• Title/Summary/Keyword: Carboxylic Acid

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Efficient Synthesis of Novel 3-Substituted Coumarin-3-carboxamide

  • Sheikhhosseini, Enayatollah;Balalaie, Saeed;Bigdeli, Mohammad Ali;Habibi, Azizollah;Moghaddam, Hamed Piri
    • Journal of the Korean Chemical Society
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    • v.58 no.2
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    • pp.186-192
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    • 2014
  • A series of novel pseudopeptides contained coumarin skeleton were synthesized through the Ugi-four-component reaction. The 3-substituted coumarin-3-carboxamides were formed through reaction of benzaldehyde derivatives, anilines, coumarin-3-carboxylic acid and isocyanides with high yields and high bond-forming efficiency at room temperature. These novel amidated coumarins exhibit brilliant fluorescence in range of 535-547 nm in chloroform.

Concise Synthesis of Biologically Interesting Mollugin and Its Analogues

  • Lee, Yong-Rok;Wang, Xue;Kim, Yun-Mi;Shim, Jae-Jin;Kim, Byung-Nam;Han, Do-Hung
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1735-1738
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    • 2007
  • The synthesis of naturally occurring mollugin and its analogues, 3,4-dihydromollugin, cis-3,4-dihydroxy-3,4- dihydromollugin, and trans-3,4-dihydroxy-3,4-dihydromollugin was achieved starting from 1,4-dihydroxynaphthalene- 2-carboxylic acid. The key reaction is an electrocyclization for pyranyl ring formation in the presence of PhB(OH)2/AcOH.

Evaluation of in Vitro and in Vivo Antibacterial Activity of DWQ-217, a Fluoroquinolone (Fluoroquinolone계 항생제인 DWQ-217의 in vitro와 in vitro 항균작용)

  • 김병오;최문정;한승희;김지연;심점순;박남준;손호정;이재욱;유영효
    • YAKHAK HOEJI
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    • v.39 no.4
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    • pp.351-359
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    • 1995
  • The in vitro and in vivo antibacterial activities of DWQ-217 (1-cyclopropyl-6-fluoro-8-chloro-7-(3-amino-4-methylthiomethylpyrrolidinyl )-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid) were compared with those of ciprofloxacin (CPFX) and vancomycin(VCM). DWQ-217 was superior to those of CPFX and VCM against gram positive bacteria. DWQ-217 showed excellent activity against MRSA (MIC of methicillin; $\geq$12.5 $\mu\textrm{g}$/ml), MIC$_{90}$=0.013. DWQ-217 possessed strong bactericidal action against gram positive and gram negative strains by MIC/MBC test and killing curve. DWQ-217 and CPFX were administered orally and subcutaneously to mice infected systematically with S. aureus and S. pyogenes, DWQ-217 was $\geq$5-16 fold(p.o.) and $\geq$3-5 fold(s.c.) more active than CPFX.

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Synthesis of Quinazoline 4-one Drvivatives from 2-Aminobenzamide(II) - Reaction with $\gamma$-Lactone and Diketone (2-Aminobenzamide로부터 Quinazoline 4-one 유도체의 합성 (II) - $\gamma$-락톤과 디케톤과의 반응)

  • 서명은
    • YAKHAK HOEJI
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    • v.30 no.5
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    • pp.203-207
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    • 1986
  • 2-Aminobenzamide reacts with not only keton radical but also carbonyl group in carboxylic acid, to form easily -N-C-N-novel ring cyclization as a result I and V. In addition, it reacts with 1, 2-cyclohexadione or benzil, whitch are both 1, 2-diketone compounds, at the both ketone radical sites to give V or VII respectively. On the reaction with dimethone, however, which has 1, 3-diketone radical, it reacted with only one carbanyl group and VI was produced. We investigated the reaction with cr-ketoester such as ethyl pyruvate and diethyl rnesoxalate. In the reaction with ethylpyruvate, amine group in 2-aminobenzamide reacted not with ketone radical but carbonyl group in ester (product VIII). On the other hand, diethyl measoxalate reacted at the ketone radical site rather than the ester site (product IX).

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A Study on the Determination of Residual Antibiotics and synthetic antibacterial agents in Meat(I) -Microbiological Assay- (식육중의 잔류 항생.항균제의 검정에 관한 연구(I) -생물학적 검정법-)

  • 류재천;송윤선;박종세;장준식;신보승언
    • Journal of Food Hygiene and Safety
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    • v.8 no.1
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    • pp.1-8
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    • 1993
  • 육류중에 잔류하는 항생물질 및 항균제를 검출하기 위해 본 실험에서는 3종의 균주 Bacillus subtilis ATCC 6633, Micrococcus luteus ATCC 9341, BAcillus cereus var. mycoides ATCC 11778을 사용하여 실험하였다. 시료의 clean-up은 항생·항균제의 물리화학적 성질을 고려하여 우선 McIlvaine buffer를 가하여 homogenize하고 hexane으로 defatting 시킨 후, chloroform으로 추출한 액과 Sep-Pak C18과 Bakerbond SPE carboxylic acid column에 흡착시킨 후 추출한 액을 각각 시험용액 A, B, C,로 하였다. 각 test solution을 paper disk를 사용하여 함균 배지에 올려놓고 overnight culture 후 inhibition pattern을 통해 여러 종류의 항생·항균제를 계통적으로 검출하였다. 본 실험에서 macrolide계와 tetracycline계 등은 0.1ppm 이하의 detection limit을 보였으며, penicillinrP는 0.001ppm이하의 높은 detection limit을 나타내므로서 시료중에 잔류하는 극미량까지도 검출할 수 있었다. 본 방법은 식육중의 잔류 항생·항균제를 동시에 간단하게 계통적으로 분류하는데 있어 좋은 방법이라고 생각되며 항생·항균제의 체계적인 1차 screening 수단으로서 유용한 방법이라 사료된다.

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Deterioration Mechanism of Paper according to Sizing and Beating(I)-Influences of Sizing- (사이징과 고해에 따른 종이의 열화기구(제1보)- 사이징의 영향 -)

  • 김봉용
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.30 no.2
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    • pp.24-29
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    • 1998
  • This study was carried out in order to elucidate the deterioration mechanism of paper according to various sizing chemicals. No additive paper and four kinds of papers containing rosin-alum, alum only, alkylketene dimer(AKD)-cation polymer and cation polymer only were treated by UV light to study changes of water-resistant, optical and mechanical properties from the view points of natural deterioration of paper. Since rosin chemicals have UV absorption at the relatively long wavelength region, rosins are degraded to form hydrophilic groups such as carboxylic acid from their double bonds by UV treatments. These phenomena caused the decreasing of sizing degree and wetting time in case of rosin-sized paper, while the UV treatments brought about the slight increase of wetting time in rosin-free papers such as no additive, alum and kymene only paper owing to the auto-sizing effect. Optical properties were primarily influenced by sizing chemicals. Rosin-sized paper showed lower brightness after UV and near UV treatment because of its UV instability.

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Thirty Six Years of Research on the Selective Reduction and Hydroboration

  • Cha, Jin-Soon
    • Bulletin of the Korean Chemical Society
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    • v.32 no.6
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    • pp.1808-1846
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    • 2011
  • From 1975 to 2011, for thirty six years, the author and his collaborators have developed a variety of reducing and hydroborating agents, and applied them to organic synthesis, which involves the 1,2-reduction of ${\alpha}$,${\beta}$-unsaturated carbonyl compounds, stereoselective reduction of cycloalkanones, regioselective ring-opening of epoxides, partial reduction of carboxylic acid derivatives to aldehydes, regioselective addition to carbon-carbon multiple bonds, etc. by utilizing metal hydrides and the newly-devised the Meerwein-Ponndorf-Verley (MPV) type reagents. Such developments provide a new synthetic methodology making possible valuable selective reductions and hydroborations, not practical previously.

Biotransformation of Valdecoxib by Microbial Cultures

  • Srisailam, K.;Veeresham, C.
    • Journal of Microbiology and Biotechnology
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    • v.20 no.4
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    • pp.809-816
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    • 2010
  • Microbial biotransformations can be used to predict mammalian drug metabolism. The present investigation deals with microbial biotransformation of valdecoxib using microbial cultures. Thirty-nine bacterial, fungal, and yeast cultures were used to elucidate the biotransformation pathway of valdecoxib. A number of microorganisms metabolized valdecoxib to various levels to yield nine metabolites, which were identified by HPLC-DAD and LC-MS-MS analyses. HPLC analysis of biotransformed products indicated that a majority of the metabolites are more polar than the substrate valdecoxib. Basing on LC-MS-MS analysis, the major metabolite was identified as a hydroxymethyl metabolite of valdecoxib, whereas the remaining metabolites were produced by carboxylation, demethylation, ring hydroxylation, N-acetylation, or a combination of these reactions. The hydroxymethyl and carboxylic acid metabolites were known to be produced in metabolism by mammals. From the results, it can be concluded that microbial cultures, particularly fungi, can be used to predict mammalian drug metabolism.

신규베타락탐계 항생제 합성과 항균성

  • 고옥현;김경수;하재천;고봉석
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1994.04a
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    • pp.171-171
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    • 1994
  • Cephem ring의 C-7위치에 aminothiazoly lmethoxyimino기를 가진 화합물들이 항균활성을 증가시키고, G(-)균의 외막투과성을 촉진시킬뿐 아니라 광범위항균 spectrum을 갖게 하고 $\beta$-lactamase에 안정하며 PBP(penicillin binding protein)에 대한 결합친화성을 증가시킨다는 보고에 따라 본 저자는 C-7위치에 cefotaxime구조와 같이 aminothiazolylmethoxyimino acetamido moiety를 고정시키고 항균활성을 증가시키기 위하여 약리활성이 기대되는 5-(substituted)-2H-tetrazole유도체들을 합성하여 C-3 위치에 도입시킨 새로운 화합물 7$\beta$-〔(z)-2-(2-aminothiazol-4-yl)-2_(methoxyimino)acetamido〕-3-〔5-(substituted)tetrazol-2-yl〕 methyl-3-cephem-4-carboxylic acid 유도체를 합성하여 B. subtilis ATCC 6633, M. luteus ATCC 1004, E. coli KCTC 1039, E. coli ESS, K. pncumonia KCTC 1560, P. aeruginosa IF0 13130, S. typhimurium KCTC 1925, S. typhimurium SL 1102, 및 C. albicans ATCC 10231 등의 균과 fungus에 대하여 기존의 cefotaxime과 cefazoline을 대조물질로 사용하여 항균력을 비교하였다. 이들 화합물들은 대체적으로 M. luteus ATCC 6633, E. coli ESS, S. typhimurium SL 1102 균에 대해서는 cefotaxime보다 항균력이 우수하였으나 P. aeruginosa IF0 13130에 대해서는 항균력이 저하되었고 cefazolin보다는 대체적으로 항균력이 우수하였다.

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