• Title/Summary/Keyword: Catechin Compounds

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Phenolic Compounds from the Node of Lotus Rhizome (Nelumbo nucifera Gaertn) (우절의 페놀성 화합물의 분리 및 동정)

  • 김준식;조수민;김지헌;권영민;이민원
    • YAKHAK HOEJI
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    • v.45 no.6
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    • pp.599-603
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    • 2001
  • The node of lotus rhizome (Nelumbo nucifera, Nymphaeaceae) have been used as a traditional medicine for the remedy of hemorrhage, blood stagnancy and thirstiness. To investigate phenolic compound from the node of Nelumbo nucifera, phytochemical isolation and structure elucidation were conducted. Four phenolic compounds were isolated from aqueous methanolic extract and the structure of these compounds were identised as (+)-catechin (1), (+)-gallocatechin (2), (+)-gallocatechin (4u-8)-catechin (3) and scolpoletin (4) respectively by the analysis of spectroscopic evidences and comparisions with the data of authentic samples.

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Antioxidant compounds from the stem bark of Sorbus commixta

  • Na, Min-Kyun;An, Ren-Bo;Lee, Sang-Myung;Min, Byung-Sun;Kim, Young-Ho;Bae, Ki-Hwan;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.8 no.1
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    • pp.26-29
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    • 2002
  • The MeOH extract of Sorbus commixta (Rosaceae) exhibited strong DPPH radical scavenging activity, and through activity-guided fractionation two antioxidant compounds were isolated and identified as $catechin-7-O-{\beta}-D-xylopyranoside$ (1) and $catechin-7-O-\;{\beta}-D-apiofuranoside$ (2) by physicochemical and spectrometric methods. To evaluate the antioxidant effect of these compounds, some in vitro tests, such as the DPPH radical scavenging activity test, the superoxide radical scavenging activity test and the lipid peroxidation inhibitory activity test, were performed. Compounds 1 and 2 showed stronger activities than both a-tocopherol and butylated hydroxy anisole (BHA) in each assay.

Adsorption Isotherms of Catechin Compounds on (+)Catechin-MIP

  • Jin, Yinzhe;Wan, Xiaolong;Row, Kyung-Ho
    • Bulletin of the Korean Chemical Society
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    • v.29 no.8
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    • pp.1549-1553
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    • 2008
  • A molecular imprinted polymer (MIP) using (+)catechin ((+)C) as a template and acrylamide (AM) as a functional monomer was prepared. Acetonitrile was used as the porogen with ethylene glycol dimethacrylate (EGDMA) as the crosslinker and 2,2'-azobis(isobutyronitrile) (AIBN) as the initiator. The adsorption isotherms in the MIP were measured and the parameters of the equilibrium isotherms were estimated by linear and nonlinear regression analyses. The linear equation for original concentration and adsorpted concentrations was then expressed, and the adsorption equilibrium data were correlated into Langmuir, Freundlich, quadratic, and Langmuir Extension isotherm models. The mixture compounds of (+)C and epicatechin (EC) show competitive adsorption on specific binding sites of the (+)catechin-MIP. The adsorption concentrations of (+)C, epicatechin (EC), epicatechin gallate (ECG), and epigallocatechin gallate (EGCG), on the (+)catechin-molecular imprinted polymer were compared. Through the analysis, the (+)catechin-molecular imprinted polymer showed higher adsorption ability than blank polymer which was synthesized molecular imprinted polymer without (+)catechin. Furthermore, the competitive Langmuir isotherms were applied to the mixture compounds of (+)C and EC.

Antioxidant and Anti-inflammatory Activity of Stem Bark Extracts from Ulmus davidiana var. japonica

  • Kim, Jin-Kyu;Kwon, Dong-Joo;Lim, Soon-Sung;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.38 no.5
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    • pp.444-449
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    • 2010
  • Ulmus davidiana var. japonica is a deciduous tree used in traditional medicine. In this study, we examined the antioxidant and anti-inflammatory activity of extracts and compounds isolated from U. davidiana var. japonica stem barks for development of cosmetic phyto-materials. Phytochemical examination of the stem bark led to the isolation and characterization of three known compounds, (+)-catechin (1), (+)-catechin-7-O-${\beta}$-D-apiofuranoside (2), and procyanidin B3 ((+)-catechin-($4{\alpha}{\to}8$)-(+)-catechin) (3). Their bioactivities including antioxidant (DPPH ree radical scavenging assay) activity, anti-inflammatory (nitric oxide nhibition assay) were evaluated. Most of the crude extracts and isolates indicated significant antioxidant potential compared with BHT and ${\alpha}$-tocopherol as controls. Futhermore, all compounds showed higher inhibitory activities for NO production in Raw 264.7 cells than the L-NMMA using the positive control. Eespecially, (+)-catechin (1) and (+)-catechin-7-O-${\beta}$-D-apiofuranoside (2) which could inhibit more than 90% of the NO production at a concentration of 100 ${\mu}g/m{\ell}$, implying excellent anti-inflammatory activity.

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.

Isolation of Antioxidative Products and Evaluation of the Pancreatic Lipase Inhibitory Activity of (+)-Catechin via Thermal Treatment ((+)-Catechin 가열처리에 의한 항산화 활성물질 분리 및 pancreatic lipase 저해활성 평가)

  • Son, Ah Young;Lee, Jin Tae;Kwon, O Jun;Kim, Taewan;Kim, Tae Hoon
    • Food Science and Preservation
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    • v.20 no.2
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    • pp.242-249
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    • 2013
  • Thermal processing of (+)-catechin was carried out at $121^{\circ}C$ for different reaction times (1, 2, 3, 6, and 12 h). The reacted products, compounds (1) and (2), were isolated and quantified via HPLC analysis. The antioxidant properties of processed (+)-catechin and its isolated compounds for different reaction time was measured via radical scavenging assays using DPPH and $ABTS^+$ radicals. Additionally, the anti-obesity efficacy of the thermal treated (+)-catechin was evaluated via porcine pancreatic lipase assay. The reacted (+)-catechin for 3 h had a slightly higher antioxidant capacity than that the parent (+)-catechin. Products 1 and 2, which were isolated from the reacted mixture during 3 h, showed an antioxidant capacity, and these two compounds may be responsible for the antioxidant capacity of processed (+)-catechin. Simple thermal treatment of (+)-catechin can be used to produce (+)-epicatechin (1) and protocatechuic acid (2) with enhanced antioxidant and anti-adipogenic effects.

Separation of Caffeine and Catechin Compounds from Green Tea by Quercetin Molecular Imprinted Solid-Phase Extraction (케르세틴 분자각인 고정상 추출을 이용한 녹차에서 카페인 및 카테킨 화합물의 분리)

  • Jin, Yin-Zhe;Row, Kyung-Ho
    • Journal of the Korean Chemical Society
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    • v.51 no.2
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    • pp.165-170
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    • 2007
  • In this work, caffeine and some catechin compounds such as +C, EGC and EGCG were extracted from green tea using quercetin molecular imprinted polymers in solid-phase extraction. For synthesis of MIP, quercetin as the templates, MAA as the monomer, EGDMA as the crosslinker and AIBN as the initiator were used. For extraction of caffeine and catechin compounds from green tea, the solid-phase extractions of a load followed by wash and elution procedures were done with water, methanol and methanol:acetic acid=90:10 (vol.%) as the solvents, respectively. HPLC analysis (C18 column, 5 μm, 250×4.6 mm) with the mobile phase of methanol:water=40:60 (vol.%) at a flow rate of 0.5 ml/min was adopted for the quantitative determination. By solid-phase extraction, the resolutions of caffeine and some catechin compounds from green tea were increased. The quercetin-MIP had higher selectivity to +C compounds.

[$^{13}C-NMR$ 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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Antioxidative Activities and Nitrite-scavenging Abilities of Some Phenolic Compounds (일부 페놀성 화합물의 항산화효과 및 아질산염 소거능)

  • Ahn, Sun-Il;Bok, Jin-Heuing;Son, Jong-Youn
    • Korean journal of food and cookery science
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    • v.23 no.1 s.97
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    • pp.19-24
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    • 2007
  • This study investigated the antioxidant and synergistic effects and nitrite scavenging ability of some phenolic compounds(catechin, rutin, quercetin and naringin), The electron donating abilities of naringin, quercetin, rutin and catechin were 6.7%, 92.8%, 87.6% and 92.21%, respectively, The antioxidant activities in O/W emulsion substrates were in order of rutin > quercetin > catechin > naringin. The antioxidant effect of rutin was stranger than that of BHT or ${\alpha}$-tocopherol. ${\alpha}$-tocopherol showed synergistic effect with catechin and quercetin, but ascorbic acid not showed effect. The nitrite scavenging abilities of catechin, quercetin, rutin and naringin were 99.9%, 98.6%, 25.5% and 0.2%, respectively. The nitrite scavenging abilities of quercetin and actechin were very potent as compared with those of BHT and ascorbic acid.