• Title/Summary/Keyword: Benzylidene Derivatives

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Synthesis of Some Novel Thiazolyl - Azetidinone Hybrids

  • Ahn, Chuljin;Hegde, Hemant;Shetty, Nitinkumar S.
    • Journal of the Korean Chemical Society
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    • v.60 no.2
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    • pp.107-110
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    • 2016
  • A new series of hydrazino thiazolyl-2-azetidinone 4(a-i) derivatives were synthesized efficiently using benzylidene hydrazinyl thiazole derivatives 3(a-i). The precursors, benzylidene hydrazinyl thiazoles were prepared by reacting 4-fluoro phenacyl bromide with thiosemicarbazones 2(a-i). All the structures of the synthesized compounds were ascertained by IR, NMR and mass spectral analysis.

Comparison of Some 3-(Substituted-Benzylidene)-1, 3-Dihydro-Indolin Derivatives as Ligands of Tyrosine Kinase Based on Binding Mode Studies and Biological Assay

  • Olgen, Sureyya
    • Archives of Pharmacal Research
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    • v.29 no.11
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    • pp.1006-1017
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    • 2006
  • A series of 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-one, 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-thione and 2, 2'-dithiobis 3-(substituted-benylidene)-1, 3-dihydro-indole derivatives was investigated as inhibitor of $p60^{c-Src}$tyrosine kinase by performing receptor docking studies and inhibitory activity toward tyrosine phosphorylation. Some compounds were shown to be docked at the site, where the selective inhibitor PP1 [1-tert-Butyl-3-p-tolyl-1H-pyrazolo[3,4-d]pyrimidine-4-yl-amine] was embedded at the enzyme active site. Evaluation of all compounds for the interactions with the parameters of lowest binding energy levels, capability of hydrogen bond formations and superimposibility on enzyme active site by docking studies, it can be assumed that 3-(substituted-benzylidene)-1, 3-dihydro-indolin-2-one and thione derivatives have better interaction with enzyme active site then 2, 2'-dithiobis 3-(substituted-benzylidene)-1, 3-dihydro indole derivatives. The test results for the inhibitory activity against tyrosine kinase by Elisa method revealed that 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-thione derivatives have more activity then 3-(substituted-benylidene)-1, 3-dihydro- indolin-2-one derivatives.

Direct Syntheses of $\beta-Mannopyranosyl$ Disaccharides from 4,6-O-Benzylidene Derivatives of Ethylthio $\alpha-D-Mannopyranosides$ Donors

  • Yun, Mi Gyeong;Sin, Yeong Suk;Cheon, Geun Ho
    • Bulletin of the Korean Chemical Society
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    • v.21 no.6
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    • pp.562-566
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    • 2000
  • $\beta-D-Mannopyranosyl$ disaccharides have been obtained from the coupling of 4,6-O-benzylidene derivatives of ethylthio $\alpha-D-mannopyranoside$ employing NIS-TfOH promoter. NIS-TfOH promoted couplings of the corresponding ethylthio $\beta-D-glucopyranoside$ and produced $\alpha-D-glucopyranosyl$ disaccharides. IDCP (iodonium dicollidine perchlorate) was inactive toward the 4,6-O-benzylidenated ethylthio glucopyranosyl donor. However,lDCP coupled the 4,6-O-benzylidenated $ethylthio-\beta-D-galactopyranoside$ to give a-D-galactopyranosyl disaccharides.

A Facile Synthesis of Disacharides Containing $\alpha$ -Altropyranosidic Linkage by 1, 2-trans Glycosidation of D-allal Derivatives (D-알알 유도체의 1, 2-trans 글리코시드 형성 반응을 이용한 $\alpha$ -알트로피라노시드 결합을 갖는 이당류의 효과적 합성법의 개발)

  • Choi, Jong Lak;Yoon, Shin Sook;Chun, Keun Ho;Nam Shin, Jeong E.
    • Journal of the Korean Chemical Society
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    • v.42 no.1
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    • pp.78-83
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    • 1998
  • It's necessary to develope a facile methodology forming ${\alpha}$-altropyranosidic linkage, for the synthesis of trisaccharide repeating unit of O-antigenic part of Campylobacter jejuni gram negative bacteria. In this paper, the effective synthesis of disaccharides containing ${\alpha}$-altropyranosidic linkage by 1,2-trans glycosidation of allal derivatives was discussed. 4, 6-O-Benzylidene-3-O-(t-butyldimethylsilyl)-D-allal was treated with DMDO (3,3-dimethy ldioxirane) to yield 1,2-anhydro-4, 6-O-benzylidene-3-O-(t-butyldimethylsilyl)-${\beta}$-D-altropyranose. The reaction of 1,2-anhydro-4, 6-O-benzylidene-3-O-(t-butyldimethylsilyl)-${\beta}$-D-altropyranose with allyl alcohol gave allyl 4, 6-O-benzylidene-3-(t-butyldimethylsilyl)-${\alpha}$-D-altropyranoside quantitatively, and reactions with glucals were also successful to prepare ${\alpha}$-altropyranosodic disaccharides. It is convinced that 1,2-trans glycosidation of allal derivatives should be an attractive choice for preparing oligosaccharides containing ${\alpha}$-altropyranosidic linkages.

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Syntheses of Mannosidic Disaccharides from Derivatives of Ethylthio $\alpha$-D-Mannopyranoside

  • 윤미경;신영숙;윤신숙;전근호;Shin, Jeong E. Nam
    • Bulletin of the Korean Chemical Society
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    • v.19 no.11
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    • pp.1239-1244
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    • 1998
  • Derivatives of ethylthio α-D-mannopyranoside as glycosyl donors are compared in coupling efficiency and stercoselectivity with varying thiophilic promoters from methyl triflate (MeOTf), dimethyl(methylthio)sulfonium triflate (DMTST) to iodonium dicollidine perchlorate (IDCP), solvents and glycosyl acceptors. IDCP was the most efficient promoter in coupling of perbenzylated ethylthio-α-D-mannopyranosides (1 and 2), giving α-Dmannosyl disaccharides preferentially, whereas inactive in coupling of 4,6-O-benzylidene derivatives 3 and 4. MeOTf and DMTST promoted coupling of 4,6-O-benzylidene derivatives 3 and 4, but P-D-mannopyranosyl disaccharides were formed preferentially. Coupling reaction was retarded as solvent polarity decreased.

Several Polygalitol Derivatives (Polygalitol의 신유도체)

  • 김제훈
    • YAKHAK HOEJI
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    • v.6 no.1
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    • pp.17-18
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    • 1962
  • Several polygalitol derivatives, 4,6-benzylindene-polygalitol, 2,3-diacetyl-4,6-benzylidene-polygalitol and 2,4-diacetyl-polygalitol which might be useful to the preparation of partial condensation products of polygalitol, have been described.

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HANTZSCH DIHYDROPYRIDINE: AN EFFECTIVE AND CONVENIENT REGIOSELECTIVE REDUCING AGENT FOR 5-BENZYLIDENE-2,4- THIAZOLIDINEDIONE DERIVATIVES

  • Lee, Hong-Woo;Kim, Bok-Young;Ahn, Joong-Bok;Son, Hoe-Joo;Lee, Jae-Wook;Ahn, Soon-Kil;Hong, Chung-Il
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.252.3-252.3
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    • 2003
  • An effective and convenient regioselective reduction of 5-benzylidene 2,4-thiazolidinedione derivatives to the corresponding 5-benzyl 2,4-thiazolidinedione derivatives has been accomplished using 3,5-dicarboethoxy-2,6-dimethyl-1,4-dihydropyridine (Hantzsch dihydropyridine ester: HEH) with silica gel as an acid catalyst in a good yield.

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Application of Thermal Vapor Deposition Method for MALDI-MS : Molecular Weight Determination of Insoluble Sorbitol Derivatives (열증착 시료 제작법이 적용된 MALDI 질량분석법에 의한 불용성 Sorbitol 유도체의 분자량 결정)

  • 신철민;남해선;김성호
    • Journal of the Korea Academia-Industrial cooperation Society
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    • v.4 no.3
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    • pp.260-262
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    • 2003
  • A thermal vapor deposition method for crystallization of insoluble analytes with matrix is established as a new sample preparation method for matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS). A mixture of mono, bis and tris(p-ethyl benzylidene) sorbitols was incorporated into microcrystals of ferulic acid, which was confirmed by confocal micrographs. Molecular masses of sorbitol derivatives were determined in this way by MALDI-MS without thermal decomposition.

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Application of Thermal Vapor Deposition Method for MALDI-MS : Molecular Weight Determination of Insoluble Sorbitol Derivatives (열증착 시료 제작법이 적용된 MALDI 질량분석법 에 의한 불용성 Sorbitol 유도체의 분자량 결정)

  • 신철민;남해선;김성호
    • Proceedings of the KAIS Fall Conference
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    • 2003.06a
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    • pp.311-313
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    • 2003
  • A thermal vapor deposition method for crystallization of insoluble analysis with matrix is established as a new sample preparation method for matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS). A mixture of mono, bis and tris(p-ethyl benzylidene) sorbitols was incorporated into microcrystals of ferulic acid, which was confirmed by confocal micrographs. Molecular masses of sorbitol derivatives were determined in this way by MALDI-MS without thermal decomposition.

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Transformations of Aldimines Derived from Pyrrole-2-carbaldehyde. Synthesis of Thiazolidino-Fused Compounds

  • Aydogan, Feray.
    • Bulletin of the Korean Chemical Society
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    • v.22 no.5
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    • pp.476-480
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    • 2001
  • 4-Thiazolidinones which are hetarylsubstituted at the 2-position were prepared by the reaction of mercapto acids with aldimines which were prepared by the condensation of pyrrole-2-carbaldehyde with different aromatic amines. After their benzylide ne derivatives were obtained, we first applied the Wittig reagent on them in the presence of triethylamine, dihydrofurothiazolidines were synthesized. Second, we prepared new pyrazolinothiazolidines by using phenylhydrazine in the presence of sodium acetate. All mentioned compounds have been characterized by their spectral data, and screened for their antimicrobial activities. Some of them exhibit moderate to good antibacterial and tuberculostatic activities.