• Title/Summary/Keyword: kaempferol-7-O-${\alpha}$-L-rhamnopyranoside

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Phenolic Compounds from Cercis chinensis Leaves (박태기나무엽의 페놀성분)

  • 김강진;오인세;황완균;김일혁
    • YAKHAK HOEJI
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    • v.39 no.6
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    • pp.600-609
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    • 1995
  • Studies on the pharmaco-constituents from the leaves of Cercts chinensis which have been used for the treatment of inflammation, contusion, dilated blood, pain of heart and stomach, edema, etc. in Korean folk remedies were carried out. Dried leaves of the plant were extracted with MeOH. The MeOH extract was suspended in distilled water and subsequently fractionated with $Et_{2}O$ and n-BuOH. From the $Et_{2}O$ and n-BuOH fractions, six phenolic compounds were isolated and identified as myricitrin($C_{21}H_{20}O_{12}, {\;}m.p.{\;}199~200^{\circ}$. $4myricetin-3-O-{\alpha}-L-rhamnopyranoside$), kaempferol($C_{15}H_{10}O_{6}, {\;}m.p. 276^{\circ}$), quercetin($C_{15}Ha_{10}O_{7}, {\;}m.p.{\;}313~314^{\circ}$), quercitrin ($C_{21}H_{20}O_{12}, {\;}m.p.{\;}176~178^{\circ}, {\;}quercetin-3-O-{\alpha}-L-rhamnopyranoside$), gallicin ($C_{8}H_{8}O_{5}, {\;}m.p.{\;}202~203^{\circ}$. methyl gallate), gallic acid ($C_{7}H_{6}O_{5}, {\;}m.p.{\;}260~265^{\circ}) through their physico-chemical data and UV, IR, EI-MS, $^{13}C-NMR$, and $^{1}H-NMR$ analysis with authentics.

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Extractives from Fruits of Amorpha Fruticosa (I)

  • Lee, Hyun-Jung;Lee, Hak-Ju;Kwon, Yeong-Han;Choi, Don-Ha;Paik, Ki-Hyon
    • Journal of the Korean Wood Science and Technology
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    • v.31 no.6
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    • pp.8-14
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    • 2003
  • This study was carried out identify extractives of Amorpha fruticosa. In this study, one flavonoid glycoside, one ester and two rotenoids were isolated from fruits of A. fruticosa. The structures were determined as: kaempferol 7-O-α-L-rhamnopyranoside (I), methyl 3, 4, 5-trihydroxybenzoate (methyl gallate, II), tephrosin (III) and dalbinol (IV), respectively, on the basis of spectroscopic data.

Antioxidative Phenolic Compounds from the Roots of Rhodiola sachalinensis A. Bor

  • Lee, Min-Won;Lee, Yeon-Ah;Park, Hyang-Mi;Toh, Sang-Hak;Lee, Eun-Joo;Jang, Hae-Dong;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • v.23 no.5
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    • pp.455-458
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    • 2000
  • The acetone extract of the roots of Rhodiola sachalinensis has furnished six phenolic compounds which exhibited significant scavenging effects against DPPH free radical. The structures of these compounds were identified and determined as gallic acid (1), (-)-epigallocatechin 3-O-gallate (2), kaempferol (3), kaempferol 7-O-$\alpha$ -L-rham nopyranoside (4), herbacetin 7-O-$\alpha$ -L-rhamnopyranoside, (5) and rhodiolinin (6) by physico-chemical and spectral evidences.

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In Vitro Peroxynitrite Scavenging Activity of 6-Hydroxykynurenic Acid and Other Flavonoids from Gingko biloba Yellow Leaves

  • Hyun, Sook-Kyung;Jung, Hyun-Ah;Chung, Hae-Young;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.29 no.12
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    • pp.1074-1079
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    • 2006
  • As part of our research on phytochemicals that exert protective effects against diseases related to reactive nitrogen species, we have evaluated the scavenging activity of the yellow leaves of Ginkgo biloba on $ONOO^{-}$. The methanol extract and ethyl acetate fraction obtained from yellow leaves of G. biloba evidenced a marked scavenging activity on authentic $ONOO^{-}$. Repeated column chromatography of the active ethyl acetate soluble fraction on silica gel, Sephadex LH-20, and RP-18, resulted in the purification of 15 known compounds, including sciadopitysin (1), ginkgolide B (2), bilobalide (3), isoginkgetin (4), kaempferol (5), luteolin (6), protocatechuic acid (7), bilobetin (8), amentoflavone (9), ${\beta}-sitosterol$ glucopyranoside (10), kaempferol 3-O-rhamnopyranoside (11), kaempferol 3-O-glucopyranoside (12), kaempferol $3-O-[{6^{'}-O-p-coumaroyl-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-L-rhamnopyranoside]$ (13), kaempferol 3-O-rutinoside (14), and 6-hydroxykynurenic acid (15). Among the compounds isolated, flavonoids (5, 6 and 11-14), protocatechuic acid (7), and 6-hydroxykynurenic acid (15) all exhibited marked scavenging activities on authentic $ONOO^{-}$. The $IC_{50}$ values of 5-7, 11-14 and 15 were as follows: $2.86{\pm}0.70,\;2.30{\pm}0.04,\;2.85{\pm}0.10,\;5.60{\pm}0.47,\;4.16{\pm}1.65,\;2.47{\pm}0.15,\;3.02{\pm}0.48,\;and\;6.24{\pm}0.27\;{\mu}M$, respectively. DL-Penicillamine ($IC_{50}=4.98{\pm}0.27\;{\mu}M$) was utilized as a positive control. However, the other compounds (1-4, 8-10) exerted no effects against $ONOO^{-}$.

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
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    • v.95 no.5
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    • pp.511-515
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    • 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.

Anti-oxidative Phenolic Compounds from Sophorae Fructus

  • Kim, Hyun-Jung;Kim, Min-Kee;Shim, Jae-Gul;Yeom, Seung-Hwan;Kwon, Suk-Hyung;Lee, Min-Won
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.330-334
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    • 2004
  • Four isoflavonoids and three flavonoids, and a gallotannin were isolated from the fruits of Sophora japonica (Leguminosae). Their structures were identified as genistein (1), sophoricoside (2), genistein-4'-O--L-rhamnopyranoside (3), $genistein-4'-O-{\alpha}-L-rhamnopyranosly-(1{\rightarrow}2)-{\beta}-D-glucopyranoside$ (4), $kaempferol-3-O-{\alpha}-D-sophoroside$ (5), $kaempferol-3-O-{\beta}-D-glucopyranosyl-(1{\rightarrow}2)-{\alpha}-L-rhamnopyranosly-(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (6), rutin (7) and gallic acid $4-O-{\beta}-D-(6'-O-galloyl)-glucopyranoside$ (8) by chemical and spectroscopic analysis and comparisons with previously reported spectral data. Compounds 3 and 8 were isolated for the first time from this plant. Anti-oxidative activity was evaluated for the isolated compounds. 8 exhibited potent anti-oxidative activity against the radical scavenging ability of DPPH with the $IC_{50}$ value of $17.1\;{\mu}g/ml$.

Flavonoids from the Roots of Rhodiola sachalinensis (홍경천의 플라보노이드 화합물)

  • Lee, Yeon-Ah;Cho, Soo-Min;Lee, Min-Won
    • Korean Journal of Pharmacognosy
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    • v.33 no.2 s.129
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    • pp.116-119
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    • 2002
  • Chemical investigation of the roots of Rhodiola sachalinensis A. Bor. (Crassulaceae) has led to the isolation of four flavonoids. Structures of these compounds were identified as $kaempferol-3-O-{\beta}-D-glucopyranoside$ (1), $kaempferol-3-O-{\beta}-D-sophoroside$ (2), $herbacetin-3-O-{\beta}-D-glucopyranoside$ (3) and $herbacetin-7-O-{\beta}-D-glucopyranosyl(1{\rightarrow}3)-{\alpha}-L-rhamnopyranoside$ (4) by the analysis of spectroscopic evidences and comparision with the data of authentic samples.

Antioxidant Activity of Isolated Compounds from the Shoot of Aralia elata Seem (두릅 순에서 분리된 화합물의 항산화 활성)

  • Lee, Gi-Ho;Jung, Ji-Wook;Ahn, Eun-Mi
    • The Korea Journal of Herbology
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    • v.24 no.4
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    • pp.137-142
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    • 2009
  • Objectives : This study was performed to investigate the antioxidant activities of isolated compounds from the shoot of Aralia elata. Methods : The methanol extract from the shoot of Aralia elata was fractionated into ethyl acetate, n-BuOH and $H_2O$ layers through solvent fractionation. Repeated silica gel, ODS column chromatography of n-BuOH layer afforded four flavonol glycosides. Their antioxidant activity was determined by measuring free radical scavenging activity by DPPH, ABTS and superoxide dismutase (SOD) like activity assay. Results : They were identified as quercetin 3,7-di-O-$\alpha$-rhamnopyranoside (1), quercetin 3-O-$\beta$-D-galactoside-7-O-$\alpha$-L-rhamnoside (2), kaempferol 3-O-$\beta$-glucosyl($1{\rightarrow}2$)-$\alpha$-rhamnoside-7-O-$\alpha$-rhamnoside (3) and quercetin 3-O-$\beta$-glucosyl($1{\rightarrow}2$)-$\alpha$-rhamnoside-7-O-$\beta$-rhamnoside (4) on the basis of spectroscopic data. The result showed that 1 is the most active compound in the DPPH and ABTS radical scavenging test. Conclusions : Isolated Compounds from the shoot of Aralia elata showed anti-oxidative effect.

DPPH Free Radical Scavenging Effect of the Aerial Parts of Desmodium oldhami (큰도둑놈의갈고리 지상부의 DPPH Free Radical 소거효과)

  • Yang, Seo-Kwon;Park, Sae-Rom;Ahn, Dal-Rae;Yang, Jae-Heon;Cho, Chong-Hyeon;Hwang, Yong-Hun;Park, Jong-Han;Kim, Dae-Keun
    • Korean Journal of Pharmacognosy
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    • v.41 no.3
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    • pp.180-184
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    • 2010
  • The antioxidant activity of Desmodium oldhami (Leguminosae) was determined by measuring the radical scavenging effect on DPPH (1,1-diphenyl-2-picrylhydrazyl). The methanolic extract of D. oldhami showed the strong antioxidant activity. Five compounds, kaempferol-3-O-rhamnopyranoside (afzeline) (1), quercetin-3-O-[$\alpha$-L-rhamnopyranosyl($1{\rightarrow}6$)-$\beta$-Dglucopyranoside] (rutin) (2), kaempferol-3-O-glucopyranoside (astragalin) (3), genistein-7-O-$\beta$-D-glucopyranoside (genistin) (4), kaempferol-3-O-rutinoside (5) were isolated from the active ethyl acetate soluble fraction of D. oldhami through repeated silica gel and Sephadex LH-20 column chromatography. Among them, compound 2 showed the most significant antioxidative effect on DPPH free radical scavenging test. Compounds 1-5 are reported for the first time from this plant.

Phenolic Compounds from Fruits of Amorpha fruticosa L.

  • Lee, hak-Ju;Lee, Hyun-Jung;Park, Il-Kwon;Shin, Sang-Chul;Lee, Myung-Koo;Paik, Ki-Hyon
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.190.4-191
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    • 2003
  • This study was carried out to examine the constituents of Amorpha fruticosa (Leguminosae), a shrub originated from North Africa. Dried and ground fruit of A. fruticosa were extracted with methanol and then concentrated to give the crude extracts. The crude extracts was successively fractioned with organic sovents, such as n-hexane, CH$_2$Cl$_2$ and EtOAc. Seven compounds were isolated from the fruits of A. fruticosa. On the basis of spectrosopic data, the structures of these compounds were determined as: kaempferol 7-O-${\alpha}$-L-rhamnopyranoside (I), methyl 3,4,5- trihydroxybenzoate (methyl gallate, II), tephrosin (III), dalbinol (IV), gallic acid (V), 2",4",5",7-tetramethoxyisofavone (Ⅵ) and Dalbinol 2"-O-${\beta}$-D-Glucopyranoside (Ⅶ) respectively. (omitted)

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