• Title/Summary/Keyword: catechin compound

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Inhibitory Effect of the Phenolic Compounds from Apples Against Oxidative Damage and Inflammation

  • Sim, Jang-Seop;Jeong, Jin-Boo;Lee, Jong-Hwa;Kwon, Tae-Hyung;Cha, Young-Joon;Jeong, Hyung-Jin
    • Korean Journal of Plant Resources
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    • v.23 no.6
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    • pp.487-497
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    • 2010
  • ROS have been associated with pathogenic processes including carcinogenesis through direct effect on DNA and play an important role in the pathogenesis of inflammation. Because of many types of phenolic acid derivatives and flavonoids, apples have been one of the human diet since ancient times and are one of the most commonly consumed fruits in worldwide. In this study, catechin, chlorogenic acid and phlorizin dihydrate were purified and identified by HPLC and GC/MS. The contents of catechin, chlorogenic acid and phlorizin dihydrate were 1.01 mg, 7.01 mg and 3.67 mg/ kg wet weight, respectively. Catechin and phlorizin dihydrate were found to significantly inhibit oxidative DNA damage, while chlorogenic did not affect. Also, catechin inhibits NO and $PGE_2$ production via suppressing iNOS and COX-2 expression. However, chlorogenic acid and phlorizin dihydrate did not affect. Our results show that catechin may be the most active phenolic compound in anti-oxidative damage and anti-inflammatory effect.

Quantitative Analysis of (+)-Catechin, Paeoniflorin, and Paeonol in Moutan Radicis Cortex and Its Processed Products (포제에 따른 목단피의 성분 중 (+)-Catechin, Paeoniflorin 및 Paeonol의 함량분석)

  • Seo, Chang-Seob;Kim, Jung-Hoon;Shin, Hyeun-Kyoo;Kim, Byoung-Soo
    • Korean Journal of Pharmacognosy
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    • v.47 no.3
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    • pp.237-245
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    • 2016
  • In present study, we conducted quantification analysis of phenolic compound (paeonol), monoterpene glycoside (paeoniflorin), and tannin ((+)-catechin in the 70% ethanol extracts of non-processed Moutan Radicis Cortex (MRC) and processed MRC by roasting using a high-performance liquid chromatography coupled with photodiode array detector. Three marker components were separated on Gemini $C_{18}$ analytical column and the column was maintained at $40^{\circ}C$ using two mobile phase system consisting of 1.0% (v/v) aqueous acetic acid and 1.0% (v/v) acetic acid in acetonitrile. The flow rate and injection volume were 1.0 mL/min and 10 mL. In non-processed MRC sample, the concentrations of three marker compounds, (+)-catechin, paeoniflorin, and paeonol were 0.20, 1.18, and 2.12%, respectively. On the other hand, the concentrations of the three compounds in processed MRC samples were 0.03-0.24, not detected-1.08, and 0.76-1.82%, respectively.

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.

Chemical Analysis and Isolation of Antibacterial Compound from Ulmus Species (II) : Isolation and Chemical Structure of Antibacterial Compound (느릅나무 근피의 화학조성분 및 항균성 물질(II) : 항균성 물질의 단리 및 화학구조)

  • Kim, Chang-Soon;Lee, Jung-Myoung;Choi, Chang-Ok;Park, Soung-Bae;Eom, Tae-Jin
    • Journal of the Korean Wood Science and Technology
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    • v.31 no.1
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    • pp.16-21
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    • 2003
  • The methanol extractives from root bark of Ulmus davidiana var japonica nakai were fractionated with n-hexane, ethyl ether, ethyl acetate and waster, the water soluble fraction was also fractionated with silicagel column chromatograhy. The chemical structure of purifided compounds were identified with UV, IR, 1H-NMR and 13C-NMR spectra and the antibacterial activities also were investigated. Two different antibacterial compounds (compound A and B) were fractionated with silicagel chromatography and TLC. Compounds B was identified as a catechin rahmnoside. The both of compounds had antibacterial activity on Staphylococcus aureus and Salmonella typhimurium.

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.

Effects of Natural Substances and Polyphenols on Candida albicans, Neisseria gonorrhoeae and L. acidofillus in the Reproductive Organ (생식기의 Candida albicans, Neisseria gonorrhoeae 및 Lactobacillus acidofillus에 대한 천연물질과 Polyphenol의 효과)

  • Han, Sang-Zin
    • Korean Journal of Pharmacognosy
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    • v.42 no.4
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    • pp.329-335
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    • 2011
  • Antimicrobial studies on reproductive organs have been scarcely reported. Candida albicans and Neisseria gonorrhoea test to find out the natural substances of various concentrations in the antimicrobial experiments have been made. Antimicrobial effect of biopole as the natural compound biosynthesis matter that contain anti-inflammatory material, catechin polyphenols and lactic acid as a single natural substance on C. albicans were of great significance. Also the results of antimicrobial effects of biopole, catechin and lactic acid as a single natural substance on N. gonorrhoea, respectively, showed lower concentration than those of the antimicrobial effects on C. albicans. Through the survival of Lactobacillus acidofillus that acts for the protection of the genital tissue the importance of lactic acid was confirmed. Lactobacillus acidofillus protection and C. albicans firmly into disinfected to low concentrations of the natural mixture from biopole and catechin with lactic acid were found and the antimicrobial effects of this natural mixture on N. gonorrhoea were perfect. C. albicans and N. gonorrhoea to disinfect the optimal natural mixture from 2% concentration biopole, 0.2% concentration of catechin and 2% lactic acid were obtained. Through the survival of Lactobacillus acidofillus in the reproductive organs protectable effects were acquired to prevent the infections of reproductive tissue and the recurrence.

Synthesis, Antioxidant and Molecular Docking Studies of (-)-Catechin Derivatives

  • Kumar, Deepak;Kumar, Raj;Ramajayam, R.;Lee, Keun Woo;Shin, Dong-Soo
    • Journal of the Korean Chemical Society
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    • v.65 no.2
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    • pp.106-112
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    • 2021
  • 12 kinds of (-)-catechin derivatives were designed and synthesized. The catechin derivatives were evaluated their antioxidant activities using DPPH method. Most of them showed good antioxidant activity, particularly compounds 1d, 1e and 1j exhibited more activity than butylated hydroxytoluene (BHT). Molecular docking studies for compounds 1d, 1e and 1j with STAT1 showed not only sufficent characteristics binding cavity but also agreement with the observed biological activity. Acording to docking results, the compounds showed greater than hydrogen bonding, hydrophobic interactions, electrostatic interactions, and Van der Waals interactions as compared to the reference compound. They formed hydrogen bonds with important residues such as Lys566, His568, Leu570, and Phe644. The compounds showed a novel hydrogen bonding interaction with Arg649, which was not reported previously. Our results might suggest the compounds could serve as a novel anti-oxidant agent.

Utilization of Biomass Resources(II) Analysis of Polyphenol Components and Antioxidative Activities from Chestnut Inner Bark (Biomass 자원의 활용(II) 율추로부터 폴리페놀 성분의 분석과 항산화활성)

  • Jo, Jong-Soo;Kim, Yun-geun
    • Journal of the Korean Wood Science and Technology
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    • v.33 no.6 s.134
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    • pp.71-78
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    • 2005
  • For the utilization of chestnut inner bark as forest biomass, this studies have been carried out cleary investigated about phenolic compounds from the diethyl ether solubles and ethyl acetate solubles of hot water extract from chestnut inner bark. 3 compound were isolated and their structures were identified by spectroscopic methods. They were known compounds, 3,5-dihydroxybenzoic acid, 3,4,5-trihydrixybenzoic acid and catechin. Electron donating ability (EDA) of 3 compounds were investigated. Gallic acid and catechin were found to higher EDA than control, ascorbic acid and $\alpha$-tocopherol in 10 ppm, and especially gallic acid has very higher EDA, 21 times than ascorbic acid. This gallic acid of chemical structure were substituted with free phenolic hydroxyl groups at meta and para position. It was supposed that phenolic hydroxyl groups in chemical structure was a EDA factor.

Antioxidant and Lipid Peroxidation Inhibition Effects of Catechin Compounds Isolated from Ethyl Acetate Fraction of Grape Seed Ethanol Extract (포도종자 에텔아세테이트 분획물로부터 분리한 카테킨 화합물의 항산화 및 지질과산화 억제효과)

  • Kim, Nan-Young;Park, Sung-Jin;Oh, Deog-Hwan
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.34 no.10
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    • pp.1498-1502
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    • 2005
  • This study evaluated the isolation and identification of biologically active compounds from the ethyl acetate fraction of grape seed extract (Campbell early). Ethyl acetate fraction was further purified with sephadex LP-20 column chromatography. Each biologically active compound for free radical scavenging effect and lipid peroxidation inhibition was isolated and identified with ${1}^H$ and${12}^C$-NMR. Major compounds were identified as (+)-catechin and (-)-epicatechin respectively. The amounts of (+)-catechin and (-)-epicatechin in grape seed were 45.7$\%$ and 35.1$\%$, respectively. The purified (+)-catechin and (-)-epicatechin showed more strong free radical scavenging effects ($RC_{50}$= 11.1 $\mu$g/mL and 10.4 $\mu$g/mL) than ethyl acetate fraction ($RC_{50}$= 15.4 $\mu$g/mL). However, ethyl acetate fraction showed much stronger lipid oxidative inhibition effect than the purified (+)-catechin and (-)-epicatechin.

Isolation of Urease Inhibitory Compounds from Arecae Semen (빈랑자 (Arecae Semen)로부터 Urease 억제 활성 물질의 분리)

  • Ryu, Jei-Man;Jang, Hwan-Bong;Rho, Yang-Kook;Oh, Seong-Jun;Lee, Hyun-Yong;Leem, Moon-Jeong
    • Korean Journal of Pharmacognosy
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    • v.36 no.1 s.140
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    • pp.56-59
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    • 2005
  • Urease plays an important role in the urea metabolism and the effect of urease activity on human and environment is enormous. For instance, urease acts as a virulence factor of the urinary and gastrointestinal tracts infections in human and animal, being involved in kidney stone formation, catheter encrusatation, pyelonephritis, ammonia encephalopathy, hepatic coma, and urinary tract infections. Widespread urease activity in soil induces a plant damage due to ammonia toxicity and pH increase. Therefore, urease activity regulation through urease inhibitors would lead to an enhanced efficiency of urea nitrogen uptake in plants and to the improved therapeutic strategies for ureolytic bacterial infections. To search for new inhibitory compounds on urease activity from herbs, MeOH extracts of herbs were screened. Among of them, the MeOH extracts of Areca catechu exhibited an excellent inhibitory effect on urease activity. Two compounds were isolated from the ethyl acetate fraction by the activity guided fractionation. Their chemical structures were identified as (+)-catechin(compound I) and allantoin(compound II) by spectroscopic evidence, respectively. Compound I showed a stronger inhibitory effect on urease activity than compound II.