• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2446-2450
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• 2013

Oxindole dimers have been used as intermediates in the synthesis of various cyclotryptamine alkaloids. An efficient direct synthesis of oxindole dimers has been carried out from 3-substituted oxindoles via an oxidative dimerization using manganese(III) acetate or copper acetate/silver acetate system.

• YAKHAK HOEJI
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• v.18 no.1
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• pp.74-76
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• 1974

Oh heating isatin with aromatic monocarboxylic acids having .alpha.-hydrogen atoms such as p-nitrophenylacetic acid, p-methoxyphenyl acetic acid and .alpha.-naphthylacetic acid in the presence of anhydrous sodium acetate functioning as a catalyst, p-nitrobenzylidene-3-oxindole, p-methoxybenzylidene-3-oxindole and ${\alpha}$-naphthobenzylidene-3-oxindole are obtained, respectively. The results of these experiments show that isatin may be used as the carbonyl component in the condensation reaction.

• Journal of the Korean Society of Industry Convergence
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• v.6 no.2
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• pp.123-129
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• 2003

Oxindoles(6a-g) are obtained by rhodium(II)-catalyzed Wolff rearrangement of diazoquinolinediones in moderate yields. Treatment of 6a-g oxindole derivatives reacted with CAN in acetonitrile at room temperature to gave 7a-g isatins in good yields. The structures of these compound were identified by MP, IR and NMR-spectra.

• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2431-2435
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• 2013

A simple and efficient method for the synthesis of spiro[4H-pyran-oxindole] derivatives by means of three-component reactions between isatins, malononitrile or ethyl cyano-acetate, and 1,3-dicarbonyl compounds in the presence of catalytic amount of magnesium perchlorate in 50% aqueous ethanol medium has been described.

• YAKHAK HOEJI
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• v.25 no.3
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• pp.83-87
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• 1981

Reaction of 3-chloroindolenine with acetic acid gives oxindole and acetoxyindole. Similar treatment of 3-bromoindolenine affords 6-bromoindole. Reaction of 3-chloro-and 3-bromoindolenine with methanolic sodium hydroxide gives 3-methoxyindolenine, 2-methoxyindolenine and oxindole. Thermal reaction of 3-bromoindolenine in 1, 1', 2, 2'-tetrachloroethane gives 6-bromoindole but no reaction is occurred in 3-chloroindolenine. Photolysis of 3-chloroindolenine gives indole, 4-, 5- and 7-chloroindole.

• Bulletin of the Korean Chemical Society
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• v.33 no.10
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• pp.3171-3172
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• 2012

• Korean journal of applied entomology
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• v.54 no.2
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• pp.55-62
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• 2015

'Bt-Plus' has been developed by mixing spores of Bacillus thuringiensis (Bt) and culture broth of Xenorhabdus nematophila (Xn). Despite its high toxicity, it has some imitation to broaden its efficacy against diverse insect pest spectrum. This study focuses on enhancement of Bt-Plus toxicity against semi-susceptible insect, Spodoptera exitgua, by addition of Xn metabolites. Two main Xn metabolites, oxindole (OI) and benzylideneacetone (BZA), are known to enhance the Bt insecticidal activities. The addition of OI or BZA significantly increased Bt-Plus pathogenicity. However, when the freeze-dried Xn culture broth was added to Bt-Plus, much less amount was enough to enhance the toxicity compared to the amount of OI or BZA. An HPLC analysis indicated that there were more than 12 unidentifed bacterial metabolites in Xn culture broth. These suggest that there are potent biological response modifiers in Xn metabolites other than OI and BZA.

• Animal cells and systems
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• v.1 no.4
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• pp.583-587
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• 1997

Incubation of an NADPH-dependent succinic semialdehyde reductase from bovine brain with N-bromosuccinimide (NBS) resulted in a time-dependent loss of enzyme activity. The inactivation followed pseudo-first-order kinetics with the second-order rate constant of $6.8\times{10}^3$ $M^-1$ $min^{-1}$. The inactivation was prevented by preincubation of the enzyme with substrate succinic semialdehyde, but not with coenzyme NADPH. There was a linear relation-ship between oxindole formation and the loss of enzyme activity. Spectro-photometric studies indicated that about one oxindole group per molecule of the enzyme was formed following complete loss of enzymatic activity. It is suggested that the catalytic function of succinic semialdehyde reductase is modulated by binding of NBS to a specific tryptophan residue at or near the substrate binding site of the enzyme.

• Journal of Microbiology and Biotechnology
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• v.24 no.4
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• pp.507-521
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• 2014

A phase variation has been reported in an entomopathogenic bacterium, Xenorhabdus nematophila. Compared with a wild-type primary form, a secondary form usually loses several physiological and biochemical characters. This study showed that the phase variation of X. nematophila caused a significant alteration in its immunosuppressive activity and subsequent entomopathogenicity. A secondary form of X. nematophila was detected in laboratory colonies and exhibited significant differences in dye absorption and entomopathogenicity. In addition, the secondary form was different in its production of eicosanoid-biosynthesis inhibitors (EBIs) compared with the primary form of X. nematophila. Production of oxindole and p-hydroxypropionic acid was significantly reduced in the culture broth of the secondary form of X. nematophila. The reduced EBI production resulted in significant suppression in the inhibitory effects on cellular nodule formation and phenoloxidase activity. Culture broth of the primary form of X. nematophila enhanced the pathogenicity of Bacillus thuringiensis ( Bt) significantly more than the culture broth of the secondary form. Furthermore, this study developed a highly efficient "Dual Bt-Plus: to control both lepidopteran insect pests Plutella xylostella and Spodoptera exigua, by mixing two effective Bt strains along with the addition of potent bacterial metabolites or 100-fold concentrated X. nematophila culture broth.

• Journal of Microbiology and Biotechnology
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• v.32 no.3
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• pp.302-306
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• 2022

A chemical investigation of a culture extract from Streptomyces sp. RK85-270 led to the isolation and characterization of two new oxindoles, RK-270D (1) and E (2). The structures of 1 and 2 were determined by analyzing spectroscopic and spectrometric data from 1D and 2D NMR and High-resolution electrospray ionization mass spectrometry (HRESIMS) experiments. Compound 1 exhibited anti-angiogenic activities against human umbilical vein endothelial cells (HUVECs) without cytotoxicity. Results of Western blot analysis revealed that 1 inhibits VEGF-induced angiogenesis in the HUVECs via VEGFR2/ p38 MAPK-mediated pathway.