• Title/Summary/Keyword: isorhamnetin $3-O-{\beta}-D-glucopyranoside$

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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.

New Flavonol Glycosides from Leaves of Symplocarpus renifolius

  • Whang, Wan-Kyunn;Lee, Moo-Taek
    • Archives of Pharmacal Research
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    • v.22 no.4
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    • pp.423-427
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    • 1999
  • A study was carried out to evaluate flavonol glycosides in leaves of Symplocarpus renifolius (Araceae). From the water fraction of the MeOH extract, three new flavonol glycosides were isolated along with three known compounds, Kaempferol-3-O-$\beta$-glucopyranosyl-($1{\rightarrow}2$)-$\beta$-D-glucopyranosyl-7-O-$\beta$-D-glucopyranoside, quercetin-3-O-$\beta$-D-glucopyranosy-1-($1{\rightarrow}2$)-$\beta$-D-glucopyranoside, and caffeic acid. The structures of the new flavonol glycosides were elucidated by chemical and spectral analyses a quercetin-3-O-$\beta$-D-glucopyranosyl-($1{\rightarrow}2$)-$\beta$-D-glucopyranosyl-7-O-$\beta$-D-glucopyranoside, isorhamnetin-3-O-$\beta$-D-glucopyranosyl-(1 2)-$\beta$-D-glucopyranosyl-7-O-$\beta$-D-glucopyranosdie, and quercetin-3-O$\beta$-D-glucopyranosyl-($1{\rightarrow}2$)-$\beta$-D-glycopyranosyl-7-O-($6^{IIII}$-trans-caffeoyl)-$\beta$-D-glucopyranoside.

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Effects of the Methanol Extract of the Leaves of Brassica juncea and Its Major Component, Isorhamnetin $3-O-{\beta}-D-Glucoside$, on Hepatic Drug Metabolizing Enzymes in Bromobenzene-treated Rats

  • Hur, Jong-Moon;Choi, Jong-Won;Park, Jong-Cheol
    • Food Science and Biotechnology
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    • v.16 no.3
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    • pp.439-443
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    • 2007
  • The effects of the methanol extract of the leaves of Brassica juncea and isorhamnetin $3-O-{\beta}-D-glucopyranoside$, major compound isolated from the ethyl acetate fraction of this plant on hepatic lipid peroxidation and drug-metabolizing enzymes, were evaluated in rats treated with bromobenzene. The extract and isorhamnetin $3-O-{\beta}-D-glucopyranoside$ of oral administration did not show any significant effects on activities of aminopyrine N-demethylase and aniline hydroxylase, enzymes forming toxic epoxide by bromobenzene as well as on glutathione content. However, both methanol extract and isorhamnetin $3-O-{\beta}-D-glucopyranoside$ significantly recovered the decreased activities of glutathione s-transferase and epoxide hydrolase, and also reduced the lipid peroxide level in rats treated with bromobenzene. From the results, the protections of this plant against bromobenzene-induced hepatotoxicity are thought to be via enhancing the activities of epoxide hydrolase and glutathione s-transferase, enzymes removing toxic epoxide, and reducing the lipid peroxide level.

Constituents of the Halophyte Salicornia herbacea

  • Lee, Yeon-Sil;Lee, Hye-Seung;Shin, Kuk-Hyun;Kim, Bak-Kwang;Lee , Sang-Hyun
    • Archives of Pharmacal Research
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    • v.27 no.10
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    • pp.1034-1036
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    • 2004
  • Four compounds were isolated from Salicornia herbacea by repeated column chromatography. Their structures were identified as ${\beta}$-sitosterol (1), stigmasterol (2), uracil (3), and isorhamnetin-3-O-${\beta}$-D-glucopyranoside (4) by spectral analysis and comparison with the published data.

A Flavonol Diglucoside from the Leaves of Brassica juncea

  • Choi, Jae-Sue;Kim, Jung-Eun;Kim, Jae-I;Cheigh, Hong-Sik;Yokozawa, Takako
    • Natural Product Sciences
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    • v.6 no.4
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    • pp.199-200
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    • 2000
  • A flavonol diglucoside was isolated from the leaves of Brassica juncea L. The structure of the compound was elucidated as isorhamnetin $3,7-di-O-{\beta}-D-glucopyranoside$ (1) on the basis of chemical and spectral evidence.

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Anti-Herpes Simplex Virus type I (HSV-1) Effect of Isorhamnetin 3-0-beta-D-Glucopyranoside Isolated from Brassica rapa (무청으로부터 분리된 이소람네틴 3-O-beta-D글루코피라노사이드의 항헤르페스 바이러스 1형(HSV-1) 효과)

  • Kim, Ho-Kyoung;Kang, Bong-Joo;Park, Kap-Joo;Ko, Byoung-Seob;Whang, Wann-Kyun
    • YAKHAK HOEJI
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    • v.42 no.6
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    • pp.607-612
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    • 1998
  • In the course of our search for anti-Herpes simplex virus type I (HSV 1) substances from natural sources, we screened crude drugs for their antiviral activity using SRB assay. T he methanol extract from herb of Brassica rapa (Cruciferae) was found to inhibit HSV-1. Though bioassay-directed fractionation of the extract, anti-HSV-1 agent was isolated by chromatographic separation using Amberlite XAD-4 and Sephadex LH-20. The structure of compound I was elucidated by spectral means including $^1H-^1H$ COSY, HMQC and HMBC to be isorhamnetin 3-O-${\beta}$-D-glucopyranoside (compound I). Compound I was active against HSV-1 with the 50% effective concentration of O.42mg/ml and the 50% cytotoxicity of 5.0mg/ml.

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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.

Nitric Oxide Inhibitory Constituents from Fruits of Opuntia humifusa

  • Kang, You-Jeng;Kim, Hae-Young;Lee, Chul;Park, So-Young
    • Natural Product Sciences
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    • v.20 no.3
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    • pp.211-215
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    • 2014
  • Opuntia humifusa, also called as Cheonnyuncho, is a cactus widely cultivated in southern regions of Korea. It has been known to have diverse biological activities, but most of the studies were performed with the MeOH extracts or solvent-partitioned fractions. Furthermore, the efforts to identify the responsible compounds for the biological activities are very limited. In this study, we tested the inhibitory effect of extracts and solvent-partitioned fractions of O. humifusa against LPS-induced nitric oxide (NO) production in Raw264.7 cells. The butanol fractions of O. humifusa efficiently inhibited the production of NO in Raw264.7 cells, but it was not due to the reduction of cell viability. Bioassay-guided isolation of butanol fractions of O. humifusa allowed the isolation of three flavonoids isorhamnetin 3-O-${\beta}$-$\small{D}$-galactosyl-4'-O-${\beta}$-$\small{D}$-glucoside (1), isorhamnetin 3,4'-di-O-${\beta}$-$\small{D}$-glucoside (2) and isorhamnetin 3-O-${\beta}$-$\small{D}$-(6-O-${\alpha}$-$\small{L}$-rhamnosyl)glucoside (3), and one lignan syringaresinol O-${\beta}$-$\small{D}$-glucopyranoside (4). Among them, isorhamnetin 3-O-${\beta}$-$\small{D}$-galactosyl-4'-O-${\beta}$-$\small{D}$-glucoside (1) and isorhamnetin 3,4'-di-O-${\beta}$-$\small{D}$-glucoside (2) exhibited the moderate inhibitory effects against LPS-induced NO production. This is the first time to report anti-inflammatory effects of these compounds.

Phenolic Components from the Fruits of Pourthiaea villosa (윤노리나무 과실의 페놀성 성분)

  • Lee, Hyun Jin;Ahn, Dalrae;Lee, Eun Byeol;Lee, Tae Gwan;Kim, Dae Keun
    • Korean Journal of Pharmacognosy
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    • v.44 no.1
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    • pp.16-21
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    • 2013
  • The fruits of Pourthiaea villosa were extracted with methanol and its extract was fractionated with n-hexane, methylene chloride, ethyl acetate and n-butanol. Repeated column chromatography of silica gel, sephadex LH-20 and HPLC led to the isolation of nine phenolic compounds from ethyl acetate soluble fraction. The chemical structures were elucidated as kaemferol-3-O-${\beta}$-D-glucopyranoside (astragalin) (1), isorhamnetin-3-O-${\beta}$-D-glucopyranoside (2), kaempferol-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-${\alpha}$-L-rhamnopyranoside (3), caffeic acid (4), quercetin-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-a-L-rhamnopyranoside (5), quercetin-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-${\beta}$-D-glucopyranoside (6), quercetin-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-${\beta}$-D-galactopyranoside (7), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (quercitrin) (8), and kaempferol-3-O-${\alpha}$-L-rhamnopyranoside (afzelin) (9) by spectroscopic techniques. These compounds were isolated from this plant for the first time.

Flavonoids from Thyrsanthera suborbicularis and Their NO Inhibitory Activity

  • Song, Hyuk-Hwan;Khiev, Piseth;Chai, Hee-Sung;Lee, Hyeong-Kyu;Oh, Sei-Ryang;Choi, Young Hee;Chin, Young-Won
    • Natural Product Sciences
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    • v.18 no.4
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    • pp.273-278
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    • 2012
  • Further phytochemical investigation on the whole plant of Thyrsanthera suborbicularis, collected in Cambodia, led to kaempferol (1), vitexin (2), apigenin-7-O-neohesperidoside (3), chrysoeriol-7-O-${\beta}$-D-glucopyranoside (4), isorhamnetin 3-O-rutinoside (5), kaempferol-3-O-[${\alpha}$-L-rhamnopyranosyl-(13)-${\alpha}$-L-rhamnopyranosyl-(16)-${\beta}$-D-galactopyranoside (6), kaempferol-3-O-${\alpha}$-L-rhamnopyranosyl(12)-O-[${\alpha}$-L-rhamnopyranosyl (16)]-${\beta}$-D-glucopyranoside (7), kaempferol-3-O-[6"-O-(E)-p-coumaroyl]-${\beta}$-D-glucopyranoside (8), kaempferol-3-O-[6"-O-(E)-p-coumaroyl]-${\beta}$-D-galactopyranoside (9), and amentoflavone (10). All the structures were confirmed by the interpretation of NMR (1D and 2D) and MS data, and comparison with the published values. Of the isolated compounds 1 - 10, compounds 8 and 10 displayed the inhibitory activity against NO production in LPS-induced Raw 264.7 cells with $IC_{50}$ values, 3.56 and $15.73{\mu}M$, respectively.