• Title/Summary/Keyword: Glucoside

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Isolation of Antioxidant and Antibrowning Substance from Chionanthus retusa Leaves (이팝나무 잎으로부터 항산화 및 항갈변물질의 분리)

  • Lee, Young-Nam;Jeong, Chang-Ho;Shim, Ki-Hwan
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.33 no.9
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    • pp.1419-1425
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    • 2004
  • This study was performed to examine in vitro antioxidative activities such as DPPH radical scavenging activity, reducing power and tyrosinase inhibitory effect of various solvent fractions from Chionanthus retusa leaves. Ethyl acetate fraction showed potent antioxidative activity and tyrosinase inhibitory effect. The active compound was isolated from the butanol fraction by silica gel column chromatography and MPLC. The isolated compound was luteolin-4'-O-glucoside determined by $^1H$, $^{13}C$-NMR and 2D NMR. Compared with several antioxidant compounds, luteolin-4'-O-glucoside exhibited effective DPPH radical scavenging activity and reducing power in a concentration dependent manner. Bioassay with pure luteolin-4'-O-glucoside showed a dose-independent inhibitory effect on L-DOPA oxidation by mushroom tyrosinase and its $IC_{50}$ values were established as 23.2 ${\mu}g/mL$. Therefore, we may suggest that luteolin-4'-O-glucoside can be used as a food additive possessing the potent antioxidative activity and skin-whitening cosmetic material.

Luteolin and luteolin-7-O-glucoside protect against acute liver injury through regulation of inflammatory mediators and antioxidative enzymes in GalN/LPS-induced hepatitic ICR mice

  • Park, Chung Mu;Song, Young-Sun
    • Nutrition Research and Practice
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    • v.13 no.6
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    • pp.473-479
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    • 2019
  • BACKGROUND/OBJECTIVES: Anti-inflammatory and antioxidative activities of luteolin and luteolin-7-O-glucoside were compared in galactosamine (GalN)/lipopolysaccharide (LPS)-induced hepatitic ICR mice. MATERIALS/METHODS: Male ICR mice (6 weeks old) were divided into 4 groups: normal control, GalN/LPS, luteolin, and luteolin-7-O-glucoside groups. The latter two groups were administered luteolin or luteolin-7-O-glucoside (50 mg/kg BW) daily by gavage for 3 weeks after which hepatitis was induced by intraperitoneal injection of GalN and LPS (1 g/kg BW and $10{\mu}g/kg\;BW$, respectively). RESULTS: GalN/LPS produced acute hepatic injury by a sharp increase in serum AST, ALT, and $TNF-{\alpha}$ levels, increases that were ameliorated in the experimental groups. In addition, markedly increased expressions of cyclooxygenase (COX)-2 and its transcription factors, nuclear factor $(NF)-{\kappa}B$ and activator protein (AP)-1, were also significantly attenuated in the experimental groups. Compared to luteolin-7-O-glucoside, luteolin more potently ameliorated the levels of inflammatory mediators. Phase II enzymes levels and NF-E2 p45-related factor (Nrf)-2 activation that were decreased by GalN/LPS were increased by luteolin and luteolin-7-O-glucoside administration. In addition, compared to luteolin, luteolin-7-O-glucoside acted as a more potent inducer of changes in phase II enzymes. Liver histopathology results were consistent with the mediator and enzyme results. CONCLUSION: Luteolin and luteolin-7-O-glucoside protect against GalN/LPS-induced hepatotoxicity through the regulation of inflammatory mediators and phase II enzymes.

1,2,4-Triazinylmethylphenyl Glucoside as Novel C-Aryl Glucoside SGLT2 Inhibitors

  • Kang, Suk-Youn;Kim, Min-Ju;Lee, Jin-Hwa
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.2938-2940
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    • 2011
  • Novel C-aryl glucoside SGLT2 inhibitors containing triazine motif were designed and synthesized for biological evaluation. Among the compounds assayed, triazine containing methoxy moiety 18 demonstrated the best in vitro inhibitory activity against hSGLT2 in this series to date ($IC_{50}$ = 24.9 nM).

Studies on the Anthocyanins in Brassica juncea -Part II. Quantitative Determination of Anthocyanins- (재래종(在來種)갓의 Anthocyanin 색소(色素)에 관(關)한 연구(硏究) -[제2보(第二報)] Anthocyanin의 정량(定量)-)

  • Park, Kun-Hyung
    • Applied Biological Chemistry
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    • v.22 no.1
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    • pp.39-41
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    • 1979
  • Succeed to structural elucidation, the anthocyanins in the Korean restive Brassica juncea were quantitatively investigated. And obtained results were as follows: 1. The amount of total anthocyanins showed a little difference according to harvesting season, such as 175.5mg% in spring and 192.7mg% in autumn, as peonidin-3-glucoside. 2. By colored degree of leaf, the amount of total anthocyanins showed 290.2mg% in both side colored, 73.6mg% in one side colored and 40.0mg% in none colored as peonidin-3-glucoside. 3. The characteristic color of fresh Brassica juncea couldn't he detected with naked eyes within the limits of 40mg% of anthocyanin as peonidin-3-glucoside. 4. There were no differences with the harvesting season and the colored degree in the ratio of two kinds of anthocyanins, which was consisted of 57.3% of peonidin-3-glucoside and 44.7% of peonidin-3-galactoside.

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Quantitative Analysis of Luteolin 5-glucoside in Ajuga spectabilis and Their Neuroprotective Effects (자란초에서 분리된 Luteolin 5-glucoside의 함량분석과 신경세포 보호 활성)

  • Woo, Kyeong Wan;Sim, Mi Ok;Kim, A Hyun;Kang, Byoung Man;Jung, Ho Kyung;An, Byeongkwan;Cho, Jung Hee;Cho, Hyun Woo
    • Korean Journal of Pharmacognosy
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    • v.47 no.3
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    • pp.211-216
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    • 2016
  • In the course of our continuing search for biologically active components from Korean medicinal plants, we isolated the main compound, luteolin 5-glucoside from aqueous fraction of Ajuga spectabilis. The structure was elucidated by the basis of $^1H$ and $^{13}C$ NMR and TOF ESI-MS data. Quantitative analysis of luteolin 5-glucoside was carried out on a XBridge C18 column ($S-5{\mu}m$, $4.6{\times}250mm$) with gradient elution composed of acetonitrile:water. The results exhibit that the average content of main compound in A. spectabilis were 0.048%. Oxidative stress plays a major role Alzheimer's disease (AD) and other neurodogenerative disease. AD is major health problem and there is currently no clinically accepted treatment to cure or stop its progression. Pretreatment with luteolin 5-glucoside markedly attenuated $H_2O_2$-induced cell viability loss in a dose-dependent manner. Luteolin 5-glucoside also inhibited the formation of intracellular reactive oxygen species in SH-SY5Y. The results suggest that luteolin 5-glucoside from A. spectabilis has protective effects against oxidative stress-induced cytotoxicity, which might be a potential therapeutic compound for treating and/or preventing neurodegenerative disease implicated with oxidative stress.

Studies on Identification of the Anthocyanins in Elderberries (Sambucus) (Elderberry(Sambucus) Anthocyanin에 관한 연구(硏究))

  • Shin, Mal-Shick;Ahn, Seung-Yo
    • Korean Journal of Food Science and Technology
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    • v.12 no.4
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    • pp.305-312
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    • 1980
  • Studies have been carried out on the structure and the content of the anthocyanins in elderberries which were just recently transplanted in Korea. The anthocyanin pigments of elderberries were extracted with 1 % methanolic HCl and purified with Amberlite IRC-50 cation exchange column. The individual pigments were isolated by paper chromatography. Five pigments, identified by various chemical and physical methods were cyanidin-3-monoglucoside(4.3%), cyanidin-3,5-diglucoside(28.3%), cyanidin-3,5-diglucoside with p-coumaric arid(12.9%), cyanidin-3-xyloglucoside-5-glucoside(38.3%), cyanidin-3-xyloglucoside-5-glucoside with p-coumaric acid(16.2%). The content of total anthocyanin in elderberry was 3.13 mg/g fresh weight.

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Chemical Constituents of Gomphrena globosa. II

  • Dinda, Biswanath;Ghosh, Biplab;Achari, Basudev;Arima, Shiho;Sato, Nariko;Harigaya, Yoshihiro
    • Natural Product Sciences
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    • v.12 no.2
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    • pp.89-93
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    • 2006
  • One new sterol glucoside, $gomphsterol\;{\beta}-D-glucoside$ 1 along with known compounds, ${\beta}-sitosterol$, stigmasterol, campesterol, $stigmasterol-{\beta}-D-glucoside$, friedelin, 3-epi-friedelinol, allantoin, and $chrysoeriol-7-O-{\beta}-D-glucoside$ have been isolated from the aerial parts of Gomphrena globosa (Amaranthaceae). On the basis of spectroscopic (including 2D NMR) and chemical studies, the structure of 1 was elucidated as $(22E,24S)-24-ethylcholesta-7,9(11),22-trien-3{\beta}-ol-3-O-{\beta}-D-glucopyranoside$. Known compounds are reported for the first time from this plant species.

Active Oxygen Scavenging Activity of Luteolin-7-O-$\beta$-D-Glucoside Isolated from Humulus japonicus (환삼덩굴로부터 분리한 Luteolin-7-O-$\beta$-D-Glucoside의 활성산소 소거능)

  • 정신교;박승우;박종철
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.29 no.1
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    • pp.106-110
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    • 2000
  • We investigated the active oxygen scavenging activity and active compound from Humulus japonicus. The ethyl acetate and butanol fraction exhibited strong scavenging effects on hydroxyl radical. Furthermore active compound was isolated and purified using Amberlite XAD-2 column chromatography and preparative HPLC from ethyl acetate fracton, and major compound was identified as a luteolin-7-O-$\beta$-D-glucoside by the MS, UV, 1H-NMR and 13C-NMR analyses. Luteolin-7-O-$\beta$-D-glucoside exhibited strong scavenging effect on active oxygens such as superoxide radical, hydroxyl radical and hydrogen peroxide.

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