• 제목/요약/키워드: catechin-7-O-$\beta$-D-glucopyranoside

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Nitric Oxide Production Inhibitory and Anti-Oxidative Activities of Phenolic Compounds from the Barks of Ulmus davidiana

  • Lee, Jae-Hee;Yeom, Seung-Hwan;Kim, Min-Kee;Kim, Hyun-Jung;Sim, Jae-Geul;Lee, Min-Won
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.196.2-196.2
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    • 2003
  • The Barks of Ulmus davidiana (Ulmaceae) have been used for the treatment of insecticide, anti-boil and anti-fungi in Korean traditional medicine. Four phenolic compounds were isolated from 80% Acetone extracts. The structures of these compounds were elucidated as (+)-catechin, (+)-catechin 7-O-${\beta}$-D-glucopyranoside, (+)-catechin 7-O-${\beta}$-D-xylopyranoside and procyanidin B-1. These phenolic compounds showed significant nitrogen monoxide(NO) production inhibitory activity in IFN-${\gamma}$, LPS stimulated RAW 264.7 cell and also showed significant antioxidative activity on DPPH radical. (omitted)

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독일가문비(Picea abies Karsten) 잎 추출성분의 항산화 활성 (Antioxidant Activity of the Extractives from the Needles of Picea abies Karsten)

  • 이상극;배영수
    • 한국산림과학회지
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    • 제95권4호
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    • pp.429-434
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    • 2006
  • 독일가문비(Picea ahies Karsten) 잎을 채취하여 건조시킨 후 분쇄하여 1.5 kg을 acetone-$H_2O$(7:3, v/v)로 추출하고 핵산, 메틸렌클로라이드, 에틸아세테이트 및 물 가용부로 분획하여 동결건조 시켰다. 에틸아세테이트 및 물 가용부를 Sephadex LH-20으로 충진한 칼럼에서 MeOH와 EtOH-n-hexane 혼합액을 용출용매로 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 셀룰로오스 박층크로마토그래피(TLC)로 확인한 후 $^1H$-, $^{13}C$-NMR 등의 스펙트럼을 사용하여 정확한 구조를 규명하였고 FAB 및 El-MS로써 분자량을 측정하였다. 독일가문비 잎의 에틸아세테이트 가용부에는 (+)-catechin(화합물 I), (-)-epicatechin(화합물 II), kaempferol-3-O-${\beta}$-D-glucopyranoside(화합물 III), 4-hydroxyacetophenone(화합물 IV)가 분리되었으며 물 가용부에서는 (+)-catechin(화합물 I)과 protocatechuic acid(화합물 V)가 분리되었다. 각 분획물 및 단리된 화합물들은 DPPH 라디칼 소거법을 이용하여 항산화 시험을 실시하였으며, 분획물중에는 에틸아세테이트 가용부, 그리고 화합물중에는 (T)-catechin과 (-)-epicatechin에서 기준물질과 유사한 우수한 항산화 효능이 있는 것으로 나타났다.

일본잎갈나무 낙엽의 페놀성 화합물 (Phenolic Compounds from Fallen Needle of Larix kaempferi Carr.)

  • 권동주;김진규;배영수
    • Journal of the Korean Wood Science and Technology
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    • 제34권6호
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    • pp.72-80
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    • 2006
  • 일본잎갈나무 낙엽(8.5 kg)을 채취하여 95% 에탄올 용액으로 추출하고 농축한 후 분획깔때기로 헥산, 메틸렌클로라이드, 에틸아세테이트 및 수용성으로 순차 추출하여 동결건조하였다. 에틸아세테이트용성과 수용성 분획에 대하여 칼럼크로마토그래피를 실시하였고, 충진물질로는 Sephadex LH-20을, 용리용매로는 메탄올 수용액 및 에탄올-헥산 혼합용액을 사용하였다. 단리된 화합물들은 TLC로 확인한 후 NMR 스펙트럼을 사용하여 구조규명을 하였고 FAB-MS와 EI-MS 스펙트럼으로 분자량을 측정하여 7개의 flavonoid 화합물인 (+)-catechin, (-)-epicatechin, 2"-O-rhamnosylvitexin, juglanin, afzelin, laricitrin-3-O-${\beta}$-D-glucopyranoside 및 isoquercitrin과 neolignan 화합물인 cedrusin을 단리하였다.

히어리나무의 페놀성 화합물 및 세포독성활성 (Phenolic Compounds from the Twigs of Corylopsis coreana Uyeki and Their Cytotoxic Activity)

  • 권오길;김충섭;서원세;박경진;차준민;최상운;권학철;이강노
    • 생약학회지
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    • 제47권1호
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    • pp.1-6
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    • 2016
  • Phytochemical investigation of the twigs of Corylopsis coreana afforded 10 phenolic compounds, bergenin (1), 6'-O-galloylbergenin (2), 3'-O-galloylbergenin (3), (-)-catechin (4), (-)-epicatechin (5), (-)-epicatechin-3-O-galloyl ester (6), 4-methoxy-3,-5-dihydroxybenzoic acid (7), gallic acid (8), 2,4,6-trimethoxyphenol-1-O-${\beta}-\small{D}$-glucopyranoside (9), and 2,4,6-trimethoxyphenol-1-O-${\beta}-\small{D}$-(6-O-galloyl)-glucopyranoside (10). Their structures were characterized by spectroscopic data and identified by comparing these data with those in the literatures. The compounds 3, 9 and 10 were isolated for the first time from this source. All the isolates (1-10) were tested for their cytotoxic activity against A549, SK-OV-3, SK-MEL-2, and HCT15 cell lines in vitro using the SRB bioassay. The compounds 5, 7 and 8 exhibited selective cytotoxic activity against SK-MEL-2 cell line.

Chemical Constituents from Agrimonia pilosa with Inhibitory Activity against Interleukin 1β Production via NLRP3 and NLRC4 Inflammasomes

  • Nhoek, Piseth;Chae, Hee-Sung;An, Chae-Yeong;Pel, Pisey;Kim, Young-Mi;Chin, Young-Won
    • Natural Product Sciences
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    • 제27권4호
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    • pp.228-233
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    • 2021
  • Bioactivity-guided fractionation by preliminary screening using interleukin-1β production in lipopolysaccharides (LPS)-induced J774A.1 cell line led to the isolation of fourteen structures including chromone, isocoumarins, flavanoids, and triterpenes from the aerial part of Agrimonia pilosa Ledeb. All structures were determined by measuring their spectroscopic data and comparing their spectroscopic data with the literatures. All the isolates were tested for their inhibitory activities against interleukin-1β production in LPS-induced J774A.1 cell. Of the tested compounds, (S)-(+)-5,7-dihydroxy-2-(1-methylpropyl)chromone (1), agrimonolide-6-O-β-D-glucopyranoside (5), agrimonolide-6-O-α-L-arabinofuranosyl-(1→6)-β-D-glucopyranoside (6), and catechin (10) were found to be active. Furthermore, compound 1 suppressed the protein expressions of NLRP3 and NLRC4 in murine macrophage.

The Chemical Constituents and their Antioxidant Activity of the Stem of Rhododendron mucronulatum

  • Lee, Jin-Hoon;Jeon, Wan-Joo;Yoo, Eun-Sook;Kim, Chang-Min;Kwon, Yong-Soo
    • Natural Product Sciences
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    • 제11권2호
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    • pp.97-102
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    • 2005
  • From the n-BuOH soluble traction of the 70% aqueous acetone extract of Rhododendron mucronulatum stem, twelve compounds were isolated. On the basis of spectral data, they were identified as scopoletin (1), (+)-taxifolin (2), quercetin (3), (-)-catechin (4), (+)-epicatechin (5), scopolin (6), lyoniside (7), ssioriside (8), fraxin (9), $(+)-lyoniresinol-3{\alpha}-O-{\beta}-D-glucopyranoside$ (10), $(+)-taxifolin-3-O-{\alpha}-L-arabinopyranoside$ (11), and astragalin (12), respectively. All isolated compounds were tested antioxidant activity against 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical. Compounds 2 and 3 showed the potent antioxidant activity, and compounds 5, 8, and 11 showed moderate activity.

Lipid Peroxidation Inhibitory Activity of Some Constituents isolated from the Stem Bark of Eucalyptus globulus

  • Yun, Bong-Sik;Lee, In-Kyoung;Kim, Jong-Pyung;Chung, Sung-Hyun;Shim, Gyu-Seop;Yoo, Ick-Dong
    • Archives of Pharmacal Research
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    • 제23권2호
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    • pp.147-150
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    • 2000
  • Twelve compounds with lipid peroxidation inhibitory activity were isolated from the stem bark of E. globulus. Their structures were assigned as a new aromatic monoterpene (1) and eleven known compounds, pinoresinol (2), vomifoliol (3), 3,4,5-trimethoxyphenol 1-O-$\beta$-D-(6'-O-galloyl)glucopyranoside (4), methyl gallate (5), rhamnazin (6), rhamnetin (7), eriodictyol (8), quercetin (9), taxifolin (10), engelitin (11), and catechin (12) on the basis of UV, mass, and NMR spectroscopic analyses. These compounds except vomifoliol significantly inhibited lipid peroxidation in rat liver microsome.

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Antioxidative Activities of the Leave Extractives of Platanus orientals L.

  • Si, Chuan-Ling;Kim, Jin-Kyu;Kwon, Dong-Joo;Park, Wan-Geun;Bae, Young-Soo
    • 한국산림과학회지
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    • 제95권5호
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    • pp.511-515
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    • 2006
  • From the EtOAc soluble fractions of Platanus orientals Linn leaves, (+)-catechin (1), (+)-epicatechin (2), (+)-gallocatechin (3), kaempferol (4), quercetin (5), kaempferol-3-O-${\alpha}$-L-rhamnopyranoside (6), quercetin-3-O-${\beta}$-D-glucopyranoside (7) and tyrosol (8) were isolated. The structures of the isolated compounds were characterized by NMR and MS spectrometers. The antioxidative activities of the isolated compounds and fractions were evaluated by DPPH free radical scavenging method and the results indicated that compounds 1, 2, 3, 4, 5 and EtOAc soluble fraction exhibited greater activities than ${\alpha}$-tocopherol and BHT, while compounds 6, 8 and other fractions showed low activity compared to the controls.

유백피의 항혈전 활성 분획 및 유효성분에 관한 연구 (Antiplatelet fraction from Ulmi cortex and its active components)

  • 김동선;양원경;성윤영;임선미;김호경
    • 대한본초학회지
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    • 제28권3호
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    • pp.39-44
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    • 2013
  • Objectives : The purpose of this study was to identify active fraction and components from antiplatelet Ulmi cortex extract. Methods : The 70% ethanol extract of Ulmi cortex was subjected to column chromatography over D101 resin and eluted with an 20% (W1), 30% (W2), 40% (W3), 50%(W4), 70% (W5), and 100% ethanol (W6) to yield 6 fractions. W6 was further fractioned and its active components were purified using semi-preparative HPLC. The isolated compounds were identified by MS and NMR, and their contents were simultaneously analyzed using HPLC/UV. Antiplatelet aggregation activities of the fractions and the compounds were evaluated using rat platelet-rich plasma in presence of collagen ($5{\mu}g/ml$), arachidonic acid (0.05 U/ml), or thrombin ($100{\mu}M$). Results : Among six fractions, W3 prominently inhibited platelet aggregation. At the concentration of $200{\mu}g/ml$, W3 strongly inhibited arachidonic acid- and collagen-induced platelet aggregations by 78.2% and 65.9%, respectivley, and weakly inhibited thrombin-inducded platelet aggregation by 32.6%. Catechin, epicatehin, and catechin-7-O-${\beta}$-D-glucopyranoside were isolated from W3 and their contents were revealed to be 15.1%, 0.87%, and 0.32%. Catechin and epicatechin at the concentrations of $100{\mu}M$ strongly inhibited collagen-induced platelet aggregation by 79.9% and 86.6%, respectively, but weakly inhibited arachidonic acid- and thrombin-induced platelet aggregations. Conclusions : A main active principle of anitplatelet Ulmi Cortex extract is W3 fraction, of which main active component is catechin considering its antiplatelet activity and content.

Free Radical Scavenging Activity of the Seed of Phaseolus calcaratus Roxburgh

  • Fang, Minghao;Cho, Hyoung-Kwon;Ahn, Yun-Pyo;Ro, Sang-Jeong;Jeon, Young-Mi;Whang, Wan Kyuun;Lee, Jeong-Chae
    • Natural Product Sciences
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    • 제16권3호
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    • pp.169-174
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    • 2010
  • The seed of Phaseolus calcaratus Roxburgh (PHCR) is traditionally used for anti-pyretic and antiinflammatory effects. Although these effects are believed to be related to its antioxidant potential, little information is available for the mechanisms by which PHCR seed might scavenge free radicals or otherwise act as an antioxidant. In the present study, we purified some fractions from the ethanol extract of PHCR seed and evaluated each fraction's ability to scavenge free radicals generated by cell-free systems. We also identified active compound that is putatively responsible for free radical scavenging by analyzing NMR spectra. PHCR samples exhibited a concentration-dependent radical scavenging activity against hydroxyl radicals, superoxide anions, and DPPH radicals. Of the samples tested, a methanol-eluted sub-fraction from the PHCR extract, named $FF_4$, scavenged these radicals more effectively than the other fractions. We identified catechin-7-O-$\beta$-Dglucopyranoside as the active compound responsible for free radical scavenging potential of $FF_4$.