• Title/Summary/Keyword: carboxylic acid

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Formulation and Skin Penetration Characteristics of Aceclofenac Plaster for Transdermal Delivery (아세클로페낙의 경피 제제설계 및 피부투과 특성)

  • Chung, Jong-Keun;Lee, Min-Suk;Park, Jeong-Hwa;Lee, Jang-Won;Kim, Ha-Hyung;Choi, Young-Wook;Lee, Kwang-Pyo
    • Journal of Pharmaceutical Investigation
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    • v.29 no.1
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    • pp.29-36
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    • 1999
  • Aceclofenac is an non-steroidal antiinflammatory drug which has been used in the treatment of rheumatoidal rthritis and osteo-arthritis. In order to decrease the gastric ulcerogenic effects and contol the plasma level of aceclofenac, we have developed the transdermal delivery system of aceclofenac plaster, which were formulated employing matrix polymers of acrylates and penetration-enhancers such as $Lauroglycol^{\circledR}$, $Transcutol^{\circledR}$, oleic acid and linoleic acid. Using Franz diffusion cells mounted with a rat skin, transdermal penetration characteristics of the formulations were evaluated by the HPLC assay of aceclofenac and diclofenac, an active metabolite, in the receptor compartment of pH 7.2 phosphate buffered solution. Skin penetration was increased when the content of aceclofenac increased, showing the flux $(J,\;{\mu}g/cm^2/hr)$ of 0.37 and 2.50 for 2% and 6.75% of the content, respectively. The flux$(J,\;{\mu}g/cm^2/hr)$ from plasters made of $Durotak^{\circledR}$ 87-2074, $Durotak^{\circledR}$ 87-2510 and $Durotak^{\circledR}$ 87-2097 were 2.50, 2.77 and 4.39, respectively. $Durotak^{\circledR}$ 87-2074 showed the lowest penetration due to the carboxylic acid group in the polymer, which might form a strong hydrogen bonding with a secondary amine of aceclofenac. Although both $Durotak^{\circledR}$ 87-2510 and $Durotak^{\circledR}$ 87-2097 are amine-resistant adhesives, $Durotak^{\circledR}$ 872510 showed lower penetration than $Durotak^{\circledR}$ 87-2097 because of the hydroxyl group in $Durotak^{\circledR}$ 87-2510, which might form a weak hydrogen bonding with aceclofenac. These results reveal that the functional group in acrylic polymers would greatly affect the release of aceclofenac from the matrix, which is the rate-limiting step in the penetration of aceclofenac through rat skins. The penetration of aceclofenac from plasters using different penetration-enhancers increased in the following order: Transcutol < linoleic acid < oleic acid. And the flux from the plasters containing oleic acid as a penetrationenhancer was 2.22 times greater than that of creams, which suggest that a newly deveolped aceclofenac plaster could be used in the treatment of rheumatoidal arthritis and osteo-arthritis as an advanced transdermal delivery system.

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Phytochemical Constituents of Climacium dendroides (곧은 나무이끼(Climacium dendroides)의 식물 화학적 성분연구)

  • Nam, Jung-Hwan;Cho, In-Sook;Kim, Su-Jeong;Nam, Chun-Woo;Seo, Jong-Taek;Yoo, Dong-Lim;Kim, Won-Bae;Ryu, Seung-Yeol;Lee, Eung-Ho;Kim, Min-Young;Yoo, Young-Min;Park, Hee-Juhn;Jung, Hyun-Ju
    • Applied Biological Chemistry
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    • v.51 no.2
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    • pp.136-141
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    • 2008
  • The chromatographic separation of organic solvent extracts of liverwort led to the isolation of six compounds. 2-Chromenone (1), 3, 4-dihydroxy-cinnamic acid (2), 3, 3', 4', 5, 7-pentahydroxy-2-phenylchromen-4-one (3), kaemperol-3-O-${\beta}$-D-glucopyranoside (4), 3-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1, 4, 5-trihydroxycyclohexane carboxylic acid (5) and quercetin-3-O-rutinoside (6) were isolated from the methanolic extracts of the all part of Climacium dendroides. Their structure were established by chemical and spectroscopic methods. All compounds were isolated for the first time from this plant Climacium dendroides.

Effect of Carboxylic Acid Group of Functionalized Carbon Nanotubes on Properties of Electrospun Polyacrylonitrile (PAN) Fibers (기능화된 탄소나노튜브의 카르복실산이 전기방사된 폴리아크릴로니트릴 섬유의 물성에 미치는 영향)

  • Park, Ok-Kyung;Kim, Ju-Hyung;Lee, Sung-Ho;Lee, Joong-Hee;Chung, Yong-Sik;Kim, Jun-Kyung;Ku, Bon-Cheol
    • Polymer(Korea)
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    • v.35 no.5
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    • pp.472-477
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    • 2011
  • To study the effects of the acid group of functionalized MWNT (multiwalled carbon nanotube) on the thermal and mechanical properties of polyacrylonitrile(PAN) nanofibers, acid ($H_2SO_4/HNO_3$) treated MWNT (O-MWNT) were further functionalized by diazonium salt reaction with 5-aminoisophthalic acid (IPA). Compared to O-MWNT, IPA-MWNT with isophthalic acid group showed a better dispersion stability in polar solvents and IPA-MWNT/PAN composite film displayed lower heat of reaction (${\Delta}H$) than that of homo PAN when stabilized under air atmosphere. The continuous electrospun fibers were prepared using a conductive water bath. PAN fibers containing 1 wt% of IPA-MWNT showed an increase of tensile strength by 100% and tensile modulus by 240% compared to the PAN fibers without IPA-MWNT.

Dependence of an Interfacial Diels-Alder Reaction Kinetics on the Density of the Immobilized Dienophile: An Example of Phase-Separation

  • Min, Kyoung-Mi;Jung, Deok-Ho;Chae, Su-In;Kwon, Young-Eun
    • Bulletin of the Korean Chemical Society
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    • v.32 no.5
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    • pp.1679-1684
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    • 2011
  • Interfacial reactions kinetics often differ from kinetics of bulk reactions. Here, we describe how the density change of an immobilized reactant influences the kinetics of interfacial reactions. Self-assembled monolayers (SAMs) of alkanethiolates on gold were used as a model interface and the Diels-Alder reaction between immobilized quinones and soluble cyclopentadiene was used as a model reaction. The kinetic behavior was studied using varying concentrations of quinones. An unusual threshold density of quinones (${\Gamma}_c$ = 5.2-7.2%), at which the pseudo-first order rate constant started to vary as the reaction progressed, was observed. This unexpected kinetic behavior was attributed to the phase-separation phenomena of multi-component SAMs. Additional experiments using more phase-separated two-component SAMs supported this explanation by revealing a significant decrease in ${\Gamma}_c$ values. When the background hydroxyl group was replaced with carboxylic or phosphoric acid groups, ${\Gamma}_c$ was observed at below 1%. Also, more phase-separated thermodynamically controlled SAMs produced a lower critical density (3% < ${\Gamma}_c$ < 4.9%) than that of the less phaseseparated kinetically controlled SAMs (6.5% < ${\Gamma}_c$ < 8.9%).

High-Contrast Imaging of Biomolecular Interactions Using Liquid Crystals Supported on Roller Printed Protein Surfaces

  • Park, Min-Kyung;Jang, Chang-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.33 no.10
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    • pp.3269-3273
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    • 2012
  • In this study, we report a new method for the high contrast imaging of biomolecular interactions at roller printed protein surfaces using thermotropic liquid crystals (LCs). Avidin was roller printed and covalently immobilized onto the obliquely deposited gold surface that was decorated with carboxylic acid-terminated self-assembled monolayers (SAMs). The optical response of LCs on the roller printed film of avidin contrasted sharply with that on the obliquely deposited gold surface. The binding of biotin-peroxidase to the roller printed avidin was then investigated on the obliquely deposited gold substrate. LCs exhibited a non-uniform and random orientation on the roller printed area decorated with the complex of avidin and biotin-peroxidase, while LCs displayed a uniform and planar orientation on the area without roller printed proteins. The orientational transition of LCs from uniform to non-uniform state was triggered by the erasion of nanometer-scale topographies on the roller printed surface after the binding of biotin-peroxidase to the surface-immobilized avidin. The specific binding events of protein-receptor interactions were also confirmed by atomic force microscopy and ellipsometry. These results demonstrate that the roller printing of proteins on obliquely deposited gold substrates could provide a high contrast signal for imaging biomolecular interactions using LC-based sensors.

Synthesis of Some New Cytidine and Inosine Derivatives

  • Youssif, Shaker;Mohamed, Enaiat K.;Sayed Ahmed, Ahmed F.;Ghoneim, Amira A.
    • Bulletin of the Korean Chemical Society
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    • v.26 no.12
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    • pp.2021-2026
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    • 2005
  • The oxidation of cytidine 1 and inosine 5 by sodium metaperiodate followed by the reaction of the product with $CH_3I$ in NaOH afforded 2',4'-dihydroxyhexopyranosyl derivatives 2 and 14 respectively. The reaction of thiophene-2-carboxylic acid or furfural with cytidine were taken place via cycloaddition afforded adducts 3 and 4 respectivily. The bromination of inosine 5 or its 2',3'-O-isopropylidine inosine 6 led to the formation of 8-bromoanalogue 7 and 8, respectively. The reaction of 8-bromo-2',3'-O-isopropylidine inosine (8) with ethylglycinate hydrochloride afforded 8-ethoxycarbonylmethylaminoinosine 9. The alkylation of the compound 6 with urea led to the formation of 3-carbonylaminoinosine 10. The oxidation of 6 with DCC afforded 4'-formyl derivative 11, which on reaction with ethyl glycinate hydrochloride followed by reaction with sodium cyanoborohydride afforded 12, while the treatment of dialdehyde inosine 13 with ethyl cyanoacetate in the presence of 0.5 N NaOH afforded compound 15.

Synthesis and Physical Properties of Novel Fluorinated Liquid Crystalline Compounds

  • Keum, Hye-Won;Roh, Su-Dong;Do, Yun-Sun;Lee, Jae-Ho;Kim, Yong-Bae
    • 한국정보디스플레이학회:학술대회논문집
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    • 2004.08a
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    • pp.1142-1146
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    • 2004
  • The synthetic route and physical properties for three-ring derivatives, trans-2,3,2',3'-tetrafluoro-4-alkyl-4'-(4-alkyl-cyclohexyl)-biphenyl and 4-alkyl-cyclohexane carboxylic acid 2,3,2',3',4'-pentafluoro-biphenyl-4-yl ester are presented. They exhibit broad range nematic phases exceeding 30K and low viscosity of nematic liquid crystal mixtures containing these materials. Their viscosity is compared with that of homologues with a lateral isothiocyanate group and show large negative dielectric anisotropies. The threshold voltage $V_{th}$ was low enough to be operated at a driving voltage of 5V. Our novel LC compounds are suitable materials for the improvement of dielectric anisotropy of vertical align liquid crystal displays (VA-LDCs).

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A Study on the Pharmacetical Characteristics & Analysis of Glycyrrhizin Extract (감초 추출물의 약리적 특성 및 분석)

  • Sung, Ki-Chun
    • Journal of the Korean Applied Science and Technology
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    • v.23 no.3
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    • pp.215-222
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    • 2006
  • From experiment results on pharmacetical characteristics and analysis of Glycyrrhizin extract, some conclusions are obtained as follows. From results on extract experiment of Glycyrrhizin, it appeared about 8%-extraction ratio as semi-solid state, and after dried in freezing from Glycyrrhizin extract of semi-solid state, it obtained about 70%-Glycyrrhizin extract as solid state of yellow gold color. From results on antimicrobial experiment of Glycyrrhizin extract, number of S-typhimurium and Fungus in microbe decreased more and more according to time passage. This phenomenon shows that Glycyrrhizin extract keeps antimicrobial effect. From results on antioxidation experiment of Glycyrrhizin extract, DPPH scavenging activity of free radical shows that Glycyrrhizin extract appears more remarkable reduction ability than reference samples. This phenomenon means that antioxidation of Glycyrrhizin extract appears higher than Vitamin-C and BHA. From results on instrument analysis, the fatty and aromatic components of 2-pentanone, cyclohexasiloxane, tetrasiloxane, benzoquinoline-2-carboxylic acid etcs from Glycyrrhizin extract was detected with GC/MS and inorganic components of Ca, Mg, Ti, Zn, Fe etcs from Glycyrrhizin extract was detected with ICP/OES.

Controlled Release Behavior of pH-Responsive Composite Hydrogel Containing Activated Carbon

  • Yun, Ju-Mi;Im, Ji-Sun;Oh, Ae-Ri;Lee, Young-Seak;Kim, Hyung-Il
    • Carbon letters
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    • v.10 no.1
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    • pp.33-37
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    • 2009
  • Activated carbon (AC) is one of the most effective adsorbents for organic compounds because of their extended surface area, high adsorption capacity, microporous structure and special surface reactivity. The composites of pH-sensitive hydrogel and activated carbon were prepared in order to improve the loading capacity of drug. The pH-sensitive hydrogel matrix swelled well in the basic condition to release the drug loaded in AC. The release of drug was controlled depending on both the pH due to the ionization of the carboxylic acid group and the AC due to the surface properties.

Evaluation of Volatile Compounds Isolated from Pork Loin (Longissimus dorsi) as Affected by Fiber Type of Solid-phase Microextraction (SPME), Preheating and Storage Time

  • Park, Sung-Yong;Yoon, Young-Mo;Schilling, M. Wes;Chin, Koo-Bok
    • Food Science of Animal Resources
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    • v.29 no.5
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    • pp.579-589
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    • 2009
  • This study was conducted to investigate the effects of heating, fiber type used in solid-phase microextraction (SPME, two phase vs three phase) and storage time on the volatile compounds of porcine M. longissimus dorsi (LD). Volatile compounds were measured using a gas chromatography and mass spectrometry (GC/MS) with a quadrupole mass analyzer. Among the volatile compounds identified, aldehydes (49.33%), alcohols (24.63%) and ketones (9.85%) were higher in pre-heated loins ($100^{\circ}C$/30 min), whereas, alcohols (34.33%), hydrocarbons (22.84%) and ketones (16.88%) were higher in non-heated loins. Heating of loins induced the formation of various volatile compounds such as aldehydes (hexanal) and alcohols. The total contents of hydrocarbons, alcohols, and carboxylic acids were higher in two phase fibers, whereas those of esters tended to be higher in three-phase fibers (p<0.05). Most volatile compounds increased (p<0.05) with increased storage time. Thus, the analysis of volatile compounds were affected by the fiber type, while heating and refrigerated storage of pork M. longissimus dorsi increased the volatile compounds derived from lipid oxidation and amino acid catabolism, respectively.