• Title/Summary/Keyword: 7-O-{\beta}-D-glucoside$

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Further Isolation of Antioxidative $(+)-1-Hydroxypinoresinol-1-O-{\beta}-D-glucoside$ from the Rhizome of Salvia miltiorrhiza that Acts on Peroxynitrite, Total ROS and 1,1-Diphenyl-2-picrylhydrazyl Radical

  • Kang, Hye-Sook;Chung, Hae-Young;Byun, Dae-Seok;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.26 no.1
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    • pp.24-27
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    • 2003
  • A furanofuranoid lignan glycoside, with radical scavenging on peroxynitrite, total reactive oxygen species (ROS) and 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical, was isolated from the rhizome of Salvia miltiorrhiza and characterized as (+)-1-hydroxypinoresinol-1-Ο-$\beta$-D-glucoside based on spectroscopic evidence. The compound exhibited peroxynitrite, total ROS and DPPH radical scavenging activities with $IC_{50}$ values of 3.23$\pm$0.04, 2.26$\pm$0.07 and 32.3$\pm$0.13 $\mu$M, respectively. Penicillamine, Trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid) and L-ascorbic acid, acting as positive controls, showed radical scavenging activities with $IC_{50}$ values of 6.72$\pm$0.25, 1.43$\pm$0.04 and 11.4$\pm$0.07 $\mu$M, respectively.

Glucosylation of Resveratrol Improves its Immunomodulating Activity and the Viability of Murine Macrophage RAW 264.7 Cells (당화된 레스베라트롤의 대식세포 RAW 264.7세포의 생존능력과 레스베라트롤의 면역제어 활성을 증가)

  • Pandey, Ramesh Prasad;Lee, Jisun;Park, Yong Il;Sohng, Jae Kyung
    • Microbiology and Biotechnology Letters
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    • v.45 no.1
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    • pp.19-26
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    • 2017
  • Effects of resveratrol glucosylation on the immunomodulation properties of resveratrol and on the viability of macrophage cells have been studied by using murine macrophage RAW 264.7 cells. Nitric oxide (NO) and interleukin 6 (IL-6) expression in macrophages in vitro were studied after treatment with different concentrations of (E)-resveratrol, (E)-resveratrol 3-O-${\beta}$-${\small{D}}$-glucoside (R-3-G), or (E)-resveratrol 4'-O-${\beta}$-${\small{D}}$-glucoside (R-4'-G). In vitro viability of RAW 264.7 cells after treatment with the aforementioned three compounds was also studied. As demonstrated by macrophage cell viability assays, two different resveratrol monoglucosides, R-3-G and R-4'-G, exhibited 50-80% reduced cytotoxicity in comparison to (E)-resveratrol in A549 and HepG2 cells. Compared to the resveratrol aglycon, both glucosylated resveratrol derivatives positively modulated NO and IL-6 production in macrophages positively via transcriptionally up-regulating IL-6 and iNOS expression. Conjugation of a glucose moiety on resveratrol was found to enhance the immunomodulating activity of resveratrol and the viability of RAW 264.7 cells.

Isolation of Daucosterol and Naphthalene glucoside from Seeds of Cassia mimosoides var. nomame Makino (차풀 종자로부터 Daucosterol과 Naphthalene glucoside의 분리)

  • Park, Jun-Hong;Kwon, Sun-Jin
    • Korean Journal of Plant Resources
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    • v.22 no.1
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    • pp.26-30
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    • 2009
  • Daucosterol and naphthalene glycoside were isolated from the seeds of Cassia mimosoides var. nomame Makino. The isolated compounds were identified by spectral means including 1D, 2D-NMR and FAB-MS experiments. Daucosterol was characterized as ${\beta}$-sitosterol-3-O-${\beta}$-D-glucoside and naphthalene glucoside was done as 2-acetyl-3-methyl-6-methoxynaphthalene-1,8-diol 8-O-glucosyl-(1${\rightarrow}$6)-glucoside. These compounds were isolated for the first time from Cassia mimosoides var. nomame Makino.

Phytochemical Studies on Paeoniae Radix (1);Monoterpene Glucosides (작약(芍藥)의 성분연구(成分硏究) (1);Monoterpene glucoside의 분리)

  • Yean, Min-Hye;Lee, Joo-Young;Kim, Ju-Sun;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.39 no.1
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    • pp.19-27
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    • 2008
  • From the polar fractions of 70% EtOH extract of Paeonia lactiflora roots (Paeoniaceae), ten monoterpene glucosides were isolated and identified as lactiflorin (1), benzoylpaeoniflorin (2), mudanpioside C (3), $1-O-{\beta}-D-glucosylpaeonisuffrone$ (4), paeonidanin (5), $1-O-{\beta}-D-glucosyl-8-O-benzoylpaeonisuffrone$ (6), paeoniflorin (7), albiflorin (8), oxypaeoniflorin (9) and mudanpioside E (10) by spectroscopic methods. Among these glucosides, 3-6 and 10 were isolated for the first time from this plant.

Flavonoids from the flower of Chrysanthemum morifolium (국화(Chrysanthemum morifolium)꽃으로부터 Flavonoid의 분리 및 동정)

  • Kim, Hyoung-Geun;Ko, Jung-Hwan;Lee, Yeong-Geun;Pak, Ha-Seung;Kim, Dong-Chan;Son, Kuk-Seong;Baek, Yun-Su;Kwon, Oh-Keun;Shin, Hak-Ki;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.59 no.4
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    • pp.357-360
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    • 2016
  • Chrysanthemum morifolium flowers were extracted with 80 % aqueous MeOH, and the concentrated extract was partitioned into EtOAc, n-butyl alcohol (n-BuOH), and water fractions. The repeated silica gel and octadecyl silica gel column chromatographies for the EtOAc and n-BuOH fractions led to isolation of four flavonoids. The chemical structures of the compounds were determined as acacetin (1), apigenin (2), apigenin-7-O-${\beta}$-$\small{D}$-glucopyanoside (3), acacetin-7-O-${\beta}$-$\small{D}$-glucopyranoside (4) based on spectroscopic data analyses including nuclear magnetic resonance, mass spectrometry, and infrared spectrometry.

Selection of Short Stem Astragalus membranaceus Lines by Assessing Agronomic Characteristics and Biological Activity (농업형질 및 생리활성 평가를 통한 황기 단간 계통 선발)

  • Lee, Sang Hoon;Koo, Sung Cheol;Han, Jong Won;Lee, Woo Moon;Hur, Mok
    • Korean Journal of Medicinal Crop Science
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    • v.26 no.6
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    • pp.471-476
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    • 2018
  • Background: Astragalus membranaceus belonging to the Leguminosae family is often utilized as a traditional medicine. The aim of this study was to elucidate the basic breeding information required to develop short stem A. membranaceus cultivars. Methods and Results: Roots of A. membranaceus advanced yield trial (AYT) lines were harvested in late October 2017. Root yield of six AYT lines were increased in a range of 8.9 - 74.8% compared with 'Aseong' as control (check variety). The height of seven AYT lines were shorter than that of 'Aseong'. In addition, stem diameter of nine AYT lines was thicker than that of 'Aseong'. Consequently, 1502-56, 1503-90, and 1510-80 were selected as elite lines for the development of short stem cultivars. HPLC analysis was perfromed to identify lines with high level active components such as calycosin-7-O-${\beta}$-D-glucoside and calycosin. The levels of both active components were higher in 1502-56, and 1503-90, but not in 1510-80 compared to 'Aseong'. In addition, 2,2-Diphenyl-1-picryl hydrazyl (DPPH) radical scavenging activity was higher in the 1502-56 compared to 'Aseong'. Considering these results, two AYT lines, 1502-56 and 1503-90 were selected as short stem lines with high calycosin-7-O-${\beta}$-D-glucoside and calycosin content. Conclusions: Taken together, Two short stem lines were identified in this study. In our future study, regional yield trial (RYT) will be conducted using these selected lines to develop new cultivars.

Determination of the Structure for Polysubstituted Flavonoid and 6-C-Glucosyl Flavonoids using $^{13}C-^{1}H$ Long Range Couplings

  • Lee, Min-Won
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.487-489
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    • 1994
  • A flavone glycoside was isolated from the leaves of Betula platyphylla var. latifolia and characterized as $4, 6-Dimethoxy-5-hydroxyflavone-7-O-{\beta}-D-glucoside(pectolinarigenin-7-O-{\beta}-D-glucopy-ranoside)$ by method of chemical and NMR spectral analysis. $^13C-^1H$ long range coupling was confirmative for determination of its substituted position. In connection with this study, 6-C-Glucosylnalingenin and 6-C-Glucosylaromadendrin were confirmed its structures using this technique.

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Phenolic Compound from Lepisorus thunbergianus (일엽초의 페놀성 물질)

  • Lee, Min-Won
    • Korean Journal of Pharmacognosy
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    • v.29 no.2
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    • pp.142-145
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    • 1998
  • Two phenylpropanoids and one flavan 3-ol were isolated from Lepisorus thunbergianus (Polypodiaceae, fern), which is used as folkmedicine. Phenylpropanoids were identified as caffeic acid and chlorogenic acid, and flavan 3-ol was elucidated as (-)-epicatechin 7-O-${\beta}$-D-glucoside by physico-chemical and spectral evidences (HMQC, NOESY).

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Effect of Astragali Radix on Low Density Lipoprotein Oxidation (황기의 저밀도지질단백질 (LDL)산화에 미치는 영향)

  • 김은정;양기숙
    • YAKHAK HOEJI
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    • v.45 no.5
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    • pp.529-536
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    • 2001
  • The root of Astragalus membranaceus Bunge (Leguminosae), which has been used for the treatment of hypertension, chronic hepatitis, duodenal ulcers, chronic nephritis and promotion of immunity in folk remedies. Several lines of evidence indicate that oxidative modification of low-density lipoprotein (Ox-LDL) may play an important role in atherogenesis. Hence, the role of antioxidants in the prevention of LDL oxidation needs to be determined. To investigate the antioxidant activity. we determined the MeOH ex. and fractions of Astragali Radix on the inhibition of LDL oxidation. The CH$_2$C1$_2$ and EtOAc orations inhibited the oxidative modification of LDL by a decrease in the lipid peroxide content and the electrophoretic mobility of LDL. Calycosin-7-0-$\beta$-D -glucoside which was isolated from EtOAc fraction inhibits the oxidative modification of LDL.

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Cytotoxic Phenolic Constituents of Acer tegmentosum Maxim

  • Park, Ki-Myun;Yang, Min-Cheol;Lee, Kyu-Ha;Kim, Kyung-Ran;Choi, Sang-Un;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.29 no.12
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    • pp.1086-1090
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    • 2006
  • The chromatographic separation of the MeOH extract from the twigs of Acer tegmentosum led to the isolation of ten phenolic compounds. The structures of these compounds were determined using spectroscopic methods as 3,7,3',4'-tetramethyl-quercetin (1), 5,3'-dihydroxy-3,7,4'-trimethoxy flavone (2), 2,6-dimethoxy-p-hydroquinone (3), (-)-catechin (4), morin-3-O-${\alpha}$-L-lyxoside (5), p-hydroxy phenylethyl-O-${\beta}$-D-glucopyranoside (6), 3,5-dimethoxy-4-hydroxy phenyl-1-O-${\beta}$-D-glucoside (7), fraxin (8), 3,5-dimethoxy-benzyl alcohol 4-O-${\beta}$-D-glucopyranoside (9) and 4-(2,3-dihydroxy propyl)-2,6-dimethoxy phenyl ${\beta}$-D-glucopyranoside (10). The compounds were examined for their cytotoxic activity against five cancer cell lines. Compound 3 exhibited good cytotoxic activity against five human cancer cell lines with $ED_{50}$ values ranging from $1.32\;to\;3.85\;{\mu}M$.