• 제목/요약/키워드: $kaempferol-3-O-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}6)-{\beta}-D-glucopyranoside$

검색결과 13건 처리시간 0.028초

돌단풍(Aceriphyllum rossii)에서 분리한 플라보노이드의 항암활성 (Anti-cancer Activity of Flavonoids from Aceriphyllum rossii)

  • 안은미;한재택;권병목;김성훈;백남인
    • Applied Biological Chemistry
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    • 제51권4호
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    • pp.309-315
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    • 2008
  • 돌단풍 지상부를 80% MeOH로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 $H_2O$로 용매 분획하였다. 이 중 EtOAc 및 n-BuOH 분획으로부터 silica gel chromatography를 반복하여 5개의 화합물을 분리하였다. 각 화합물의 화학구조는 NMR, MS 및 IR 등의 스펙트럼 데이터를 해석하여, astragalin (1), kaempferol 3-O-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$6)-${\beta}$-D-glucopyranoside (2), rutin(3), kaempferol 3-O-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$4)-${\alpha}$-Lrhamnopyranosyl(1${\rightarrow}$6)-${\beta}$-D-glucopyranoside(4), quercetin 3-O-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$4)-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$6)-${\beta}$-Dglucopyranoside(5)로 동정하였다. 이들 화합물은 FPTase 활성을 억제하였으며, 특히 화합물 3(rutin)은 rat H-ras 세포주의 생장과 bFGF로 유도시킨 HUVECs의 cell migration을 억제하는 것으로 나타났다.

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

  • 장춘희;은재순;임종필;박희욱;김진욱;신태용;엄동옥;백남인;김대근
    • 생약학회지
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    • 제34권2호통권133호
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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.

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

  • 황완균;오인세;이무택;김일혁
    • 생약학회지
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    • 제25권4호통권99호
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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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식용식물자원으로부터 활성물질의 탐색-XII. - 꽃마리(Trigonotis peduncularis Benth.)로부터 Flavonol 배당체의 분리 및 hACAT1 저해활성 - (Deveolopment of Biologically Active Compounds from Edible Plant Sources-XII. - Flavonol Glycosides from Trigonotis peduncularis Benth and its hACAT1 Inhibitory Activity -)

  • 양혜정;송명종;방면호;이진희;정인식;이윤형;정태숙;권병목;김성훈;김대근;박미현;백남인
    • Applied Biological Chemistry
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    • 제48권1호
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    • pp.98-102
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    • 2005
  • 꽃마리를 80% MeOH로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 $H_2O$로 용매 분획하였다. EtOAc와 n-BuOH 분획에 대하여 column chromatography를 반복하여 4종의 flavonol 배당체를 분리하였다. 각각에 대하여 2D-NMR을 포함한 스펙트럼 데이터의 해석과 문헌 자료를 조사하여 $kaempferol-3-O-{\beta}-{D}-glucopyranoside(astragalin),\;kaempferol-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside(nicotiflorin),\;quercetin-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside(rutin),\;quercetin-3-O-{\beta}-{D}-glucopyranoside(isoquercitrin)$로 구조를 결정하였다. 이 화합물들은 꽃마리에서는 이번에 처음 분리, 보고되었다. 또한 $nicotiflorin(100\;{\mu}g/ml)$은 hACAT1에 대하여 $68.3{\pm}1.2%$ 저해활성을 나타내었다.

A New Flavonoid from Carrichtera annua

  • Shahat, Abdelaaty A.;Abdel-Shafeek, Khaled A.;Husseiny, Husseiny A.;Claeys, Magda;Apers, Sandra;Pieters, Luc
    • Natural Product Sciences
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    • 제12권3호
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    • pp.122-124
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    • 2006
  • Three flavonoid glycosides, $kaempferol-3-O-{\alpha}-L-rhamnopyranosyl-(1\;{\rightarrow}\;6)-{\beta}$-D-glucopyranoside$ or kaempferol-3-O-rutinoside (1), $isorhamnetic-3-O-{\alpha}-L-rhamnopyranosyl-(16)-{\beta}-D-glucopyranoside$ or isorhamnetin-3-O-rutinoside (2), and $quercetin-3-O-{\beta}-D-glucopyranosyl-(1 ${\rightarrow}\;2)-{\beta}-L-arabinopyranoside$ 3, the latter one being a new compound, were isolated from the methanolic extract of the aerial parts of Carrichtera annua. Mass spectrometry and 1D and 2D NMR spectroscopy allowed establishing the structure of these compounds.

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

  • 정성희;문예지;김성건;김경영;이경태;김호경;황완균
    • 약학회지
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    • 제52권4호
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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.

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

  • 전인주;이성완;차자현;한정훈;황완균
    • 약학회지
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    • 제49권5호
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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.

Radical Scavenging Constituents of Cyperus flaccidus

  • Ahn, Dal-Rae;Lee, Hyun-Jin;Xing, Ming Ming;Tao, Chao;Lee, Eun-Byeol;Lee, Tae-Gwan;Shin, Tae-Yong;Eun, Jae-Soon;Jeon, Hoon;Lim, Jong-Pil;Kim, Dae-Keun
    • Natural Product Sciences
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    • 제18권2호
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    • pp.111-115
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    • 2012
  • In the course of screening for antioxidant compounds by measuring the DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging effect and superoxide quenching activity, methanol extract of Cyperus flaccidus (Cyperaceae) was found to show potent antioxidant activities. Subsequent activity-guided fractionation of the methanolic extract led to the isolation of ten compounds, kaempferol-3,7-O-${\alpha}$-L-dirhamnopyranoside (1), caffeic acid (2), quercetin-3-O-${\alpha}$-L-rhamnopyranosyl($1{\rightarrow}6$)-${\beta}$-D-glucopyranoside (3), kaempferol-3-O-${\alpha}$-L-rhamnopyranoside (4), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (5), luteoiln-7-O-${\beta}$-D-glucopyranoside (6), kaempferol-3-O-${\alpha}$-L-rhamnopyranosyl($1{\rightarrow}6$)-${\beta}$-D-glucopyranoside (7), luteoiln (8), quercetin (9) and quercetin-3-O-${\beta}$-D-glucuronide (10). Their structures were elucidated by spectroscopic studies. Compounds 1 - 10 were isolated for the first time from this plant. Among them, compounds 2, 8 and 9 showed the significant radical scavenging effects on DPPH, and the potent xanthine-originated superoxide quenching activities.

골담초엽의 플라보노이드 (The Flavonoids from Caragana Chamlagu Leaves)

  • 마충운;함인혜;황완균
    • 약학회지
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    • 제43권2호
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    • pp.143-149
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    • 1999
  • The phytochemical studies of the leaves of Caragana chamlagu were carried out as a sieries of the investigation of medicinal resources. The roots of Caragana chamlagu have been used as neuralgia, arthritis and migraine in the folk medicines of Korea. The methanolic extract of the leaves of Caragana chamlagu was suspended with water and then separated with chloroform. Compound I was isolated from precipitates of these water fraction by recrystalization. The aqueous fraction of MeOH extract was performed to column chromatography on Amberlite XAD-4 and Sephadex LH-20, and three compounds, compound II, compound III, and compound IV were isolated. The structures of the four compounds were elucidated by spectroscopic data of $^1H-NMR$, ^{13}C-NMR$, IR, and FAB-MS. Compound I-IV were tilianine ($acacetin-7-O-{\beta}-D-glycopyranoside$), rutin($quercetin-3-O-{\alpha}-L-rhamnopyranosy(1{\rightarrow}6)-{\beta}-D-glu-copyranoside$), $kaempferol-3-O-{\alpha}-L-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-D-galactopyranoside$, and apigetrin, ($apigenin-7-O-{\beta}-D-glycopyranoside$), respectively.

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Antioxidative Constituents of the Aerial Parts of Galium spurium

  • Yang, Seok-Won;Park, Sae-Rom;Ahn, Dal-Rae;Yang, Jae-Heon;Kim, Dae-Keun
    • Biomolecules & Therapeutics
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    • 제19권3호
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    • pp.336-341
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    • 2011
  • As part of an ongoing search for natural plants with antioxidant compounds by measuring the radical scavenging effect on 1,1-diphenyl- 2-picrylhydrazyl (DPPH), a total extract of the twigs of Galium spurium L. (Rubiaceae) was found to show potent antioxidant activity. Subsequent activity-guided fractionation of the methanolic extract led to the isolation of nine compounds, asperulosidic acid methyl ester (1), asperuloside (2), caffeic acid (3), kaempferol-3-O-L-rhamnopyranoside (4), quercetin-3-O-[${\alpha}$-Lrhamnopyranosyl($1{\rightarrow}6$)-${\beta}$-D-glucopyranoside] (5), isorhamnetin-3-O-glucopyranoside (6), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (7), kaempferol-3-O-[${\alpha}$-L-rhamnopyranosyl($1{\rightarrow}6$)-${\beta}$-D-glucopyranoside] (8), and quercetin (9). Their structures were elucidated by spectroscopic studies. Compounds 1, 3-8 were isolated for the first time from this plant. Among them, compounds 3 and 9 showed the significant radical scavenging effects on DPPH, and compounds 3 and 7 showed the potent riboflavin originated superoxide quenching activities.