• Title/Summary/Keyword: Isorhamnetin glycoside

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Flavonoids from Leaves and Exocarps of the Grape Kyoho

  • Park, Hye-Jeong;Cha, Hyeon-Cheol
    • Animal cells and systems
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    • v.7 no.4
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    • pp.327-330
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    • 2003
  • We analyzed and compared profiles of flavonols extracted from leaves and exocarps of the grape Kyoho by TLC, HPLC and UV spectrophotometry. In the exocarps, quercetin 3-O-glucoside was the main compound while isorhamnetin 3-O-glycoside (I) was present in minor amounts. In leaves, on the other hand, quercetin 3-O-glucoside and quercetin 3-O-glucoside-7-O-glucronide were the major compounds while isorhamnetin 3-O-glycoside (II) and kaempferol 3, 7-O-diglycoside were present in minor amounts.

Seasonal Variations of the Flavonol Glycoside Content from Ginkgo biloba Leaves (은행잎중 Flavonol Glycoside 성분의 계절별 함량 변화에 관한 연구)

  • Kang, Gyu-Sun;Youm, Jeong-Rok;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.24 no.1
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    • pp.47-53
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    • 1993
  • The seasonal variations of the major six flavonol glycosides(kaempferol 2,6-dirhamnosyl glucoside, quercetin 3-O-rutinoside, kaempferol 3-O-rutinoside, isorhamnetin 3-O-rutinoside, quercetin 3-O-coumaroyl glucorhamnoside and kaempferol 3-O-coumaroyl glucorhamnoside) in Ginkgo biloba leaves were investigated. The contents were determined by HPLC on reversed phase $C_{18}$ column. This result showed that the percentage of six flavonol glycosides decreased during the season from 1.57% in May to 0.39% in November. The content of each flavonol glycoside indicated a similar tendency to decrease. However, the contents of rutinosides of kaempferol, quercetin and isorhamnetin fluctuated markedly than those of coumaroyl glucorhamnosides of kaempferol and quercetin and kaempferol 2,6-dirhamnosyl glucoside.

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Flavonoids from the Stems of Eastern Picklypear Opuntia humifusa, Cactaceae

  • Park, Si-Hyung;Kim, Hui;Rhyu, Dong-Young
    • Journal of Applied Biological Chemistry
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    • v.50 no.4
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    • pp.254-258
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    • 2007
  • Five flavonoids, isorhamnetin 3-O-${\beta}$-D-galactosyl-4'-O-${\beta}$-D-glucoside (1), isorhamnetin 3,4'-di-O-${\beta}$-D-glucoside (2), isorhamnetin 3-O-${\beta}$-D-(6-O-${\alpha}$-L-rhamnosyl)glucosyl-4'-O-${\beta}$-D-glucoside (3), isorhamnetin 3-O-${\beta}$-D-(6-O-${\alpha}$-L-rhamnosyl)glucoside (4), and isorhamnetin 3-O-${\beta}$-D-(6-O-${\alpha}$-L-rhamnosyl) galactoside (5) were isolated from the stems of Opuntia humifusa (Raf.) Raf. and their structures were identified based on LC-MS and NMR data.

Isorhamnetin Glycosides with Free Radical and $ONOO^-$ Scavenging Activities from the Stamens of Nelumbo nucifera

  • Hyun Sook-Kyung;Jung Yu-Jung;Chung Hae-Young;Jung Hyun-Ah;Choi Jae-Sue
    • Archives of Pharmacal Research
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    • v.29 no.4
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    • pp.287-292
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    • 2006
  • In this study, we isolated two new isorhamnetin glycosides, designated as nelumboroside A (3) and nelumboroside B (4), as well as the previously-characterized isorhamnetin glucoside (1) and isorhamnetin rutinoside (2), from the n-BuOH fraction of Nelumbo nucifera stamens. The structures of the two new compounds were then determined, using chemical and spectroscopic techniques. All isolated isorhamnetin glycosides 1-4 showed marked antioxidant activities in the DPPH, and $ONOO^-$ assays.

Quantitative Determination of Bioactive Compounds in Some Artemisia capillaris by High-Performance Liquid Chromatography

  • Kim, Sang-Won;Kim, Hyeong-Woo;Woo, Mi-Hee;Lee, Jae-Hyun;Choi, Jae-Sue;Min, Byung-Sun
    • Natural Product Sciences
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    • v.16 no.4
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    • pp.233-238
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    • 2010
  • In order to facilitate the quality control of Artemisia capillaris, a simple, accurate and reliable HPLC method was developed for the simultaneous determination of the six bioactive compounds: scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-Orobinobioside (5), and scoparone (6), which were selected as the chemical markers of A. capillaris. Separation was achieved on an Agilent Eclipse XDB-C18 column with a gradient solvent system of 0.1% trifluoroacetic acid aqueous-acetonitrile at a flow-rate of 1.0 mL/min and detected at 254 nm. All six calibration curves showed good linearity ($R^2$ > 0.998). A simple reversed phase HPLC method was developed for extracting pharmacologically active compounds scopolin, chlorogenic acid, 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside, hyperoside, isorhamnetin 3-O-robinobioside, and scoparone from A. capillaris using a binary gradient of acetonitrile : 0.1% trifluoroacetic acid with UV detection at 254 nm. The scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-O-robinobioside (5), and scoparone (6) contents of the herb of A. capillaris collected from fifteen district markets in Korea were 0.00~0.90 mg/g, 0.06~7.29 mg/g, 0.06~0.91 mg/g, 0.07~5.05 mg/g, 0.42~13.11 mg/g, and 1.11~29.82 mg/g, respectively. The results demonstrated that this method is simple and reliable for the quality control of A. capillaris.

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.

Isorhamnetin-3-O-galactoside Protects against CCl4-Induced Hepatic Injury in Mice

  • Kim, Dong-Wook;Cho, Hong-Ik;Kim, Kang-Min;Kim, So-Jin;Choi, Jae-Sue;Kim, Yeong-Shik;Lee, Sun-Mee
    • Biomolecules & Therapeutics
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    • v.20 no.4
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    • pp.406-412
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    • 2012
  • This study was performed to examine the hepatoprotective effect of isorhamnetin-3-O-galactoside, a flavonoid glycoside isolated from Artemisia capillaris Thunberg (Compositae), against carbon tetrachloride ($CCl_4$)-induced hepatic injury. Mice were treated intraperitoneally with vehicle or isorhamnetin-3-O-galactoside (50, 100, and 200 mg/kg) 30 min before and 2 h after $CCl_4$ (20 ${\mu}l/kg$) injection. Serum aminotransferase activities and hepatic level of malondialdehyde were significantly higher after $CCl_4$ treatment, and these increases were attenuated by isorhamnetin-3-O-galactoside. $CCl_4$ markedly increased serum tumor necrosis factor-${\alpha}$ level, which was reduced by isorhamnetin-3-O-galactoside. The levels of inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and heme oxygenase-1 (HO-1) protein and their mRNA expression levels were significantly increased after $CCl_4$ injection. The levels of HO-1 protein and mRNA expression levels were augmented by isorhamnetin-3-O-galactoside, while isorhamnetin-3-O-galactoside attenuated the increases in iNOS and COX-2 protein and mRNA expression levels. $CCl_4$ increased the level of phosphorylated c-Jun N-terminal kinase, extracellular signal-regulated kinase and p38, and isorhamnetin-3-O-galactoside reduced these increases. The nuclear translocation of nuclear factor kappa B (NF-${\kappa}B$), activating protein-1, and nuclear factor erythroid 2-related factor 2 (Nrf2) were significantly increased after $CCl_4$ administration. Isorhamnetin-3-O-galactoside attenuated the increases of NF-${\kappa}B$ and c-Jun nuclear translocation, while it augmented the nuclear level of Nrf2. These results suggest that isorhamnetin-3-O-galactoside ameliorates $CCl_4$-induced hepatic damage by enhancing the anti-oxidative defense system and reducing the inflammatory signaling pathways.

Solanoflavone, A New Biflavonol Glycoside from Solanum melongena: Seeking for Anti-Inflammatory Components

  • Shen Guanghai;Kiem Phan Van;Cai Xing-Fu;Li Gao;Dat Nguyen Tien;Choi Yeon A;Lee Young Mi;Park Yong Ki;Kim Young Ho
    • Archives of Pharmacal Research
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    • v.28 no.6
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    • pp.657-659
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    • 2005
  • A new biflavonol glycoside named as solanoflavone (1) was isolated from aerial part of Solanum melongena. The chemical structure was elucidated as isorhamnetin-3-O-$\beta$-D-glucopyranoside-(4'$\to$O$\to$4"')-galangin-3"-O-$\to$-D-glucopyranoside on the basis of physicochemical and spectroscopic methods, including 2D NMR spectral techniques.

Isolations of Flavonoids and a Higher Alcohol from the Aerial Parts of Brassica juncea (갓 지상부에서 플라보노이드와 고급 알콜 화합물의 분리)

  • Ahn, Byoung-Gwan;Hur, Jong-Moon;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.38 no.3 s.150
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    • pp.254-257
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    • 2007
  • The aerial parts of Brassica juncea (Cruciferae) called by brown or oriental mustard have been widely used as a spice in food and also traditional folk medicine as stimulant, diuretic and expectorant agent. And Gatkimchi made of the aerial parts of this plant are very popular in Korea. The aerial parts of this plant was refluxed with MeOH and then fractionationed with $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$, successively. One higher alcohol compound and three flavonoids were isolated from the EtOAc fraction through silica gel and Sephadex LH-20 column chromatographies. Their structures were elucidated as n-hexacosanol(1), kaempferol(2), isorhamnetin $3-O-{\beta}-D-glucopyranoside(3)$ and isorhamnetin $3-O-(6'-O-acetyl)-{\beta}-D-glucopyranoside(4)$ by comparison of spectral data with those in references. And compounds 1 and 4 were firstly isolated from this plant.

Flavonoids from the Leaves of Ginkgo biloba (은행잎의 Flavonoid 성분에 관한 연구)

  • Kang, Sam-Sik;Kim, Ju-Sun;Kwak, Wie-Jong;Kim, Ki-Hyup
    • Korean Journal of Pharmacognosy
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    • v.21 no.2
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    • pp.111-120
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    • 1990
  • Five biflavones and sevenflavonolglycosideswereisolatedfromtheleaves of Ginkgo biloba. They were sciadopitysin(1), ginkgetin(2), isoginkgetin(3), bilobetin(4), amentoflavone(5), kaempferol 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](6), quercetin 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](8), rutinosides of kaempferol(7), isorhamnetin(9), quercetin(10), laricitrin(11), and kaempferol 3-O-($2',6'-{\alpha}-_L-dirhamnopyranosyl-{\beta}-_{D}-glucopyranoside$)(12). The structures were established by spectroscopic and chemical methods.

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