• 약학회지
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• 제45권6호
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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.

• Natural Product Sciences
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• 제8권1호
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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.

• Bulletin of the Korean Chemical Society
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• 제29권8호
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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.

• Journal of the Korean Wood Science and Technology
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• 제38권5호
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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.

• 대한화학회지
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• 제65권2호
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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.

• 한국식품저장유통학회지
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• 제20권2호
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• pp.242-249
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• 2013

(+)-Catechin을 $121^{\circ}C$에서 0, 1, 2, 3, 6, 12 h 동안 가열처리 하여 각각의 결과물에 대하여 DPPH 및 $ABTS^+$ radical 소거능 및 pancreatic lipase 저해활성을 평가하였다. DPPH 라디칼 소거능은 (+)-catechin의 3 h 가열결과물에서 가장 강한 활성인 $6.3{\pm}0.4{\mu}g/mL$의 $IC_{50}$값을 나타내었으며 6 h 가열결과물에서 $6.5{\pm}0.3{\mu}g/mL$의 $IC_{50}$ 값을 나타내었으며, 이들 활성은 (+)-catechin과 비교하였을 경우에도 높은 활성을 나타냄을 확인하였다. 또한 $ABTS^+$ 라디칼 소거능은 (+)-catechin의 3 h 가열결과물에서 가장 강한 활성인 $1.8{\pm}0.1{\mu}g/mL$의 $IC_{50}$값을 나타내었으며, 3 h 가열반응물로부터 분리한 화합물 중 화합물(1)과 화합물(2)가 이들 활성에 관여함을 시사하였다. 항비만 활성평가에 활용되고 있는 pancreatic lipase를 이용한 효능 평가에서 3 h 반응물의 $IC_{50}$값이 $377.1{\pm}11.1{\mu}g/mL$임을 확인하였고, 가열처리군별 HPLC 크로마토그램 및 상대함량으로 부터 (+)-catechin의 가열처리에 의해서 생성됨을 물질분리를 통해 구조결정한 (+)-epicatechin 및 protocatechuic acid 이외에 pancreatic lipase 저해활성을 나타내는 물질의 존재가 시사되었다. 향후 식품 및 음료에 광범위하게 존재하는 (+)-catechin의 가열조건에 따른 활성변화에 대한 보다 다양한 조건에서의 체계적인 연구가 필요하며 본 연구결과는 화합물의 구조변환을 통한 활성물질 개발을 위한 기초자료로 이용될 수 있을 뿐만 아니라 단일물질의 화학적 변화와 관련된 성분연구에 대한 기초자료로 활용가능하리라 사료된다.

• 대한화학회지
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• 제51권2호
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• pp.165-170
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• 2007

고정상 추출에 케르세틴 분자각인 고분자를 흡착제로 하여 녹차에서 카페인과 +C, EGC, EGCG와 같은 카테킨 화합물을 추출하였다. Quercetin을 주형분자로, MAA를 단량체로, EGDMA를 가교제로 하고 AIBN을 개시제로 하여 MIP를 합성하였다. 녹차에서 카페인과 카테킨 화합물을 추출하기 위하여 고정상 추출에서의 주입, 세척, 용출용매로 각각 물, 메탄올, 메탄올:아세트산=90:10(vol.%)을 사용하였다. 고성능 액체 크로마토그래피 분석조건은 C18 컬럼(5 μm, 250×4.6 mm, RS-tech 회사), 메탄올/물(40/60, vol.%)을 이동상 조건으로하고 유속은 0.5 ml/min으로 하였다. 분자각인 고정상 추출을 통과함으로써, 카페인과 카테킨 화합물의 분리도는 증가하였다. 또한 케르세틴 분자각인 고분자는 생성된 공극 구조와 유사한 화학적구조식을 가진 +C화합물에 대하여 더 우수한 선택성을 가졌다.

• 생약학회지
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• 제11권3_4호통권43호
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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.

• 한국식품조리과학회지
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• 제23권1호통권97호
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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.

• 약학회지
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• 제37권4호
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• pp.365-369
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• 1993

Five phenolic compounds have been isolated from the stems and leaves of Rosa rugosa Thunb. (Rosaceae) in Korea. They were methyl gallate and catechin from the stems, and quercetin, methyl gallate and hyperin from the leaves respectively. The structures were established by spectroscopic and chemical methods.