• Title/Summary/Keyword: Indole synthesis

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Effect of Indole on the Cell Growth and Synthesis of Indirubin in Suspension Culture of Polygonum tinctorium LOUR (쪽 현탁배양(懸濁培養)에서 Indole이 세포 생장과 Indirubin 생성에 미치는 영향)

  • Chung, Eun-Suk;Chae, Young-Am
    • Korean Journal of Medicinal Crop Science
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    • v.3 no.2
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    • pp.96-99
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    • 1995
  • This experiment was carried out to analyze the effect of indole on the synthesis of indirubin in suspension culture of Polygonum tinctorium. Adding indole and L-tryptophan into culture media was re­vealed that indirubin was synthesized in callus grown on solid medium containing indole and proper concentration of indole for indirubin production was decided as 200mg/1. Indirubin content in suspension culture was higher than in solid medium with considerable amount of indirubin secresed into media in suspension culture and highest quantity of indirubin was obtained when indole was added into medium after 20 days suspension culture.

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The Syntheses of 3-Substituted 4-(Pyridin-2-ylthio)indoles via Leimgruber-Batcho Indole Synthesis

  • Srisook, Ekaruth;Chi, Dae-Yoon
    • Bulletin of the Korean Chemical Society
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    • v.25 no.6
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    • pp.895-899
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    • 2004
  • We have designed a new family of radioligands, 3-(amino- and hydroxymethyl)-4-(5-iodopyridin-2-ylthio)indoles, combining characteristically distinct moieties proven to impart successful binding ability in a variety of structurally diverse selective serotonin reuptake inhibitors recently published. Described in this article are the syntheses of 3-substituted 4-(5-iodopyridin-2-ylthio)-indoles, featuring successful adaptation of the modified Leimgruber-Batcho indole synthesis onto the key intermediate 1-(5-iodopyridin-2-ylthio)-2-methyl-3-nitrobenzene (6) prepared from the nucleophilic aromatic substitution of chloropyridine 7 with thiophenol 8.

Highly Efficient and Facile Green Approach for One-Pot Fischer Indole Synthesis (One-Pot Fischer Indole 화합물의 효율적인 합성)

  • Chaskar, Atul;Deokar, Hrushikesh;Padalkar, Vikas;Phatangare, Kiran;Patil, S.K.
    • Journal of the Korean Chemical Society
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    • v.54 no.4
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    • pp.411-413
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    • 2010
  • A simple, efficient and an environmental friendly method have been developed for the synthesis of substituted indole from aryl hydrazines and aldehydes/ketones with HPA-phosphomolybdic acid as a heterogeneous catalyst. The catalyst is nontoxic and recyclable.

Synthesis of 1H-Indol-3-ylpyrazole Derivatives from 1,3,5-Triketones and Arylhydrazines: One-Pot Construction of Pyrazole and Indole Rings

  • Kim, Sung Hwan;Lee, Sangku;Kim, Se Hee;Kim, Ko Hoon;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.34 no.11
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    • pp.3415-3419
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    • 2013
  • The reaction of 1,3,5-triketones and arylhydrazines provided indolylpyrazole derivatives in a one-pot reaction in good to moderate yields. Both the pyrazole and indole rings were constructed simultaneously with phenylhydrazine, $RCOCH_2CO$- moiety for the pyrazole and the remaining -$CH_2COR$ part for the indole ring.

Studies on the Synthesis of Etodolac Derivatives as Potential Anti-inflammatory Agents (항염증제인 Etodolac 유도체의 합성에 관한 연구)

  • Cho, Hoon;Chung, Yong Seog;Jang, Hang Dong;Ryu, Seong Ryual
    • Applied Chemistry for Engineering
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    • v.10 no.1
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    • pp.135-137
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    • 1999
  • For the synthesis of new anti-inflammatory agents as indol derivatives, we have synthesized ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester. It was a new method for ${\alpha}$-substituted etodolac carboxylic acid. The synthetic process was composed of four steps, and 7-ethylindole and oxalyl chloride were used as starting materials. The third step, cyclization was carried out by addition of borontrifluoride diethyl etherate in 66% yield. The step of reduction and cyclization were simplified successfully. The final product, ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester was obtained in 66% yield by the reaction of methyl 1,8-dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetate (etodollic acid methyl ester) and benzoyl chloride.

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Synthesis of -4,9-Dione Derivatives via Intramolecular Cyclization (분자내 고리화반응에 의한 -4,9-Dione 유도체 합성)

  • 신상희;서명은
    • YAKHAK HOEJI
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    • v.35 no.3
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    • pp.231-235
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    • 1991
  • Compounds of the structure of -4,9-dione are known to have an antibacterial activity against Gram-positive bacteria. New kinds of 2-amino-$\alpha$-cyano-$\alpha$-ethoxycarbonyl-niethyl)-1,4-naphthoquino ne was reacted with some alkylamines(methylamine, ethylamine, ethanolarnine, isopropylamine, cyclohexylamine, benzylamine) to yield 2-amino-3-ethoxycarbonyl-N-alkyl-4,9-diones.

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Production of L-Tryptophan by Enzymatic Processes (효소공정에 의한 트립토판 생산)

  • 이인영;안경섭;김의환;이선복
    • Microbiology and Biotechnology Letters
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    • v.20 no.1
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    • pp.73-78
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    • 1992
  • - Enzymatic synthesis of L-tryptophan(Trp) using E. coli tryptophanase has been investigated. In order to reduce the substrate inhibition by indole and to increase the product yield of L-tryptophan three different approaches have been made in this work. First, indole was intermittently fed to the reaction mixture in order to control the indole concentration at lower level. When 15 mM of indole was used as a total amount of substrate, conversion yield of 80% has been obtained with intermittent feeding while only 20% of indole was converted into L-tryptophan by conventional batch operation, The second method employed in this work was the use of cyclohexane-phosphate buffer organic two-phase system. In this system, indole was mainly partitioned into the organic-solvent phase and therefore substrate inhibition was expected to be reduced. L-Tryptophan production in organic two-phase system was, however, unexpectedly lower than that obtained in aqueous buffer solution. As a third method cyclodextrins have been added to the aqueous reaction mixture. It was found that the addition of $\beta$-cyclodextrin enhanced the tryptophan synthesis noticeably while $\alpha$-cycfodextrin showed little effect on tryptophan production.

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Synthesis of 4,6-Dichloro-3-[(1-N-Arylaminocarbonyl)-Hydrazono]- 1,3-Dihydro-Indole-2-One as a Potential NMDA Receptor Glycine Site Antagonist

  • Hwang, Ki-Jun;Lee, Tae-Suk
    • Archives of Pharmacal Research
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    • v.23 no.2
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    • pp.112-115
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    • 2000
  • A synthetic procedure for the preparation of indole-2,3-dione derivatives 6 as a potential NMDA receptor glycine site antagonist with improved pharmacological profile compared with 2-carboxyindole derivative 5, starting from readily available 3,5-dichloroaniline (7), is described.

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