• 제목/요약/키워드: oxidative cleavage

검색결과 110건 처리시간 0.028초

1-Methylimidazolium Chlorochromate. A New Efficient Oxidizing Agent for Oxidation of Alcohols and Oxidative Cleavage of Oximes

  • Kim, Sung-Gak;Chang, Heung
    • Bulletin of the Korean Chemical Society
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    • 제8권3호
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    • pp.183-185
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    • 1987
  • 1-Methylimidazolium chlorochromate was prepared by the addition of 1-methylimidazole into a solution of chromic trioxide in 6M hydrochloric acid and obtained in high yield as bright yellow crystalline solids. The reagent was found to be very effective for the oxidation of alcohols and the oxidative cleavage of oximes to the corresponding carbonyl compounds.

자동산화에 의한 Phytofluene으로부터 산화개열산물의 생성 (Formation of Oxidative Cleavage from Phytofluene by Autoxidation)

  • 김선재
    • 한국식품영양과학회지
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    • 제29권4호
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    • pp.568-574
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    • 2000
  • Phytofluene를 dichloromethane에 용해하고 dry ice 상에서 ozonolysis를 행하였다. Ozonolysis에 의해 생성된 화합물은 silica gel chromatography를 행 하여 분획하고, photodiode array detector를 이용하여 ODS-HPLC로 분석하였다. Phytofluene을 5% Tween 40 수용액에 용해하고 37$^{\circ}C$, 24시간 자동산화시킨 결과, 다수의 carbonyl 및 acidic 화합물의 생성되었다. Phytofluene의 자동산화로부터 생성된 carbonyl 화 합물의 대부분은 ozonolysis에 얻어진 산화개열산물이 나타내는 HPLC상의 거동과 분광학적 특성이 서로 잘 일치하였다. 또한 phytofluene의 자동산화에 의해 생성된 중앙개열 acidic 화합물은 생성활성을 나타내는 4,5-didehydrogeranyl geranyl acid 표준품과 동일한 분광학 적 특성을 나타냈다. 이러한 결과는 in vitro 상의 산화적 조건하에서 phytofluene의 자동산 화에 의해 eccentric cleavage가 생성됨을 알 수 있었다.

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Lycopene으로부터 산화개열산물의 생성 (Formation of Oxidative Cleavage Products from Lycopene)

  • 김선재
    • 한국식품과학회지
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    • 제32권6호
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    • pp.1227-1233
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    • 2000
  • Lycopene을 dichloromethan에 용해하고 dry ice 상에서 ozonolysis을 행하였다. Ozonolysis에 의해 생성된 산화개열산물은 silica gel chromatography를 행하여 분획하고, photodiode array detector를 이용하여 ODS-HPLC와 LC-MS를 이용하여 분석하였다. Lycopene으로부터 생성된 carbonyl 화합물로 acycloretinal, apo-14'-lycopenal, apo-12'-lycopenal, apo-10'-lycopenal, apo-8'-lycopenal 그리고 apo-6'-lycopenal이 동정되었다. Lycopene을 toluene 및 Tween 40 수용액에 용해하고 $37^{\circ}C$에서 자동산화시킨 결과, 다수의 carbonyl 화합물이 생성되었다. Lycopene의 자동산화에 의해 생성된 carbonyl 화합물의 대부분은 ozonolysis에 얻어진 산화개열산물이 나타내는 HPLC상의 거동과 분광학적 특성이 서로 잘 일치하였다. 이러한 결과는 in vitro 상의 산화적 조건하에서 lycopene 자동산화에 의해 eccentric cleavage가 생성됨을 알 수 있었다.

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Oxidative Cleavage Products Derived from Phytofluene by Pig Liver Homogenate

  • Kim, Seon-Jae;Kim, Hag-Lyeol;Jang, Hong-Gi
    • Food Science and Biotechnology
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    • 제14권3호
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    • pp.424-427
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    • 2005
  • The cleavage products formed by the autoxidation of phytofluene were evaluated in order to elucidate possible oxidation products of phytofluene in the oxidative condition. Among a number of oxidation products formed, the following five in the carbonyl compound fraction were identified: 6, 10, 14-trimethylpentadeca-3,5,9,13-tetraen-2-one, phytapentaenal, 5,9,13,17-tetramethyloctadeca-2,4,6,8,12,16-hexaenal, 5,9,13,17-tetramethyloctadeca-2,4,8,12, 16-pentaenal, 2,7,11,15,19-pentamethylicosa-2,4,6,10,14,18-hexaenal and 4,9,13,17,21-pentamethyldocosa-2,4,6,8,12,16,20-heptaenal. In addition, 4,5-didehydrogeranyl geranoic acid was formed by the autoxidation of phytofluene in liposomal suspension. The pig liver homogenate was able to convert phytapentaenal to 4,5-didehydrogeranyl geranoic acid, in a manner comparable to the conversion of all-trans-retinal to all-trans-retinoic acid. These results suggest firstly that phytofluene is cleaved into a series of long-chain and short-chain carbonyl compounds under the oxidative condition in vitro and secondly that phytapentaenal is further enzymatically converted to 4,5-didehydrogeranyl geranoic acid.

미선나무 잎 추출물의 항산화 및 산화적 DNA 손상억제 활성 (Antioxidant Activities and Inhibitory Effect on Oxidative DNA Damage of extracts from Abeliophylli distichi Folium)

  • 박재호
    • 대한본초학회지
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    • 제26권4호
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    • pp.95-99
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    • 2011
  • Objective : In this study, we demonstrate the protective effect on oxidative DNA damage of leaf extracts from Abeliophylli distichi Folium via its antioxidant activity for the establishment of new value for the herbal medicine. Methods : Abeliophylli distichi Folium leaves were extracted with hot-water and ethylacetate (EtOAC). The 1,1-diphenyl-2- picrylhydrazyl (DPPH) radical and hydroxyl scavenging assay and $Fe^{2+}$ chelating assay were performed for antioxidative effect and ${\varphi}$X-174 RF I DNA cleavage assay and intracellular DNA damage assay were used for inhibitory effect of intracellular DNA damage. Results : In DPPH, Hydroxyl radical scavenging activity and $Fe^{2+}$ chelating activity of EtOAC extracts were 94.72%, 62.88%, 41.13%, and hot-water extracts were 88.86%, 56.7%, 37.4% at 200 ${\mu}g/m{\ell}$, respectively. Also, those extracts showed protective effect of DNA damage against the oxidative stress. Conclusion : These results indicated that the leaf extracts of Abeliophylli distichi Folium can be used as a natural antioxidants, which effectively inhibits the oxidative DNA damage.

DNA Cleavage Induced by the Reaction of Salsolinol with Cu,Zn-Superoxide Dismutase

  • Kang, Jung-Hoon
    • Bulletin of the Korean Chemical Society
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    • 제28권12호
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    • pp.2329-2332
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    • 2007
  • Salsolinol, endogenous neurotoxin, is known to be involved in the pathogenesis of Parkinson's disease (PD). In the present study, we have investigated the oxidative damage of DNA induced by the reaction of salsolinol with Cu,Zn-SOD. When plasmid DNA incubated with salsolinol and Cu,Zn-SOD, DNA cleavage was proportional to the concentrations of salsolinol and Cu,Zn-SOD. The salsolinol/Cu,Zn-SOD system-mediated DNA cleavage was significantly inhibited by radical scavengers such as mannitol, ethanol and thiourea. These results indicated that free radicals might participate in DNA cleavage by the salsolinol/Cu,Zn-SOD system. Spectrophotometric study using a thiobarbituric acid showed that hydroxyl radical formation was proportional to the concentration of salsolinol and was inhibited by radical scavengers. These results indicated that hydroxyl radical generated in the reaction of salsolinol with Cu,Zn-SOD was implicated in the DNA cleavage. Catalase and copper chelators inhibited DNA cleavage and the production of hydroxyl radicals. These results suggest that DNA cleavage is mediated in the reaction of salsolinol with Cu,Zn-SOD via the generation of hydroxyl radical by a combination of the oxidation reaction of salsolinol and Fenton-like reaction of free copper ions released from oxidatively damaged SOD.

연자육 추출물의 항산화 및 산화적 DNA 손상억제 활성 (Antioxidant Activities and Inhibitory Effect on Oxidative DNA Damage of Nelumbinis Semen Extracts)

  • 박재호;이병구;변광인;김도완
    • 대한본초학회지
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    • 제25권4호
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    • pp.55-59
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    • 2010
  • 본 연구에서는 연자육의 항산화 활성을 평가하기 위해 EtOAC 분획물과 열수 추출물을 이용하여 DPPH, Hydroxyl 라디칼 소거활성과 $Fe^{2+}$ 킬레이팅 활성을 측정하였다. 또한 산화적 DNA 손상억제 효과는 ${\phi}X$-174 RF I plasmid DNA cleavage assay를 통해 평가하였다. EtOAC 분획물은 $200{\mu}g/m{\ell}$에서 DPPH, Hydroxyl 라디칼 소거활성과 $Fe^{2+}$ 킬레이팅 활성이 각각 96.54%, 55.27%, 66.17%의 활성이 나타났으며, 열추 추출물에서는 각각 21.25%, 15.72%, 30.52%로 열수 추출물에 비해 EtOAC 분획물의 항산화 활성이 높은 것으로 나타났다. 또한 ${\phi}X$-174 RF I plasmid DNA cleavage assay에서 EtOAC 추출물은 $200{\mu}g/m{\ell}$에서 76%의 높은 억제 효과가 나타난 반면, 열수 추출물은 6%의 낮은 DNA 산화적 손상억제 효과를 나타내었다. 각 추출물의 총 페놀 함량을 조사한 결과 열수 추출물에 비해 EtOAC 분획물이 높은 것으로 나타났다. 항산화 활성과 DNA 산화적 손상억제 효과가 높은 EtOAC 분획물을 GC/MS에 의해 분석한 결과, Benzeneethanol, 3-methyl-Benzoic acid, 4-ethyl-Phenol, 2,4-bis(1,1-dimethylethyl)Phenol 등 페놀성 화합물이 다수 동정되었다. 본 연구결과에 의해 연자육은 항산화 및 암 예방적 소재로써의 새로운 기능성 식품소재로서 충분한 가능성이 있다고 판단된다.