• Title/Summary/Keyword: 10-dione

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Isolation, Purification, and Structural Identification of an Antifungal Compound from a Trichoderma Strain

  • Li, Chong-Wei;Song, Rui-Qing;Yang, Li-Bin;Deng, Xun
    • Journal of Microbiology and Biotechnology
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    • v.25 no.8
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    • pp.1257-1264
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    • 2015
  • Trichoderma strain T-33 has been demonstrated to have inhibitory effect on the fungus species Cytospora chrysosperma. Here, an active antifungal compound was obtained from Trichoderma strain T-33 extract via combined separation technologies, including organic solvent extraction, liquid chromatography, and thin-layer chromatography. The purified compound was further characterized by advanced analytical technologies to elucidate its chemical structure. Results indicated that the active antifungal compound in Trichoderma strain T-33 extract is 2,5-cyclohexadiene-1,4-dione-2,6-bis (1,1-dimethylethyl).

The Effect of Solvent on the $\alpha$-Effect(3): Nucleophilic Substitution Reactions of Aryl Acetates in $MeCN-H_2O$ Mixtures of Varying Compositions

  • Um Ik-Hwan;Hahn Gee-Jung;Lee Gwang-Ju;Kwon Dong-Song
    • Bulletin of the Korean Chemical Society
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    • v.13 no.6
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    • pp.642-647
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    • 1992
  • Second-order rate constants have been measured spectrophotometrically for the reactions of substituted phenyl acetates with butane-2,3-dione monoximate and p-chlorophenoxide anions in MeCN-H$_2$O mixtures of varying compositions. The reaction rate, unexpectedly, decreased remarkably upon initial additions of MeCN to H$_2$O up to 30-40 mole ${\%}$ MeCN, and followed by a gradual increase upon further additions of MeCN. The change in solvent composition also influenced the magnitude of the ${\alpha}$-effect, i.e., the ${\alpha}$-effect increased as the mole ${\%}$ MeCN increased. The solvent dependent ${\alpha}$-effect for the present system appears to indicate that the differential solvation between the ${\alpha}$-effect nucleophile and the corresponding normal nucleophile is not solely responsible but the difference in the transition-state stabilization is also responsible for the ${\alpha}$ -effect in organic solvent-rich region.

Studies on Synthesis and Heterocyclisation Reactions of Michael Products and Formation of New 1, 4-Thiazine Quinoxaline Derivatives

  • Mahgoub, S.A.
    • Archives of Pharmacal Research
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    • v.13 no.4
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    • pp.319-324
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    • 1990
  • Synthesis of $\alpha$-piperidino and $\alpha$-morphelino styryl quinoxalinone 2f, 2g respectively by facile one step method is reported. The Michael adducts (3a-d) obtained by the interaction of 2-styryl-2 (1H) quinoxalinone (2) and ethylacetoacetate have been treated with resorcino and hydroxylamine separately. With resorcinol the chromones (4) are obtained whereas with ydroxylamine isoxazoles (6) are the products. Michael addition of acetylacetone to 2 leads to 3-[1'-aryl-2'-(2'-hydroxy-3'-quinoxalinyl)ethyl]-2, 4-pentanediones (5) which undergo cyclisation with hydroxylamine to give isoxazoles (7). Addition of thiopenol and thioglycolic acid to 2 gives 3-$\alpha$[$\beta$-(phenyl)-$\beta$-(plenylthio)]ethyl-2(1H)-quinoxalinone (8) and 3-$\alpha$-[$\beta$-phenyl)-$\beta$-(hydroxycarbonylmethylithio)]-ethyl-2(1H)-qui noxalinone (9) respectively. 2-Bromomethyl-2(1H)-quinoxalinone (1b) reacts with thioglycolic acid to gives S-[2 (1H)-oxoquionoxaline-3-yl-methyl] mercaptoacetic acid (10) which on cyclisation with acetic anhydride/pyridine affords 1, 2, 5, 6-tetrahydro [1, 4]thiazino[4, 3-a] quinoxaline-1, 6-dione (11).

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Discrimination model of cultivation area of Corni Fructus using a GC-MS-Based metabolomics approach (GC-MS 기반 대사체학 기법을 이용한 산수유의 산지판별모델)

  • Leem, Jae-Yoon
    • Analytical Science and Technology
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    • v.29 no.1
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    • pp.1-9
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    • 2016
  • It is believed that traditional Korean medicines can be managed more scientifically through the development of logical criteria to verify their region of cultivation, and that this could contribute to the advancement of the traditional herbal medicine industry. This study attempted to determine such criteria for Sansuyu. The volatile compounds were obtained from 20 samples of domestic Corni fructus (Sansuyu) and 45 samples of Chinese Sansuyu by steam distillation. The metabolites were identified in the NIST Mass Spectral Library via the obtained gas chromatography/mass spectrometer (GC/MS) data of 53 training samples. Data binning at 0.2 min intervals was performed to normalize the number of variables used in the statistical analysis. Multivariate statistical analyses, such as principle component analysis (PCA), partial least squares-discriminant analysis (PLS-DA), and orthogonal partial least squares-discriminant analysis (OPLS-DA) were performed using the SIMCA-P software package. Significant variables with a variable importance in the projection (VIP) score higher than 1.0 were obtained from OPLS-DA, and variables that resulted in a p-value of less than 0.05 through one-way ANOVA were selected to verify the marker compounds. Finally, among the 11 variables extracted, 1-ethylbutyl-hydroperoxide (9.089 min), nonadecane (20.170 min), butylated hydroxytoluene (25.319 min), 5β,7βH,10α-eudesm-11-en-1α-ol (25.921 min), 7,9-bis(2-methyl-2-propanyl)-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione (34.257 min), and 2-decyldodecyl-benzene (54.717 min) were selected as markers to indicate the origin of Sansuyu. The statistical model developed was suitable for the determination of the geographical origin of Sansuyu. The cultivation areas of four Korean and eight Chinese Sansuyu samples were predicted via the established OPLS-DA model, and it was confirmed that 11 of the 12 samples were accurately classified.

Patterns of Snake Roadkills on the Roads in the National Parks of South Korea (국립공원 내 도로에서 뱀류 로드킬 현황)

  • Kim, Seok-Bum;Lee, Jung-Hyun;Park, Daesik
    • Korean Journal of Ecology and Environment
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    • v.51 no.3
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    • pp.234-244
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    • 2018
  • The roadkill that animals die after bumping by vehicles on the roads is acting as a factor to decrease the size of various animal populations. It has also been known to be the biggest artificial causations of Vertebrata deaths not only in urban areas but also protected areas such as national parks. Nevertheless, in the national park areas which are major protected national areas for conservation of national biodiversity and ecological diversity, snake roadkills occur frequently. Up to date, related studies are rare. Therefore, in this study, we described snake roadkill patterns on the roads in six national parks between 2006 and 2015. We identified total 736 snake roadkills compromising 10 different species. Five species, Rhabdophis lateralis, Elaphe dione, Gloydius ussuriensis, Lycodon rufozonatus, Gloydius brevicaudus occupied more than 91.7% of total roadkill cases. Active forager snakes were killed by roadkills more than ambush foragers, and the snake roadkill frequency was the highest in September, a migration period and in August when the young individuals dispersed at between 100 and 799 m altitude areas. Roads where roadkills were frequent lie between forest and hydrosphere or between forest and crop field road sides. Our results could be used to identify the trend of snake roadkills on the roads in national parks, and to establish effective roadkill mitigation measures and policies.

The Neuroprotective Effects of 6-cyano-7-nitroquinoxalin-2,3-dione (CNQX) Via Mediation of Nitric Oxide Synthase on Hypoxic-ischemic Brain Injury in Neonatal Rats

  • Jung, Ji-Eun;Keum, Kyung-Hae;Choi, Eun-Jin;Kim, Jin-Kyung;Chung, Hai-Lee;Kim, Woo-Taek
    • Neonatal Medicine
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    • v.18 no.1
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    • pp.59-69
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    • 2011
  • Purpose: Current studies have demonstrated the neuroprotective effects of 6-cyano-7-nitroquinoxalin-2,3-dione (CNQX) in many animal models of brain injury, including hypoxic-ischemic (HI) encephlopathy, trauma and excitotoxicity, but limited data are available for those during the neonatal periods. Here we investigated whether CNQX can protect the developing rat brain from HI injury via mediation of nitric oxide synthase. Methods: In an in vivo model, left carotid artery ligation was done in 7-day-old Sprague-Dawley (SD) rat pups. The animals were divided into six groups; normoxia (N), hypoxia (H), hypoxia with sham-operation (HS), hypoxia with operation (HO), HO treated with vehicle (HV), and HO treated with CNQX at a dose of 10 mg/kg (HC). Hypoxia was made by exposure to a 2 hr period in the hypoxic chamber (92% $N_2$, 8% $O_2$). In an in vitro model, embryonic cortical neuronal cell culture of SD rats at 18-day gestation was done. The cultured cells were divided into three groups: normoxia (N), hypoxia (H), and hypoxia treated with CNQX (HC). The N group was prepared in 5% $CO_2$ incubators and the other groups were placed in 1% $O_2$) incubators (94% $N_2$, 5% $CO_2$) for 16 hr. Results: In the in vitvo and in vivo models, the expressions of iNOS and eNOS were reduced in the hypoxia group when compared to the normoxia group, whereas they were increased in the CNQX-treated group compared to the hypoxia group. In contrast, the expression of nNOS was showed reversely. Conclusion: CNQX has neuroprotective property over perinatal HI brain injury via mediation of nitric oxide synthase.

Highly Crystalline 2,6,9,10-Tetrakis((4-hexylphenyl)ethynyl)anthracene for Efficient Solution-Processed Field-effect Transistors

  • Hur, Jung-A;Shin, Ji-Cheol;Lee, Tae-Wan;Kim, Kyung-Hwan;Cho, Min-Ju;Choi, Dong-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1653-1658
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    • 2012
  • A new anthracene-containing conjugated molecule was synthesized through the Sonogashira coupling and reduction reactions. 1-Ethynyl-4-hexylbenzene was coupled to 2,6-bis((4-hexylphenyl) ethynyl)anthracene-9,10-dione through a reduction reaction to generate 2,6,9,10-tetrakis((4-hexylphenyl)ethynyl) anthracene. The semiconducting properties were evaluated in an organic thin film transistor (OTFT) and a single-crystal field-effect transistor (SC-FET). The OTFT showed a mobility of around 0.13 $cm^2\;V^{-1}\;s^{-1}$ ($I_{ON}/I_{OFF}$ > $10^6$), whereas the SC-FET showed a mobility of 1.00-1.35 $cm^2\;V^{-1}\;s^{-1}$, which is much higher than that of the OTFT. Owing to the high photoluminescence quantum yield of 2,6,9,10-tetrakis((4-hexylphenyl)ethynyl) anthracene, we could observe a significant increase in drain current under irradiation with visible light (${\lambda}$ = 538 nm, 12.5 ${\mu}W/cm^2$).

Synthesis and Biological Properties of Luotonin A Derivatives

  • Rahman, A. F. M. Motiur;Kim, Dong-Hyeon;Liang, Jing-Lu;Lee, Eung-Seok;Na, Young-Hwa;Jun, Kyu-Yeon;Kwon, Young-Joo;Jahng, Yurng-Dong
    • Bulletin of the Korean Chemical Society
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    • v.29 no.10
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    • pp.1988-1992
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    • 2008
  • A series of new derivatives on the ring A of luotonin A were prepared by Friedländer condensation of 6,7,8,10- tetrahydropyrrolo[2,1-b]quinazoline-6,10-dione and suitably substituted 2-aminobenzaldehydes and 2- aminoacetophenones. Their inhibitory activities on topoisomerases and cytotoxicities against selected human cancer cell lines were evaluated. Among the compounds tested, 8-fluoroluotonin A showed similar inhibitory activity on topoisomerase I comparable to camptothecin while luotonin A and 9-hydroxyluotonin A showed 1.37 and 0.94 times stronger inhibitory activity, respectively, on topoisomerase II compared to etoposide. Some derivatives of luotonin A showed moderate cytotoxicity. The possible relationship between the inhibitory activity on Topo II and the cytotoxicity of luotonin A and its analogues, thus, cannot be ruled out.

Herpetofauna Biodiversity of Chin-Do (진도 양서ㆍ파충류 생물다양성)

  • 정규회;계명찬;송재영
    • Korean Journal of Environmental Biology
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    • v.18 no.1
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    • pp.113-120
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    • 2000
  • Herpetofauna biodiversity was surveyed at the Chin-do. The results are as follows: During census periods presence of 2 orders, 4 families, 6 species of amphibians and 1 order, 2 suborders, 4 families, 8 species of reptiles were observed or found indirectly by auditorial recording from residents at the Chin-do. Among them 1 protected wildlife(Agkistrodon saxatilis) and several rare species such as Takydromus wolteri, Sciucella laterale laterale and Zamenis spinalis were indentified. Rana nigromaculata and Rana catesbeiana were found in all surveyed areas. Dominant amphibian species was Rana rugosa (D'= 25.8%) and reptile was Takydromus wolteri (D'= 21.8%). Among 4 areas survey area, Uisin-myon showed the highest level of species richness, diversity, and evenness indices (R'= 2.393, H'= 1.931, and E'= 0.7772, respectively). The species richness of Kunnae-myon was lower (R'= 0.932) than other surveyed regions. Based on the frequency of occurrence (85.71%), habitation density of Rana catesbeiana was very common in Chin-do, suggesting that spreading of this foreign species in the entire Korean peninsula. Scincella laterale laterale, Elaphe dione, Elaphe rufodorsata, Dinodon rufozonatus rufozonatus, Rhabdophis tigrinus tigrinus, Agkistrodon ussuriensis, and Zamenis spinalis showed low frequency of occurrence ( < 10%) and efforts to protect them are required. [Herpetofauna, Bio-diversity, Chin-Do].

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Facile Synthesis and Radioiodine Labeling of Hypericin

  • Kim, Sang-Wook;Park, Jeong-Hoon;Yang, Seung-Dae;Hur, Min-Goo;Kim, Yu-Seok;Chai, Jong-Seo;Kim, Young-Soon;Yu, Kook-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.25 no.8
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    • pp.1147-1150
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    • 2004
  • Hypericin (1,3,4,6,8,13-hexahydroxy-10,11-dimethylphenanthro[1,10,9,8-opqra]perylene-7,14-dione), an antidepressant which is also known to be a potent protein kinase C (PKC) inhibitor was synthesized as a precursor for radioiodine labeling via two step reactions. Malignant glioma cells express higher PKC activity compared to untransformed glial cell. Here we report the synthesis and radioiodine labeling of hypericin as a potential brain tumor imaging radiopharmaceutical. The reference compound, 2-iodohypericin, and its radiolabelled analogues, 2-[$^{123}I$]iodohypericin and 2-[$^{124}I$]iodohypericin have been prepared by the reaction of hypericin with NaI or [$^{123}I$]NaI or [$^{124}I$]NaI. The labeling yield was 60-65% for each analogue and the optimal reaction time was 10 min. The purification and isolation of the labelled products were achieved by a reversed-phase HPLC.