• Title/Summary/Keyword: Flavan-3-ols

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Dietary flavan-3-ols intake and metabolic syndrome risk in Korean adults

  • Yang, Yoon-Jung;Kim, You-Jin;Yang, Yoon-Kyoung;Kim, Ji-Yeon;Kwon, O-Ran
    • Nutrition Research and Practice
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    • v.6 no.1
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    • pp.68-77
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    • 2012
  • Flavan-3-ols are a subclass of flavonoids found in a variety of foods including teas. The effects of flavan-3-ols on the risk of metabolic syndrome (MetS) have been investigated, generally focusing on tea catechins or individual flavan-3-ol rich foods, but there is little information on dietary flavan-3-ols intake and risk of MetS in population-based studies. In this cross-sectional study, we examined the association between dietary flavan-3-ols intake and the risk of MetS in Korean adults. Subjects comprised 1,827 men and 2,918 women aged 20-69 years whose data was included in the 2008 Korean National Health and Nutrition Examination Survey. This survey was conducted between January 2008 and December 2008. Total flavan-3-ols intakes were calculated from 24-hour dietary recalls using a flavonoids database. Thirty percent of the male subjects and 24% of the female subjects were reported as having MetS. In the female subjects, flavan3-ols intake was inversely associated with the risk of MetS after adjusting for potential confounders (5th vs. 1st quintile, OR=0.64, 95% CI=0.45-0.91, P for trend=0.384). The main food source of flavan-3-ols was green tea followed by apples and grapes. Among MetS components, flavan-3-ols intake was inversely associated with the risk of high blood pressure after adjusting for potential confounders (5th vs. 1st quintile, OR=0.64, 95% CI=0.45-0.90, P for trend=0.005). No significant association between flavan-3-ols intake and risk of MetS was found in the male subjects. After stratified analysis by obesity (BMI ${\geq}$ 25 or BMI < 25), however, flavan3-ols intake was inversely related to the risk of hypertension in non-obese men. These results suggest that dietary flavan-3-ols intake may have beneficial effects on MetS risk by reducing the risk of hypertension. The effects of flavan-3-ols intake dependent on obesity need further investigation.

Inhibitory Effect of Flavan-3-ols Isolated from Oolong Tea on Xanthine Oxidase (우롱차로부터 분리된 Flavan-3-ol 화합물의 Xanthine Oxidase에 대한 저해 영향)

  • An, Bong-Jeun;Bae, Man-Jong;Choi, Chung
    • Korean Journal of Food Science and Technology
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    • v.28 no.6
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    • pp.1084-1088
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    • 1996
  • As a series of study for an anti-gout agent, two flavan-3-ols have been isolated from Oolong tea. They showed positive reaction in $anisaldehyde-H_2SO_4$ solution and $FeCl_3$, which were able to be confirmed in TLC with dimeric flavan-3-ols. The components were identified as procyanidin B-2 and procyanidin B-2-O-3, 3'-di-gallate by spectroscopic analysis. Their inhibitory effect on xanthine oxidase was also investigated and procyanidin B-2-O-3, 3'-digallate showed 60.6% inhibition at $50\;{\mu}mole$. The compound competitively inhibited the xantine oxidase and dimeric flavan-3-ols contanining gallate had higher inhibition activity.

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Structure Determination of Glucosyltransferase Inhibitors from Cacao Bean Husk (Cacao Bean Husk로부터 Glucosyltransferase 저해물질 구조결정)

  • An, Bong-Jeun;Choi, Cheong
    • Applied Biological Chemistry
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    • v.37 no.6
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    • pp.498-502
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    • 1994
  • For glucosyltransferase(GTase) inhibitors, two flavan-3-ols were isolated from Theobroma cacao beam husk. They showed positive reaction with $anisaldehyde-H_2SO_4$ solution, $FeCl_3$ to be confirmed as dimeric flavan-3-ols on TLC and were identified as procyanidin B-1 [(-)-epicatechin-$(4{\beta}{\rightarrow}8)$-catechin] and procyanidin B-3 [(+)-catechin-$(4{\beta}{\rightarrow}8)$-catechin by spectroscopic analysis. Their inhibitory effect on glucosyltranaferase activity was also investigated and procyanidin B-1 showed 50% inhibition at 0.3 mM. They inhibited on the glucosyltransferasa noncompetitively and dimeric flavan-3-ol containing (-)-epicatechin had higer inhibitory activity.

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Structure and Isolation of Xanthine Oxidase Inhibitor from Oolong Tea (우롱차로부터 Xanthine Oxidase 저해물질 분리 및 구조)

  • An, Bong-Jeun;Kim, Won-Keuk;Choi, Jang-Youn;Kwon, Ik-Boo;Choi, Cheong
    • Korean Journal of Food Science and Technology
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    • v.24 no.6
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    • pp.558-562
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    • 1992
  • Xanthine oxidase involved in pruine metabolism oxidizes hypoxanthine to xanthine and xanthine to uric acid. The derangement of pruine metabolism results in gout that associates painful deposit of monosodium urate in the cartilage of joints. In the continuous study for natural compound, six flavan-3-ols have been isolated from the leaves of Oolong tea. The structures of procyanidin B-1, B-3, procyanidin B-3-3-O-rhamnose, procyanidin B-1-3-O-gallate, (-)-epicatechin, (-)-epicatechin-3-O-gallate were established by NMR and their inhibitory effect on xanthine oxidase activity was investigated. Flavan-3-ols containing the gallate had a high inhibitory capacity. Procyanidin B-1-3-O-gallate showed complete inhibition at $50\;{\mu}M$ and inhibited on the xanthine oxidase competitively.

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Purification and Structure Determination of the GTase Inhibitor from Cacao Bean Husk Extract (Cacao Bean Husk 추출물로부터 Glucosyltransferase 저해 활성 물질의 분리 및 구조 동정)

  • 권익부;안봉전이신영
    • KSBB Journal
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    • v.11 no.5
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    • pp.536-542
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    • 1996
  • The isolation of active compounds showing the inhibitory effect on glucosyltransferase(GTase) from cacao bean husk(CBH) extract was carried out for screening of anti-plaque agents. These active compounds were purified by additional column chromatography of MCI-gel CHP-20 and Sephadex LH-20 and their chemical structures were determined by NMR and mass spectroscopy. Two compounds showing the inhibitory effect on GTase from CBH extract were obtained. These compounds showed positive reactions with anisaldehyde-H2SO4 solution and FeCl3, and were identified as dimeric flavan-3-ols on TLC. By NMR and MS data analyses, the structures of two different flavan-3-ols were identified as procyanidin B-1 and procyanidin B-3, respectively.

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Phenolic Compounds on the Leaves of Betula Platyphylla var. latifolia

  • Lee, Min-Won;Takashi Tanaka;Gen-Ichiro Nonaka;Hahn, Dug-Ryoung
    • Archives of Pharmacal Research
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    • v.15 no.3
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    • pp.211-214
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    • 1992
  • Chemical examination of Betula platyphylla var. latifolia afforded a novel diarylheptanoid named betulateraol, together with a phenylpropanoid (3, 4'-dihydroxypropio-phenone), flavan-3-ol [(+)-catechin] and its glycosides [(+)-catechin 5-O-$\beta$-glucopyranoside, (+)-catechin 7-0-$\beta$-D-glucopyranoside] and two proanthocyanidins (procyanidins B-1 and B-3).

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Determination of Phytochemical Contents and Biological Activities from the Fruits of Elaeagnus multiflora

  • Lee, Jin-Hwan;Seo, Weon-Taek;Cho, Kye-Man
    • Preventive Nutrition and Food Science
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    • v.16 no.1
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    • pp.29-36
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    • 2011
  • The purpose of this study was to investigate the phytochemical contents and biological activities, including $\alpha$-glucosidase inhibitory activity and antioxidant activity, from the fruits of Elaeagnus multiflora using different solvent systems. The 50% ethanol extract of this species showed the most potent $\alpha$-glucosidase inibitory activity (88.5%) at a concentration of 1 mg/mL. Moreover, this extract also displayed the strongest antioxidant activity in each assay, showing 96.3% in DPPH scavenging activity, 98.2% in ABTS scavenging activity, and 2.5% in reducing power. The highest total phytochemical contents, including flavan-3-ols, phenolic acids, and flavonoids, were observed in the 50% ethanol extract. Interestingly, flavan-3-ols (3.150 mg/g) were detected at a significantly higher total content than those of phenolic acids (0.380 mg/g) and flavonoids (not detected). Additionally, the contents of individual phytochemicals showed remarkable differences, especially the epicatechin gallate (2.008 mg/g) and gallic acid (0.099 mg/g), which were the predominant constituents of each phytochemical type. Therefore, our results suggest that the 50% ethanol extract of E. multiflora fruits has strong biological activities, which are correlated with high phytochemical contents.

Structure Determination of Anti-plaque Agents for Prevention of Dental Caries from Cccao Bean Husk (Cacao Bean Husk로부터 분리한 충치 예방물질의 구조 결정)

  • 권익부;안봉전유주현이신영
    • KSBB Journal
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    • v.8 no.1
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    • pp.69-74
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    • 1993
  • For an anti-plaque agent, two flavan-3-ols isolated from Theobroma cacao bean husk showed positive reactions with $H_2SO_4$-anisaldehyde solution, $FeCl_3$, and were identified as monomeric, dimeric flavan-3-ots in TLC. They were (-)-epicatechin and procyanidin B-2(epicatechin-(4$\beta$$\rightarrow$8)-epicatechin). The structures were established by spectroscopic and chemical methods. (-)-Epicatechin had moderate inhibitory activity on GTase at concentration of 1.0mM while procyanidin B-2 showed complete inhibition activity at the same concentration. The hydroxyl group of flavan-3-ol was supposed to be the essential element for inhibition on GTase.

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Inhibition Effect of Against Angiotensin Converting Enzyme of Flavan-3-ols isolated Korean Green Tea (한국산 녹차로부터 분리한 Flavan-3-ol 화합물의 Angiotensin Converting Enzyme 저해 효과)

  • Cho, Young-Je;An, Bong-Jeun;Choi, Cheong
    • Korean Journal of Food Science and Technology
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    • v.25 no.3
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    • pp.238-242
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    • 1993
  • For the Purpose of utilizing tannins in the functional foods and crude drugs, the enzyme inhibition of tannins isolated from Korean green tea were determined. Acetone extract from Korean green tea showed inhibition effect against the angiotensin converting enzyme. The galloyl tannins showed higher inhibition activity against angioteosin converting enzyme than the nongalloyl tannins. In terms of stereo isomers, (-)-epicatechins had higher inhibition activity than the (+ )-catechins. The synergistic activity was also observed. Tannins isolated from Korean green tea appeared to be incompetitive inhibitor against the angiotensin converting enzyme.

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