• Title/Summary/Keyword: Catechins

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[$^{13}C-NMR$ of the Phenolic Compounds

  • Ahn, Byung-Zun
    • Korean Journal of Pharmacognosy
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    • v.11 no.3_4 s.43
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    • pp.153-162
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    • 1980
  • 1) The hydroxy-substitution in the simple phenolic compounds follows an additivity rule in the chemical shifts of their aromatic carbon atoms. In para-and ortho-effects is a good agreement between calculated and measured values, but the meta-effect is not certain. 2) The additivity rule was applied to assign the chemical shifts of catechins. 3) The nuclear overhauser effect was applied to assign the chemical shifts of C-8 and C-6 atoms of catechins and their polymer. The signal of C-8 is lower in intensity and appear in lower field than C-6. 4) The results of the NOE were applied to determine the bonding positions of catechin units in the catechin dimer and trimer. The bonding positions are C-8a and C-8b atoms of the second and third catechin units. 5) It was tried to determine the conformation of the catechin dimer and trimer by analysing the signal shapes of C-3' and C-4' atoms in the catechol moieties. The catechol moieties lie in opposite side in the dimer and trimer structure. A combined analysis of $^{13}C-and\;^1H-NMR$ results lead to the suggestion that such a catechin polymer is a zigzag planar form.

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Phenolic Compounds in Persimmon Fruits and Stabilization of Discoloring Compounds (감의 페놀성 화합물과 변색관련 물질의 안정화)

  • 박용곤;김홍만;강윤한
    • The Korean Journal of Food And Nutrition
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    • v.13 no.2
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    • pp.103-110
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    • 2000
  • This study was conducted to determine changes in phenolic compounds of astrigent persimmons before and after softening process and evaluate discoloring properties of major phenolic compounds. Phenolic compounds in soft persimmons were mainly composed of catechins and chlorogenic acid. Although contents of phenolic compounds were reduced during the softening process, little change in the ratio of catechins to total phenolic compounds was observed. Most of phenolic compounds in damaged astringents persimmons were existed in the high molecular weight fraction and more phenolic compounds were extracted at the temperature higher than room temperature. To evaluate discoloring abilities of phenolic compounds, phenolic compounds were dissolved separately into water or 80% methanol. With presence of various amounts of anti-discoloring agents such as vitamin C, citric acid, and L-cystein, (+)catechin was significantly reduced.

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Effects of Green Tea Catechins (GTC) on the Treatment of Hangover and Prevention of Liver Disease

  • Lee, Mi-Yea;Kim, Won Shik;Lim, Yong
    • Korean Journal of Clinical Laboratory Science
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    • v.46 no.4
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    • pp.131-135
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    • 2014
  • Over-consumption of alcohol leads to many side-effects such as malnutrition, liver disease, and neuronal disorders and many investigators have tried to identify methods for preventing the side-effects of drinking. This study was carried out to investigate the effect of the beverage contained green tea catechins (GTC) on the alcohol administered rats. We observed that blood alcohol concentration level decreased significantly in plasma. GTC (200 mg/kg) also reduced the aspartate aminotransferase (AST) and alanine aminotransferase (ALT) level of the intoxicated rats. These results suggest that GTC may be useful for the prevention and therapy of hepatotoxic pathogenesis.

Green Tea Catechins as a BACE1 ($\beta$-Secretase) Inhibitor

  • Jeon, So-Young;Lee, Hee-Ju;Kim, Ji-Eun;Bae, Ki-Hwan;Seong, Yeon-Hee;Song, Kyung-Sik
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.212.2-212.2
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    • 2003
  • In the course of searching for BACE1 (${\beta}$-secretase) inhibitors from natural products, the ethyl acetate soluble fraction of green tea, which was suspected to be rich in catechin content, showed potent inhibitory activity. (-)-Epigallocatechin gallate, (-)-epicatechin gallate, and (-)-gallocatechin gallate ware isolated with IC$\_$50/ values of 1.6${\times}$10$\^$-6/ M, 4.5${\times}$10$\^$-6/ M, and 1.8${\times}$10$\^$-6/ M, respectively. Seven additional authentic catechins were tested for a fundamental structure-activity relationship. (-)-Catechin gallate, (-)-gallocatechin, and (-)-epigallocatechin significantly inhibited BACE1 activity with IC$\_$50/ values of 6.0${\times}$10$\^$-6/ M, 2.5${\times}$10$\^$-6/ M, and 2.4${\times}$10$\^$-6/ M, respectively. (omitted)

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Antioxidant activity and analysis of proantbocyanidins from pine (Pinus densiflora)needles

  • Park, Yong-Soo;Jeon, Min-Hee;Hwang, Hyun-Jung;Park, Mi-Ra;Lee, Sang-Hyeon;Kim, Sung-Gu;Kim, Mi-Hyang
    • Nutrition Research and Practice
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    • v.5 no.4
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    • pp.281-287
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    • 2011
  • In this study, we evaluated the antioxidant activity of pine needle extracts prepared with hot water, ethanol, hexane, hot water-hexane (HWH), and hot water-ethanol (HWE), using the DPPH (1,1-diphenyl-2-picrylhydrazyl) radical method. The hot water extract possessed superior antioxidant activity than the other extracts. We also compared the antioxidant activity of pine needle extracts through ROS inhibition activity in a cellular system using MC3T3 E-1 cells. The hot water extract exhibited the lowest ROS production. The pattern of HPLC analysis of each extract indicated that the hot water extract contained the highest proanthocyanidin level. The pine needle hot-water extract was then isolated and fractionated with Sephadex LH-20 column chromatography to determine the major contributor to its antioxidant activity. The No.7 and 12 fractions had high antioxidant activities, that is, the highest contents of proanthocyanidins and catechins, respectively. These results indicate that the antioxidant activity of procyanidins from the hot water extract of pine needles is positively related to not only polymeric proanthocyanidins but also to monomeric catechins. Moreover, the antioxidant activity of the pine needle hot water extract was similar to well-known antioxidants, such as vitamin C. This suggests that pine needle proanthocyanidins and catechins might be of interest for use as alternative antioxidants.

Changes of Some Chemical Compounds of Korean (Posong) Green Tea according to Harvest Periods (보성산 녹차의 채엽시기에 따른 화학 성분의 변화)

  • Kim, Sang-Hee;Han, Dae-Seok;Park, Jong-Dae
    • Korean Journal of Food Science and Technology
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    • v.36 no.4
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    • pp.542-546
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    • 2004
  • Changes in contents of catechins, caffeine, free amino acids, and minerals in green tea loaves according to harvest periods were compared. Total catechin content increased from 40.61 to 52.04 mg/g, while that of caffeine decreased from 17.56 to 14.61 mg/g according to harvest periods. Regardless of harvest periods, composition of catechins was epigallocatechin (EGC)>epigallocatechin gallate (EGCg)>epicatechin (EC)>gallocatechin (GC)>epicatechin gallate (ECg)>catechin (C)>gallocatechin gallate (GCg)>catechin gallate (Cg). Free amino acid content in green tea leaves was highest in young loaves, and gradually decreased according to harvest periods. Theanine content was markedly decreased with leaf aging, suggesting taste of green tea may be changed from mild to bitter with increasing harvest period. Analyses of mineral elements in green tea leaves showed that Fe, Mn, and Mg increased with leaf aging, while Cu showed opposite trend. Results reveal that content of some chemical compounds in Korean (Posong) green tea was highly dependent on harvest period.

Improvement of analytical method for catechins in green tea (녹차의 카테킨류 분석법 개선)

  • Rah, Hyo-Hwan;Baik, Soon-Ok;Han, Sang-Bin;Bock, Jin-Young
    • Applied Biological Chemistry
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    • v.35 no.4
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    • pp.276-280
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    • 1992
  • Quantutative analysis of catechins by HPLC was studied. When the mobile phase was switched from the conventional(AOAC) Methanol, Acetonitril and Acetic acid solution in $H_2O$ to 0.06% Phosphate solution with Acetonitrile, N,N-Dimethyl formamide, and Ethyl acetate, retention time could be reduced from 45 min to 28 min, especially, we obtained sharper chromatogram of the compounds, either (-)EGCG or (-)ECG, which resulted in minimization of analytical erros. CVs of retention time $(0.32{\sim}3.97%)$ and peak area $(1.61{\sim}7.01%)$ indicated that the data were more reliable. Content of catechins in commerical teas analyzed by the method was $120.3{\sim}153.7\;mg/g$ in green teas which was about 4 times that in black tea.

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Comparison of Antiplatelet Activities of Green Tea Catechins

  • Cho, Mi-Ra;Jin, Yong-Ri;Lee, Jung-Jin;Lim, Yong;Kim, Tack-Joong;Oh, Ki-Wan;Yoo, Hwan-Soo;Yun, Yeo-Pyo
    • Journal of Food Hygiene and Safety
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    • v.22 no.3
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    • pp.223-230
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    • 2007
  • We have previously reported that green tea catechins(GTC) displayed potent antithrombotic effect, which was due to the antiplatelet activity. In the present study, the antiplatelet activity of each green tea catechin components was compared in vitro. Galloylated catechins including (-)-epigallocatechin gallate (EGCG), (-)-gallocatechin gallate (GCG), (-)-epicatechin gallate (ECG) and (-)-catechin gallate (CG), significantly inhibited collagen $(5{\mu}g/mL)-induced$ rabbit platelet aggregation with $IC_{50}$ values of 79.8, 63.0, 168.2 and $67.3{\mu}M$, respectively. EGCC GCG and CG also significantly inhibited arachidonic acid (AA, $100{\mu}M$)-induced rabbit platelet aggregation with $IC_{50}$ values of 98.9, 200.0 and $174.3{\mu}M$, respectively. However catechins without gallate moiety showed little inhibitory effects against rabbit platelet aggregation induced by collagen or AA compared with galloylated catechins. These observations suggest that the presence of gallate moiety at C-3 position may be essential to the antiplatelet activity of catechins and the presence of B ring galloyl structure may also contribute to the antiplatelet activity of GTC. In line with the inhibition of collagen-induced platelet aggregation, EGCG caused concentration-dependent decreases of cytosolic calcium mobilization, AA liberation and serotonin secretion. In contrast, epigallocatechin (EGC), a structural analogue of EGCG lacking a galloyl group in the 3' position, although slightly inhibited collagen-stimulated cytosolic calcium mobilization, failed to affect other signal transductions as EGCG in activated platelets. Taken together, these observations suggest that the antiplatelet activity of EGCG may be due to inhibition of arachidonic acid liberation and inhibition of $Ca^{2+}$ mobilization and that the antiplatelet of EGCG is enhanced by the presence of a gallate moiety esterified at carbon 3 on the C ring.

Optimal Reaction Conditions and Radical Scavenging Activities for the Bioconversion of Green Tea Using Tannase (Tannase를 이용한 녹차의 생물학적 전환의 최적 조건 마련 및 라디칼 소거능)

  • Hong, Yang-Hee;Yeon, You-Kyung;Jung, Eun-Young;Shin, Kwang-Soon;Yu, Kwang-Won;Kim, Tae-Young;Suh, Hyung-Joo
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.40 no.11
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    • pp.1501-1506
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    • 2011
  • In this study, we optimized the reaction conditions for the bioconversion of green tea using tannase, and to evaluate its radical scavenging activities. Tea catechins such as (-)-epigallocatechin gallate (EGCG) or (-)-epicatechin gallate (ECG) were hydrolyzed by tannase to produce (-)-epigallocatechin (EGC) or (-)-epicatechin (EC), respectively, and a common product, gallic acid. The bioconversion of tea catechins by tannase was increased as enzyme concentration, substrate concentration and incubation time for enzyme dose. The results indicated the optimum reaction conditions for tannase were tannase 30 U/mL (enzyme concentration) on 1% green tea (substrate concentration) for 1 hr (incubation time for enzyme). Tannase enhanced the radical-scavenging properties of green tea; the 2,2-azinobis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals scavenging abilities were significantly (p<0.001) greater for the tannase-treated green tea extract compared to the untreated green tea extract. It is reported that ECG has the greatest antioxidant activity among the catechins in green tea, and the release of gallic acid is considered to be beneficial because of its significant antioxidant potency. The results of this study suggest that the tannase-treated green tea increases antioxidant activities under optimum reaction conditions.

Rapid Measure of Color and Catechins Contents in Processed Teas Using NIRS (근적외선 분광광도계를 이용한 차 제품의 색상 및 카테킨류의 신속 측정)

  • Chun, Jong-Un
    • Korean Journal of Plant Resources
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    • v.23 no.4
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    • pp.386-392
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    • 2010
  • This study was done to measure the color and catechins contents in processed teas using the whole bands (400~2500 nm) with near-infrared spectroscopy(NIRS). The powder colors of 109 processed teas were measured with a colorimeter. The a/b ratios in Hunter color scale in processed teas accounted for about 98.9% of the variation in the fermentation degree(FD), indicating that the a/b ratio was a very useful trait for assessing fermentation degree. Also tea powders were scanned in the visible bands used with NIRSystem. The calibration equations for powder colors were developed using the regression method of modified partial least squares(MPLS) with the internal cross validation. The equations had low SECV (standard errors of cross-validation), and high $R^2$ (coefficient of determination in calibration) values with 0.996~1.00, indicating that the visible bands(400~700 nm) with NIRS could be used to rapidly measure the variables related to powder color and fermentation degree. Also another powders of 137 processed teas were scanned at 780~2500 nm bands in the reflectance mode. The calibration equations were developed using the regression method of MPLS with the internal cross validation. The equations had low SECV, and high $R^2$ (0.896~0.983) values, showing that NIRS could be used to rapidly discriminate the contents of EGC($R^2$=0.919), EC(0.896), EGCg(0.978), ECg(0.905) and total catechins(0.983) in processed teas with high precision and ease.