• Title/Summary/Keyword: (-) - epicatechin

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Extraction and Purification of EGCG(Epigallocatechin Gallate) from Green Tea (녹차로부터 EGCG(Epigallocatechin Gallate)의 추출 및 정제)

  • Gang, Ji-Hun;Park, Yeong-Gwang;Jeong, Seong-Taek;No, Gyeong-Ho
    • KSBB Journal
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    • v.14 no.5
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    • pp.517-522
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    • 1999
  • A green tea used in this experiment was cultivated at Bosung (Chonnam) and purchased from a domestic market. The extract at 5$0^{\circ}C$ water from the powder of green tea partitioned with chloroform and ethyl acetate. The resulting solution was further purified with a chromatographic column (4.6$\times$250 mm, 15${\mu}{\textrm}{m}$, Lichrospher 100RP-18). Finally separation was achieved on a $\mu$-Bondapak $C_18$(3.9$\times$300mm, 10${\mu}{\textrm}{m}$) column. The elution order of the catechin compounds contained in the green tea was EGC(Epigallocatechin, C(catechin), EC(Epicatechin), EGCG(Epigallocatechin Gallate) and ECG(Epicatechin Gallate). From the experimental results the mobile phase for isolating EGCG from the extract consisted of 0.1% acetic acid in water/acetonitrile, 87/13%(v/v). The flow rate of mobile phase was 1.0 $m\ell$/min, and UV wavelength was fixed at 280 nm. 121.3 mg of EGCG, higher than 98% of purity, was obtained from 5 g of dry green tea.

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Increase of Epigallocatechin in Green Tea Extract by Lactic Acid Bacteria Fermentation (젖산균 발효를 통한 녹차 추출물의 Epigallocatechin 함량의 증대)

  • Choi, Chan-Yeong;Park, Eun-Hee;Ju, Yoong-Woon;Kim, Myoung-Dong
    • Microbiology and Biotechnology Letters
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    • v.44 no.1
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    • pp.62-67
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    • 2016
  • Hydrolytic enzyme activities, including those of ${\beta}$-glucosidase, ${\beta}$-glucuronidase, ${\beta}$-xylosidase, ${\beta}$-galactosidase, ${\beta}$-arabinofuranosidase, ${\beta}$-arabinosidase, and ${\beta}$-arabinopyranosidase, which are useful for bioconversion, were explored in lactic acid bacteria isolated from Korean traditional fermented foods. Nine bacterial strains were selected for the fermentation of green tea extract prepared by supercritical fluid extraction. Changes in the concentrations of catechin, epicatechin, epicatechin gallate, epigallocatechin, and epigallocatechin-3-gallate in green tea extract were investigated after fermentation by the selected lactic acid bacteria strains. The strain Leuconostoc mesenteroides MBE1424, which showed the highest ${\beta}$-glucuronidase enzyme activity among the tested bacterial strains, increased the epigallocatechin content of the green tea extract by 60%. In addition, L. mesenteroides MBE1424 was more resistant than the control strain at high temperature and showed a maximum specific growth rate at $40^{\circ}C$. L. mesenteroides MBE1424 was presumed to have an enzyme system containing ${\beta}$-glucuronidase with utility in the bioconversion of green tea extract.

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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DPPH Radical Scavenging Activity of Phenolic Compounds Isolated from the Stem Wood of Acer tegmentosum (산겨릅나무 목질부에서 분리한 페놀성 화합물의 DPPH 라디칼 소거활성)

  • Kwon, Dong-Joo;Kim, Jin-Kyu;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.39 no.1
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    • pp.104-112
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    • 2011
  • There have been few reports on the constituents and biological activity of stem bark of $Acer$ $tegmentosum$, and no phytochemical and biological studies have been reported for stem wood of $A.$ $tegmentosum$. Two flavan 3-ols (1 and 2), three phenolic acid/alcohols (3~5), and two coumarins (6 and 7) were isolated from the stem wood of $A.$ $tegmentosum$ by repeated column chromatography. The structure of isolated compounds were identified as (+)-catechin (1), (-)-epicatechin (2), $p$-hydroxybenzaldehyde (3), syringic alcohol (4), $p$-tyrosol (5), scopoletin (6), and cleomiscosin A (7) on the basis of spectroscopic evidences such as $^1H$-NMR, $^{13}C$-NMR, 2D-NMR and MS spectrum. $p$-Hydroxybenzaldehyde (3), syringic alcohol (4), scopoletin (6), and cleomiscosin A (7) have not been reported from this plant so far. (+)-Catechin (1) and (-)-epicatechin (2) showed the higher 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity than butylated hydroxyanisole (BHA) used as a positive control.

Difference of Catechins Extracted Level when Fermented Sun-dried Salt and Green Tea (천일염과 녹차를 발효시켰을 때 Catechin류의 추출량 변화)

  • Yun, Hyun;Oh, Hye-Jong;Choi, Sung-Woo
    • The Journal of the Korea Contents Association
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    • v.12 no.11
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    • pp.278-285
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    • 2012
  • In an experiment in which fermentation was done by adding fungal species that have antibiosis but do not have cellulase, the extraction amount of EGC, EC, EGCG, and ECG increased in all samples that fermented by adding sun-dried salt compared to those that fermented only with green tea after fermenting green tea by mixing it with sun-dried salt. In the analysis conducted according to the days of fermentation, the high extraction amounts of EGC(epigallocatechin), ECG(epicatechin gallate), EC(epicatechin), and EGCG(epigallocatechin gallate) were detected on the second and third day. Furthermore, when fermentation was done by adding ferment bacillus, all types of catechin(EGC, EC, EGCG, ECG) extraction increased in Paenibacillus spp but in Bacillus amyloliquefaciens, EGC and EC decreased while EGCG and ECG increased; whereas in Bacillus pumilus and Bacillus subtilis all types of catechin(EGC, EC, EGCG, ECG) decreased. The results of the above experiment reveal that the largest amount of catechin was extracted from the result which conducted fermentation for three days together with sun-dried salt and Paenibacillus spp in the green tea.

Determination of polyphenolic compounds in grape seed extracts using reverse-phase high performance liquid chromatography

  • Wang, Chong-Zhi;Osinski, Joachim;Shao, Zuo-Hui;Basila, Daniel;Kim, Stephen;Yuan, Chun-Su
    • Advances in Traditional Medicine
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    • v.4 no.4
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    • pp.267-273
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    • 2004
  • Oxidative stress is associated with many kinds of chronic diseases. Antioxidants such as polyphenols are compounds that protect cells against the damaging effects of reactive oxygen species. Grape seeds are considered good resources of polyphenols, and grape seed extracts have a very strong antioxidant effect. In the present study, we established a simple gradient reverse-phase high performance liquid chromatography method to determine polyphenol content from three different grape seed resources. An ODS (2), $150\;{\times}\;3.2\;mm$ column has been employed, and six polyphenols have been determined: gallic acid, protochatechuic acid, (+)-catechin, (-)-epicatechin, procyanidin B2, and epicatechin gallate. Catechin and epicatechin were the main polyphenol compounds in all three extracts. The amount of procyanidin B2 was higher in Extract 1 (from a company of China), while Extract 2 (extracted in our lab) and Extract 3 (from a company of USA) contained higher proportions of epicatechin gallate. For the total polyphenol content, Extract 1 was much higher than that of Extract 2 and 3. The results suggest that the dietary dose of grape seed extracts from different resources should be adjusted according to polyphenol content.

Isolation of main component and antioxidant activities on the stem and root of Rosa rugosa (해당화 줄기 및 뿌리의 주성분 분리 및 항산화활성)

  • Park, byoung-Jae
    • Korean Journal of Plant Resources
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    • v.21 no.5
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    • pp.402-407
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    • 2008
  • Total phenol content was obtained from the stem extract of 7.8 (g/100g, D.W.) and root extract of 10.5 (g/100g, D.W.) on Rosa rugosa. S-4 and R-2 compounds were isolated from the stem and root of R. rugosa. The structure of S-4 and R-2 compounds was assigned as catechin by $^{1}H,\;^{13}C$ CNMR signal and TOF-MS. The tannin content of stem extract was 752.5 (mg/100g, D.W.) as 6.3 of gallic acid, 61.5 of epicatechin and 684.8 of catechin. The tannin content of root extract was higher about 2 times (1676.0) as 6.8 of gallic acid, 160.3 of epicatechin and 1508.5 of catechin than that of stem. It was shown that catechin was main compound in the stem and root extracts of R. rugosa. Antioxidant activities were stronger low concentration, and were not different of stem and root extracts. As the results, stem and root of R. rugosa were evaluated, as natural antioxidant resource.

Isolation of a Novel Polyphenol from Oolong Tea and Its Effective Prevention of the Gout (우롱차로터 새로운 Polyphenol 분리 및 통풍 예방 효과)

  • An, Bong-Jeun;Lee, Jin-Tae;Bea, Man-Jong
    • Korean Journal of Food Science and Technology
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    • v.30 no.4
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    • pp.970-975
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    • 1998
  • Eighty percent of acetone extract were isolated from the leaves of Korean Oolong tea using Sephadex LH-20, MCI-gel, Fuji gel. The compound reacted the red and the blue with anisaldehyde and $FeCl_3$, respectively. Instrumental analysis of the derivatives of this compound showed that the chemical structure was decided to $epicatechin-(4{\beta}{\rightarrow}8)-epigallocatechin-3-O-gallate$ as a kind of dimeric proanthocyanidine, that bound with -(-)epicatechin and -(-)epigallocatechin-3-O-gallate, at the upper and the lower, respectively. Considering inhibition effect on xanthin oxidase by 62% levels at $50{\;}{\mu}mole$, this compound showed a possibility to be used as a new material for functional food.

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An Improved Method for Determination of Catechin and Its Derivatives in Extract and Oil of Grape Seeds (포도씨유 및 추출물의 카테킨류 측정방법 개선)

  • Moon, Sung-Ok;Lee, Jun-Young;Kim, Eun-Jung;Choi, Sang-Won
    • Korean Journal of Food Science and Technology
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    • v.35 no.4
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    • pp.576-585
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    • 2003
  • An improved method in place of a conventional vanillin spectroscopic method (CVSM) was developed for determination of catechin and its derivatives in extract and oil of grape seeds. For the CVSM, grape seed extracts had relatively high catechin content in the range of $17{\sim}43%$ (g/100g of extract), while grape seed oils had relatively smaller catechin content in the range of $30{\sim}40mg%$ (mg/100g of oil). For the improved vanillin spectroscopic method (IVSM) using a polyamide cartridge, catechin content of grape seed extracts was in the range of $4.0{\sim}7.5%$, while that of grape seed oils was below 5 ppm. Meanwhile, the quantities of catechin and its derivatives were determined by HPLC in the grape seed extracts and oils. Four major catechins [(+)-catechin, procyanidin B2, (-)-epicatechin, and epicatechin gallate] were detected from grape seed extracts, and the ranges of concentrations were as follows: (+)-catechin, $1.35{\sim}2.60%$; procyanidin $B_2$, $0.77{\sim}1.36%$; (-)-epicatechin, $2.35{\sim}4.59%$; (-)-epicatechin gallate, $0.06{\sim}0.30%$. In contrast, four catechins were barely detectable in the grape seed oils. The reproducibility of four major catechins in grape seed extracts, given as coefficient of variation, was below 5%, and the recovery close to above 95%. The achieved detection level of four catechins was $1{\sim}5\;ppm$. Additionally, the contents of catechin compositions in grape seed extract were also determined by HPLC in relation to different cultivars and producing areas. Thus, HPLC method and IVSM using polyamide cartridge can be used as alternative to CVSM for determination of catechin and its derivatives in extract and oil of grape seeds.