• Title/Summary/Keyword: Glucopyranoside

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Inhibition of Nitric Oxide Production by Anthraquinones from Polygonum cuspidatum (호장으로부터 분리한 안트라퀴논류의 Nitric Oxide 저해활성)

  • Joo, Si-Mong;Yang, Ki-Sook
    • YAKHAK HOEJI
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    • v.54 no.5
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    • pp.387-391
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    • 2010
  • Polygonum cuspidatum which is widely distributed in Korea has been used as treatments of dermatitis, gonorrhea and inflammation in traditional medicine. We examined anti-inflammatory activities by the inhibition of NO production in RAW264.7 murine macrophages cells. Phytochemical examination of Polygonum cuspidatum led to the isolation and characterization of emodin (1), emodin 8-O-${\beta}$-D-glucopyranoside (2), emodin 1-O-${\beta}$-D-glucopyranoside (3). Antioxidative activities of these compounds were determined by measuring the radical scavenging effects on DPPH radicals. Compounds 1 and 3 showed potent activities compared with L-NMMA. These results suggested that the antraquinone compounds isolated from Polygonum cuspidatum might be used as antiinflammatory agents.

Antilipoperoxidant Activity of Antraquinone and Stilbene from Polygonum cuspidatum (호장으로부터 분리한 안트라퀴논 및 스틸벤 화합물의 지질과산화 저해활성)

  • Joo, Si-Mong;Lee, Min-Won;Yang, Ki-Sook
    • YAKHAK HOEJI
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    • v.51 no.2
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    • pp.140-144
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    • 2007
  • Polygonum cuspidatum has been used as treatments of dermatitis, gonorrhea, inflammation, and hyperlipidaemia in traditional medicine. We examined liver protective effect on CCl$_4$ inducing hepatotoxicity and anti-oxidative activity by TBA method. Phytochemical examination of Polygonum cuspidatum led to the isolation and characterization of emodin 8-O-${\beta}$-D-glucopyranoside (compound 1), and trans-resveratrol 3-O-${\beta}$-D-glucopyranoside (compound 2). Compounds 1 and 2 enhanced the inhibition of anti-lipid peroxidative effects in liver homogenate. In chemical parameters obtained from serum analysis, compounds 1 and 2 also revealed significant decrease in hepatotoxicity. These results suggested that the antraquinone and stilbene which were isolated from Polygonum cuspidatum might be used as therapeutic agent of hepatitis.

Effects of Extract and Isorhamnetin Glycoside from Brassica juncea on Hepatic Alcohol-Metabolizing Enzyme System in Rats

  • Hur, Jong-Moon;Park, Sang-Hyun;Choi, Jong-Won;Park, Jong-Cheol
    • Natural Product Sciences
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    • v.18 no.3
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    • pp.190-194
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    • 2012
  • The effects of methanol extract of the leaves of Brassica juncea and its major component, isorhamnetin 3-O-${\beta}$-D-glucopyranoside on hepatic alcohol metabolizing enzymes were investigated. The methanol extract and isorhamnetin 3-O-${\beta}$-D-glucopyranoside supplementations increased the activities of microsomal ethanol oxidizing system and aldehyde dehydrogenase in a dose-dependent manner, and had mild effects on the activities of alcohol dehydrogenase and catalase. Isorhamnetin 3-O-${\beta}$-D-glucopyranoside alleviated the adverse effect of ethanol ingestion by enhancing the activities of alcohol oxidizing emzymes, microsomal ethanol oxidizing system and aldehyde dehydrogenase.

A New Coumestan Glucoside from Eclipta prostrata

  • Seo, Young Ju;Kil, Hyun Woo;Rho, Taewoong;Yoon, Kee Dong
    • Natural Product Sciences
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    • v.26 no.4
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    • pp.289-294
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    • 2020
  • Eclipta prostrata is an annual herb, belonging to Asteraceae family, and has been traditionally used to improve immunity and treat hepatitis and bacterial disease in Korea. In this study, a new coumestan glucoside (1) along with ten known compounds (2 - 11) was isolated from E. prostrata. The chemical structures of isolates were elucidated to be wedelolactone-9-O-β-D-glucopyranoside (1), wedelolactone (2), demethylwedelolactone (3), apigenin (4), apigenin-7-sulfate (5), luteolin (6), luteolin-7-sulfate (7), luteolin-7-O-β-D-glucopyranoside (8), pratensein-7-O-β-D-glucopyranoside (9), 3,4-di-O-caffeoylquinic acid (10) and 3,5-di-O-caffeoylquinic acid (11) based on the spectroscopic evidence.

Tissue Factor Inhibitory Flavonoids from the Fruits of Chaenomeles sinensis

  • Lee, Ming-Hong;Son, Yeon-Kyoung;Han, Yong-Nam
    • Archives of Pharmacal Research
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    • v.25 no.6
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    • pp.842-850
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    • 2002
  • Tissue factor (TF, tissue thromboplastin or coagulation factor III) accelerates the blood clotting, activating both the intrinsic and the extrinsic pathways to serve as a cofactor. In order to isolate TF inhibitors from the fruits of Chaenomeles sinensis, an activity-guided purification utilizing a bio-assay method of prothrombin time prolongation, was carried out to yield five active flavoniods such as hovetrichoside C (1) ($IC_{50}$ = 14.0 $\mu$g), luteolin-7-Ο-$\beta$-D-glucuronide (3) ($IC_{50}$ = 31.9$\mu$g), hyperin (4) ($IC_{50}$ = 20.8 $\mu$g), avicularin (6) ($IC_{50}$ = 54.8 $\mu$g) and quercitrin (10) ($IC_{50}$ = 135.7 $\mu$g), along with other inactive compounds such as ($\pm$)-(2E,4E)-Ο-$\beta$-D-glucopyranosyl-4'-hydroxy-$\beta$-ionylideneacetic acid ester (2), genistein-7-Ο-$\beta$-D-glucopyranoside (5), luteolin-3'-methoxy-4'-Ο-$\beta$-D-glucopyranoside (7), luteolin-7-Ο-$\beta$-D-glucuronide methyl ester (8), tricetin-3'-methoxy-4'-Ο-$\beta$-D-glucopyranoside (selagin-4'-Ο-$\beta$-D-glucopyranoside) (9), (-)-epicatechin (11), luteolin-4'-Ο-$\beta$-D-glucopyranoside (12) and apigenin-7-Ο-$\beta$-D-glucuronide methyl ester (13). The structures of the isolated compounds were elucidated through spectral analysis. Among them, compounds 1 to 9, 12 and 13 were isolated for the first time from the fruits of this plant and the compound 9 is a new flavonoid.

Deveolopment of Biologically Active Compounds from Edible Plant Sources-XII. - Flavonol Glycosides from Trigonotis peduncularis Benth and its hACAT1 Inhibitory Activity - (식용식물자원으로부터 활성물질의 탐색-XII. - 꽃마리(Trigonotis peduncularis Benth.)로부터 Flavonol 배당체의 분리 및 hACAT1 저해활성 -)

  • Yang, Hye-Joung;Song, Myoung-Chong;Bang, Myun-Ho;Lee, Jin-Hee;Chung, In-Sik;Lee, Youn-Hyung;Jeong, Tae-Sook;Kwon, Byoung-Mog;Kim, Sung-Hoon;Kim, Dae-Keun;Park, Mi-Hyun;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.48 no.1
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    • pp.98-102
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    • 2005
  • The MeOH extracts obtained from whole plant of Trigonotis peduncularis Benth. were solvent fractionated using EtOAc, n-BuOH and water, successively. The EtOAc and n-BuOH fractions gave four flavonol glycosides through application of silica gel and octadecyl silica gel (ODS) column chromatographies. The chemical structures of the flavonol glycosides were determined by the interpretation of several spectral data including 2D-NMR as $kaempferol-3-O-{\beta}-{D}-glucopyranoside\;(astragalin,\;1),\;kaempferol-3-O-{\alpha}-{L}-rhamnopyranosyl\;(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside\;(nicotiflorin,\;2),\;quercetin-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside\;(rutin,\;3),\;quercetin-3-O-{\beta}-{D}-glucopyranoside\;(isoquercitrin,\;4)$. The flavonoids have been first isolated from this plant. Nicotiflorin $(100\;{\mu}g/ml)$ showed $68.3{\pm}1.2%$ of the inhibitory effect on hACAT1(human Acyl CoA: cholesterol transferase 1) activity.

Identification of Water Soluble Metabolites of Pentachlorophenol(PCP) in the Suspension Cultures of Soybean and Rice Cells;3. Identification of PCP Glucose conjugates (콩과 벼 현탁배양(懸濁培養) 중 PCP 수용성대사물(水溶性代謝物)의 동정(同定);3. PCP glucose conjugates의 동정(同定))

  • Kim, Pil-Je;Park, Chang-Kyu
    • Korean Journal of Environmental Agriculture
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    • v.15 no.2
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    • pp.167-178
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    • 1996
  • In order to identify PCP glucose conjugates transformed from PCP in soybean and rice cell suspension cultures, the purified metabolites were acetylated, purified twice by HPLC using a normal and a reversed phase column, and then subjected to fast atom bombardment(FAB) mass spectrometric analysis. As were the conjugates, their acetylated derivatives of the glucose conjugates formed at the early stage(48 hr) of metabolism were separated by HPLC into three fractions. FABMS analysis of each fraction revealed that, at least in two fractions, the locations of the spectral peaks were practically coincident with those deducible from the structures of pentachlorophenyl and tetrachlorophenyl ${\beta}-D-glucopyranosides$. Based on information obtained from mass spectral and chromatographic analysis of not only the water-soluble metabolites but also aglycones and glycone, it is concluded that PCP is primarily metabolized to glucose conjugates, which account for more than 50% recovery of the PCP-conveyed radioactivity from the water soluble metabolites : The conjugates are mainly made up of pentachlorophenyl ${\beta}-D-glucopyranoside$, tetrachlorophenyl ${\beta}-D-glucopyranosides$( probably 2 or more isomers), and 2-hydroxy-3,4,5,6-tetrachlorophenyl ${\beta}-D-glucopyranoside$.

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The Structures of Two Diosgenin Glycosides Isolated from the Subterranean Parts of Allium fistuiosum (파 지하부로부터 분리된 2종의 Diosgenin 배당체의 구조)

  • Jung, Keun-Young;Do, Jae-Chul;Son, Kun-Ho
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.22 no.3
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    • pp.313-316
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    • 1993
  • The structures of dioscin(1) and saponin P-d(2), isolated from the subterranean part of Allium fistulosum, were determined as diosgenin 3-O-$\alpha$-L-rhamnopyranosyl (1longrightarrow2)-[$\alpha$-L-rhamnopyranosyl (1longrightarrow4)]-$\beta$-D-glucopyranoside (1, ) and diosgenin 3-O-$\alpha$-L-rhamnopyranosyl (1longrightarrow4)-$\alpha$-L-rhamnopyranosyl(1longrightarrow4)[$\alpha$-L-rhamno-pyranosyl (1longrightarrow2)]-$\beta$-D-glucopyranoside (2) by spectroscopic and chemical degradational methods. The prosa-pogenin(4), which was provided on partial hydrolysis of 2, was not reported in previous literature.

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Isolation and Identification of Antioxidant Flavonoids from Salicornia herbacea L. (퉁퉁마디에서 항산화 물질의 분리 및 동정)

  • Kim, Kwan-Su;Park, Si-Hyung
    • Applied Biological Chemistry
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    • v.47 no.1
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    • pp.120-123
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    • 2004
  • Two flavonoids were isolated from the aerial parts of Salicornia herbacea L. by column chromatography. The structures of the flavonoid compound 1 and 2 were identified as quercetin $3-O-{\beta}-D-glucopyranoside$ and isorhamnetin $3-O-{\beta}-D-glucopyranoside$, respectively. The antioxidant activity of compound 1 was similar to those of quercetin and rutin, and the activity of compound 2, which contained methoxyl group at flavonoid B-ring, was lower than that of compound 1. The two compounds 1 and 2 were the first to be reported in this plant.