• Title/Summary/Keyword: n-BuOH fraction

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Isolation of ${\beta}-sitosterol$, Phytol and Zingerone $4-O-{\beta}-D-glucopyranoside$ from Chrysanthemum Boreale Makino

  • Kim, Dong-Hyun;Bang, Myun-Ho;Song, Myoung-Chong;Kim, Soon-Un;Chang, Young-Jin;Baek, Nam-In
    • Korean Journal of Medicinal Crop Science
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    • v.13 no.5
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    • pp.284-287
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    • 2005
  • The flowers of Chrysanthemum boreale Makino were extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with n-hexane, EtOAc, n-BuOH and $H_2O$. Two compounds from the n-hexane fraction and one glucoside from the n-BuOH fraction were isolated through the repeated silica gel and ODS column chromatographies. From the result of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as ${\beta}-sitosterol$ (1), phytol (2) and zingerone $4-O-{\beta}-D-glucopyranoside$ (3). Compounds 2 and 3 were isolated for the first time from this plant.

Nitrite Scavenging Activity of Bromophenol Congeners from Symphyocladia latiuscula

  • Park Hye Jin;Lee Hee Jung;Jung Hyun Ah;Choi Jae Sue
    • Fisheries and Aquatic Sciences
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    • v.4 no.1
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    • pp.47-49
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    • 2001
  • Nitrite scavenging activity of a methanol extract of Symphyocladia latiuscula was studied. The methanol extract scavenged the nitrite in a dose-dependent manner. The MeOH extract was then sequentially partitioned with n-hexane, $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$. The scavenging activity of the fractions increased in order of $CH_2Cl_2$, n-hexane, EtOAc, n-BuOH, and $H_2O$. Especially, the activity of the $CH_2Cl_2$ fraction was comparable to that of L-ascorbic acid. Column chromatography of the most active $CH_2Cl_2$ fraction over silica gel yielded three active bromophenol congeners (1-3) which were identified as (2R)-2-(2,3,6-tribromo 4,5-dihydro­xybenzyl) cyclohexanone (1), 2,3,6-tribromo 4,5-dihydroxybenzyl methyl ether (2), and 2,3,6­tribromo 4,5-dihydroxybenzyl alcohol (3) respectively.

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Antioxidant Activity of Fruits of Ligustrum japonicum (여정실의 항산화 활성)

  • Seo, Youngwan;Kim, Hojun
    • Ocean and Polar Research
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    • v.39 no.2
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    • pp.115-124
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    • 2017
  • The objective of this study is to evaluate the antioxidant activity of the fruits of Ligustrum japonicum. The crude extract was successively fractionated into n-hexane, 85% aqueous methanol (85% aq.MeOH), n-butanol (n-BuOH), and water fractions by means of solvent polarity. The crude extract and its solvent fractions were evaluated for their antioxidant effect by four different assay systems: scavenging power on peroxynitrite and intralcellular ROS produced in HT-1080 cells; DNA oxidation inhibition; ferric reducing antioxidant power (FRAP). The n-BuOH fraction exhibiting potent antioxidant activity was further purified by C18 silica gel column chromatography and RP-HPLC to give tyrosol (1) and salidroside (2). The structure of isolated compounds was determined by extensive 2 D NMR experiments such as $^1H$ COSY, NOESY, HSQC and HMBC as well as by comparison with the published spectral data.

Phenolic compounds from the leaves of eggplant (Solanum melongena L.) (가지(Solanum melongena L.) 잎으로부터 페놀 화합물의 분리 및 동정)

  • Baek, Dong-Ryeol;Lee, Min-Jee;Baek, Nam-In;Seo, Kyeong-Hwa;Lee, Youn-Hyung
    • Journal of Applied Biological Chemistry
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    • v.59 no.2
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    • pp.103-106
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    • 2016
  • The leaves of eggplant (Solanum melongena L.) were extracted with 80 % aqueous MeOH, and the concentrated extract was partitioned with n-hexane, EtOAc, n-BuOH, and water fractions. From the n-BuOH fraction, five compounds were isolated through the repeated silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies. On the basis of physic-chemical and spectroscopic data including mass spectrometry, infrared spectroscopy, and nuclear magnetic resonance, they were identified to be caffeic acid (1), chlorogenic acid (2), cryptochlorogenic acid (3), panasenoside (4), and (6R,7E,9R)-4,7-megastigmadien-3-one-9-${\beta}$-${\small{D}}$-glucopyranoside (5). Compounds 3 and 4 were isolated for the first time from the leaves of S. melongena L. in this study.

Cytotoxicity of steroid-saponins from the tuber of Liriope platyphylla W. T. (맥문동(Liriope platyphylla W. T.) 스테로이드 사포닌의 항암활성)

  • Cho, Sung-Ji;Bang, Myun-Ho;Lee, In-Ja;Park, Chang-Gi;Kim, Moo-Sung;Kim, Keum-Sook;Sung, Jae-Duk;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.41 no.5
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    • pp.390-394
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    • 1998
  • The tuber of Liriope platyphylla was extracted with 80% aqueous MeOH and solvent-fractionated with EtOAc, n-BuOH and $H_2O$. Evaluation of growth inhibitory activity of each fractions on various carcinoma cells, A549, SK-OV-3, SK-Mel-2, XF-498 and HCT-15, indicated the n-BuOH fraction to be the highest in the activity. From the fraction, two saponin compounds were isolated through Amberlite XAD-II and silica gel column chromatographies, repeatedly, and their chemical structures were elucidated as spicatoside A and B by interpretation of spectral data, NMR and IR, and adaptation of acid hydrolysis. Spicatoside A showed growth inhibitory activity on carcinoma cells, and the $IC_{50}$ values against A549, SK-OV-3, SK-Mel-2, XF-498 and HCT-15 cells were determined to be 17.3, 21.7, 14.9, 18.8 and $15.6\;{\mu}g/ml$, respectively.

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Antioxidant compound from the Lycopersicon esculentum (토마토(Lycopersicon esculentum)로부터 GSH 회복능을 보이는 항산화 화합물의 분리 동정)

  • Kim, Hyoung-Geun;Jeon, Hyeong-Ju
    • Journal of Applied Biological Chemistry
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    • v.63 no.4
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    • pp.319-325
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    • 2020
  • The liquids of Lycopersicon esculentum were extracted with 70% aqueous MeOH and the concentrates were partitioned into EtOAc, n-BuOH, and H2O fractions. The repeated silica gel and octadecyl silica gel column chromatographies for the EtOAc fraction, whose activity was confirmed, led to isolation of one flavonol compound. The chemical structures of the compound were determined as quercetin (1) based on spectroscopic analyses including nuclear magnetic resornance, infrarad spectroscopy, and mass spectroscopy. Through this study, the antioxidant efficacy was confirmed by demonstrating that the L. esculentum fraction showing an increase in glutathione mean (GM) and a decrease in glutathione heterogeneity (GH) uniformly raises the intracellular glutathione (GSH) level.

Isolation and Structure Determination of Antioxidants from the Root of Paeonia lactiflora (작약(芍藥)(Paeonia lactiflora) 뿌리로부터 항산화활성 물질의 분리)

  • Bang, Myun-Ho;Song, Jung-Choon;Lee, Sang-Yang;Park, Nam-Kyu;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.42 no.2
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    • pp.170-175
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    • 1999
  • On the purpose of development of novel antioxidative compounds from natural sources, 38 plants expected to show antioxidant activity have been examined concerning DPPH radical scavenging activity. Among them, thirteen plants, including Paeoniae radix, the root of Paeonia lactiflora, exhibited the activity. In order to isolate active component, the root was extracted in 80% aqueous MeOH and solvent fractionated with EtOAc, n-BuOH and water, successively. Silica gel column chromatographies of the EtOAc and n-BuOH fraction exhibiting antioxidant activity. were repeatedly carried out with monitoring by DPPH assay to afford three active compounds. On the basis of spectral data and the chemical characteristics, the structures of the compounds were determined as (+)-catechin, $1,2,3,4-tetragalloyl-6-digalloyl-{\beta}-D-glucose$ and $1,2,3,4,6-penta-galloyl-{\beta}-D-glucose$.

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Matrix metalloproteinase-13 downregulation and potential cartilage protective action of the Korean Red Ginseng preparation

  • Lee, Je Hyeong;Shehzad, Omer;Ko, Sung Kwon;Kim, Yeong Shik;Kim, Hyun Pyo
    • Journal of Ginseng Research
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    • v.39 no.1
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    • pp.54-60
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    • 2015
  • Background: The present study was designed to prepare and find the optimum active preparation or fraction from Korea Red Ginseng inhibiting matrix metalloproteinase-13 (MMP-13) expression, because MMP-13 is a pivotal enzyme to degrade the collagen matrix of the joint cartilage. Methods: From total red ginseng ethanol extract, n-BuOH fraction (total ginsenoside-enriched fraction), ginsenoside diol-type-enriched fraction (GDF), and ginsenoside triol-type-enriched fraction (GTF) were prepared, and ginsenoside diol type-/F4-enriched fraction (GDF/F4) was obtained from Panax ginseng leaf extract. Results: The n-BuOH fraction, GDF, and GDF/F4 clearly inhibited MMP-13 expression compared to interleukin-$1{\beta}$-treated SW1353 cells (human chondrosarcoma), whereas the total extract and ginsenoside diol-type-enriched fraction did not. In particular, GDF/F4, the most effective inhibitor, blocked the activation of p38 mitogen-activated protein kinase (p38 MAPK), c-Jun-activated protein kinase (JNK), and signal transducer and activator of transcription-1/2 (STAT-1/2) among the signal transcription pathways involved. Further, GDF/F4 also inhibited the glycosaminoglycan release from interleukin-$1{\alpha}$-treated rabbit cartilage culture (30.6% inhibition at $30{\mu}g/mL$). Conclusion: Some preparations from Korean Red Ginseng and ginseng leaves, particularly GDF/F4, may possess the protective activity against cartilage degradation in joint disorders, and may have potential as new therapeutic agents.

Pharmaco-Constituents of Korean Cultivated Rhubarb Leaves -The Flavonoids from Leaves- (한국산 재배대황엽의 약효성분 -엽의 후라보노이드-)

  • Ham, In-Hye;Oh, In-Se;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • YAKHAK HOEJI
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    • v.38 no.4
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    • pp.469-475
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    • 1994
  • As the continued studies for Korean cultivated rhubarb, MeOH extract of the leaves was fractionated with ether, ethylacetate, and n-butanol. From the ethyl acetate fraction of MeOH extract, one flavone glycoside, apigenin-8-${\beta}$-D-glucopyranoside(vitexin, $C_{21}H_{20}O_{10}$) and from the n-BuOH fraction of MeOH extract, two flavonol glycosids, kaempferol-3-O-(2,6-di-O-rhamnopyranosyl)-${\beta}$-D-galactopyranoside$(C_{33}H_{40}O_{19})$and quercetin-3-O-rutinoside(rutin, $C_{27}H_{30}O_{16}$) were isolated and identified through the physico-chemical properties and spectroscopic evidences(UV, IR, NMR, Mass) respectively.

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Antioxidant and Nitric Oxide Inhibitory Activities of Pigments from Chionoecetes japonicas Rathbun (홍게 (Chionoecetes japonicas Rathbun) 껍질 색소의 항산화 활성 및 Nitric Oxide 생성억제 효과)

  • Park, Byungju;Baek, Seung Oh;Song, Young-Sun;Seo, Youngwan
    • KSBB Journal
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    • v.29 no.5
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    • pp.343-352
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    • 2014
  • In the present study, antioxidant activities of two crude pigments (acetone and MeOH) and their solvent fractions (n-hexane, 85% aq.MeOH, n-BuOH, and water fractions) from red crab shell were evaluated by measuring 1,1-diphenyl-2-picryl hydrazyl (DPPH), peroxynitrites, and degree of production of reactive oxygen species (ROS) in HT 1080 cells as well as the extent of oxidative damage of genomic DNA purified from HT 1080 cells. From comparative analysis, 85% aq.MeOH fraction showed the strongest scavenging effect on both peroxynitrite in vitro and intracellular ROS in HT 1080 cells. Protective activities of these samples against hydroxyl radical-mediated genomic DNA damage were also investigated. 85% aq.MeOH and n-BuOH fractions significantly inhibited oxidative damage of purified genomic DNA. On the other hand, we investigated their inhibitory effects on nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated Raw 264.7 cells. All samples significantly reduced NO production. Among the samples, n-hexane and water solvent fractions most effectively inhibited NO.