• Applied Chemistry for Engineering
• /
• v.10 no.1
• /
• pp.135-137
• /
• 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.

• Applied Biological Chemistry
• /
• v.15 no.1
• /
• pp.1-6
• /
• 1972

The naturally occurring indole derivatives in mung bean (Phaseolus vidissinus) sprouts were investigated by means of paper and thin layer chromatographic techniques. The results can be summerized as follows: 1. The mung bean sprouts are richer in free tryptophan than other plant species. 2. Indole ethanol and indole lactic acid were identified. 3. The content of indole ethanol was more than that of indole acetic acid. This result appeared to support the idea that indole ethanol is the storage product of indole acetic acid.

• Bulletin of the Korean Chemical Society
• /
• v.35 no.7
• /
• pp.2123-2129
• /
• 2014

Pim kinases are promising targets in the treatment of hematopoietic and solid cancers. Meridianin C was chosen as a starting point to discover novel pim kinase inhibitors. Using known pim kinase's structural information, aminopyrimidine was introduced to provide the hydrogen-bonding interactions with the conserved lysine residue in the ATP binding pocket of all three Pim kinases. Synthesized 3,5-bis(aminopyrimidinyl)indole derivatives showed pan-pim inhibitory activity. Aminoalkyl substituent was attached on the aminopyrimidine to further enhance the potency and physicochemical properties of compound. The research reveals a significative way of designing compounds with high potency and kinase selectivity for pan-pim kinases.

• Current Applied Physics
• /
• v.18 no.12
• /
• pp.1507-1512
• /
• 2018

The development of an organic-based aqueous redox flow battery (RFB) using quinone as an electroactive material has attracted great attention recently. This is because this battery is inexpensive, produces high energy density, and is environment friendly in stationary electrical energy storage applications. Herein, we investigate the redox potentials and solubilities of indole-5,6-quinone and indole-4,7-quinone derivatives in terms of the substituent effects of functional groups using theoretical calculations. Our results indicate that full-site substituted derivatives of indolequinone are more useful as active materials compared to single-site substituted derivatives. In particular, our calculations reveal that the substitution of $-PO_3H_2$ and $-SO_3H$ functional groups with multiple polar bonds is very effective in increasing the activity of the aqueous RFB. As a strategy to overcome the limitation that the aqueous solubility is intrinsically low because they are organic molecules, we suggest the substitution of functional groups with multiple polar bonds to the backbones of active organic materials. Among 180 indolequinone derivatives, 17 candidates that meet the redox potential standards ($${\leq_-}0.2V$$ or $${\geq_-}0.9V$$) and eight candidates with solubility exceeding 2 mol/L are identified. Three indolequinone derivatives that satisfy both conditions are finally presented as promising electroactive candidates for an aqueous RFB.

• YAKHAK HOEJI
• /
• v.35 no.3
• /
• pp.231-235
• /
• 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.

• Archives of Pharmacal Research
• /
• v.23 no.2
• /
• pp.112-115
• /
• 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.

• Microbiology and Biotechnology Letters
• /
• v.29 no.1
• /
• pp.43-49
• /
• 2001

Indole and its derivatives form a class of toxic recalcitrant environmental pollutants, Abacte-rium, strain KL-9 was isolated from soil with indole as a sole source of carbon and nitrogen. KL-9 was identified as Acinetobacter sp. on the basis of 16 S rRNA gene sequence, fatty acid and quinone compositions. This identification was also confirmed by the ability of carbon source utilization and other biochemical tests. The growth of Acinetobacter sp. KL-9 was fastest with 0.3mg/ml of indole as was inhibited by higher than 0.5mg/ml of indole in the medium, KL-9 with indole also produced indigo. The formation of indigo was stimulated inthe presence of glucose, which is not a growth-suppoting carbon source for KL-9. Additional biotransformation evidence showed that anthranilate is an intermediate for the degradation of indole KL-9.

• YAKHAK HOEJI
• /
• v.41 no.5
• /
• pp.582-587
• /
• 1997

The 6.7-dichloroquinoline-5,8-dione (I) was reacted with ethyl acetoacetate in the presence of sodium ethoxide to yield 6-(${\alpha}$-acetyl-${\alpha}$-ethoxycarbonyl methyl)-7-chloro-qui noline-5,8-dione(II). When this compound II was reacted with some arylamine (phenyl, p-toluyl, p-fluorophenyl, p-chlorophenyl. p-bromophenyl, p-iodophenyl, p-trifluoromethylphenyl, p-dimethylaminophenyl,indanyl), 1N-aryl-2-methyl-3-ethoxycarbonyl pyridino[2,3-f]-indole-4.9-dione(IIIa-I) were obtained via intramolecular cyclization.

• Bulletin of the Korean Chemical Society
• /
• v.32 no.1
• /
• pp.307-310
• /
• 2011

• 한국생물공학회:학술대회논문집
• /
• 2000.04a
• /
• pp.470-473
• /
• 2000

Since the biosynthetic production of indigo and indirubin normally reflects a difficult process including the toxicity of indole to microorganisms, only several bacterial strains have been exploited to produce indigo and indirubin from indole or its derivatives. P. savastanoi BCNU 106, which was a gram negative bacterium, was isolated and tolerant to 10% (v/v) toluene. The indole tolerance level of P. savastanoi BCNU 106 was as high as 160 mg/ml when toluene or p-xylene was added to the medium to 20% by volume. P. savastanoi BCNU 106 grown in a two-phase culture system containing indole(100 mg/ml) and P-xylene (0.2 ml/ml) produced P-xylene-soluble pigments, blue indigo and purple indirubin. Of the conditious tried, the production of indigo and indirubin was found only when P. savastanoi BCNU 106 was grown in the two-phase system overlaid with the organic solvents with appropriate polarity. This study may illustrate that the isolated extremophile P. savastanoi could be used in the microbial conversion process of the industrial potentials.