• Title/Summary/Keyword: eriodictyol

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Identfication of Phase I and Phase II Metabolites of Hesperetin in Rat Liver Microsomes by Liquid Chromatography-Electrospray Ionization-Tandem Mass Spectrometry

  • Kim, Un-Yong;Han, Sang-Beom;Kwon, Oh-Seung;Yoo, Hye-Hyun
    • Mass Spectrometry Letters
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    • v.2 no.1
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    • pp.20-23
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    • 2011
  • The purpose of this study is to investigate the in vitro metabolism of hesperetin, a bioflavonoid. Hesperetin was incubated with rat liver microsomes in the presence of NADPH and UDP-glucuronic acid for 30 min. The reaction mixture was analyzed by liquid chromatography-ion trap mass spectrometer and the chemical structures of hesperetin metabolites were characterzed based on their MS/MS spectra. As a result, a total of five metabolites were detected in rat liver microsomes. The metabolites were identified as a de-methylated metabolite (eriodictyol), two hesperetin glucuronides, and two eriodictyol glucuronides.

Studies on the Monoamine Oxidase Inhibitors of Medicinal Plants I. Isolation of MAO-B inhibitors from Chrysanthemum indicum

  • Han, Yong-Nam;Noh, Dong-Boon;Han, Dae-Suk
    • Archives of Pharmacal Research
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    • v.10 no.2
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    • pp.142-147
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    • 1987
  • Fourteen kinds of medicinal plants were screened for determining inhibitory activities on monoamine oxidase B. The extracts of Artemisia Messer-Schmidtiana (herba), Chrysanthemum indicum(flos), Ericibe obtusifolia (radix et rhizoma) and Sophora japonica (flos) strongly inhibited the enzyme. Among them, Chrysanthemi flos was chosen for elucidating its active principles, and some flavonoids were isolated and identified as acasetin (I), 5, 7-dihydroxy chromone (II), diosmetin (III), apigenin (IV), eriodictyol (V) and luteolin (VI).$IC_{50} were determined as following: 1, 2.46;II, 0.19; III, 2. 11mM, and the others showed weak inhibition.

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Tumor cell growth inhibition and antioxydative activity of flavonoids from the stem bark of Cudrania tricuspidata (꾸지 뽕나무로부터 분리한 flavonoid계 화합물의 암세포성장 저해 및 항산화 활성)

  • Lee, In-Kyoung;Song, Kyung-Sik;Kim, Chang-Jin;Kim, Hwan-Muk;Oh, Goo-Taeg;Yoo, Ick-Dong
    • Applied Biological Chemistry
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    • v.37 no.2
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    • pp.105-109
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    • 1994
  • Five cytotoxic and antioxidative flavonoids were isolated from the stem bark of Cudrania tricuspidata by consecutive purification using HP-20, silicagel and prep-HPLC. They were identified as taxifolin, orobol, eriodictyol, dihydrokaempferol and steppogenin by means of spectral studies. The antioxidative activities $(IC_{50})$ assayed by TBA method of these compound $1{\sim}5$ to were 6, 3, 3, >50, and $10\;{\mu}g/ml$, respectively. The effect on the growth inhibition $(IC_{50})$ of these compounds against P388 cell line were found to be 0.18, 3.3, 15 and $6.2\;{\mu}g/ml$, respectively in the order of compound 2 to 5.

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Isolation and Identification of Flavonoids from Ethanol Extracts of Artemisia vulgaris and Their Antioxidant Activity (쑥의 에탄올 추출물에 함유된 Flavonoid들의 분리 및 동정과 이들의 항산화 효과)

  • Lee, Sang-Jun;Chung, Ha-Yull;Lee, In-Kyoung;Yoo, Ick-Dong
    • Korean Journal of Food Science and Technology
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    • v.31 no.3
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    • pp.815-822
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    • 1999
  • Twenty one flavonoids were isolated from ethyl acetate layer of aqueaus EtOH extracts of Artemisia vulgaris and identified as tricin, jaceosidine, eupafolin, diosmetin, chrysoeriol, homoeriodictyol, isorhamnetin, apigenin, eriodictyol, luteolin, luteolin 7-glucoside, kaempferol 3-glucoside, kaempferol 7-glucoside, kaempferol 3-rhamnoside, kaempferol 3-rutinside, quercetin, quercetin 3-glucoside, quercetin 3-galactoside, quercetrin, quercetin 7-glucoside, rutin, and vietexin. The inhibitory activity for all purified flavonoids were examined against lipid peroxidation in rat liver microsome. All examined flavonoids showed considerable antioxidant activity. Among them, $IC_{50}$ value of apigenin, luteolin, isorhamnetin, quercetin, and eriodictyol were showed higher than that of vitamin E used as positive control. And methoxylated flavonoids, tricin, eupafolin, jaceosidine, diosmetin, and isorhamnetin showed considerable antioxidant activity. Each $IC_{50}$ values were shown at 0.9, 1.0, 1.4, 1.0, and $0.7\;{\mu}g/mL$, respectively.

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Studies on Biological Activity of Wood Extractives(VI) - Flavonoids in heartwood of Prunus sargentii - (수목추출물의 생리활성에 관한 연구(VI) - 산벚나무 심재의 Flavonoids -)

  • Lee, Hak-Ju;Lee, Sung-Suk;Choi, Don-Ha;Kato, Atsushi
    • Journal of the Korean Wood Science and Technology
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    • v.29 no.2
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    • pp.133-139
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    • 2001
  • The structures of six flavonoids isolated from heartwood of Prunus sargentii(Rosaceae) were analyzed by Mass and NMR spectrometry. These flavonoids were grouped into dihydroflavonol, flavanone, and flavanone glycoside, and identified as follows : 3,3',4',5,7-pentahydroxyflavanone(taxifolin) as a dihydroflavonol, 5-hydroxy-7-methoxyflavanone(pinostrobin), 4',5,7-trihydroxyflavanone(naringenin), 3',4',5,7-tetrahydroxyflavanone(eriodictyol), 5,7-dihydroxyflavanone(pinoccmbrin) as a flavanone and 7-hydroxyflavanone 5-O-${\beta}$-D-glucopyranoside(verecundin) as a flavanone glycoside.

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Antioxidant Activity of Different Parts of Lespedeza bicolor and Isolation of Antioxidant Compound (싸리나무(Lespedeza bicolor) 부위별 추출물의 항산화 활성 및 항산화물질 분리)

  • Lee, Jae-Hak;Jhoo, Jin-Woo
    • Korean Journal of Food Science and Technology
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    • v.44 no.6
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    • pp.763-771
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    • 2012
  • In this study, total antioxidant properties of extracts from different parts of Lespedeza bicolor were determined using techniques of measuring 1,1-diphenyl-2-picryl hydrazyl/2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)-radical scavenging activity and total phenolic contents. The total antioxidant activities of leaf, stem and root extracts from various solvents (water, 50, 70, 100% ethanol, and hot-water) indicated that 50 and 70% ethanol extracts have high radical scavenging activities and phenolic contents. A systematic approach was used to determine the total antioxidant activity of different solvent fractions of the Lespedeza bicolor extracts, partitioning with chloroform, ethyl acetate, n-butanol, and water, and the ethyl acetate fraction was found to have the strongest antioxidant activity. Antioxidant assay-guided isolation was carried out to isolate potential antioxidant compounds. The ethyl acetate fraction of the leaf extract was subjected to silica gel, LH-20 and RP-18 column chromatography successively, and afforded compound 1, which was identified as eriodictyol by NMR and MS analysis, after which its antioxidant activity was determined.

Extractives of the Wood of Black Locust and the Bark of Poplar as Decay-Resistant Hardwood Tree Species (내후성 활엽수종인 아까시나무 목질부와 현사시나무 수피의 추출성분)

  • Bae, Young-Soo;Ham, Yeon-Ho
    • Journal of the Korean Wood Science and Technology
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    • v.28 no.3
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    • pp.52-61
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    • 2000
  • Black locust(Robinia pseudoacacia) and poplar(Populus alba ${\times}$ glandulosa) trees were collected, extracted with acetone-$H_2O$(7:3, v/v) after drying, fractionated with hexane, chloroform and ethylacetate, and freeze dried to get some brown powder. Each fraction of the powder was chromatographed on a Sephadex LH-20 column using a series of aqueous methanol and ethanol-hexane mixture as eluting solvents. The wood extractives of black locust contained (+)-leucorobinetinidin as flavan, robtin as flavanone and dihydrorobinetin as flavanonol, and robinetin as flavonol. The poplar bark extractives contained various kinds of phenolic compounds : (+)-catechin as flavan, naringeoin, eriodictyol, sakuranetin, aromadendrin and taxifolin as flavanonol, salireposide as salicin derivative, and minor compounds such as aesculin and p-coumaric acid. However, aesculin has not been reported as a constituent of the poplar bark in Korea yet. NMR and FAB-MS analyses were done to elucidate the structures of isolated phenolic constituents.

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Isolation and Identification of Antioxidants from Peanut Shells and the Relationship between Structure and Antioxidant Activity

  • Wee, Ji-Hyang;Moon, Jae-Hak;Eun, Jong-Bang;Chung, Jin-Ho;Kim, Young-Gook;Park, Keun-Hyung
    • Food Science and Biotechnology
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    • v.16 no.1
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    • pp.116-122
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    • 2007
  • Four compounds with antioxidant activity were isolated from the MeOH extract of peanut shells (pod) and identified as 5,7-dihydroxychromone (1), eriodictyol (2), 3',4',7-trihydroxyflavanone (3), and luteolin (4) by electron impact-mass spectrometry (EI-MS) and nuclear magnetic resonance (NMR) analyses. The relationship between antioxidant activity and chemical structure of the isolated compounds with their analogues [(-)-epicatechin, quercetin, taxifolin] was examined by measuring 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity and using the 2-deoxy-D-ribose degradation system. The order of antioxidant activity on the basis of DPPH radical-scavenging was quercetin = (-)-epicatechin (6.0 molecules) > taxifolin (4,5 molecules) > 4 (luteolin; 4.0 molecules) > 2 (eriodictyol; 2.5 molecules) > 3 (3',4',7-trihydroxy-flavanone; 2.0 molecules) > 1 (5,7-dihydroxychromone; 0.5 molecules). On the other hand, using the 2-deoxy-D-ribose degradation system, the order of antioxidant activity was quercetin > 4 >> (-)-epicatechin ${\geq}\;2\;{\geq}$ taxifolin > 3 > 1. These compounds from peanut shells may provide defensive measures against oxidative stress and insects in the soil.

Characterization of Uridine-Diphosphate Dependent Flavonoid Glucosyltransferase from Oryza sativa

  • Hong, Byoung-Seok;Kim, Jeong-Ho;Kim, Na-Yeon;Kim, Bong-Gyu;Chong, You-Hoon;Ahn, Joong-Hoon
    • BMB Reports
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    • v.40 no.6
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    • pp.870-874
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    • 2007
  • We cloned a uridine-diphosphate dependent glycosyl-transferase RUGT-10 from Oryza sativa. The recombinant enzyme was expressed by glutathione-S transferase gene fusion system in Escherichia coli. RUGT10 showed different regioselectivity depending on the structures of substrates (e.g. flavanone, flavonol, and flavone). Apparently, flavanone such as naringenin and eriodictyol gave one 7-O-glucoside while flavone and flavonol gave more than two products with preferential glucosylation position of hydroxyl group at C-3 position.

Phenolic Compounds from Barks of Ulmus macrocarpa and Its Antioxidative Activities (왕느릅나무 수피의 페놀성 화합물 및 항산화 활성)

  • Kwon, Young-Min;Lee, Jae-Hee;Lee, Min-Won
    • Korean Journal of Pharmacognosy
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    • v.33 no.4 s.131
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    • pp.404-410
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    • 2002
  • Phytochemical examination of Barks of Ulmus macrocarpa has led to the isolation and characterization of two fla-vanonol, taxifolin $7-O-{\beta}-D-glucopyranoside$ (1), taxifolin $3'-0-7-{\beta}-glucopyranoside$ (2), two flavanone eriodictyol $7-O-{\beta}-D-glucopyranoside$ (3), nalingenin $7-O-{\beta}-D-glucopyranoside$ (4), three flavan 3-ol, (+)-catechin (5), (-)-epicatechin (6), (+)-catechin 7-O-{\beta}-D-glucopyranoside (7) and one proanthocyanidin, procyanidin B-1 (8). Antioxidative activity of these compounds was determined by measuring the radical scavenging effect on 1,1-diphenyl-2- picrylhydrazyl (DPPH) radicals . (+)-Catechin (5) , (-)-epicatechin (6), (+)-catechin $7-O-{\beta}-D-glucopyranoside$ (7) and procyanidin B-1 (8) showed significant antioxidative activity.