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

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Flavonoids and Aromatic Compounds from the Rhizomes of Zingiber zerumbet

  • Jang Dae Sik;Han Ah-Reum;Park Gowooni;Jhon Gil-Ja;Seon Eun-Kyoung
    • Archives of Pharmacal Research
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    • v.27 no.4
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    • pp.386-389
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    • 2004
  • Repeated column chromatography of the CHCI_3-soluble fraction of Zingiber zerumbet led to the isolation and identification of two aromatic compounds, p-hydroxybenzaldehyde (1) and vanillin (2), and six kaempferol derivatives, kaempferol-3,4',7-O-trimethylether (3), kaempferol-3-O-methylether (4), kaempferol-3,4'-O-dimethylether (5), 4'-O-acetylafzel in (6), kaempferol-3-O-(4-O-acetyl-$\alpha$-L-rhamnopyranoside)], 2',4'-O-diacetylafzelin (7), kaempferol-3-O-(2,4-O-diacetyl-$\alpha$-L-rhamnopyranoside)], and 3',4'-O-diacetylafzelin (8), kaempferol-3-O-(3,4-O-diacetyl-$\alpha$-L-rhamnopyranoside)]. The structures of 1-8 were identifed by analysis of spectroscopic data as well as by comparison with published values. This is the first report on the isolation of compounds 1-3 from this plant.

Antioxidant Activities of Flavonoids from the Leaves of Smilax china Linne (청미래덩굴 잎의 항산화 활성 성분)

  • Cha, Bae-Cheon;Lee, Eun-Hee
    • Korean Journal of Pharmacognosy
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    • v.38 no.1
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    • pp.31-36
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    • 2007
  • In this study, we have investigated the antioxidant activities of the leaves of Smilax china Linne in order to find the antioxidant substances which has an scavenging effect of reactive oxygen species (ROS) from natural products. As a result, EtOAc and n-BuOH extracts of the leaves of Smilax china Linne exhibited potent antioxidant effect on various antioxidant experiment. The major components of antioxidant activity were isolated from EtOAc and n-BuOH extracts of the leaves of Smilax china Linne. Their structure of compounds were identified as kaempferol-7-O-${\alpha}$-L-rhamnopyranoside and kaempferol-3,7-O-${\alpha}$-L-dirhamnopyranoside by spectroscopic evidence, respectively. Antioxidant activities were observed in kaempferrol-7-O-${\alpha}$-L-rhamnopyranoside at 23 ${\mu}g$ and in kaempferol-3,7-O-${\alpha}$-L-dirhamnopyranoside at 27 ${\mu}g$ as concentration of DPPH 50% reduction.

Flavonoids from the Underground Parts of Curcuma longa (강황 지하부 부산물의 플라보노이드 성분)

  • Ahn, Dalrae;Lee, Eun Byeol;Ahn, Min-Sil;Kim, Ban Ji;Lee, So Yeon;Lee, Tae Gwan;Lim, Hye Won;Lee, Hyeon Yong;Bae, Jong Jin;Kim, Dae Keun
    • Korean Journal of Pharmacognosy
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    • v.44 no.3
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    • pp.253-256
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    • 2013
  • Six flavonoid compounds were isolated from the underground parts of Curcuma longa (Zingiberaceae) through repeated column chromatography. Their chemical structures were elucidated as kaempferol-3-O-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$2)-O-${\alpha}$-L-rhamnopyranoside (1), quercetin-3-O-${\alpha}$-L-rhamnopyranosyl(1${\rightarrow}$2)-O-${\alpha}$-L-rhamnopyranoside (2), quercetin-3-O-${\beta}$-Dglucopyranoside-7-O-${\alpha}$-L-rhamnopyranoside (3), kaempferol-3-O-${\alpha}$-L-rhamnopyranoside (4), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (5), and quercetin (6), respectively, by spectroscopic analysis. These compounds were isolated for the first time from this plant.

Two New Flavonol Glycosides from the Aerial Parts of Lotus lalambensis Growing in Saudi Arabia

  • El-Youssef, Hanan M.;Murphy, Brian T.;Amer, Masouda E.;Al-Rehaily, Adnan J.;Abdel-Kader, Maged S.;Kingston, David G.I.
    • Natural Product Sciences
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    • v.14 no.2
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    • pp.86-89
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    • 2008
  • Phytochemical study of the aerial parts of Lotus lalambensis Schweinf resulted in the isolation and identification of two new flavonol glycosides; kaempferol $3-O-(5"-acetyl)-apioside-7-O-{\alpha}-L-rhamnopyranoside$ (1) and kaempferol $3-O-{\alpha}-[{\beta}-D-xylosyl-(1""{\rightarrow} 2")-L-rhamnopyranoside]-7-O-{\alpha}-L-rhamnopyranoside$ (2). Structures were determined utilizing different physical, chemical, spectroscopic data including 2D-NMR experiments and HRFABMS.

Phenolic Components from the Fruits of Pourthiaea villosa (윤노리나무 과실의 페놀성 성분)

  • Lee, Hyun Jin;Ahn, Dalrae;Lee, Eun Byeol;Lee, Tae Gwan;Kim, Dae Keun
    • Korean Journal of Pharmacognosy
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    • v.44 no.1
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    • pp.16-21
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    • 2013
  • The fruits of Pourthiaea villosa were extracted with methanol and its extract was fractionated with n-hexane, methylene chloride, ethyl acetate and n-butanol. Repeated column chromatography of silica gel, sephadex LH-20 and HPLC led to the isolation of nine phenolic compounds from ethyl acetate soluble fraction. The chemical structures were elucidated as kaemferol-3-O-${\beta}$-D-glucopyranoside (astragalin) (1), isorhamnetin-3-O-${\beta}$-D-glucopyranoside (2), kaempferol-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-${\alpha}$-L-rhamnopyranoside (3), caffeic acid (4), quercetin-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-a-L-rhamnopyranoside (5), quercetin-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-${\beta}$-D-glucopyranoside (6), quercetin-3-O-${\beta}$-D-xylopyranosyl($1{\rightarrow}2$)-${\beta}$-D-galactopyranoside (7), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (quercitrin) (8), and kaempferol-3-O-${\alpha}$-L-rhamnopyranoside (afzelin) (9) by spectroscopic techniques. These compounds were isolated from this plant for the first time.

Chemical Constituents of the Leaves of Weigela subsesillis (병꽃나무 잎의 성분)

  • Won, Hee-Mok;Kwon, Yong-Soo;Lee, Jin-Hoon;Kim, Chang-Min
    • Korean Journal of Pharmacognosy
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    • v.35 no.1 s.136
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    • pp.1-5
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    • 2004
  • Eight compounds were isolated from the n-BuOH soluble fraction of the leaves of Weigela subsesillis. On the basis of spectral data, they wεre identified as $kaempferol-O-3-{\alpha}-L-(3-O-acetyl)\;rhamnopyranosyl-7-O-{\alpha}-L-rhamnopyranoside$ (1), sutchuenoside A (2), kaempferitrin (3), astragalin (4), kaempferol 7-O-rhamnoside (5), scopolin (6), farxin (7), kaempferol 3-O-{\alpha}-L-rhamnosyl-7-O-{\beta}-D-glucoside (8), respectively.

Flavonoids from the Leaves of Ginkgo biloba (은행잎의 Flavonoid 성분에 관한 연구)

  • Kang, Sam-Sik;Kim, Ju-Sun;Kwak, Wie-Jong;Kim, Ki-Hyup
    • Korean Journal of Pharmacognosy
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    • v.21 no.2
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    • pp.111-120
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    • 1990
  • Five biflavones and sevenflavonolglycosideswereisolatedfromtheleaves of Ginkgo biloba. They were sciadopitysin(1), ginkgetin(2), isoginkgetin(3), bilobetin(4), amentoflavone(5), kaempferol 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](6), quercetin 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](8), rutinosides of kaempferol(7), isorhamnetin(9), quercetin(10), laricitrin(11), and kaempferol 3-O-($2',6'-{\alpha}-_L-dirhamnopyranosyl-{\beta}-_{D}-glucopyranoside$)(12). The structures were established by spectroscopic and chemical methods.

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Hepatoprotective flavonol glycosides from the aerial parts of Rodgersia podophylla

  • Cheong, Jong-Hye;Chin, Young-Won;Lim, Song-Won;Kim, Young-Choong;Kim, Jin-Woong
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.193.1-193.1
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    • 2003
  • Activity-guided separation for the aerial parts of Rodgersia podophylla A. Gray gave a new acylated flavonoid, quercetin 3-O-${\alpha}$-L-(5$^2$-acetyl)-arabinofuranoside (1), together with six known flavonoids (2-7). Their hepatoprotective activities were determined by using the primary cultures of rat hepatocytes injured by H$_2$O$_2$. Quercetin 3-O-${\alpha}$-L-(3$^2$-acetyl)-arabinofuranoside (3), kaempferol 3-O-${\alpha}$-L-rhamnopyranoside (5) and quercetin 3-O-${\alpha}$-L-rhamnopyranoside (6) exhibited hepatoprotective activities comparable to silybin at the concentration of 50 mM (45.7, 50.8 and 57.3 %, respectively), and the new flavonoid 1 showed hepatoprotective activity at the concentration of 100mM (50.1%).

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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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    • v.19 no.3
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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.

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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    • v.18 no.2
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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.