• Title/Summary/Keyword: Oxime

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Importance of Imidazolidinone Motif in 4-Phenyl-N-arylsulfonylimidazolidinone for their Anticancer Activity

  • Sharma, Vinay K.;Lee, Ki-Cheul;Joo, Cheon-Ik;Sharma, Niti;Jung, Sang-Hun
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.3009-3016
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    • 2011
  • To investigate the possible isosteric replacement of imidazolidinone moiety in 4-phenyl-N-arylsulfonylimidazolidinone for broad and potent anticancer agents, a series of 4-phenyl-l(N)-arylsulfonylimidazolidinones 6a-k, imidazolidinethione analogs 7a-i, and imidazolidine oxime analogs 8a-c were prepared and evaluated for their in vitro anticancer activity against four human cancer cell lines (human lung A549, human colon COLO205, human leukemia K562, human ovary SK-OV-3). Among all the derivatives of N-arylsulfonylimidazolidinone 6a-k, compounds 6f and 6g showed the best inhibition comparable to doxorubicin against all cancer cell lines. Increasing the carbon chain on alkyl moieties of carbamates as shown in 6c-g did not alter the activity. The imidazolidinethione analogs 7a-i and imidazolidin-2-one oxime derivatives 8a-c did not possess any good activity. Therefore, imidazolidinone moiety is the best pharmacophore among the 4-phenyl-Narylsulfonylimidazolidinone derivatives.

Synthesis, Molecular and Microstructural Study of Poly-N-Vinylpyrrolidone Oximo-L-Valyl-Siliconate with IR, 1H-NMR and SEM

  • Singh, Man;Padmaja, G. Vani
    • Bulletin of the Korean Chemical Society
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    • v.31 no.7
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    • pp.1869-1874
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    • 2010
  • By reducing PVP with $H_2NOH$.HCl and NaOH 2:2:1 mass ratios in aqueous ethanol, poly-N-vinyl pyrrolidone oxime [PVPO] was prepared with 92% yield. Applying the sol-gel concept, orthosilicic acid [OSA] was made by hydrolyzing TEOS with ethanol in 1:0.5 molar ratios using 1 N KOH aqueous solution as a catalyst. The OSA + PVPO + $_L$-Valine ($\alpha$-amino acid) were mixed with pure ethanolic medium in 1:2:2 mass ratios and refluxed at $78^{\circ}C$ and 6 pH for 6.5 h. A white residue of poly-N-vinyl pyrrolidone oximo-L-valyl-siliconate [POVS] appeared after 5 h. The heating of reaction mixture was stopped and the contents were brought to NTP. The residue formation of POVS was intensified with lowering a temperature and completely solidified within 5 h, was filtered using a vacuum pump with Whatmann filter paper no. 42. The residue of POVS was washed several times with 20% aqueous cold ethanolic solution and dried in vacuum chamber at $25^{\circ}C$ for 24 h. The MP was noted above $350^{\circ}C$. Structural and internal morphology were analyzed with IR and $^1H$-NMR, and SEM respectively. A drug loading and transporting ability of the POVS in water and at pH = 5 and 8 was determined chromatographically.

Studies on practical application of zearalenone ELISA kits (Zearalenone ELISA kits의 응용에 관한 연구)

  • Yoon, Hwa-joong;Kim, Tae-Jong;Lee, Sung-Yun;JeGal, Jun;Yoon, Ji-Byung
    • Korean Journal of Veterinary Research
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    • v.38 no.2
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    • pp.297-303
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    • 1998
  • For the extraction and measurement of zearalenone in the corn, bean, wheat and barley contaminated with Fusarium graminearum, the zearalenone-oxime, zearalenone-oxime BSA and zearalenone monoclonal antibodies were studied to develop and apply the direct competitive enzyme linked immunosorbent assay (ELISA). The extraction range of zearalenone with the monoclonal antibodies produced in this experiment was 10ng to 500ng/g feed and the 50% inhibition value was 50ng/ml. The mean recoveries of zearalenone artificially spiked in the ground corn were 89%. The specificity of F-2 monoclonal antibody for the analogues was favorable for the direct competitive ELISA. The result of the experiment showed the zearalenone in the corn, bean, wheat and barely naturally contaminated with the mold would be suitable for extraction and measurement with the monoclonal antibodies.

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Adhesion Mechanism of Polyurethane Adhesive for Laminated Steel Plate (라미네이트 강판용 폴리우레탄 접착제의 접착거동)

  • Youm, Joo-Sun;Kang, Ho-Jong
    • Polymer(Korea)
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    • v.36 no.2
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    • pp.119-123
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    • 2012
  • Adhesion strength of polyurethane adhesive for laminated metal plate was investigated. Also, the effect of laminating conditions on the adhesion strength was understood by measuring peel strength as a function of adhesion temperature and time. The amount of isocyanate appearing due to the unblocking of oxime in polyurethane adhesive affected the strength of adhesion with hydroxyl on the metal plate or aluminum foil and it was controlled by adhesion temperature and time. However, the excess of temperature and time in laminating process caused the lowering of adhesion strength because of the decrease of solvent content as well as thermal degradation of the adhesive.

A Direct Comparison Study of Asymmetric Borane Reduction of C=N Double Bond Mediated by Chiral Oxazaborolidines

  • Cho Byung Tae;Ryu, Mi Hae;Chun Yu Sung;Dauelsberg Ch.;Wallbaum Sabine;Martens Jurgen
    • Bulletin of the Korean Chemical Society
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    • v.15 no.1
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    • pp.53-57
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    • 1994
  • A comparison study on asymmetric borane reduction of ketoxime ethers and N-substituted ketimines possesing C = N double bond mediated by the selected chiral oxazaborolidines (1-6) was investigated. Thus, an aromatic ketoxime O-alkyl ether acetophenone oxime O-methyl ether was reduced to the corresponding amine (1-phenylethylamine 8a) with optical yields, such as 58% ee with 1, 86% ee with 2, 3% ee with 3, 99% ee with 4, 60% ee with 5, and 73% ee with 6. However, the reduction of an aliphatic ketoxime derivative 2-heptanone oxime O-methyl ether provided low optical inductions (7-13% ee). For ketoxime O-trimethylsilyl ethers, the reduction of acetophenone O-trimethylsilyl ether afforded 8a with optical yields which were 90% ee with 1, 40% ee with 2, 2% ee with 3, 62% ee with 4, 5% ee with 5, and 60% ee with 6. The reduction of 2-heptanone O-trimethylsilyl ether also gave the product amine with low optical yields (10-40% ee). In the case of N-substituted ketimines, the reduction of acetophenone N-phenylimine afforded the corresponding amine with 79% ee, 78% ee, 9% ee, 73% ee, 78% ee and 67% ee using 1, 2, 3, 4, 5, and 6, respectively, whereas low optical inductions (5-18% ee) for 2-heptanone N-phenylimine were achieved.

Residue analysis of insecticide thiodicarb in sweet persimmon and its safety evaluation (살충제 thiodicarb의 단감 중 잔류분석 및 안전성 평가)

  • Lo, Seog-Cho;Hwang, Cheol-Hwan;Kim, Min-Soo;Ma, Sang-Yong;Han, Seong-Soo
    • The Korean Journal of Pesticide Science
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    • v.8 no.3
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    • pp.184-188
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    • 2004
  • The residue analysis of the insecticide thiodicarb in sweet persimmon was analyzed with a gas chromatograph equipped with nitrogen phosphorus detector(NPD) to evaluate efficacy of analysis method and safety of thiodicarb in persimmon. Minimum detectable amount of methomyl oxime, hydrolysate of thiodicarb, was 0.2 ng and detection limit of thiodicarb was 0.05 ppm. The mean recoveries evaluated from untreated samples spiked at 0.5 ppm and 2.5 ppm were $93.9{\pm}3.9$ and $92.8{\pm}2.0%$, respectively. When thiodicarb was sprayed onto the sweet persimmon two times until 40 and 30 days before harvest, three times until 40, 30 and 21 days before harvest, and four times until 40, 30, 21 and 14 days before harvesting, the mean residual amount in sweet persimmon were $1.50{\pm}0.04$, $1.86{\pm}0.04$ and $2.11{\pm}0.12$ ppm, respectively. It would be safe when thiodicarb 40% WP is treated four times 14 days before harvesting to control fruit moth in sweet persimmon.

Anthracycline의 합성에 관한 연구

  • 주상섭;하동진;전희정;홍성원
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1993.04a
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    • pp.111-111
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    • 1993
  • Anthracycline의 합성에 있어서 aglycone 뿐만 아니고 sugar도 대단히 중요한 역할을 한다. Anthracycline에 이용되는 sugar인 daunosamine의 전합성의 확립을 통하여 daunosamine의 anlogue을 합성할 목적으로 daunosamine의 전합성을 검토하고 있다. Methyl D-mannopyranoside을 원료로 하여 0-methylation, PhCH(OMe)$_2$ 에 의한 OH의 보호, n-BuLi을 이용한 위치선택적 deblocking, oxime생성, 이어서 Vitride를 이용한 환원으로 daunosamine 합성에 있어서 중요한 중간체인 methyl-3-amino-4,6-benzylidene-2,3-dideoxy-$\alpha$-D-hexopyranoside을 합성하였다.

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