• Title/Summary/Keyword: amine derivatives

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Synthesis of Novel Kojic Acid Derivatives and Their Tyrosinase Inhibitory Activities (새로운 코직산 유도체의 합성과 티로시나제 저해활성)

  • 김지연;임세진
    • YAKHAK HOEJI
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    • v.43 no.1
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    • pp.28-32
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    • 1999
  • Four derivatives of kojic acid were synthesized and their inhibitory activities against tyrosinase were evaluated. The C-2 hydroxymethyl and C-7 hydroxyl of kojic acid were replaced by carboxylate and amine, respectively. These derivatives were coupled to L-phenylalanine, producing two amide compounds. The carboxylate derivative (3), its amide compound (5), and the amine derivative (7) were weak inhibitors. The amide compound (9) where amine derivative (7) coupled to L-phenylalanine showed strong inhibitory activity ($IC_{50}=24.6{\;}{\mu}M$) comparable to kojic acid.

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Chiral Molecular Recognition by Alkoxy-amine-aluminum Derivatives (Alkoxy-amine-aluminum 유도체에 의한 키랄 분자 인식)

  • Kim, Jong-Mi
    • Journal of the Korean Society of Industry Convergence
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    • v.12 no.3
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    • pp.143-147
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    • 2009
  • The enantioselective reduction of representative prochiral alkyl-aryl ketones with a new chiral alkoxy-amine-aluminum derivatives from aluminum hydride and ${\alpha},{\alpha}$-diphenyl-${\beta}$-amino alcohols, such as (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol(AMDPB) and (S)-(-)-2-(diphenylhydroxy-methyl)pyrrolidine(DPHMP), in THF at $0^{\circ}C$ was studied. In the reduction of alkoxy-amine-aluminum derivatives, acetophenone, propiophenone, isopropiophenone, and butyrophenone are reduced to corresponding aromatic secoundary alcohols with 34~60 % enantiomeric excess of (S)-isomers. For such ketones, the optical induction was enhanced by increasing a size of alkyl groups.

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Solid-phase Parallel Synthesis of a Novel N-[Alkylsulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted Amide and Amine Drug-like Libraries

  • Kim, Ji-Hye;Gong, Young-Dae;Lee, Gee-Hyung;Seo, Jin-Soo
    • Bulletin of the Korean Chemical Society
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    • v.33 no.1
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    • pp.128-136
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    • 2012
  • We report the solid-phase library construction of 222 number of a novel N-[alkyl sulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted amide 1A and amine 1B derivatives. The polymer-bound N-[alkylsulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted amide 9 and amine 10 derivatives were obtained by first diversity generation with various acid chlorides and alkyl halides. Further reactions on the resins 9 and 10 with substituted sulfonyl chlorides produced the desired N-[alkylsulfonamido-spiro(2H-1-benzopyran-2,4-piperidine)-6-yl] substituted amide 1A and amine 1B analogues.

New Thiazolo[3,2-b][1,2,4]triazole Derivatives : Useful Compounds for the Preparation of 7-Substituted Cephalosporins

  • Nam, Ghil-Soo;Lee, Jae-Chul;Chi, Dae-Yoon;Kim, Joong-Hyup
    • Bulletin of the Korean Chemical Society
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    • v.11 no.5
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    • pp.383-386
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    • 1990
  • We have synthesized several bicyclic heteroaromatic compounds with bridgehead nitrogen from N-amine salts of heteroaromatic amines. 2-Amino and 2-unsubstituted thiazolo[3,2-b][l,2,4]triazole derivatives 2a-b were prepared by the cyclization reaction from N-amine salts of aminothiazole-5-yl(N-methoxyimino)acetate with cyanogen bromide and formamidine acetic acid salt, respectively. 2-Methylthiazolo[3,2-b][1,2,4]triazole 2c was obtained from N-acetylated N-amine salt of aminothiazole-5-yl(N-methoxyimino)acetate by the cyclization reaction in the presence of polyphosphoric acid (PPA). 2-Substituted and 2-unsubstituted thiazole[3,2-b][1,2,4]triazole derivatives 2a-c were coupled with 7-aminocephalosporanic acid (7-ACA). Coupled cephalosporin derivatives 1a-c did not have good antibacterial activities in vitro.

A Study on the Synthesis and Biological Activity of Polyamino Acid Derivatives have Amine Group on to Chitosan C-6 (키토산 C-6에 Amine기를 갖는 Polyamino Acid 유도체의 합성과 생물학적 활성에 관한 연구)

  • Ryu, Soung-Ryual
    • Journal of the Korean Applied Science and Technology
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    • v.28 no.4
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    • pp.438-448
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    • 2011
  • Chitosan is widely used in cosmetics and medical fields. Special emphasis has been put on the chemical modification of chitosan to explore its full potential. We have described the synthesis and biological activity of novel peptide amino acid derivatives. The polyamino acid derivatives were synthesized by introducing alkylamine functional group on chitosan at C-6. The poor aqueous solubility of chitosan derivatives hinder both pharmacological studies and pharmaceutical development. To make amino acid coupled chitosan derivatives with improved biological effect and solubility, some attempts have been taken to consist of amino peptide group like aspartic acid and phenylalanine-aspartic acid derivatives onto chitosan C-6. The resultingly substituted chitosan was characterized by solubility in various solvents. We measured chitosan derivatives with $^1H$-NMR and $^{13}C$-NMR. Also, We were investigated on the physical properties and biological activities of these products.

Synthesis of N,N-Diaryl-(pyridin-3-yl)pyrimidin-2-amine Derivatives and Their Photochemical Properties

  • El-Deeb, Ibrahim Mustafa;Lee, So-Ha
    • Journal of the Korean Applied Science and Technology
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    • v.25 no.3
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    • pp.291-298
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    • 2008
  • Although the pyrimidine derivatives were obtained in low yields ranging from 8% to 20%, we reported the successful preparation of N,N-diaryl-pyrimidin-2-amine derivatives starting from the corresponding 2-aminopyrimidines (1a-1c), by direct palladium-catalyzed arylation using different arylbromides. The reasons of low yields are thought to be the electronic and steric effects by the neighboring aromatic systems. The absorption spectra and photoluminescent spectra of compounds (3a 3g and 4a-4c) were measured using dichloromethane on the concentration of 25 mM by UV vis spectroscopy and luminescent spectroscopy. Pyrimidine derivatives 4a, 4b, and 4c showed moderate emission maxima at 474 nm, 481 nm, and 367 nm, respectively, while other compounds showed very weak photoluminescence or no photoluminescence at all.

Synthesis of New Cyanomethyl-1,3,5-triazine Derivatives (새로운 Cyanomethyl-1,3,5-triazine 유도체들의 합성)

  • Kim, Jung Hwan;Kim, Un Ju
    • Journal of the Korean Chemical Society
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    • v.40 no.11
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    • pp.681-685
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    • 1996
  • New 6-cyanomethyl-1,3,5-triazine derivatives 4 containing amino, n-propylamino, isopropylamino and anilino groups at 2-and 4-position on the 6-cyanomethyl-1,3,5-triazine ring were prepared from 6-chloro-l,3,5-triazine derivatives 2' and 3 with tert-butyl cyanoacetate. The derivatives of 6-chloro-l,3,5-triazine 2' and 3 containing amino, n-propylamino, isopropylamino and anilino groups at 2- and 4-position on the 6-chloro-1,3,5-triazine ring were prepared from 2,4,6-trichloro-1,3,5-triazine as well as 4,6-dichloro-1,3,5-triazine derivatives 2 with amine derivatives.

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Amine Donors in Nonlinear Optical Molecules: Methyl and Phenyl Substitution Effects on the First Hyperpolarizability

  • Park, Gyoo-Soon;Ra, Choon-Sup;Cho, Bong-Rae
    • Bulletin of the Korean Chemical Society
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    • v.24 no.11
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    • pp.1671-1674
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    • 2003
  • The effects of amine donors ($a:NH_2,\;b:NMe_2,\;c:NMePh,\;d:NPh_2$) and conjugation length on the molecular hyperpolarizabilities of a series of dipolar molecules have been theoretically investigated by using CPHF/6-31G method. The first hyperpolarizabilities (${\beta}$) of p-nitrobenzene derivatives increase with the donor in the order, $NH_2\;<\;NMe_2\;<\;NMePh\;<\;NPh_2$, whereas slightly different order is observed in more conjugated derivatives, i.e., $NH_2\;<\;NPh_2\;<\;NMe_2\;<\;NMePh$. The result has been attributed to the extent of charge transfer and torsion angle. Moreover, the results show that "non-traditional" ${\pi}$-conjugation effect exists in small compounds and decreases as the conjugation length between donor and acceptor increases.

Studies on Utilization of Diaminododecane by Microbacterium sp. EL-0112 L (Microbacterium sp. EL - 0112L의 Diaminododecane 자화에 관한 연구)

  • 이미연;이상준
    • Journal of Environmental Health Sciences
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    • v.11 no.2
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    • pp.65-75
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    • 1985
  • Microorganisms capable of utilizing diaminododecane containing amine groups diterminally were isolated from the soil by enrichment culture. One strain of these isolated strain, designated as EL-0112L, was selected for this study. The results of this study were as follows. 1. This isolated strain EL-0112L was identified as Microbacterium, from the results of morphological, cultural, and biochemical tests. This isolated strain was named temporarily Microbacterium sp. EL-0112L for convenience. 2. Microbacterium sp. EL-0112L was tested for ability to utilize different kinds of substitued alkanes containing cyan, amine, chloro, and thiol groups(monoterminally or diterminall substituted) as carbon source. Pentamethylenediamine, hexamethylenediamine, n-decane, laurylamine, and alkane derivatives containing cyan, chloro, and thiol groups were not utilized by Microbacterium sp. EL-0112L. 3. The alkane derivatives that did not serve as growth substrates were tested further in oxidation tests using resting cell preparation of Microbacterium sp. EL-0112 L. Alkane derivatives containing cyan, chloro, thiol groups, and n-decane were oxidized by Microbacterium sp. EL-0112 L. It is possible that this isolated strain is also able to degrade their substituted counterparts since they are structually similar to diaminododecane. The remarkable substrates that were being oxidized were dichlorodecane, and 1-dodecanethiol. Microbacterium sp. EL- 0112L could not oxidize pentamethylenediamine, and hexamethylenediamine. 4. The metabolic products formed from diaminododecane by Microbacterium sp. EL-0112 L were acid compound containing carboxyl group and not containing amine group. On the thin layer chromatography, Rf values of these metabolic products were different from that of the product formed by Corynebacterium sp. EL-0112L. These results suggested the specificity of diaminododecane as carbon source.

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