• Title/Summary/Keyword: Quinoline

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Synthesis of Novel 3-Aminohydantoinyl-1.2-benzothiazine Derivatives for the COX-2 inhibitors

  • Park, Myung-Sook;Lee, Myung-Sook;Shin, Hae-Soon;Kwon, Soon-Kyoung
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.344.1-344.1
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    • 2002
  • We report the synthesis of several new 3-aminohydantoinyl-1.2-benzothiazine derivatives and propose an another mechanism of the cyclization to the hydantoins for the development candidates of COX-2 inhibitors. 3-Aminohydantoins 3a-d were prepared through cyclization of the condensation products that were formed by heating amino acids and tert-bytyl carbazate in quinoline according to the method of Lalezari. (omitted)

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Liquid Membrane Permeation of Nitrogen Heterocyclic Compounds Contained in Model Coal Tar Fraction

  • Kim, Su-Jin;Kang, Ho-Cheol;Kim, Yong-Shik;Jeong, Hwa-Jin
    • Bulletin of the Korean Chemical Society
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    • v.31 no.5
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    • pp.1143-1148
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    • 2010
  • We investigated the separation of nitrogen heterocyclic compound (NHC) contained in a model coal tar fraction comprising four kinds of NHC [indole (In), quinoline (Q), iso-quinoline (iQ), quinaldine (Qu)], three kinds of bicyclic aromatic compound (BAC) [1-methylnaphthalene (1MN), 2-methylnaphthalene (2MN), dimethylnaphthalene (DMN) mixture with ten structural isomers (DMNs; regarded as one component)], biphenyl (Bp) and phenyl ether (Pe) by liquid membrane permeation (LMP). A batch-stirred tank was used as the permeation unit. An aqueous solution of saponin and n-hexane were used as the liquid membrane and the outer oil phase, respectively. Yield and selectivity of individual NHC was much larger than that of BAC, Bp and Pe. Increasing the initial mass fraction of the saponin to the membrane solution ($C_{sap,0}$) and the initial volume fraction of O/W emulsion to total liquid in a stirred tank (${\phi}_{OW,0}$) resulted in deteriorating the yield of individual NHC, but increasing the stirring speed (N) resulted in improving the yield of each NHC. With increasing $C_{sap,0}$, the selectivity of each NHC based on DMNs increased. Increasing ${\phi}_{OW,0}$ and N resulted in decreasing the selectivity of individual NHC based on DMNs. At an experimental condition fixed, the sequence of the yield and selectivity in reference to DMNs for each NHC was Q > Qu = iQ > In. Furthermore, we compared LPM method with methanol extraction method in view of the separation efficiency (yield, selectivity) of NHC.

Determination of Optical Constants of Organic Light-Emitting-Material Alq3 Using Jellison-Modine Dispersion Relation (Jellison Modine 분산식을 이용안 유기발광물질 Alq3의 광학상수 결정)

  • Park, Myung-Hee;Lee, Soon-Il;Koh, Ken-Ha
    • Journal of Korean Ophthalmic Optics Society
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    • v.10 no.4
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    • pp.267-272
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    • 2005
  • We deposited thin films of organic light-emitting-material $Alq_3$(alumina quinoline) on silicon and slide-glass substrates using thermal evaporation method, and measured spectra of ellipsometry angles ${\Delta}$ and ${\Psi}$ in the photon-energy range of 1.5~5.0 eV using a variable angle spectroscopic ellipsometer. The optical constants, refractive index and extinction coefficient, of $Alq_3$ were determined via the dispersion parameters extracted from the curve-fitting process based on Jellison-Modine dispersion function. The reliability of determined optical constants were verified through the comparison of measured and simulated transmittance curves and the good agreement between simulated absorption-coefficient curves and absorbance spectra measured using a spectrophotometer.

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Modulation of the Bacterial Mutagenicity for food-borne Mutagens by Hexane Fraction from Saururus chinesis (Lour.) Bail (삼백초 Hexane 분획물의 Heterocyclic Amine 돌연변이성 조정효과)

  • Lee, Sang-Ho;Park, Cheol-U;Park, Gyeong-A;Lee, Yeong-Chun;Kim, Mu-Nam;Ha, Yeong-Rae
    • Environmental Mutagens and Carcinogens
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    • v.18 no.1
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    • pp.26-31
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    • 1998
  • Antimutagenic activity of Saururus chinesis (Lour.) Bail was investigated for food-borne mutagens using S. typhimurium TA98. Methanol extract from Saururus Chinesis (Lour.) Bail was fractionated into hexane, chloroform, ethylacetate and butanol fractions, followed by determination of antimutagenic activity for food-borne mutagenic heterogenic amines (HCA). The hexane fraction exhibited a strong antimutagenic activity for 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), 2-amino-3,8-dimethylimidazo[4,5-f] quinoxaline (MeIQ), 2-amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline (MeIQx), 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), 3-amino-1-methyl-5H-pyroid[4,3-b]indole acetate (Trp-2-A); however its fraction rather enhanced the bacterial mutagenicity of 2-amino-3,4,8-trimethyl-3H-imidazo[4,5-f]quinozaline (4,8-diMeIQx) and 2-amino-3,7,8-trimethyl-3H-imidazo[4,5-f]quinoxline (7,8-diMeIQx). Active principle in the fraction was found to be two major compounds (${\gamma}$-crene B and epi-bicyclosesquiphellandrane) and 6 minor compounds (${\delta}$-caryophyllene, ${\gamma}$-elemene, ${\beta}$-cabebene, ${\delta}$-cadinene, ${\delta}$-selinene, and patchoulene). Modulation effect for the mutagenic activity of the food-borne mutagenic HCA by the fraction might be derived from a cumulative effect of each individual compounds. Hence, this hexane fraction might be use to reduce the production of mutagenic HCA during cooking process of protein-rich foods.

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Antimutagenic Effects of Bifidobacteria (Bifidobacteria에 의한 항돌연변이 효과)

  • Lee, Sae-Kyung;Ji, Geun-Eog
    • Korean Journal of Food Science and Technology
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    • v.28 no.4
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    • pp.796-799
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    • 1996
  • The antimutagenic properties of twenty-one strains of Bifidobacterium were examined using Salmonella typhimurium TA98 in an in vitro assay system. The mutagens utilized for testing included Trp-P-1 (3-amino-1, 4-dimethyl-$^{5}H-pyrido$ (4, 3-b) indole), benzopyrene, IQ (2-amino -3-methylimidazo [4,5-f] quinoline), and NQO. The lyophilized cells of strain showed inhibitory effect of 64, 38, 29 and 20% in average against Trp-P-1, benzopyrene, NQO and IQ, respectively. There was no marked variation between each strain or growth stage in the degree of antimutagenicity against Trp-P-1, benzopyrene and IQ. Twelve hour grown cells showed higher antimutagenicity against NQO than 5-day grown cells. The results indicate that Bifidobacterium cells had a antimutagenic effect against several well-known mutagens to some degree.

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Development of New Quinolone Antibacterials with Dextran-bond (Dextran에 결합된 새로운 Quinolone계 항균제의 개발)

  • Kim, Sun-Il;Na, Jae-Woon
    • Applied Chemistry for Engineering
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    • v.5 no.3
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    • pp.501-508
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    • 1994
  • 1-Ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl)quinolinea-3-car-boxylic acid-dextran was synthesized by the reaction of 1-ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl )quinoline-3-acryloyl chloride with dextran. Polymeric drug was tested for antimicrobial activity in vitro against ten species of microorganisms. Polymeric drug revealed good antibacterial activity against Bacillus subtillis ATCC 6633, Staphyloccus aureus ATCC 25923, Mycrobactertum phlei IFO 3158, Salmonella typhimurium KCTC 1925, Escherichia coli KCTC 1039, Escherichia coli ESS, Klebsiella puemouiae KCTC 1560 and Pseudomonas aeruginosa IFO 13130. Polymeric drug have no antimicrobial against Candida albicans ATCC 10231, but moderately active Micrococcus luteus ATCC 9341.

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Fluorescence Behavior of Benzo[f]Quinoline Doped In Lpd Silica Thin Films

  • Mabuchi, Toshiaki;Suzuki, Satoshi;Nakajima, Tsuyoshi;Ino, Juichi;Takemura, Kazuo;Shimizu, Etsuro
    • Journal of Photoscience
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    • v.5 no.3
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    • pp.105-109
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    • 1998
  • By using the liquid -phase-deposition (LPD) process, which has a potetnial of preparing organic inorganic composite materials, samples doped with benzo[f]quinoline (BfQ)into silica thia films wre prepared. We observed the fluorescene and fluorescene excitation spectra of the samples, as well as the fluorescence lifetimes and time-resoluved fluorescence spectra. The comparison of thefluorescence spectra in pH-controlled buffer solutions yields the results that the dominant species of BfQ in the LPD silica films is a protonated one. The fluorescence band assigned to a hydrogen-bonded species was observed on the samples prepared from the dipping solutions of 3 and 2 M hexafluorosilicic acid. The band assignment was confirmed by the fluorescence lifetime measurement. The FT-IR M hexaflurosilicic acid. The band assignment was confirmed by the flurescence lifetime meausurement. The FT-IR data proved the existence of included water in silica films prepared from the LPD process. The appearance of the band corresponding to the hydrogen-bonded species within LPD silica phases was explained by the proesence of included water. Depending on the preparation conditions of LPD silica films, the band assigned to protonated species shows bad shifts in a wavenumber region between the peak of hydrogen-bonded and typical protonated species. This implies that there is some distribution of steric conformation of protonated species of BfQ interacting with adsorbing sites of LPD silica. The time -resolved fluorescence spectra suggest that some relaxation process is involved in the conformation of BfQ doped into the solid phase of LPD silica.

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Extracion and Photoluminescence Properties of Marine Microalgae for Organic Light Emitting Diode Applications (유기발광소자를 위한 해양 미세조류 유래 물질 및 광 발광 탐색)

  • Jung, Sang-Mok;Lee, Han-Seong;Kang, Seul-Gi;Lee, Han-Joo;Son, Ji-Su;Jeon, Jae-Hyuk;Chae, Hee-Baik;Shin, Hyun-Woung
    • Korean Journal of Environment and Ecology
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    • v.29 no.4
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    • pp.564-569
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    • 2015
  • In order to discover materials that can be used for OLED, extractions of marine microalgae was screened for photoluminescence(PL) properties and analyzed using gas chromatography-mass spectrometry(GC-MS). The extractions of Nitzschia denticula, Navicula cancellata and Nannochloropsis salina showed PL spectroscopy among fourteen marine microalgae species. The selected three fractions from three microalgae were analyzed by GC-MS. According to the results, it was found that the identified organic light-emitting materials can be subdivided into three functional groups based on imidazole, purine and quinoline. These chemicals are considered to have a strong relationship with PL spectroscopy for OLED materials.

Synthesis and Antibacterial Activity of Cephalosporin 3'-Quinolone Dithiocarbamate (세팔로스포린 3'-퀴놀론의 합성 및 항균작용)

  • 나성범;정명희;김완주;지웅길
    • YAKHAK HOEJI
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    • v.37 no.2
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    • pp.136-142
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    • 1993
  • To a suspension of 1-cyclopropyl-6,8-difluoro-1,4-dihydro-7-{3,7-diazabicyclo[3.3.0]oct-1(5)-en-3-yl}-4-oxo-3-quinoline carboxylic acid(C1) in sodium hydroxide solution and water is added dropwise with stirring carbon disulfide. [6R-[6$\alpha$, 7$\beta$(Z)]]-7-[[[2-Amino-4-thiazoly)methoxyimino]-acetyl]amino]-3-[[[[7-( 3-carboxy-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-7-guinolonyl)-3,7-diazabicyclo[3.3.0]oct-1(5)-en-3-yl]thioxomethyl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid (DACD) was synthesized from 1-cyclopropyl-6,8-difluoro-1,4-dihydro-7-[7-(mercapto) thioxomethyl-[3,7-dia zabicyclo[3.3.0]oct-1(5)-en-3-yl}]-4-oxo-3-quinoline carboxylic acid disodium salt(C2) and cefotaxime. The invitro activity of novel dual-action cephalosporin, DACD, was compared with the in vitro activities of CENO(cefotaxime 3'-norfloxacin dithiocarbamate), cefotaxime, and norfloxacin against a variety of bacterial species. In vitro activity of DACD was superior to that of norfloxacin against Streptococcus pyogenes. Against Gram-positive and Gram-negative bacteria, its activity was almost equal to that of CENO.

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Antifungal Activity of the Extracts of Zanthoxylum Schinifolium Sieb. et Zucc. against Dermatophytes (산초나무 추출물의 피부사상균에 대한 항균활성과 그 성분)

  • Min, Kyeong-Heui
    • Journal of the Korean Wood Science and Technology
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    • v.26 no.4
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    • pp.78-85
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    • 1998
  • The antifungal activity of methanol extracts against dermatophytes was the highest at root-bark methanol extract, and the highest inhibitory effect was revealed in petroleum ether fraction of root-bark methanol extract. Compound I and compound II with significant antifungal activity were isolated from the fractions by silica gel column chromatography. As a result of the instrumental analyses, compound I and compound II were already known alkaloids. Compound I was identified as 4-methoxyfuro[2,3-6]quinoline (dictamnine ; $C_{12}H_9NO_2$) and compound II was identified as 4-methoxy-lmethyl-2(1H)-quinolinone ($C_{11}H_{11}NO_2$). The MIC of compound I against T. mentagrophytes and T. rubrum was $40{\mu}g/m\ell$ and the MIC of compound II against the same fungi was $800{\mu}g/m\ell$.

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