• Title/Summary/Keyword: Flavan

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Physicochemical properties, phytochemicals, and biological activities of heat-treated Elaeagnus multiflora juice and vinegar (열처리 보리수 과즙과 식초의 이화학적 특성, phytochemicals 및 생리활성)

  • Cho, Kye Man;Hwang, Chung Eun;Kim, Su Cheol;Jo, Ok Soo
    • Food Science and Preservation
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    • v.25 no.1
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    • pp.52-61
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    • 2018
  • In this study, vineger was produced after heat treatment of Elaeagnus multiflora juice and its fermentative characteristics were investigated. The heat-treated juice and vinegar of E. multiflora were similar in fruit color, with b values (redness) of 39.48 (juice) and 37.56 (vinegar). After 10 days of fermentation of E. multiflora fruit, the acetic acid bacteria viable cell number, pH, acidity, reducing sugar content, and alcohol content were 4.59-4.62 log CFU/mL, 3.14-3.45, 0.2-2.12%, 0.69-35.24 mg/mL, and 0.2%, respectively. The heat-treated juice and vinegar showed significantly higher radical scavenging and digestive enzyme inhibitory activities than untreated samples, and the levels of soluble phenolics, soluble flavonoids, flavan-3-ol derivatives, and phenolic and derivatives were increased. Additioinally, the heat-treated vinegar contained major organic acids, such as acetic acid (21.82 mg/mL), and major flavan-3-ols and phenolic acids, such as catechin ($72.24{\mu}g/mL$), catechin gallate ($273.36{\mu}g/mL$), epigallocatechin gallate ($68.35{\mu}g/mL$), protocatechuic acid ($12.84{\mu}g/mL$), and salicylic acid ($42.29{\mu}g/mL$). At $25{\mu}L/mL$ treatment, DPPH and ABTS radical scavenging activities and ${\alpha}$-glucosidase and pancreatic lipase inhibitory activities were 79.66%, 93.99%, 90.12%, and 64.85%, respectively. This result suggested that it is possible to produce new types of vinegar and beverages, using heat-treated E. multiflora juice.

Effective extraction of antioxidantive oligomeric proanthocyanidins from mountain grape seeds

  • Huh, Yun-Suk;Hong, Won-Hi;Hong, Tae-Hee
    • 한국생물공학회:학술대회논문집
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    • 2003.10a
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    • pp.527-531
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    • 2003
  • The interest of oligomeric proanthocyanidins(OPCs) as therapeutic agents against diseases involving radical damage is growing. Proanthocyanidins are a class of polyphenolic compounds in several plant species and are oligomers of flavan-3-ol monomer units. Polyphenols in green and black tea, grape seeds, grapes and wine have raised much attention but mountain grape seed has not been investigated intensively up to now This study investigated the total OPCs contents and the total antioxidant activity of mountain grape seeds. Total antioxidant activity using DPPH method was employed and OPCs contents were determined by means of the UV-VIS spectrophotometer. The total OPCs yield of mountain grape seeds was about 1.45 % and total antioxidant activity was 15.8 ${\mu}g/m{\ell}$.

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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.

Flavonoid Glycosides from Needles of Taxus cuspidata(Taxaceae) (주목 잎의 후라보노이드 배당체)

  • Ham, Yeon-Ho;Park, Wan-Geun;Han, Sang-Sup;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.25 no.2
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    • pp.45-51
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    • 1997
  • 주목 잎을 채취하여 건조하고 아세톤-물 (7 : 3, v/v) 의 혼합액으로 추출한 후 에틸아세테이트 및 수용성 부분으로 분리하고 Sephadex-LH 20으로 충진한 칼럼을 이용하여 2개의 flavan 단량체와 2개의 후라보노이드 배당체를 단리하였다. 에틸아세테이트용성 추출물은 대부분 (+)-catechin 과 (-)-epicatechin으로 구성되어 있었으며 수용성 부분에서는 quercetin-3-0-arabinopyranosyl-($1"'{\rightarrow}6"$)-${\beta}$-D-glucoside와 quercetin-3-O-rutinoside 인 두 개의 탄수화물로 구성된 배당체를 분리하였으며 주목에서는 이들 화합물은 아직 보고된 바가 없다. 이들의 구조결정을 위하여 박층크로마토그래피를 실시하고 $^1H$-NMR과 $^{13}C$-NMR 스펙트럼을 기존의 스펙트럼과 비교, 분석하여 정확한 구조를 규명하였다.

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Isolation and Structure Elucidation of Proanthocyanidin in Bark of Pinus densiflora (소나무수피 프로안토시아니딘(Proanthocyanidin)의 분리 및 구조분석)

  • Song, Hong-Keun;Oh, Sung-Jin
    • Journal of the Korean Wood Science and Technology
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    • v.24 no.2
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    • pp.81-93
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    • 1996
  • To elucidate the structure of procyanidin in Korean red pine (Pinus densiflora S. et Z.), bark, the extractives were extracted with acetone-water mixture(7:3, v/v) from inner bark of Korean red pine. The extracts separated three fractions which were extracted by liquid-liquid extraction. The extracting solvents were chloroform and ethyl acetate and water. The part of ethylacetate soluble was chromatographed by liquid chromatography. The ethylacetate soluble portion yielded four natural procyanidin dimers, two known epicatechin-($4{\beta}{\rightarrow}6$)-catechin, catechin-($4{\alpha}{\rightarrow}8$)-catechin and two unknown catechin-($4{\beta}{\rightarrow}6$)-catechin and conformational isomer of epicatechin-($4{\alpha}{\rightarrow}6$)-catechin. The additional catechins was also isolated. The structures of these procyanidins were elucidated by their $^{13}C$-NMR spectra.

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Cancer Chemoprevention by Dietary Proanthocyanidins

  • Jo, Jeong-Youn;Lee, Chang-Yong
    • Food Science and Biotechnology
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    • v.16 no.4
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    • pp.501-508
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    • 2007
  • Proanthocyanidins (PACs), also named condensed tannins, are polymers of flavan-3-ols such as (+ )-(gallo)catechin and (-)-epi(gallo)catechin. A proper analysis of the PACs, with difficult challenges due to their complex structures, is crucial in studies of cancer chemoprevention. Cancer is a leading cause of mortality around the world. Many experimental studies have shown that dietary PACs are potential chemopreventive agents that block or suppress against multistage carcinogenesis in both in vitro and in vivo models. Cancer chemoprevention by dietary PACs has been shown effective through different mechanisms of action such as antioxidant, apoptosis-inducing, and enzyme inhibitory activities. Good sources of dietary PACs are nuts, fruits, beans, chocolate, fruit juice, red wine, and green tea. The chemopreventive potential of dietary PACs should be considered together with their bioavailability in humans. The safety issues regarding carcinogenesis and gastrointestinal disorder are also reviewed.

Anti-oxidative Activities of Phenolic Compounds from barks of Pinus densiflora Siebold et Zuccarini

  • Kwon, Joo-Hee;Kwon, Yong-Min;Choi, Sun-Eun;Park, Kwan-Hee;Lee, Min-Won
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.10-14
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    • 2010
  • Phytochemical examination of the barks of Pinus densiflora Siebold et Zuccarini has led to the isolation of one phenylpropanoid, one lignan, one flavonoid, one flavan 3-ol and two procyanidins : 4-O-$\beta$-D-glucopyranosyl-p-coumaric acid (1), 2,3-dihydro-2-(4-methoxy)-7-hydroxy-3-hydroxymethyl-5-(3-hydroxy propyl)-benzofuran 3-O-$\alpha$-D-glucopyranoside (2), taxifolin 3'-O-$\beta$-D-glucopyranoside (3), (+)-catechin (4), procyanidin B1 (5) and epicatechin-($4{\beta}$-8)-catechin-($4{\alpha}$-8)-catechin (6). Among them, Compound 4, 5 and 6 showed potent anti-oxidative activities and these anti-oxidative activities were significantly different compared with ascorbic acid as positive control.

Isolation of Polyphenol Compounds from the Leaves of Korean Persimmon (Diospyrus kaki L. Folium) (한국산 감잎로부터 Polyphenol계 생리활성물질 분리)

  • An, Bong-Jeun;Bae, Man-Jong;Choi, Hee-Jin;Zhang, Yun-Bin;Sung, Tae-Soo;Choi, Cheong
    • Applied Biological Chemistry
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    • v.45 no.4
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    • pp.212-217
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    • 2002
  • We purified polyphenols from persimmon leaf and tested their biological activity. The 60% acetone extract was lyophilized and applied to test enzyme inhibition of glucosyltransferase and tyrosinase. GTase was 82.4% inhibited at $1.8{\times}10^{-1}$ mg/ml and tyrosinase 21.7% inhibited at 0.8 mg/ml. The acetone extract was fractionated into F-1, 2, 3, 4, 5 by Sephadex Q-50 gel filtration and the fraction-1 and 2 showed higher enzyme inhibition activity than the other fractions. To the Proteinase K treatment and autoclaving of the two fractions had no effect on the enzyme activity, but these results suggested that active fraction was not protein but phenol ring completed compounds. By Sephadex LH-20, MCI-gel and Bondapak $C_{18}$ column chromatographies, compouds 1, 2, 3 and 4 from F-1 fraction, compounds 5 and 6 from F-2 fraction and compounds 7 , 8 from F-3 fraction were purified and re-crystallized. The purified compounds was assumed to be condensed tannins of frame flavan-3-ol frame on the basis of color reagent reaction and to be a mixture of monomer, dimer and trimer according to TLC analysis.

Nitric oxide and $ProstaglandinE_2$ Synthesis Inhibitory Activities of Flavonoids from the Barks of Ulmus macrocarpa

  • Kim, Hyun-Jung;Yeom, Seung-Hwan;Kim, Min-Kee;Shim, Jae-Geul;Lim, Hyun-Woo;Lee, Min-Won
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.344-346
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    • 2004
  • Eight phenolic compounds (1-8) which were isolated from the barks of Ulmus macrocarpa were evaluated for their inhibitory activities on nitric oxide (NO) and prostagrandin $E_2$ (COX-2) production in $interferon-{\gamma}\;(INF-{\gamma})$ and lipopolysaccharide (LPS)-activated RAW 264.7 cells in vitro. NO and COX-2 levels were moderately reduced by the addition of compounds (1-8). Among them 3,4,5,6,7 and 8 inhibited NO production in a dose dependent manner with an $IC_{50}$ of 92.2, 97.3, 36.1, 43.5, 32.8, 39.4 and 37.1 ${\mu}g/ml$, respectively (positive control, L-NMMA; 36.4 ${\mu}g/ml$), and 3,4,5,6,7 and 8 reduced the COX-2 level in a dose dependent manner with an $IC_{50}$ of 43.2, 24.8, 24.8, 33.4, 44.8 and 22.7 ${\mu}g/ml$, respectively (positive control, indomethacin; 23.4 ${\mu}g/ml$). These results suggest that the phenolic compounds may be developed as potential anti-inflammatory and cancer chemopreventive agents.

Development of flavonoid database for commonly consumed foods by Koreans (한국인 상용식품의 플라보노이드 데이터베이스 구축)

  • Yang, Yoon-Kyoung;Kim, Ji-Yeon;Kwon, O-Ran
    • Journal of Nutrition and Health
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    • v.45 no.3
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    • pp.283-292
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    • 2012
  • Flavonoids have been hypothesized to reduce the risk of chronic diseases, but the lack of a flavonoid database hampered epidemiological studies addressing this issue in Korea. In this study, we developed a flavonoid database, based on a systematic review. A total of 1549 food items containing flavonoids were selected using the Korean Nutrient Database. Among them, flavonoid contents for only 649 food items were evaluated with analytical values and the remaining 900 items were replaced with adaptations or calculations from similar items. The developed flavonoid database covered 93.2% of fruits and fruit juices, 76.1% of vegetables, 98.4% of legumes and legume products, and 85.0% of all plant foods overall (1,549 items) as reported by the 24-hr dietary recall method regarding the 2008 Korean National Health and Nutrition Examination Survey. We found that this flavonoid database, overall, included 95.6% of all mainly consumed plant foods by Koreans. This flavonoid database is expected to be useful in regards to the correlation study of flavonoid intake and chronic diseases.