al. They reported the preparation method of ligand capped metal nanoparticles by protecting the nanoparticles with a self-assembled monolayer of dodecanethiolate. In this method, volatile organic compounds (VOCs) were used as sovents. This study was carried out to replace these VOCs with room temperature ionic liquids (RTILs). We used two type of ILs to prepare metal nanoparticles. One is a hydrophobic IL, [BMIM][[$PF_6$] (1-Butyl-3-methylimidazolium hexafluorophosphate) purchased from IL maker, C-Tri from Korea and the other one is a hydrophilic one, [BMIM][Cl] (1-Buthy-3-methylimdazolium chloride) sinthesized by us. In the case of preparing Ag and Au nanoparticles using [BMIM][Cl], we didn't use phase transition reagents and ethanol because it has hydrophilic property and preparing Au, Ag nanoparticles using [BMIM][[$PF_6$] the method is as same as Brust et al.'s except using [BMIM][[$PF_6$] instead of organic solvent because it has hydrophobic property. FT-IR and UV-vis, TEM, TGA analysis have been used in an attempt to determine the particle size and verify functional groups. The particle size obtained from TEM was very similar to those obtained by Brust et al. This is a clear example of ligand capped metal nanoparticles prepared using ionic liquids. And the experimental result demonstrated ionic liquids can act as a highly effective medium for the preparation and stabilization of gold and silver metal nanoparticles.

Crystal Structure and Fungicidal Activity of N-[1-(benzotriazol-1-yl)alkyl]aniline Derivatives (N-[1-(benzotriazol-1-yl)alkyl]aniline 유도체의 결정구조와 항균활성)

  • Lim, Chi-Whan;Yi, Kyeong-Joon;Sung, Nack-Do
    • Applied Biological Chemistry
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    • v.38 no.4
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    • pp.359-363
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    • 1995
  • New ten N-[1-(benzotriazol-1-yl)alkyl]aniline(4) derivatives were synthesized and the crystal structure of 4h was shown by X-ray crystallography and the absolute configuration has been assigned as S form. The molecule crystallizes in the monoclinic system, space group $P2_{1}/n$. And the molecules in the crystal are linked with each other through the hydrogen bond $(N_{11}-H_{11}{\cdots}N3)$ with distance $2.300(11){\AA}$ The fungicidal activity($pI_{50}$) in-vitro against Botrytis cineria (BC), Phytophthora casici (PC) and Sclerotium cepinorum (SC) were determined by the agar dilution method. The structure activity ralationships (SAR) between structure of 4 and the activity were studied using a physicochemical parameters of substituents and multiple regression technique. Among these compounds, only the bromo group substituent(4f) showed higher activity, which depend on the hydrophobic(${\pi}$) of substituents. The relative orders of the activity are SC>BC> and PC, respectively. This implies that the activity is affected by the hydrophobic(${\pi}$) nature of the Z group rather than the X group. Linear free energy relationships(LFER) on the fungicidal activity with substituents has been also discussed.

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Characteristics on Chemical Activation and VOCs Adsorption of Activated Carbon according to Mixing Ratio of Anthracite and Lignite (활성탄 제조시 유·무연탄 혼합에 따른 화학적 활성화 및 휘발성유기화합물 흡착 특성)

  • Cho, Joon-Hyung;Kang, Sung-Kyu;Kang, Min-Kyoung;Cho, Kuk;Oh, Kwang-Joong
    • Clean Technology
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    • v.23 no.4
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    • pp.364-377
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    • 2017
  • In this study, to improve the low surface area of domestic anthracite as raw materials of activated carbon, characteristics on chemical activation and VOCs adsorption of activated carbon according to mixing ratio of anthracite and lignite. For these, properties of raw materials, parameter characteristics of preparation processes for activated carbon, and VOCs adsorption characteristic of the prepared activated carbon are analyzed. The experimental results showed that, the domestic anthracite had disadvantages of high contents for ash and lead, arsenic, which were exceeded for the heavy metal limits, in the properties of raw materials. To improve these diadvantages, using the mixing ratio of anthracite and lignite, and the optimum conditions for pretreatment, activation, washing, and pellitization process, the activated carbon had a range of BET (Brunauer-Emmett-Teller) surface area of $1,154{\sim}1,420m^2g^{-1}$ with mesopore development and hydrophobic surface property. The carbons were satisfied with the quality standard for granular activated carbon, and had similar physicochemical properties with the commercial activated carbon. The minimum mixing condition for commercial VOCs activated carbon performance must have the caloric value of above $5,640kcal\;kg^{-1}$, and the carbon had higher adsorption capacity with order of xylene > toluene > benzene according to more higher molcular weight and hydrophobic property.

Effects of Sorbed Surfactant on the Surfactant-Enhanced Removal of Hydrophobic Organic Contaminants (토양에 흡착된 계면활성제가 유기오염물 제거에 미치는 영향)

  • 고석오;유희찬
    • Journal of Korea Soil Environment Society
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    • v.4 no.2
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    • pp.77-86
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    • 1999
  • Partitioning of two hydrophobic organic compounds (HOCs), phenanthrene and naphthalene, to kaolinite and sorbed surfactants was studied to evaluate the feasibility of surfactant-enhanced remediation (SER) of contaminated subsurface systems. Sorbed surfactant partition coefficients. $K_ss$, showed a strong dependence on the surfactant sorption isotherms at low sorbed surfactant levels $K_ss$ values were at their highest and then decreased with increasing surfactant sorption densities. $K_ss$ values for SDS were always larger than corresponding $K_mic$values. For Tween 80, however. $K_ss$ values $K_mic$ were higher than $K_mic$ values only at the lower sorbed surfactant densities. HOC distribution between immobile and mobile phases varied with surfactant dose distribution coefficients increased initially with increasing surfactant concentrations and then decreased at higher doses. This observation shows directly the competition between sorbed and micellar surfactants for HOC partitioning. Overall results of this study demonstrate that surfactant sorption to the solid phase can lead to increases in HOC retardation in some SER applications. Therefore, before an SER process is selected, appropriate consideration of surfactant sorption and HOC partitioning to immobile versus mobile phases pertinent to a specific subsurface system must be contemplated.

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