• Title/Summary/Keyword: galactopyranoside

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Flavonol Glycoside from the Aerial Part of Filipendula Formosa (지리터리풀의 플라보놀배당체)

  • 황완균;함인혜;성환길;이무택
    • YAKHAK HOEJI
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    • v.43 no.1
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    • pp.5-10
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    • 1999
  • As one of the serial studies on the specific and indigenous plants of Mt. Chiri the constituents of aerial part from filipendula formosa (Rosaceae) were investigated. From of the MeOH extract, five flavonol glycosides, kaempferol-3-O-$\beta$-D-galactopyranoside, querecetin-3-O-$\beta$-D-galactopyranoside, quercetin-3-O-$\alpha$-Lrhamopyranosyl (1 6)-$\beta$-D-galactopyranoside, kaempferol-3-O-$\alpha$-L-rhamnopyranosyl (1 6)-$\beta$-D-galactopyranoside and quercetin-7-O-$\beta$-D-glucopyranosy-3-O-$\beta$-D-galactopyranoside were isolated by column chromatographic separation using Amberlite XAD-2 and Sephadex LH-20, and identified physicochemical evidences (IR, FAB-Mass, $^1H,{\;}^{13}C-NMR$).

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Two Acylglycerylgalactosides and a New Sesquiterpene Galactoside from the Flowers of Hemisteptia lyrata Bunge

  • Ha, Tae-Joung;Lee, Jin-Hwan;Hwang, Seon-Woo;Lee, Jun;Kang, Nam-Suk;Park, Keum-Yong;Suh, Duck-Yong;Park, Ki-Hun;Yang, Min-Suk
    • Journal of Applied Biological Chemistry
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    • v.49 no.1
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    • pp.16-20
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    • 2006
  • The flowers of Hemisteptia lyrata B. afforded two known acylglycerylgalactosides, 2',3'-di-O-(9Z,12Z,15Z-octadecatrienoyl)glyceryl ${\beta}$-D-galactopyranoside (1) and 2'-O-(9Z,12Z,15Z-octadecatrienoyl)glyceryl ${\beta}$-D-galactopyranoside (2), and a new sesquiterpene galactopyranoside, 7-eudesmene-1${\beta}$,4${\beta}$-diol-1-O-${\beta}$-D-galactopyranoside (3). This is the first time that galactopyranosides (1-3) have been isolated from the genus Hemisteptia. Their structures and stereochemistry were elucidated by 1D and 2D NMR data, including COSY, NOESY and HMBC experiments.

4-Deoxy-Analogs of p-Nitrophenyl $\beta$-D-Galactopyranosides for Specificity Study with $\beta$-Galactosidase from Escherichia coli

  • 윤신숙;김형근;전근호;신정남
    • Bulletin of the Korean Chemical Society
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    • v.17 no.7
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    • pp.599-604
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    • 1996
  • The synthesis is reported of p-nitrophenyl glycosides of D-galactose modified at C-4 with azido- (5), amino- (6) group and fluorine (13). 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-galactopyranosyl chloride and 2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-α-D-galactopyranosyl bromide were coupled with potassium p-nitrophenoxide in the presence of 18-crown-6 giving the corresponding p-nitrophenyl 4-azido-and 4-fluoro-4-deoxy-β-D-galactopyranoside derivatives. p-Nitrophenyl 4-amino-4-deoxy-β-D-galactopyranoside (6) was obtained by selective reduction of p-nitrophenyl 4-azido-4-deoxy-β-D-galactopyranoside (5) using 1,3-propane dithioltriethylamine. These galactoside analogs were slowly hydrolyzed in the increasing rate order of 5, 6 and 13 by β-galactosidase from Escherichia coli.

Flavonoids from the Leaves of Alnus hirsuta (물오리나무 잎의 플라보노이드 화합물)

  • 이민원;정동욱;이연아;박명신;도상학
    • YAKHAK HOEJI
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    • v.43 no.5
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    • pp.547-552
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    • 1999
  • Phytochemical examination of the leaves of Alnus hirsuta, one of the indigenous species grows in Korea, has led to the isolation of one flavan 3-ol and two flavonol glycosides. Structures of these compounds are identified as (-)-epicatechin (1), quercetin $3-O-{\beta}-D-galactopyranoside$ (2), quercetin $3-O-{\beta}-D-galactopyranoside$ (3) by means of physico-chemical and spectral evidences.

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Effect of Methanol Extract and Kaempferol Glycosides from Armoracia rusticana on the Formation of Lipid Peroxide in Bromobenzene-treated Rats In Vitro (서양고추냉이 추출물과 분리한 Kaempferol 배당체들의 브로모벤젠 처리 흰쥐에서 in Vitro 지질과산화억제효과)

  • Hur, Jong-Moon;Lee, Jong-Ho;Choi, Jong-Won;Hwang, Gi-WUk;Chung, Shin-Kyo;Kim, Moon-Sung;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.29 no.3
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    • pp.231-236
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    • 1998
  • Three flavonoid glycosides have been isolated from the aerial part of Armoracia rusticana P. (Cruciferae) in Korea and identified by means of spectral analysis as $kaempferol-3-O-{\beta}-D-xylofuranoside(l)$, $kaempferol-3-O-{\beta}-D-galactopyranoside(2)$ and $kaempferol-3-O-{\beta}-D-xylofuranosyl(1\rightarrow2)-b{\beta}-D-galactopyranoside(3)$. When 1 mg/ml of the methanol extract from the aerial part of this plant was added, lipid peroxide formation in the bromobenzene-treated rat liver decreased by 64%. Among the components isolated from title plant, compounds 2 and 3 reduced the formation of lipid peroxide by 16% and 39% respectively at the concentration of ${10}^{-1}$ mg/ml.

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Isolation of Acetylcholinesterase Inhibitors from the Flowers of Chrysanthemum indicum Linne

  • Lim, Soon-Sung;Han, Sag-Myung;Kim, Sun-Young;Bae, Young-Soo;Kang, Il-Jun
    • Food Science and Biotechnology
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    • v.16 no.2
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    • pp.265-269
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    • 2007
  • There is significant interest in finding new sources of acetylcholinesterase (AChE) inhibitors for use in treating Alzheimer's disease, since only a few AChE inhibitors are available for clinical use, such as galanthamine, physostigmine, and tacrine. The ethanol extract of Chrysanthemum indicum Linne flowers was analyzed and found to markedly decrease AChE activity. Acaciin and $acacetin-7-O-{\beta}-D-galactopyranoside$ were identified as the active compounds responsible for the AChE inhibition by using an activity-guided fractionation strategy. The relationship between structure and activity for five flavonoids (acaciin, $acacetin-7-O-{\beta}-D-galactopyranoside$, luteolin, and two other commercially available flavonoids, i.e., apigenin and acacetin) was also investigated, revealing that the presence of methoxy groups at C-4' in the B ring and a sugar at O-7 in ring A appear to be essential for the inhibition of AChE.

Flavonol Glycosides of Maesa Lanceolata Leaves

  • Manguro, Lawrence O. Arot;Lemmen, Peter;Ugi, Ivar;Kraus, Wolfgang
    • Natural Product Sciences
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    • v.8 no.3
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    • pp.77-82
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    • 2002
  • An investigation of the methanolic extract of Maesa lanceolata leaves has led to the isolation of four novel flavonol glycosides characterised as myricetin 3-0-2', 3', 4'-triacetylxylopyranoside (1), quercetin $3-O-{\beta}-3'$, $6'-diacetylglucopyranosyl-(1{\longrightarrow}4)-{\alpha}-2'$, 3'-diacetylrhamnopyranoside (2), myricetin $3-O-xylopyranosyl-(1{\to}3)-{\alpha}-rhamnopyranoside$ (3) and quercetin $3-O-{\beta}-ga1actopyranosyl-(1{\to}4)-{\alpha}-rhamnopyranoside-7-O-{\beta}-galactopyranoside$ (4). Also isolated from the same extract were known flavonols; quercetin (5), myricetin (6), quercetin 3-O-xylopyranoside (7), quercetin $3-O-{\alpha}-rhamnopyranoside$ (8), myricetin $3-O-{\alpha}-rhamnopyranoside$ (9), myricetin $3-O-{\beta}-galactopyranoside$ (10) and quercetin 3-O-rutinoside (11).

Inhibitors of Monoamine Oxidase Activity from the Fruits of Crataegus pinnatifida Bunge (산사자의 Monoamine Oxidase 활성 저해 성분)

  • Hong, Seong-Su;Hwang, Ji-Sang;Lee, Seon-A;Han, Xiang-Hwa;Ro, Jai-Seup;Lee, Kyong-Soon
    • Korean Journal of Pharmacognosy
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    • v.33 no.4 s.131
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    • pp.285-290
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    • 2002
  • From the fruits of Crataegus pinnatifide BUNGE ursolic acid (1), $quercetin-3-O-{\alpha}-L-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (2), (-)-epicatechin (3), $quercetin-3-O-{\beta}-D-galactopyranoside$ (4) and quercetin (5) have been isolated and identified on the basis of their physicochemical properties and spectroscopic evidences in comparison with authentic samples. Among isolated compounds, quercetin showed significant inhibitory effect against MAO.

Pharmaco-Constituents of Korean Cultivated Rhubarb Leaves -The Flavonoids from Leaves- (한국산 재배대황엽의 약효성분 -엽의 후라보노이드-)

  • Ham, In-Hye;Oh, In-Se;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • YAKHAK HOEJI
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    • v.38 no.4
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    • pp.469-475
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    • 1994
  • As the continued studies for Korean cultivated rhubarb, MeOH extract of the leaves was fractionated with ether, ethylacetate, and n-butanol. From the ethyl acetate fraction of MeOH extract, one flavone glycoside, apigenin-8-${\beta}$-D-glucopyranoside(vitexin, $C_{21}H_{20}O_{10}$) and from the n-BuOH fraction of MeOH extract, two flavonol glycosids, kaempferol-3-O-(2,6-di-O-rhamnopyranosyl)-${\beta}$-D-galactopyranoside$(C_{33}H_{40}O_{19})$and quercetin-3-O-rutinoside(rutin, $C_{27}H_{30}O_{16}$) were isolated and identified through the physico-chemical properties and spectroscopic evidences(UV, IR, NMR, Mass) respectively.

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