• Title/Summary/Keyword: $catechin-7-O-\

Search Result 89, Processing Time 0.027 seconds

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
    • /
    • v.11 no.2
    • /
    • pp.97-102
    • /
    • 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
    • /
    • v.23 no.2
    • /
    • pp.147-150
    • /
    • 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.

  • PDF

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
    • Journal of Korean Society of Forest Science
    • /
    • v.95 no.5
    • /
    • pp.511-515
    • /
    • 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.

A Novel Benzoyl Glucoside and Phenolic Compounds from the Leaves of Camellia japonica

  • Cho, Jeong-Yong;Ji, Soo-Hyun;Moon, Jae-Hak;Lee, Kye-Han;Jung, Kyung-Hee;Park, Keun-Hyung
    • Food Science and Biotechnology
    • /
    • v.17 no.5
    • /
    • pp.1060-1065
    • /
    • 2008
  • A novel benzoyl glucoside (4) and 13 known phenolic compounds were isolated from the leaves of Camellia japonica by a guided 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay. The structure of 4 was determined to be 4-hydroxy-2-methoxyphenol 1-O-$\beta$-D-(6'-O-p-hydroxylbenzoyl)-glucopyranoside (camelliadiphenoside). The 13 known compounds were identified as (E)-coniferyl alcohol (1), (-)-epicatechin (2), 4-hydroxyphenol 1-O-$\beta$-D-(6-O-p-hydroxybenzoyl) glucopyranoside (3), naringenin 7-O-$\beta$-D-glucopyranoside (5), quercetin 3-O-$\beta$-L-rhamnopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranoside (6), kaempferol 3-O-$\beta$-L-rhamnopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranoside (7), (+)-catechin (8), 1,6-di-O-p-hydroxybenzoyl-$\beta$-D-glucopyranoside (9), phloretin 2'-O-$\beta$-D-glucopyranoside (10), quercetin 3-O-$\beta$-D-glucopyranoside (11), quercetin 3-O-$\beta$-D-galactopyranoside (12), kaempferol 3-O-$\beta$-D-galactopyranoside (13), and kaempferol 3-O-$\beta$-D-glucopyranoside (14). Their chemical structures were determined by the spectroscopic data of fast atom bondardment mass spectrometry (FABMS) and nuclear magnetic resonance (NMR). Flavonoids having the catechol moiety showed significantly higher DPPH radical scavenging activity than other isolated compounds having monohydroxy phenyl group.

Constituents of the Fruits of Rumex japonicus with Inhibitory Activity on Aldose Reductase

  • Kim, Jong-Min;Jang, Dae-Sik;Lee, Yun-Mi;Lee, Ga-Young;Kim, Jin-Sook
    • Journal of Applied Biological Chemistry
    • /
    • v.51 no.1
    • /
    • pp.13-16
    • /
    • 2008
  • Five anthraquinones, emodin (1), ${\omega}$-hydroxyemodin (2), chrysophanol-8-O-${\beta}$-D-glucoside (3), emodin-8-O-${\beta}$-D-glucoside (4), and physcion-8-O-${\beta}$-D-glucoside (5), and five flavonoids, kaempferol-3-O-${\beta}$-D-glucoside (6), quercetin (7), quercitrin (8), isoquercitrin (9), and (+)-catechin (10), were isolated from the EtOAc-soluble extract of the fruits of Rumex japonicus. The structures of 1-10 were identified by spectroscopic methods including NMR studies. This is the first report on the isolation of compounds 3-5 from this plant. The isolates were subjected to in vitro bioassays to evaluate their inhibitory activities on the rat lens aldose reductase (RLAR), among which two anthraquinones (1 and 4), and five flavonols (5-9) showed significant activities on RLAR.

Influence of Some Flavonoids on N-Nitrosoproline Formation in vitro and in vivo (시험관 및 생체조건하에서 니트로소프로린 생성에 미치는 수종 플라보노이드 화합물의 영향)

  • Lee, Ji-Hyeon;Park, Jae-Sue
    • Journal of the Korean Society of Food Science and Nutrition
    • /
    • v.22 no.3
    • /
    • pp.266-272
    • /
    • 1993
  • Some compounds including flavonoids were tested as scavenger of nitrite which is believed to participate in the formation of N-nitroso compound. Many were found to be potent scavengers and the most potent ones were ascorbic arid, potassium thiocyanate, chlorogenic acid, catechin, morin, luteolin, luteolin-7-glucoside, and naringenin. To evaluate the influence of the above compounds on the endogenous formation of N-nitroso compound, the amount of nitrosoproline (NPRO) was examined by co-incubation of nitrite, proline, and test compounds at various concentrations. The analysis of NPRO by High Performance Liquid Chromatography (HPLC) was newly developed. Most compounds except ascorbic acid and chlorogenic acid were found to be no effects or activatory effects on NPRO formation. From the results obtained, it was suggested that most flavonoids which are contained in our customary diets were not associated with the inhibition of NPRO formation.

  • PDF

Neuroprotective Effects of Korean Red Pine (Pinus densiflora) Bark Extract and Its Phenolics

  • Kim, Ji-Won;Im, Sungbin;Jeong, Ha-Ram;Jung, Young Sung;Lee, Inil;Kim, Kwan Joong;Park, Seung Kook;Kim, Dae-Ok
    • Journal of Microbiology and Biotechnology
    • /
    • v.28 no.5
    • /
    • pp.679-687
    • /
    • 2018
  • Korean red pine (Pinus densiflora) is one of the major Pinus species in Korea. Red pine bark is removed prior to the chipping process in the wood industry and discarded as waste. However, red pine bark contains a considerable amount of naturally occurring phenolics, including flavonoids, and therefore may have a variety of biological effects. In this study, we investigated if Korean red pine bark extract (KRPBE) could protect neuronal PC-12 cells from oxidative stress and inhibit cholinesterase activity. Analysis of reversed-phase high-performance liquid chromatography results revealed four phenolics in KRPBE: vanillin, protocatechuic acid, catechin, and taxifolin. The total phenolic and flavonoid contents of KRPBE were 397.9 mg gallic acid equivalents/g dry weight (DW) and 248.7 mg catechin equivalents/g DW, respectively. The antioxidant capacities of KRPBE measured using ABTS, DPPH, and ORAC assays were 697.3, 521.8, and 2,627.7 mg vitamin C equivalents/g DW, respectively. KRPBE and its identified phenolics protected against $H_2O_2$-induced oxidative cell death in a dose-dependent manner. Acetylcholinesterase and butyrylcholinesterase, which degrade the neurotransmitter acetylcholine to terminate neurotransmission in synaptic clefts, were inhibited by treatment with KRPBE and its identified phenolics. Taken together, these results suggest that KRPBE and its constituent antioxidative phenolics are potent neuroprotective agents that can maintain cell viability under oxidative stress and inhibit cholinesterase activity.

Phenolic compounds from the leaves of Paulownia Coreana Uyeki (오동나무 잎의 페놀성 화합물)

  • Si, Chuan-Ling;Kim, Jin-Kyu;Kwon, Dong-Joo;Bae, Young-Soo
    • Journal of Forest and Environmental Science
    • /
    • v.21 no.1
    • /
    • pp.16-23
    • /
    • 2005
  • The leaves of Paulownia Coreana Uyeki were collected, extracted with acetone-$H_2O$(7:3, v/v), fractionated with n-hexane, methylene chloride and ethylacetate, and freeze dried to give some dark brown powder. The ethylacetate soluble mixture was chromatographed on a Sephadex LH-20 column using a series of aqueous methanol and ethanol-hexane mixture as eluents. Spectrometric analysis such as NMR and MS including TLC were performed to characterize the structures of the isolated compounds. From the ethylacetate fraction, five flavonoides and three phenolic acids were isolated and determined.

  • PDF

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

  • Kwon, Oh Kil;Kim, Chung Sub;Suh, Won Se;Park, Kyoung Jin;Cha, Joon Min;Choi, Sang Un;Kwon, Hak Cheol;Lee, Kang Ro
    • Korean Journal of Pharmacognosy
    • /
    • v.47 no.1
    • /
    • pp.1-6
    • /
    • 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.

Whitening and Anti-oxidative Constituents from the Extracts of Hydrangea petiolaris Leaves (등수국 잎 추출물 유래 미백 및 항산화 활성 성분)

  • Jo, Seong Mi;Kim, Jung Eun;Lee, Nam Ho
    • Journal of the Society of Cosmetic Scientists of Korea
    • /
    • v.48 no.2
    • /
    • pp.123-134
    • /
    • 2022
  • In this study, the whitening and antioxidant effects of the extracts from Hydrangea petiolaris (H. petiolaris) leaves was confirmed, and the chemical structure was identified by separating the active ingredients. In the whitening tests using α-MSH stimulated B16F10 melanoma cells, the n-hexane (Hex) fraction inhibited the cellular melanogenesis and intracellular tyrosinase activities without causing cell toxicity. In addition, the Hex fraction reduced expression of tyrosinase and TRP-2 protein. Upon the anti-oxidative studies by DPPH and ABTS+ radicals, potent radical scavenging activities were observed in the ethyl acetate (EtOAc) fraction. Also, for the cellular protective effects on HaCat keratinocytes damaged by H2O2, the EtOAc fraction indicated protective effects against oxidative stress. Eight phytochemicals were isolated from the extract of H. petiolaris leaves; ethyl linoleate (1), ethyl linolenate (2), 1-linoleoyl glycerol (3), 1-linolenoyl glycerol (4), epi-catechin (5), afzelin (6), quercitrin (7), hyperin (8). Among the isolates, the compounds 5 - 8 showed DPPH and ABTS+ radical scavenging activities. The contents of quercitirin, a major isolated in this extract, determined by HPLC analysis were confirmed to be about 31.3 mg/g for the 70% ethanol extract and 169.8 mg/g for the EtOAc fraction. Based on these results, it was suggested that the extract from H. petiolaris leaves could be potentially applicable as whitening and anti-oxidative ingredients in cosmetic formulations.