• Title/Summary/Keyword: alkoxy

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Antifungal activities of coumarins isolated from Angelica gigas and Angelica dahurica against Plant pathogenic fungi (당귀와 백지로부터 분리한 Coumarin계 물질들의 식물병원균에 대한 항균활성)

  • Ryu, Shi-Yong;Kim, Young-Sup;Kim, Heung-Tae;Kim, Seong-Ki;Choi, Gyung-Ja;Kim, Jeoung-Seob;Lee, Seon-Woo;Heor, Jung-Hee;Cho, Kwang-Yun;Kim, Jin-Cheol
    • The Korean Journal of Pesticide Science
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    • v.5 no.3
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    • pp.26-35
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    • 2001
  • In order to search potent antifungal substances from domestic plants, 40 plants cultivated in Korea were collected. After extracting with methanol (MeOH) and concentrating to dryness, the MeOH extracts were screened for in vivo antifungal activity against six plant diseases at a concentration of $2000{\mu}g/mL$. Fourteen extracts showed disease-controlling activity more than 90% against at least one of the 6 plant diseases tested; eight, seven, and three extracts controlled more than 90% the development of rice blast, tomato late blight, and wheat leaf rust, respectively. However, none of the extracts exhibited in vivo antifungal activity more than 90% against rice sheath blight, tomato gray mold, and barley powdery mildew. From the MeOH extracts of Angelica gigas and A. dahurica showing potent controlling activity against rice blast, 1 and 2 antifungal substances, respectively, were isolated by solvent partitioning and column chromatography. The three compounds were identified to be coumarins, namely, decursin, imperatorin, and isoimperatorin, by mass spectrometry and NMR spectroscopy. They were examined for in vitro and in vivo antifungal activities together with umbelliferone (7-bydroxycournarin) and scopoletin (6-methoxy-7-hydroxycoumarin) containing a free hydroxyl group at position 7 to investigate the structure-activity relationship. In vitro, most of 50% growth inhibitory concentrations ($IC_{50}$) were over $200{\mu}g/mL$, indicating that they have relatively weak antifungal activity. The antifungal activity of decursin and scopoletin, containing cyclic alkoxy groups instead of free hydroxyl group at position 7, was stronger than umbelliferone and scopoletin. Especially, decursin and imperatorin showed potent antifungal activities against Pythium ultimum and Magnaporthe grisea, respectively, with $IC_{50}$ values less than $25{\mu}g/mL$. In vivo, decursin and imperatorin showed potent antifungal activity against rice blast, whereas other coumarins hardly controlled the development of 6 plant diseases tested. These results suggest that the antifungal activity of 7-hydroxycoumarin derivative is substantially increased when the hydroxyl group at position 7 is protected by a stable cyclic alkoxy grouping.

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Efficient and Regioselective Ring-Opening of Epoxides with Alcohols and Sodium Azide by using Catalytic Amounts of GaCl3/Polyvinylpyrrolidone

  • Pourali, Ali Reza;Ghayeni, Samaneh;Afghahi, Fatemeh
    • Bulletin of the Korean Chemical Society
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    • v.34 no.6
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    • pp.1741-1744
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    • 2013
  • A new polymeric catalyst was prepared by supporting $GaCl_3$ on cross-linked polyvinylpyrrolidone ($GaCl_3$/PVP). This catalyst was employed for efficient and regioselective ring-opening reaction of epoxides by various alcohols under solvent-free conditions at room temperature. In our procedure, this heterogeneous catalyst was used at neutral and mild reaction conditions to afford high yields of ${\beta}$-alkoxy alcohols. Also, regioselective conversion of epoxides to ${\beta}$-azidohydrines was accomplished by sodium azide in MeOH in the presence of $GaCl_3$/PVP at room temperature. $GaCl_3$/PVP is a non-hygroscopic and recoverable catalyst and is easily separated from reaction mixture by a simple filtration and re-used repeatedly. Also, this catalyst has good handling and can be stored for long time without any reducing of its reactivity.

2-amino-3-[(E)-4-(diethylamino)-2-alkoxy-benzylideneamino]- fumaronitrile 유도체 ICT 화합물의 결정 구조

  • Kim, Byung-Soon;Matsumoto, Shinya;Son, Young-A
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2011.03a
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    • pp.62-62
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    • 2011
  • Intramolecular charge transfer (ICT) system has received great attentions due to their promising optoelectronic properties For the efficient ICT of the chromophore, their organic compound mainly consists of strong electron donors (e.g. $NR_2$ or OR groups) and acceptors (e.g. CN or $NO_2$ groups). According to the molecular design and synthesis, the ICT compounds can be extended in many application fields. In this study, we have synthesized ICT compounds having a strong electron acceptor and donor. These novel ICT compounds were easily synthesized by a previously described method with some modifications. Their single crystals were grown and their structures were solved and described in this presentation.

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Alkaline Hydrolysis of Alkyl Alkylphosphinate and Alkyl Phenylphosphinates (알킬 알킬포스피네이트와 알킬 페닐포스피네이트들의 염기성 가수분해)

  • Yang, Il-Woo;Chung, Yeong-Jin
    • Journal of the Korean Applied Science and Technology
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    • v.19 no.3
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    • pp.161-166
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    • 2002
  • The alkaline hydrolysis of alkyl alkylphosphinate and alkyl phenylphosphinates have been studied at room temperature. The hydrolysis proceeded as an one-stage reaction($S_{N}$ 2) and involved a nucleophilic attack of the hydroxyl ion on the phosphorus atom. And the length of the alkoxy group in the phosphinate esters affected on hydrolysis. Therefore, the alkaline hydrolysis may be used as a method to decompose the chemical agents.

Synthesis of Indeno[1.2-c]indenoisoquinoline Derivatives as Potential Topoisomerase I Inhibitors

  • Quynh, Le-Manh;Thanh, Le-Nguyen;Gang, Seong-Gyoung;Chung, Byung-Ho;Cho, Won-Jea
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.340.3-341
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    • 2002
  • During the research for the development of antitumor agents. we found the 3-arylisoquinoline derivatives exhibited potent cytotoxicity against human tumor cell lines. For extending our study on these compounds. indeno[1.2-c]isoquinolines were chosen as the next research target due to previous studied data of the compounds that showed potent topoisomerase I inhibition activity as well as cytotoxicity against many kinds of tumor cell lines. Retrosynthetic consideration of indeno[1.2-d]isoquinolines indicates that the coupling of o-methyltoluamide with o-hydroxymethylbenxonitrile might afford 3-arylisoquinoline which could be translerred to the aldehtde. Indeno [1.2-c]isoquinolines can be formed by and inframolecular ring cyclization method. Various derlvatives of this compound including 11-alkoxy-6-methyl-6H. 11H-indeno[1.2-c]isoquinolin-5-one and biological activity will be presented with the docking model with topisomerase 1 enzyme.

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Silica Coating on Polymethylmethacrylate by Sol-Gel Process (졸-겔공정에 의해 Polymethylmethacrylate위에 실리카 코팅)

  • 이상근;양천회
    • Journal of the Korean Society of Safety
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    • v.12 no.4
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    • pp.79-85
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    • 1997
  • In order to improve the surface characteristics of polymethylmethacrylate(PMMA), oxide thin film coatings were applied using the sol-gel dip-coating technique. The $Si(OC_2H_5)_4$, tetra-ethyl-ortho-silicate(TEOS) was used as a starting material for $SiO_2$ coating. The hardness of the alkoxy-derived oxide-coated PMMA was increased from 190 MPa for non-coated PMMA with increasing film thickness. By optimizing the heating conditions and the hydrolysis conditions, a maximum apparent hardness obtained In the present study was achieved 310 MPa using the withdrawal velocity of 5cm/min and heat treatment at $90^{\circ}C$ for 5 hours, which is about 1.6 times larger than that of uncoated PMMA.

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Novel Liquid Crystal Compounds and Its Mixtures for VA-TFT-LCD TV Application

  • Kim, Y.B.;Roh, S.D.
    • 한국정보디스플레이학회:학술대회논문집
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    • 2002.08a
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    • pp.471-474
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    • 2002
  • Three-ring types liquid crystalline compounds having fluoro and isothiocyanate substituent were synthesized and their physical and electro-optical properties were measured to evaluate the applications to active matrix VA liquid crystal displays. The tetrakis(triphenylphosphine)palladium(0) catalyzed cross coupling of aryl boronic acids with aryl halides is used to prepare trans-4'-Alkoxy-2,3-difluoro-3'-isothiocyanato-4-(4-alkylcyclohexyl}-biphenyl series. The synthesized compounds showed the nematic liquid crystalline phase and the negative dielectric anisotropy. The prepared mixtures showed faster response time and lower threshold voltage than their host mixture.

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Stydies on the Substitution of the Activated Aromatic Chloride with Alkoxy Group. (방향족 활성 Chloro화합물의 Alkoxy기 치환에 관한 연구)

  • 조윤상;공영식
    • YAKHAK HOEJI
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    • v.19 no.2
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    • pp.101-110
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    • 1975
  • p-Chloronitrobenzene(substrate) and p-nitrophenetole (product) were quantitatively analyzed to know the degree of extent of reaction in the process of time. The calibration curve was prepared by the internal satndard method in gaschromatography. 2,6-Dimethyl-naphthalene was used as internal standard. The rate constant(k), the reaction velocity in various concentrations of NaOH altered, and the formation of byproducts(azo-compound and p-nitrophenol) with the amounts of MnO$_{2}$ and NaOH altered, were studied. From the results of these of MnO$_{2}$ and NaOH altered, were studied. From the results of these experiments, this reaction was second order and the rate constant was k=10.3 $\times$ 10$^{-3}$ mole$^{-21$. When p-chloronitrobenaene 1 pt. NaOH 0.56pts. MnO$_{2}$ 0.5pts. and ethanol 25 pts-were reacted about 10 hours, p-nitrophenetole was nearly quantitatively obtained without byproducts.

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Synthesis of Certain Substituted Quinoxalines as Antimicrobial Agents (Part II)

  • Mohga.M.Badran;Khaled.A.M.Abouzid;M. H. M. Hussein
    • Archives of Pharmacal Research
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    • v.26 no.2
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    • pp.107-113
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    • 2003
  • Several fused triazolo and ditriazoloquinoxaline derivatives such as 1-aryl-4-chloro-[1,2,4]triazolo[4,3-a]quinoxalines (3a-d), 4-alkoxy[1,2,4]triazolo[4,3-a]quinoxalines (4a,b), 4-substituted-amino-[1,2,4] triazolo[4,3-a]quinoxalines (5a-h), 1-(aryl)-[1,2,4]triazolo[4,3-a]quinoxalin-4(5H)-thione (6), 4-(arylidenehydrazino )-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxalines (10a-e) and [1,2,4]ditriazolo[4,3-a:3',4'-c]quinoxaline derivatives (11-13) have been synthesized and some of these derivatives were evaluated for antimicrobial and antifungal activity in vitro. It was found that compounds 3a and 9b possess potent antibacterial activity compared to the standard tetracycline.