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

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The Anti-oxidative Compounds of Smilax riparia Leaves (Smilax riparia 잎의 항산화 성분)

  • 조은선;김정일;김호현;전인주;함인혜;황완균
    • YAKHAK HOEJI
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    • v.47 no.5
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    • pp.300-306
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    • 2003
  • Rhizoma of Smilax china has been used as anti-inflammatory and analgesic, antiedemic agent in Korean folk medicine. In order to investigate the efficacy of anti-oxidative activity, the activity-guided fractionation and the isolation were performed. Each fractions ($H_2O$ fraction, 20%, 40%, 60%, 100% MeOH fractions and CHCl$_3$ fraction) was examined antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging potential. It was revealed that 40%, 20% MeOH fractions and $H_2O$ fractions have significant anti-oxidative activity. From 40% and 20% MeOH fractions two flavonoid glycosides and one procyanidin were isolated and elucidated apigenin-7-Ο-$\alpha$-L-rhamnopyranosyl(1\longrightarrow2)-$\beta$-D-glucopyranoside, apigenin-7-Ο-$\alpha$-L-rhamnopyranosyl(1\longrightarrow6)-$\beta$-D-glucopyranoside and catechin(4$\alpha$\longrightarrow6)epicatechin through their physicochemical data and IR, FAB-MS, $^{13}$ C-NMR, and $^1$H-NMR analysis with authentics, respectively. The isolated compounds were examined by DPPH method. Apigenin-7-Ο-$\alpha$-L-rhamnopyranosyl(1\longrightarrow2)-$\beta$-D-glucopyranoside and catechin (4$\alpha$\longrightarrow6) epicatechin showed powerful radical scavenging activities on DPPH radical among three compounds.

Effects of Tea Constituents on Intracellular Level of the Major Tea Catechin, (-)-Epigallocatechin-3-gallate

  • Hong, Jun-Gil;Yang, Chung-S.
    • Food Science and Biotechnology
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    • v.16 no.1
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    • pp.167-170
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    • 2007
  • (-)-Epigallocatechin-3-gallate (EGCG), a mai or tea catechin has been shown to have many interesting biological activities. In the present study, we studied the effects of green tea catechins, EGCG metabolites, and black tea theaflavins on accumulation of EGCG in HT-29 human colon cells. Intracellular levels of [$^3H$]-EGCG were not changed significantly in the presence of other tea catechins including (-)-epicatechin, (-)-epigallocatechin, and (-)-epicatechin-3-gallate. EGCG methyl metabolites and EGCG 4"-glucuronide did not affect cellular levels of [$^3H$]-EGCG. Black tea theaflavins and theasinensin A (TsA), an EGCG oxidative dimer, however, significantly decreased cellular accumulation of EGCG in HT-29 cells by 31-56%. This decrease was more pronounced when cells were incubated in the presence of theaflavin-3',3"-digallate (TFdiG) or TsA. When EGCG was added separately from TFdiG or TsA, the accumulation of EGCG in HT-29 cells was also significantly decreased regardless of when TFdiG or TsA was added during the uptake study (p<0.01). The results suggest that theaflavins and TsA may interrupt EGCG absorption through the gastrointestinal epithelium.

Antioxidant Activity of Smilacis Chinae Radix (토복령의 항산화 활성)

  • Lee, Eun-Hee;Noh, Mi-Ae;Cha, Bae-Cheon
    • Korean Journal of Pharmacognosy
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    • v.36 no.3 s.142
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    • pp.195-200
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    • 2005
  • Smilacis Chinae Radix is root of Smilax china L.. It has been known as a korean folk medicine for anti-inflammatory, anti-microbial diuresis, detoxification and relieving enteropathy as diarrhea. Reactive oxygen species(ROS) are continuously produced at a high rate as a by-product obtained in the aerobic metabolism. A major portion of living organisms has defense system as superoxide dismutase or catalase against damage produced by ROS. Several lines of evidence provided that ROS appears to cause to develop aging and various diseases. In this study, we have investigated the antioxidant activities of Smilacis Chinae Radix in order to screen the antioxidant substances from natural products. As a result, EtOAc extract of Smilacis Chinae Radix exhibited potent antioxidant effect on various antioxidant experiment. The major components of antioxidant activity were isolated from EtOAc extract of Smilacis Chinae Radix. Their structure of compounds were identified as quercetin and (-)-epicatechin by spectroscopic evidence, respectively.

Melanogenesis Inhibitory Activity of Epicatechin-3-O-Gallate Isolated from Polygonum amphibium L.

  • Lee, Young Kyung;Hwang, Buyng Su;Hwang, Yong;Lee, Seung Young;Oh, Young Taek;Kim, Chul Hwan;Nam, Hyeon Ju;Jeong, Yong Tae
    • Microbiology and Biotechnology Letters
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    • v.49 no.1
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    • pp.24-31
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    • 2021
  • This study aimed to investigate the melanogenesis inhibitory activity of epicatechin-3-O-gallate (ECG) isolated from Polygonum amphibium L. ECG was isolated from the ethanol extract of P. amphibium L, and its chemical structure was determined using spectroscopic methods such as LC-ESI-MS, 1D-NMR, and UV spectroscopy. ECG inhibited the melanogenesis of B16F10 cells in a dose-dependent manner. Particularly, it decreased the melanin content by 27.4% at 200 µM concentration, compared with the control, in B16F10 cells, without causing cytotoxicity. It is noteworthy that the expression of three key proteins, including tyrosinase, tyrosinase-related protein-1 (TRP-1), TRP-2, and microphthalmia-associated transcription factor (MITF), involved in melanogenesis, is significantly inhibited by ECG. The ECG isolated in this study caused the inhibition of body pigmentation and tyrosinase activity in vivo in the zebrafish model. These results suggest that the ECG isolated from P. amphibium L. is an effective anti-melanogenesis agent.

Selective Allele Stacking of a Novel Quantitative Trait Locus Facilitates the Enhancement of Seed Epicatechin Contents in Soybean (Glycine max (L.) Merr.)

  • Sewon Park;Hakyung Kwon;Jae Ah Choi;Moon Young Kim;Suk-Ha Lee
    • Proceedings of the Korean Society of Crop Science Conference
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    • 2022.10a
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    • pp.27-27
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    • 2022
  • (-)-Epicatechin (EC), a primary form of flavan-3ol and a building block of proanthocyanidins, has health benefits as it is a potent antioxidant. So far, no quantitative trait loci (QTLs) associated with EC have yet been identified in soybean. In this study, QTLs for EC and hilum color were identified in recombinant inbred lines (RILs) derived from the varieties Jinpung and IT109098 using high-resolution single nucleotide polymorphism linkage mapping. This revealed two major QTLs for EC content, qEC06 and qEC08. qEC06 spanned the T Locus encoding flavonoid 3'-hydroxylase. qEC08, located near the I locus on Chr08, was also a major QTL for hilum color; however, allelic stacking of qEC08 and I revealed no relationship between I and EC content. RILs with IT 109098 alleles at both qEC06 and qEC08 had higher EC content than other lines. These results will enable the production of soybean varieties with high EC content via marker-assisted selection.

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Variation of Bioactive Component Contents in Plant Parts of Paeonia lactiflora Pall. (작약 식물체 부위별 성분 함량 변이)

  • Choung, Myoung-Gun
    • Korean Journal of Medicinal Crop Science
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    • v.10 no.5
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    • pp.392-398
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    • 2002
  • Comparative analysis of paeoniflorin, albiflorin and phenolic compound contents as bioactive components of peony was performed by Reverse Phase-High Performance Liquid Chromatography (RPHPLC) using the four- year-old peony which were different plant parts and pretreatment, such as removing or unremoving the cork layer of peony root before drying. The contents of paeoniflorin, albiflorin, (+)-taxifolin $3-O-{\beta}-D-glucopyranoside$, (+)-catechin and (-)-epicatechin were the highest in rhizome part, but those of gallic acid and benzoic acid in the leaves were higher than other parts. The contents of albiflorin, gallic acid, benzoic acid and (-)-epicatechin in the cork layer were higher than in those of the core, but the contents of paeoniflorin, (+)-taxifolin $3-O-{\beta}-D-glucopyranoside$ and (+)-catechin in the core were higher than those in the cork layer. In general, the rhizome part of peony root has been used only propagation purpose, but this part contained high contents of bioactive component. Therefore, it is needed that medicinal application of rhizome part in peony root was firmly investigated. Also, In the use of peony root for medicinal purpose, the use of peony root with cork layer can be efficient way on the practical use of useful components and the reduction of labor for removing the cork layer.

Isolation of Flavonoids and Lignans from the Stem Wood of Lindera obtusiloba Blume (생강나무(Lindera obtusiloba Blume) 목부로부터 Flavonoid 및 Lignan 화합물의 분리)

  • Seo, Kyeong-Hwa;Baek, Mi-Young;Lee, Dae-Young;Cho, Jin-Gyeong;Kang, Hee-Cheol;Ahn, Eun-Mi;Baek, Nam-In;Lee, Youn-Hyung
    • Journal of Applied Biological Chemistry
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    • v.54 no.3
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    • pp.178-183
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    • 2011
  • The stem woods of Lindera obtusiloba Blume were extracted in 80% aqueous methanol and the concentrated extract was partitioned with ethyl acetate (EtOAc), butanol (n-BuOH), and $H_2O$, successively. From the EtOAc and n-BuOH fractions, five compounds were isolated through the repeated silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies. On the basis of spectroscopic data including mass spectrometry, IR, $^1H$-NMR, $^{13}C$-NMR, distortionless enhancement by polarization transfer, and two-dimensional-NMR gradient correlated spectroscopy (gCOSY), gradient heteronuclear single quantum correlation (gHSQC), gradient heteronuclear multiple bonding connectivity (gHMBC), the chemical structures of the compounds were determined as asarinin (1), (+)-catechin (2), (-)-epicatechin (3), hyperin (4), and nudiposide (5). Compounds 1 and 5 were isolated for the first time from the stem wood of L. obtusiloba Blume.

Study of Tannin Reducing Effect of Aronia by Yeast Isolated from Jeotgal (젓갈에서 분리된 효모를 이용한 아로니아의 탄닌 성분 저감화 효과에 관한 연구)

  • Shin, Hyo-Ju;Byun, Ock-Hee;Kim, Yu-Jin;Bang, Bo-Yeon;Park, Jung Min;Jeong, Yong-Seob;Bai, Dong-Hoon
    • The Korean Journal of Mycology
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    • v.43 no.4
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    • pp.247-252
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    • 2015
  • Aronia (Black chokeberry, Aronia melanocarpa) belonging to the Rosaceae family, is native to eastern North America. Aronia contain high levels of flavonoids, mostly anthocyanins and proanthocyanidins, which are known as condensed tannins. The dominant proanthocyanidins in aronia are (-)-epicatechin and (+)-catechin. The concentration of proanthocyanidins in aronia is higher than in other berries, however due to the astringent taste it is not desirable for consumption. Therefore, the purpose of this study is to evaluate the effect of aronia on the reduction in tannins by yeast isolated from regional Jeotgal. We isolated strains of yeast with high ${\beta}$-glucosidase activity from Jeotgal, with the MTY2 strains exhibiting a reduction in final tannin concentration according to thin layer chromatography (TLC) analysis. MTY2 was confirmed as Kazachstania servazzii using an 18S rDNA sequence and named as K. servazzii MTY2. K. servazzii MTY2 showed most significant growth when K. servazzii MTY2 was cultured in a solution of 10% (w/v) glucose, 3% (w/v) tryptone and 0.1% (w/v) sodium chloride. According to the high performance liquid chromatography (HPLC) analysis, the (+) - catechin peak is present, but (-) - epicatechin peak was reduced at culture condition added with 10% glucose in medium.

Effect of Harvest Time on the Several Phenolic Compounds and Fruit Quality of Grape Cultivars (수확 시기가 포도 과실품질 및 페놀계 화합물 함량에 미치는 영향)

  • Lee, Seok-Ho;Kim, Sun-Kook;Hong, Eui-Yon;Chun, Sung-Ho;Son, In-Chang;Kim, Dae-Il
    • Korean Journal of Plant Resources
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    • v.27 no.2
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    • pp.119-124
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    • 2014
  • This study was accomplished to investigate the effect of harvest time on the contents of polyphenolic compounds such as epicatechin, catechin, resveratrol and quercetin in grapes (Vitis spp.). The souble solids contents were increased with harvest time delay, while the titratable acidity continuously decreased in all cultivars. Brightness (L) was higher in 'Campbell Early' and 'Shigyoku', Hunter a value was high in 'Shigyoku' which was harvested later. Hunter b value seemed to be different in 'Shigyoku' depending on harvesting time. The contents of EC which was extracted 'Campbell Early, 'Shigyoku' and 'M.B.A' were higher late harvest time than early harvest time, reapectively, In 'Shigyoku which requires the direct light, the contents of EGC and EC showed distinct differences depending on harvesting time. The compositions of epicatechin were different depending on cultivars. The contents of catechin and resveratrol were higher in 'Campbell Early' and 'M.B.A' which were harvested later, but 'Shigyoku' which was harvested earlier. The contents of quercetin was higher in 'Campbell Early' which was harvested earlier, but 'Shigyoku' and 'M.B.A' which were harvested later. In comparison with 'Shigyoku' and 'M.B.A', catechin and resveratrol contents were seen to be higher in 'Campbell Early' irrespective of harvesting time.

Optimization of Polyphenol Extraction Process from Native Soybean using Ultrasound (자생 희귀콩인 납떼기콩으로부터 초음파를 이용한 폴리페놀 성분의 추출 공정 최적화)

  • Kang, Hye Jung;Park, Junseong
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.48 no.3
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    • pp.255-264
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    • 2022
  • The active ingredients of Napttegi Kong(GML, Glycine max landrace), a type of native rare soybeans, were identified, and an ultrasonic extraction method was introduced as an eco-friendly extraction method. Through the component analysis of the Napttegi Kong extract, the epicatechin, which was not found in conventional soybeans, was identified. For effective extraction using ultrasonic, the main extraction conditions were optimized using the response surface analysis method. Through the Box-Behnken design process, 15 experiments were conducted with the extraction temperature, the ratio of extraction solvent/solution, and extraction time as key independent variables. A quadratic regression equation for the two dependent variables, epicatechin content and total isoflavone content, was derived, and the coefficients of determination were found to be high as R2 = 0.9939 and R2 = 0.9844, respectively, confirming that the correlation showed high significance. The extraction conditions satisfying the maximum expectations of these two dependent variables were predicted. to be 40.4℃ of extraction temperature, 19.3 times of extraction solvent/solution, and 91 sec of extraction time. The expected value and the actual experimental value of the epikatechin content and the total isoflavone content were similar, so it was confirmed that this experimental method is a highly reliable optimization model.