• 제목/요약/키워드: $catechin-7-O-\

검색결과 89건 처리시간 0.023초

An Isocoumarin with Hepatoprotective Activity in Hep G2 and Primary Hepatocytes from Agrimania pilosa

  • Park, Eun-Jeon;Oh, Hyun-Cheol;Kang, Tai-Hyun;Sohn, Dong-Hwan;Kim, Youn-Chul
    • Archives of Pharmacal Research
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    • 제27권9호
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    • pp.944-946
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    • 2004
  • Phytochemical investigation of the aqueous extract of ~he roots of Agrimania pilosa Ledeb. (Rosaceae), as guided by hepatoprotective activity in vitro, furnished two isocoumarins, agri-monolide (1) and agrimonolide 6-O-$\beta$-D-glucoside (3), and (+)-catechin (2). Compound 1 showed hepatoprotective effects on both tacrine-induced cytotoxicity in human liver-derived Hep G2 cells and tert-butyl hydroperoxide-induced cytotoxicity in rat primary hepatocytes with EC$_{50}$ values of 88.2$\pm$2.8 and 37.7$\pm$1.6 $\mu$M, respectively.y.

주목 잎의 후라보노이드 배당체 (Flavonoid Glycosides from Needles of Taxus cuspidata(Taxaceae))

  • 함연호;박완근;한상섭;배영수
    • Journal of the Korean Wood Science and Technology
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    • 제25권2호
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    • pp.45-51
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    • 1997
  • 주목 잎을 채취하여 건조하고 아세톤-물 (7 : 3, v/v) 의 혼합액으로 추출한 후 에틸아세테이트 및 수용성 부분으로 분리하고 Sephadex-LH 20으로 충진한 칼럼을 이용하여 2개의 flavan 단량체와 2개의 후라보노이드 배당체를 단리하였다. 에틸아세테이트용성 추출물은 대부분 (+)-catechin 과 (-)-epicatechin으로 구성되어 있었으며 수용성 부분에서는 quercetin-3-0-arabinopyranosyl-($1"'{\rightarrow}6"$)-${\beta}$-D-glucoside와 quercetin-3-O-rutinoside 인 두 개의 탄수화물로 구성된 배당체를 분리하였으며 주목에서는 이들 화합물은 아직 보고된 바가 없다. 이들의 구조결정을 위하여 박층크로마토그래피를 실시하고 $^1H$-NMR과 $^{13}C$-NMR 스펙트럼을 기존의 스펙트럼과 비교, 분석하여 정확한 구조를 규명하였다.

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Properties of a New Adhesive Composed of Gambir-Sucrose

  • SUCIPTO, Tito;WIDYORINI, Ragil;PRAYITNO, Tibertius Agus;LUKMANDARU, Ganis
    • Journal of the Korean Wood Science and Technology
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    • 제48권3호
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    • pp.303-314
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    • 2020
  • Gambir is a non-wood forest product with a potential of being used as wood adhesive, due to about 33% catechin in it. Meanwhile, catechins and sucrose have not been studied as adhesives. Therefore, basic characteristics of gambir-sucrose adhesives were investigated. In this research, adhesives were prepared by dissolving gambir and sucrose in distilled water, at different blending ratios of the gambir/sucrose such as 100/0, 75/25, 50/50, and 25/75 wt%. Furthermore, gas chromatography-mass spectrometry (GC-MS) was employed to determine the gambir chemical compositions, and Fourier transform-infrared (FTIR) spectroscopy was carried out to identify chemical bonds. Particleboards with a target density of 0.8 g/㎤ were then manufactured by hot-pressing for 10 min at 200℃. The internal bond (IB) strength of particleboard was subsequently measured. Based on the GC-MS analysis, 31.11% of catechin was identified. In addition, the viscosity, density, solid content, and gelation time of the adhesives, and insoluble matter content (IMC) in boiling water were 7.30~33.24 mPa.s, 1.2~1.3 g/㎤, 25.56~28.44%, 73~420 min, and 29.75~62.10%, respectively. Adding sucrose to the adhesive was observed to raise the IMC from 49.05 to 62.10%, at 180℃ and 200℃. FT-IR analysis showed that the gambir absorption peaks occurred at approximately 1620 cm-1, assigned to the C=O stretching of 5-hydroxymethylfurfural, which tended to increase with the addition of sucrose. The reaction between gambir and sucrose was observed in the form of the dimethylene ether bridge. The 25/75 wt% gambir-sucrose adhesives and 200℃ hot-pressed temperature resulted in the highest IB strength (0.89 MPa), and met the requirement of JIS A5908-2003 type 18. Consequently, the gambir-sucrose adhesive could be used as a particleboard adhesive.

내후성 활엽수종인 아까시나무 목질부와 현사시나무 수피의 추출성분 (Extractives of the Wood of Black Locust and the Bark of Poplar as Decay-Resistant Hardwood Tree Species)

  • 배영수;함연호
    • Journal of the Korean Wood Science and Technology
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    • 제28권3호
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    • pp.52-61
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    • 2000
  • 아까시나무와 현사시나무를 채취, 건조하고 아세톤-물의 혼합용액으로 추출한 후 hexane, chloroform, ethylacetate 및 물 분획으로 분류하고 동결건조하여 갈색 분말로 조제하였다. 각각의 분획은 메탄올-물 및 에탄올-헥산의 혼합용액으로 Sephadex LH-20 칼럼상에서 크로마토그래피를 수행하였다. 아까시나무의 목질부 추출성분은 (+)-leucorobinetinidin과 같은 flavan 화합물과 robtin, dihydrorobinetin 및 robinetin 등의 flavanonol 화합물을 포함하며 현사시나무의 수피 추출성분은 (+)-catechin과 naringenin, eriodictyol, sakuranetin, aromadendrin 및 taxifolin 등의 후라보노이드 화합물, 그리고 살리신 유도체인 salireposide 및 소량의 aesculin과 쿠마린산 등 다양한 종류의 페놀성 화합물로 구성되어 있었으며 aesculin은 현사시나무의 수피 조성분에서는 아직 우리 나라에서 보고되지 않았다. 단리된 페놀성 성분의 구조 분석을 위하여 NMR 및 FAB-MS 분석을 수행하였다.

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UHPLC/TOFHRMS analysis and anti-inflammatory effect of leaf extracts from Zizyphus jujuba in LPS-stimulated RAW264.7 cells

  • Hyun Ji Eo;Sun-Young Lee;Gwang Hun Park
    • Journal of Plant Biotechnology
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    • 제50권
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    • pp.27-33
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    • 2023
  • Zizyphus jujube is a plant in the buckthorn family (Rhamnaceae) that has been the subject of research into antibacterial, antifungal and anti-inflammatory properties of its fruit and seed. However, few studies have investigated its leaves. In this study, the anti-inflammatory activity of ZJL (an extract of Z. jujube leaf) was evaluated to verify its potential as an anti-inflammatory agent and SARS-CoV-2 medicine, using nitric oxide (NO) assay, RT-PCR, SDSPAGE, Western blotting, and UHPLC/TOFHRMS analysis. We found that ZJL suppresed pro-inflammatory mediators such as NO, inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and tumor necrosis factor α (TNF-α) in lipopolysaccharide (LPS)-induced RAW264.7 cells. ZJL acted by inhibiting NF-KB and MAPK signaling pathway activity. We also confirmed that ZJL contains a phenol compound and flavonoids with anti-inflammatory activity such as trehalose, maleate, epigallocatechin, hyperoside, catechin, 3-O-coumaroylquinic acid, rhoifolin, gossypin, kaempferol 3-neohesperidoside, rutin, myricitrin, guaiaverin, quercitrin, quercetin, ursolic acid, and pheophorbide a. These findings suggest that ZJL may have great potential for the development of anti-inflammatory drugs and vaccines via inhibition of NF-κB and MAPK signaling in LPS-induced RAW264.7 cells.

산겨릅나무로부터 페놀화합물의 분리 및 항염증 활성의 측정 (Isolation and Identification of Phenol Compounds from Acer tegmentosum and their Anti-inflammatory Activity)

  • 송나영;이광진;마진열
    • 생약학회지
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    • 제45권2호
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    • pp.93-100
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    • 2014
  • The Acer tegmentosum (3 kg) were extracted with boiled water and the freeze dried extract powder was partitioned with $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$, successively. From the EtOAc and n-BuOH fraction, six phenolic compounds were isolated through the silica gel, octadecyl silica gel and sephadex LH-20 column chromatography. On the basis of spectroscopic methods, such as $^1H$-NMR and $^{13}C$-NMR, and LC/MS, the chemical structures of the compounds as feniculin (1), avicularin (2), (+)-catechin (3), (-)-epicatechin (4), salidroside (5) and 6'-O-galloylsalidroside (6). In this study, compounds 1 and 2 have been first isolated from the A. tegmentosum. To provide insight into the effects of six compounds isolated from A. tegmentosum on inflammation, we investigated its effect on nitric oxide (NO) production in RAW 264.7 cells using lipopolysaccharide (LPS) stimulation. Compounds 1 and 6 slightly repressed NO production. Also, compounds 3 and 4 inhibited NO secretion with statistical significance. However, compounds 2 and 5 did not show any inhibitory effect on NO production.

양지꽃(Potentilla fragarioides) 지상부의 항산화물질 (Antioxidative Compounds in Aerial Parts of Potentilla fragarioides)

  • 최용화;김명조;이행순;윤봉식;호창서;곽상수
    • 생약학회지
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    • 제29권2호
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    • pp.79-85
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    • 1998
  • Six antioxidative compounds in the aerial parts of Potentilla fragarioides were isolated by a bioassay guided purification using a DPPH free radical. They were identified as (+)-catechin, isoquercitrin, quercitrin, $quercetin-3-O-{\beta}-D-glucopyranosyl-{\beta}-D-xylopyranoside$, caffeic acid, and 4-O-caffeoyl-L-threonic acid on the basis of $^{1}H$ and $^{13}C-NMR$ and MS data. The DPPH radical scavenging activity of five compounds $(RC_{50}:\;7.5{\sim}10.5\;{\mu}g)$ except for quercitrin $(16\;{\mu}g)$ was more effective than those of ${\alpha}-tocopherol$ $(12\;{\mu}g)$ and BHA $(14\;{\mu}g)$.

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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.

국내산 다래나무 수피의 페놀성 화합물의 항산화 및 Nitric Oxide 생성 억제 활성 (Phenolic Compounds from Barks of Actinidia arguta Planchon Growing in Korea and its Anti-Oxidative and Nitric Oxide Production Inhibitory Activities)

  • 임현우;심재걸;최형균;이민원
    • 생약학회지
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    • 제36권3호통권142호
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    • pp.245-251
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    • 2005
  • Phytochemical examination of the barks of Actinidia arguta led to the isolation of five flavonoids. Structures of compounds were elucidated as catechin (1), (-)-epicatechin (2), quercetin (3), $quercetin-3-O-{\beta}-D-glucopyranoside$ (4), $quercetin-3-O-{\beta}-D-galactopyranoside$ (5) by comparison with previously reported spectral evidences. To investigate the anti-oxidative effect and nitric oxide (NO) production inhibitory activity of these compounds, DPPH radical scavenging activity and nitric oxide production inhibitory activity in $IFN-{\gamma}$, LPS stimulated RAW 264.7 cell were examined. The $IC_{50}s$ were determinied as follows : $1\;$IC_{50}=26.61\;{\mu}g/ml$, $2\;IC_{50}=25.30\;{\mu}g/ml$, $3\;IC_{50}=20.41\;{\mu}g/ml$, $4\;IC_{50}=18.23\;{\mu}g/ml$ , $5\;IC_{50}=30.46\;{\mu}g/ml$, $6\;IC_{50}=28.0;{\mu}g/ml$, $7\;IC_{50}=27.24\;{\mu}/ml$. These NO production inhibitory effects were significantly different compared with the positive control, L-NMMA $(IC_{50}=20.77\;{\mu}g/ml)$, respectively. Compound $1\;(IC_{50}=6.19\;{\mu}g/ml)$, $2\;(IC_{50}=8.98\;{\mu}g/ml)$, $3\;(IC_{50}=7.30\;{\mu}g/ml)$ and $4\;(IC_{50}=7.64\;{\mu}g/ml)$ also showed potent antioxidative activities similar level to ascorbic acid $(IC_{50}=9.22\;{\mu}g/ml)$. These results suggest that barks of A. arguta have a potent anti-oxidative and anti-inflammatory activity.

Identification of Antioxidative Constituents from Polygonum aviculare using LC-MS Coupled with DPPH Assay

  • Shin, Hyeji;Chung, Hayeon;Park, Byoungduck;Lee, Ki Yong
    • Natural Product Sciences
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    • 제22권1호
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    • pp.64-69
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    • 2016
  • A method for simultaneously identifying antioxidative compounds was developed using time-based LC-MS coupled with DPPH assay regardless of the time consuming process. The methanolic extract of Polygonum aviculare (Polygonaceae) showed significant DPPH radical scavenging activity. Time-based DPPH assay for simultaneous identification of active compounds from the extracts of P. aviculare was used. Major peaks of ethyl acetate fraction of P. aviculare showed high DPPH radical scavenging activity. A simple phenolic compound (1) and six flavonoids (2-7) were isolated from the ethyl acetate fraction of P. aviculare by silica gel and sephadex LH-20 column chromatography. The structures of seven compounds were determined to be protocatechuic acid (1), catechin (2), myricitrin (3), epicatechin-3-O-gallate (4), avicularin (5), quercitrin (6), and juglanin (7) based on the analysis of the $^1H$-NMR, $^{13}C$-NMR and ESI-MS data. All compounds exhibited significant antioxidant activity on DPPH assay and active compounds were well correlated with predicted one.