• Title/Summary/Keyword: Pyrone

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${\gamma}-Pyrone$ Derivatives, Kojic Acid Methyl Ethers from a Marine-Derived Fungus Altenaria sp.

  • Li, Xifeng;Jeong, Jee-Hean;Lee, Kang-Tae;Rho, Jung-Rae;Choi, Hong-Dae;Kang, Jung-Sook;Son, Byeng-Wha
    • Archives of Pharmacal Research
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    • v.26 no.7
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    • pp.532-534
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    • 2003
  • Kojic acid dimethyl ether (1), and the known kojic acid mono methyl ether (2), kojic acid (3) and phomaligol A (4) have been isolated from the organic extract of the broth of the marine-derived fungus Altenaria sp. collected from the surface of the marine green alga Ulva pertusa. The structures were assigned on the basis of comprehensive spectroscopic analyses. Each isolate was tested for its tyrosinase inhibitory activity. Kojic acid (3) was found to have significant tyrosinase inhibitory activity, but compounds 1, 2, and 4 were found to be inactive.

Isolation and characterization of Cellulose Producing Acetobacer xylinum KI Strain (Cellulose 생성 Acetobacter xylinum KI 균주의 분리 및 특성)

  • Cha, Young-Ju;Park, Kyung-Jin;Kim, Do-Kyung;Chun, Hong-Sung;Lee, Byung-Kwon;Kim, Keun-Hyung;Lee, Sook-Young;Kim, Sung-Jun
    • Microbiology and Biotechnology Letters
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    • v.22 no.6
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    • pp.571-576
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    • 1994
  • One strain of cellulose-producing Acetobacter was isolated from the traditionally fermen- ted grape vinegar in Korea. The isolated strain, designated as KI strain was identified as the Acetobacter xylinum with respect to physiological and biochemical characteristics. KI produced acetic acid from ethanol, and then decomposed acetate to CO$_{2}$ and H$_{2}$O. When the isolated strain was cultivated statically in broth culture, a thick cellulose pellicle was formed. KI was tolerance of 8% ethanol and 30% glucose, and the isolate was positive in ketogenesis from glycerol, $\gamma$-pyrone from glucose and fructose, and 2-ketogluconic acid from glucose. KI strain possessed straight-chain C$_{18:1}$, C$_{16:0}$, and C$_{14:0}$ fatty acid, and contained ubiquinone Q$_{9}$ and Q$_{10}$ as isoprenoid quinone. DNA base composition of KI strain was 57.6% G+C.

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STUDIES ON THE ANTI-OXIDANT COMPONENTS OF KOREAN GINSENG

  • Han Byung Hoon;Park Myung Hwan;Woo Lin Keun;Woo Won Sick;Han Yong Nam
    • Proceedings of the Ginseng society Conference
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    • 1978.09a
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    • pp.13-17
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    • 1978
  • This paper is concerned with the studies on the effective components of anti-oxidant activity, with a view to demonstrate the anti-aging activity of Korean ginseng. Feeding the extract of Korean ginseng or its effective component to mice inhibited strongly the induction of lipid peroxidation produced by ethanol intoxication. From the extract of Korean red ginseng, one effective component Compound A, mp.143, $C_6H_6O_3$ was isolated by chromatographic purification and its chemical structure was determined as 2-meth-y1-3-hydroxy-${\gamma}-pyrone(maltol).$

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NMR Signal Assignments of the Stereochemical Cycloadducts of Bicyclolactone via Diels-Alder Reaction

  • Kim, Dae-Sung;Seo, Chan-Woo;Cho, Cheon-Gyu;Won, Ho-Shik
    • Journal of the Korean Magnetic Resonance Society
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    • v.8 no.1
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    • pp.62-69
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    • 2004
  • Bicyclolactones obtained from the Diels-Alder cycloaddition of 3,5-dibromo-2-pyrone can undergo various palladium catalyzed cross coupling reactions to afford aryl bicyclolactones. The resulting coupled products can be readily converted into various 3-OH cyclohexenes via lactone ring openings, while those bearing dienyl units underwent highly diastereoselective Diels-Alder cycloadditions with selected dienophiles to funish multiply functionalized polycarbocycles. Bromo-bicyclic diene furnished two different diastereomers endo-form (62%) and exo-form (38%) upon cycloadditions with N-Et maleimide (NEM), and their stereochemistries were identified with NMR.

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Theoretical Studies on the Photo-Skinsensitizing Psoralens (II)

  • Kim, Ja-Hong;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
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    • v.2 no.3
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    • pp.112-114
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    • 1981
  • The photocycloaddition reaction of 8-methoxypsoralen with purine and/or pyrimidine bases is studied as a model for the charge transfer interactions of psoralens with DNA bases by the FMO method. The results indicate that, in the case of the molecular complex formation between psoralens and purine and/or pyrimidine bases, the most probable photocycloaddition should occur in the following order: Thy (5,6)<>(3,4) 8-MOP, Cyt(5,6)<>(3,4)8-MOP, Ade (7,8)<>(3,4)8-MOP, Gua(7,8)<>(3,4)8-MOP. The theoretical results for the photocycloaddition reaction are also correlated with the experimental results. The photoadducts between 8-methoxypsoralen and adenine are likely to be C4-cycloadducts through the cycloaddition of 3,4-pyrone double bond of 8-methoxypsoralen to 7,8-double bond of adenine.

Theoretical Studies on the Photocycloaddition Reaction of Psoralen with Thymidine

  • Kim, Ja-Hong;Oh, Se-Woung;Lee, Yoon-Sup;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.298-300
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    • 1987
  • The theoretical studies on the photocycloaddition reaction of 5,7-dimethoxycoumarin and 4',5'-dihydropsoralen with thymidine were carried out as a model for photosensitizing reaction of psoralen with DNA. The results are in reasonable agreement with experimental observations. The photoadducts between dimethoxycoumarin and thymidine were predicted to be $C_{4}$-cycloadducts through the cycloaddition of 3,4-pyrone double bond of dimethoxycoumarin to 5,6 double bond of thymidine. The major photoadduct of 4',5'-dihydropsoralen with thymidine has the anti head-to-head stereochemistry.

Photocycloaddition Reaction of 8-Methoxypsoralen and 5,7-Dimethoxycoumarin with Maleimide

  • Shim, Sang-Chul;Bong, Pill-Hoon;Kim, Jeong-Min
    • Bulletin of the Korean Chemical Society
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    • v.3 no.4
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    • pp.153-157
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    • 1982
  • $C_4$-Photocycloaddition of 8-methoxypsoralen (8-MOP) and 5,7-dimethoxycoumarin (DMC) to maleimide was studied in order to elucidate the mechanism of the photobiological activities of these molecules. The photoreaction was carried out in chloroform solution and frozen aqueous solution state. The major product was isolated and characterized by spectroscopic methods. The photoadduct between 8-MOP and maleimide was shown to be an 1:1 $C_4$-cycloadduct through the photocycloaddition of 4',5'-furyl double bond of 8-MOP to maleimide. The stereochemistry of cyclobutane ring of this photoadduct is consistent with the anti configuration. The photoadduct between DMC and maleimide was shown to be an 1:1 $C_4$-cycloadduct through the photocycloaddition of 3,4-pyrone double bond of DMC to maleimide.

Structure Analysis of pmcABCDEFT Gene Cluster for Degradation of Protocatechuate from Comamonas sp. Strain DJ-12 (Comamonas sp. Strain DJ-12로부터 Protocatechuate의 분해에 관여하는 pmcABCDEFT 유전자군의 구조 분석)

  • Kang Cheol-Hee;Lee Sang-Mhan;Lee Kyoung;Lee Dong-Hun;Kim Chi-Kyung
    • Korean Journal of Microbiology
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    • v.41 no.3
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    • pp.195-200
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    • 2005
  • Comamonas sp. strain DJ-12 is a bacterial isolate capable of degrading of 4-chlorobiphenyl (4CB) as a carbon and energy source. The degradation pathway was characterized as being conducted by consecutive reactions of the meta-degradation of 4CB, hydrolytic dechlorination of 4-chlorobenzoate (4CBA), hydroxylation of 4-hydroxybenzoate, and meta-degradation of protocatechuate to product TCA metabolites. The 6.8 kb fragment from the chromosomal DNA of Comamonas sp. strain DJ-12 included the genes encoding for the meta-degradation of PCA; the genes of protocatechuate 4,5-dioxygenase alpha and beta subunits (pmcA and pmcB), 4-carboxy-2-hydroxymuconate-6-semialdehyde dehydrogenase (pmcC), 2-pyrone-4,6-dicarboxylate hydrolase (pmcD), 4-oxalomesaconate (OMA) hydratase(pmcE), 4-oxalocitramalate (OCM) aldolase (pmcF), and transporter gene (pmcT). They were organized in the order of pmcT-pmcE-pmcF-pmcD-pmcA-pmcB-pmcC. The amino acid sequences deduced from the nucleotide sequences of pmcABCDEFT genes from Comamonas sp. strain DJ-12 exhibited 94 to $98\%$ homologies with those of Comamonas testosteroni BR6020 and Pseudomonas ochraceae NGJ1, but only 52 to $74\%$ with homologies Sphingomonas paucimobilis SYK-6, Sphingomonas sp. LB126, and Arthrobacter keyseri 12B.

Changes in Properties and Surface FT-IR Spectra of Wood Charcoal at Different Carbonization Temperatures (탄화온도에 따른 목탄 특성 및 표면의 FT-IR 변화)

  • Lee, Oh-Kyu;Jo, Tae-Su;Choi, Joon-Weon
    • Journal of the Korean Wood Science and Technology
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    • v.35 no.4
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    • pp.21-28
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    • 2007
  • To analyze the changes in pH and elemental content ratio of wood charcoal and in FT-IR spectra of their surfaces, wood charcoals carbonized from Pinus koraiensis were used. pHs of wood charcoals carbonized from Pinus koraiensis at 300 and $400^{\circ}C$ were 5-27 and 6.80, respectively, whereas they were between 9.25~10.35 for the wood charcoals manufactured between $500{\sim}900^{\circ}C$ From the changes in the elemental ratios of Pinus koraiensis wood charcoal by increasing carbonization temperature, carbon (C) contents increased by elevating the carbonization temperature with the decreasing in content ratios of O and H. The largest changes in the ratio was found between the carbonization temperature 400 and $500^{\circ}C$. Ratios of C, O, H of the wood charcoal manufactured at 300 and $400^{\circ}C$ were 67.7, 28.9, 3.0% and 72.2, 24.9, 2.5%, respectively, while those at $500{\sim}900^{\circ}C$ were between 83.3~90.5, 13.6~9.0, 2.7~0.3%. The surface functional groups of Pinus koraiensis wood charcoals were determined by comparison of FT-IR spectra of the wood powder and the wood charcoal carbonized with the wood powder. The functional groups on the surface of wood charcoals carbonized at 300 and $400^{\circ}C$ were considered to be acidic groups like Lactone, Lactol, Carboxylic acid, Carboxylic anhydride, whereas Pyrone types could be the major functional groups for the wood charcoals carbonized between 500 and $900^{\circ}C$.

Flavor Characteristics of Korean Traditional Distilled Liquors Produced by the Co-culture of Saccharomyces and Hansenula (Saccharomyces와 Hansenula의 혼합배양에 의해 제조한 민속증류수의 향미특성)

  • Hong, Yeun;Park, Seung-Kook;Choi, Eon-Ho
    • Microbiology and Biotechnology Letters
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    • v.27 no.3
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    • pp.236-245
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    • 1999
  • Andong Soju is a Korean traditional distilled liquor brewed with Nuruk which is cultured with wild microorganisms. To provide useful information for scientific production and systematic quality control of traditional distilled liquor, the effects of mixed culture of the alcoholic yeasts and saccharifying molds isolated from the Nuruk, and mashes on the flavor and sensory characteristics were investigated. Distillate from mashes cocultured with Saccharomyces cerevisiae and Hansenula anomala using Mucor Nuruk was compared with distillate from mashes brewed with Andong Nuruk and with distillate from plant fermented mashes to analyze their flavor characteristics. The volatile flavor compounds in distillates were analyzed by GC and GC-MS using direct injection, solvent extraction, and purge & trap methods. Alcohols such as 3-methyl-1-butanol, 2-methyl-1-propanol, 1-propanol, and 2-phenyl ethanol; aldehydes such as acetaldehyde and 2-furancar-boxaldehyde; esters such as ethyl ester of acetic acid, hexanoic acid, octanoic acid, decanoic acid; alkanes, alkenes, ketone, sulfur, and pyrone compounds were detected. Alcohols were chief components of flavor compounds. No significant difference in overall acceptability test was shown among three experimental groups(p<0.05), but Nuruk-like aroma, Kaoliangchiew-like aroma, sweet taste, and well rounded mouthfeel showed significant differences among them(p<0.05).

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