• Title/Summary/Keyword: $kaempferol-3-O-{\beta}-D-glucopyranoside$

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Flavonoids from the Leaves of Polygalga japonica

  • Do, Jae-Chul;Yu, Young-Jun;Jung, Keun-Young;Son, Kun-Ho
    • Korean Journal of Pharmacognosy
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    • v.23 no.1
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    • pp.9-13
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    • 1992
  • From the leaves of Polygala japonica, kaempferol (1), astragalin (2), kaempferol $3-O-(6'-O-acetyl)-{\beta}-D-glucopyranoside$ (3) and kaempferol $3,7-di-O-{\beta}-D-glucopyranoside$ (4), have been isolated and characterized by chemical and spectral means.

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Antioxidative flavonoids from the Leaves of Morus alba

  • Kim, Sun-Yeou;Gao, Jian Jun;Lee, Won-Chu;Ryu, Kang-Sun;Lee, Kang-Ro;Kim, Young-Choong
    • Archives of Pharmacal Research
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    • v.22 no.1
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    • pp.81-85
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    • 1999
  • Nine flavonoids (1-9) were isolated from the leaves of Morus alba (Moraceae). The structures of compounds were determined to be kaempferol-3-O-$\beta$-glucopyranoisde (astragalin, 1) kaempferol-3-O-(6"-O-acetyl)-$\beta$-D-glucopyranoside (2), quercetin-3-O-(6"-O-acetyl)-$\beta$-D-glucopyranoside (3), quercetin-3-O-$\beta$-D-glucopyranoside (4), kaempferol-3-O-$\alpha$-L-rhamnopyranosyl-(1 6)-$\beta$-D-glucopyranoside (5), quercetin-3-O-$\alpha$-L-rhamnopyranosyl-(1 6)-$\beta$-D-glucopyranoside (rutin, 6), quercetin-3-O-$\beta$-D-glucopyranosyl-(1 6)-$\beta$-D-glucopyranoside (7), quercetin-3,7-di-O-$\beta$-D-glucopyranoside (8) and quercetin (9) on th basis of spectroscopic and chemical studies. Compounds 7 and 9 exhibited significant radical scavenging effect on 1,1-diphenyl-2-picryl-hydrazyl radical.

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Phytochemical Components from the Whole Plants of Bothriospermum tenellum (꽃바지 전초의 식물화학적 성분)

  • Jang, Choon-Hee;Eun, Jae-Soon;Lim, Jong-Pil;Park, Hee-Wook;Kim, Jin-Wook;Shin, Tae-Yong;Eom, Dong-Ok;Baek, Nam-In;Kim, Dae-Keun
    • Korean Journal of Pharmacognosy
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    • v.34 no.2 s.133
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    • pp.119-122
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    • 2003
  • From the whole plants of Bothriospermum tenellum (Boraginaceae) four phenolic compounds, kaempferol, caffeic acid, $kaempferol-3-O-{\beta}-D-glucopyranoside$ and $kaempferol-3-O-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ have been isolated and characterized by physicochemical and spectral means.

New Flavonol Glycosides from Leaves of Symplocarpus renifolius

  • Whang, Wan-Kyunn;Lee, Moo-Taek
    • Archives of Pharmacal Research
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    • v.22 no.4
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    • pp.423-427
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    • 1999
  • A study was carried out to evaluate flavonol glycosides in leaves of Symplocarpus renifolius (Araceae). From the water fraction of the MeOH extract, three new flavonol glycosides were isolated along with three known compounds, Kaempferol-3-O-$\beta$-glucopyranosyl-($1{\rightarrow}2$)-$\beta$-D-glucopyranosyl-7-O-$\beta$-D-glucopyranoside, quercetin-3-O-$\beta$-D-glucopyranosy-1-($1{\rightarrow}2$)-$\beta$-D-glucopyranoside, and caffeic acid. The structures of the new flavonol glycosides were elucidated by chemical and spectral analyses a quercetin-3-O-$\beta$-D-glucopyranosyl-($1{\rightarrow}2$)-$\beta$-D-glucopyranosyl-7-O-$\beta$-D-glucopyranoside, isorhamnetin-3-O-$\beta$-D-glucopyranosyl-(1 2)-$\beta$-D-glucopyranosyl-7-O-$\beta$-D-glucopyranosdie, and quercetin-3-O$\beta$-D-glucopyranosyl-($1{\rightarrow}2$)-$\beta$-D-glycopyranosyl-7-O-($6^{IIII}$-trans-caffeoyl)-$\beta$-D-glucopyranoside.

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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
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    • v.17 no.5
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    • pp.1060-1065
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    • 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.

Flavonoids from Thyrsanthera suborbicularis and Their NO Inhibitory Activity

  • Song, Hyuk-Hwan;Khiev, Piseth;Chai, Hee-Sung;Lee, Hyeong-Kyu;Oh, Sei-Ryang;Choi, Young Hee;Chin, Young-Won
    • Natural Product Sciences
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    • v.18 no.4
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    • pp.273-278
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    • 2012
  • Further phytochemical investigation on the whole plant of Thyrsanthera suborbicularis, collected in Cambodia, led to kaempferol (1), vitexin (2), apigenin-7-O-neohesperidoside (3), chrysoeriol-7-O-${\beta}$-D-glucopyranoside (4), isorhamnetin 3-O-rutinoside (5), kaempferol-3-O-[${\alpha}$-L-rhamnopyranosyl-(13)-${\alpha}$-L-rhamnopyranosyl-(16)-${\beta}$-D-galactopyranoside (6), kaempferol-3-O-${\alpha}$-L-rhamnopyranosyl(12)-O-[${\alpha}$-L-rhamnopyranosyl (16)]-${\beta}$-D-glucopyranoside (7), kaempferol-3-O-[6"-O-(E)-p-coumaroyl]-${\beta}$-D-glucopyranoside (8), kaempferol-3-O-[6"-O-(E)-p-coumaroyl]-${\beta}$-D-galactopyranoside (9), and amentoflavone (10). All the structures were confirmed by the interpretation of NMR (1D and 2D) and MS data, and comparison with the published values. Of the isolated compounds 1 - 10, compounds 8 and 10 displayed the inhibitory activity against NO production in LPS-induced Raw 264.7 cells with $IC_{50}$ values, 3.56 and $15.73{\mu}M$, respectively.

Anti-oxidant Compounds of Cudrania tricuspidata Leaves (구지뽕나무 잎의 항산화 성분)

  • Chon, In Ju;Lee, Seong Wan;Cha, Ja Hyun;Han, Jeong Hoon;Whang, Wa Kyunn
    • YAKHAK HOEJI
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    • v.49 no.5
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    • pp.416-421
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    • 2005
  • Cudrania tricuspidata Bereau (Moraceae) have been used for anti-inflammatory, anti-hepatotoxic, anti-hyper­tensive and anti-diabetic activities. In order to investigate the efficacy of antioxidant activity, the bio-activity guided fraction and isolation of Biologically active substance were performed. $H_{2}O,\;30\%,\;60\%,\;100%$ MeOH and acetone fractions were examined on the antioxidant activity by DPPH method. It was shown that $30\%,\;60\%,\;100\%$ MeOH fractions have sig­nificantly antioxidant activity. From $30\%$ MeOH fraction, two dihydroflavonoid glycosides dihydroquercetin 7-O-$\beta$-D-glu­copyranoside (I), dihydrokaempferol 7-O-$\beta$-D-glucopyranoside (V) were isolated and $60\%$ MeOH fraction, six flavonoids including quercetin 3-O-$\alpha$-L-rhamnopyranosyl($1\rightarrow6$)-$\beta$-D-glucopyranoside (II), quercetin 3-O-$\beta$-D-glucopyranoside (III), quercetin 7-O-$\beta$-D-glucopyranoside (IV), kaempferol 3-O-$\alpha$-L-rhamnopyranosyl($1\rightarrow6$)-$\beta$-D-glucopyranoside (VI), kaempferol 3-O-$\beta$-D-glucopyranoside (VII), kaempferol 7-O-$\beta$-D-glucopyranoside (VIII) were isolated. To investigate the antioxidant activities of each compounds, we measured radical scavening activity with DPPH method and anti-lipid per­oxidative efficacy on low density lipoprotein (LDL) with TBARS assay. Four compounds of quercetin glycosides (I, II, III, IV) showed significant antioxidant activity.

Isolation of Flavonoids from Carthami Flos and their Antioxidative Activity (홍화의 플라보노이드 성분 분리 및 항산화 활성)

  • Chung, Sung-Hee;Moon, Ye-Ji;Kim, Sung-Gun;Kim, Kyoung-Young;Lee, Kyoung-Tae;Kim, Ho-Kyoung;Whang, Wan-Kyunn
    • YAKHAK HOEJI
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    • v.52 no.4
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    • pp.241-251
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    • 2008
  • In this study, isolation of antioxidative compounds was performed for development of anti-oxidizing agent. $CHCl_{3}$, $H_{2}O$, 30%, 60% MeOH, MeOH fractions were examined antioxidative activity by DPPH method, TBARS assay, and SOD like activity. It was revealed that 30%, 60% MeOH fractions had significant antioxidative activity. From 30%, 60% MeOH fraction, nine compounds were isolated and elucidated kaempferol $3-O-{\alpha}-L-rhamnopyranosyl$ $(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (1), quercetin $7-O-{\beta}-D-glucopyranoside$ (II), quercetin $3-O-{\alpha}-L-rhamnopyranosyl$ $(1{\rightarrow}6)$ ${\beta}-D-glucopyranoside(rutin)$ (III), 6-hydroxykaempferol $3-O-{\beta}-D-glucopyranoside$ (lV), kaempferol $3-O-{\beta}-D-glucopyranosyl$ $(1{\rightarrow}2)$ ${\beta}-D-glucopyranoside$ (V), kaempferol $3-O-{\beta}-D-glucopyranoside$ (VI), luteolin (VII), quercetin $3-O-{\beta}-D-glucopyranoside$ (VIII), apigenin $7-O-{\beta}-D-glucuronopyranoside$ (IX) through physicochemical data and spectroscopic methods (Negative FAB-MS, $^1H-NMR$, $^{13}C-NMR$). Entirely, all compounds had similar antioxidative activity, but more OH group had more antioxidative activity.

Inhibitory Effects of Flavonoids Isolated from the Leaves of Stewartia koreana on Nitric-oxide Production in LPS-stimulated RAW 264.7 Cells (노각나무 잎에서 분리된 플라보노이드에 의한 대식세포에서 산화질소 생성 억제효과)

  • Lee, Seung-Su;Bang, Myun-Ho;Park, Se-Ho;Chung, Dae-kyun;Yang, Seun-Ah
    • Journal of Life Science
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    • v.28 no.5
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    • pp.509-516
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    • 2018
  • Five phenolic compounds were isolated from the ethyl acetate fraction of leaves from Stewartia koreana, and their nitric-oxide (NO) inhibitory activities were measured to identify the major active constituents responsible for the efficacy of the extract against inflammatory reactions. These five compounds were quercetin (1), quercitrin (2), hyperin (3), quercetin-3-O-(6"-O-galloyl)-${\beta}$-D-galactopyranoside (4), and kaempferol 3-O-[2",6"-di-O-(trans-p-coumaroyl)]-${\beta}$-D-glucopyranoside (5). Among the separated compounds in the EtOAc fraction, compounds 4 and 5 were isolated for the first time, and no study has yet reported their anti-inflammatory effects. The compounds were identified by spectroscopic analysis, and the isolated compounds showed significant NO inhibitory effects in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. Compound 5 showed the most potent inhibitory effect (63.35% inhibition) against LPS-induced NO production compared to that of compound 1 (17.17%), compound 2 (5.0%), compound 3 (3.92%), and compound 4 (6.32%) at $10{\mu}g/ml$ concentration. NO production was inhibited by suppressing the protein expression of inducible nitric-oxide synthase in LPS-stimulated RAW 264.7 macrophages. These results indicate that kaempferol 3-O-[2",6"-di-O-(trans-p-coumaroyl)]-${\beta}$-D-glucopyranoside might be the major active compound responsible for the anti-inflammatory effects of S. koreana.

Flavonoids from the Aerial Part of Aconitum jaluense for. album (흰투구꽃 지상부의 플라보노이드)

  • Whang, Wan-Kyunn;Oh, In-Se;Lee, Moo-Taek;Kim, Il-Hyuk
    • Korean Journal of Pharmacognosy
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    • v.25 no.4 s.99
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    • pp.336-341
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    • 1994
  • For the investigation of medicinal resources in Aconitum species, the studies were carried out to search the less toxic constituents than Aconitum alkaloid in the aerial part of Aconitum jaluense for. album (Ranunculaceae). From the BuOH fraction of MeOH extract, three flavonoid compounds, hyperoside(1), $kaempferol-3-O-{\beta}-_D-galactopyranoside(2)$, $kaempferol-3-O-{\alpha}-_L-rhamnopyranosyl-(1{\rightarrow}6)-{\beta}-_D-glucopyranoside(3)$ were isolated and identified on the basis of their physico-chemical properties, spectroscopic evidences (UV, IR, NMR and Mass etc.) and comparison with authentics, respectively.

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