• 제목/요약/키워드: Pyrone

검색결과 43건 처리시간 0.023초

Protective Effects of a Ginseng Component, M altol(2- M ethyl-3- Hydroxy-4- Pyrone) against Tissue Damages Induced By Oxygen Radicals

  • Jae-Gook Shin;Jon
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1990년도 Proceedings of International Symposium on Korean Ginseng, 1990, Seoul, Korea
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    • pp.45-48
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    • 1990
  • Maltol(2-methyl-3-hydroxy-r-pyrone), a component known to be present in Korean Ginseng root showed an antioxidant action but its potency as an antioxidant was low; about 1150th that of other antioxidants such as p-phenylenediamine , BHA and BHT. However, maltol was able to protect the oxidation adamants in biological systems such as adriamycin-induced membrane damage in isolated cardiomyocytes, parquet-induced toxicities in isolated hepatocytes and repercussion injury in isolated hearts. The antioxidant action of maltol was also shown to be effective in vivo. The antioxidant action of this compound was probably due to the removal of hydroxyl radicals. In view of the roles of oxygen radical in various pathological processes, Korean Ginseng root, which contains several antioxidants including maltol, is expected to have beneficial efforts on the oxygen radical-involved processes. Keywords Maltol, Oxygen free radicals, Lipid preoccupation, Repercussion injury and Korean ginseng

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활성산소에 의한 조직손상에 미치는 인삼성분의 보호효과 (Protective Effects of a Ginseng Component, Malto1(2-Mlethyl-3-Hydrox)-4-Pyrone) against Tissue Damages Induced By Oxygen Radicals)

  • Jae-Gook Shin;Jon
    • Journal of Ginseng Research
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    • 제14권2호
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    • pp.187-190
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    • 1990
  • Maltol(2-methyl-3-hydroxy-r-pyrone), a component known to be present in Korean Ginseng root showed an antioxidant action but its potency as an antioxidant was low: about 1150th that of other antioxidants such as pphenylenediamine, BHA and BHT. However, maltol was able to protect the oxidation damages in biological systems such as adriamycin-induced membrane damage in isolated cardiomyocytes, paraquat-induced toxicities in isolated hepatocytes and reperfusion injury in isolated hearts. The antioxidant action of maltol was also shown to be effective in vivo. The antioxidant action of this compound was probably due to the removal of hydroxyl radicals. In view of the roles of oxygen radical in various pathological proceises, Korean Ginseng root which contains several antioxidants including maltol is expected to have beneficial effects on the oxygen radical-involved processes.

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Asymmetric Intramolecular Diels-Alder Cycloadditions of 2-Pyrone-3-Carboxylates and Synthesis of Vitamin $D_3$ A Ring Phosphine Oxide

  • 조천규;Gary H. Posner
    • Bulletin of the Korean Chemical Society
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    • 제19권9호
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    • pp.957-961
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    • 1998
  • Intramolecular Diels-Alder cycloadditions of 2-pyrone-3-carboxylates with trans-vinyl silaketal groups tethered via a chiral, non-racemic 1,3-butanediol auxiliary proceeded in unexpected stepwise cycloadditions through ionic intermediates to provide cis-disubstituted bicylolactones. The ratio of two isomers, exo and endo, was 5 to 1, and each isomer was found to be diastereomerically pure (>99% de). Their relative and absolute stereochemistries were determined by $^1H$ NMR spectroscopy and confirmed by X-ray crystallography of minor, endo-adduct 9. The major exo-adduct was successfully transformed to (-)-2-butyl substituted A-ring phophine oxide 16, a key element for the synthesis of 2-butyl vitamin D3.

Microbial Cellulose 생산세균의 분리 및 동정 (Isolation and Identification of Cellulose-Producing Bacteria)

  • 손홍주;이오미;김용균;이상준
    • 한국미생물·생명공학회지
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    • 제28권3호
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    • pp.134-138
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    • 2000
  • 자연계에 다양하게 존재하는 세균중 셀룰로오스 생산성이 우수한 균주를 분리 및 동정함으로서 새로운 생물자원을 확복하고자 하였다 사과, 포도, 식초 등의 시료로부터 총 57주의 셀룰로오스 생산균주를 분리하였다. 그중 사과에서 분리된 A9 균주를 공시균으로 선정하여 형태학적 배양적 및 생리생화학적 특성을 검토한 결과 Acetobacter 속으로 동정되어 편의상 Acetobacter sp. A9로 명명하였다 본 균주는 ethanol을 acetic acid로 산화시킨 후 다시 $CO_2$$H_2O$. 로 재산화시키는 특성을 가지고 있었다 또한 glycerol로부터 dihydroxyacetone을 생성할 수 있었으나 glucose 및 fructose로부터 ${\gamma}$-pyrone은 생성할 수 없었다. 본균주를 HS액체배지에서 정치배양했을 때 두꺼운 셀룰로오스 pellicle을 합성하였으며 교반배양에서 mass 형태의 셀룰로우스를 합성할 수 있었다.

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솔잎으로부터 항산화 성분인 4-hydroxy-5-methyl-3[2H]-furanone의 분리 (Isolation of 4-hydroxy-5-methyl-3[2H]-furanone from Pine Needles as an Antioxidative Principle)

  • 부용출;전체옥;오지연
    • Applied Biological Chemistry
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    • 제37권4호
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    • pp.310-314
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    • 1994
  • 솔잎으로부터 프리 라디칼 소거 작용이 있는 물질을 분리하고, 여러 기기 분석 결과에 근거하여 4-hydroxy-5-methyl-3[2H]-furanone으로 동정하였다. 아울러 xylose와 glycine의 Maillard 반응을 통하여 이 물질을 합성하였다. 이 물질은 1,1-diphenyl-2-picrylhydrazyl(DPPH) 프리 라디칼에 대해 소거 작용을 보였으며(100 M의 DPPH의 50%를 환원 시키는데 필요한 농도, 즉 $SC_{50}=26\;{\mu}M$) 이는 구조적으로 유사한 공지의 항산화 물질인 $4-hydroxy-2,5-dimethyl-3[2H]-furanone(SC_{50}=53\;{\mu}M)$$3-hydroxy-2-methyl-{\gamma}-pyrone(SC_{50}=4.0\;mM)$에 비해 강력한 것이다. 4-Hydroxy-5-methyl-3[2H]-furanone은 3,4-dihydroxyphenylalanine과 linolenic acid의 자동 산화에 대해서 억제 작용을 나타내었다.

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Crystal and Molecular Structure of 4,6-Dimethyl-9-phenyl-8,12-dioxa-4,6-diazatetracyclo [8.8.0.02,7.013,18]octadeca-2(7),13,15,17-tetraene-3,5,11-trione 2-ethoxyphenyl (2E)-but-2-enoate

  • Ganapathy, Jagadeesan;Damodharan, Kannan;Manickam, Bakthadoss;Sanmargam, Aravindhan
    • 통합자연과학논문집
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    • 제6권4호
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    • pp.197-204
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    • 2013
  • The crystal structure of the potential active 4,6-dimethyl-9-phenyl-8,12-dioxa-4,6-diazatetracyclo [8.8.0.02,7.013,18] octadeca-2(7),13,15,17-tetraene-3,5,11-trione 2-ethoxyphenyl (2E)-but-2-enoate ($C_{22}H_{18}N_2O_5$) has been determined from single crystal X-ray diffraction data. In the title compound crystallizes in the monoclinic space group $P_12_1/c_1$ with unit cell dimension a=15.2039(8), b=12.3888(6) and c= 9.8162(5) [alpha & $gamma=90^{\circ}$ beta=98.113(2)]. In the structure fused pyrone and pyran rings each adopt a sofa/envelop conformation. The crystal structure is stabilized by intramolecular C-H... O hydrogen bond interaction.

Photoaddition Reaction of 5,7-Dimethoxycoumarin with Adenosine

  • Cho, Tae-Heung;Shim, Hyun-Kwan;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
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    • 제8권3호
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    • pp.206-211
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    • 1987
  • The photoreaction of 5,7-dimethoxycoumarin with adenosine has been carried out in a dry film state. The mixture of DMC and adenosine was irradiated with 350 nm UV light and two major products were isolated. The structure was determined by various spectroscopic measurements involving $^{13}C$ nuclear magnetic resonance and fast atom bombardment mass spectrometry. These addition products were produced by covalent bond formation between the pyrone ring at carbon 3 or 4 and the sugar ring moiety of adenosine at carbon 5'.

Synthesis and Pharmacological Studies of Some Pyrone and Benzodifuran Derivatives

  • Hishmat, Orchidee H.;El-Diwani, Hoda I.;Bakr, Sherifa M.A.;Mahmoud, Sawsan S.;Nada, Somaya A.
    • Archives of Pharmacal Research
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    • 제16권2호
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    • pp.168-174
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    • 1993
  • The michael adducts 2a, b were obtained from the reaction of the phenylacelyl derivative 1 with benzadehyde and p-anisaldehyde and p-anisaldehyde respectively. 2a and 2b were subjected to react with cyanoethanoic acid hydrazide, malononitrile, cyanothioacetamide, cyanoacetamide and 1, 1, 3-tricyano-2-amino propene to yield 4a-h and 5a, b respecitively. Hydrogen peroxide oxidation of 2a, b gave the aurone derivative 6a, b. The pyone derivatives 8a, b were obtained from 2a, b by addition of chioroacetyl chioride followed by dehydrochlorination.

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