• Title/Summary/Keyword: kaempferol 3-rutinoside

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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 $ONOO^{-}$.

Pharmacognostical Study on the Euphorbia ebracteolata(I) -On the Flavonoidal Constituents- (Euphorbia ebracteolata에 대한 생약학적 연구(I) -Euphorbia ebracteolata의 Flavonoid 성분-)

  • Lee, Sang-Cheol;Ahn, Beung-Tae;Park, Woong-Yang;Lee, Seung-Ho;Ro, Jai-Seup;Lee, Kyong-Soon;Ryu, Eung-Kul
    • Korean Journal of Pharmacognosy
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    • v.23 no.3
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    • pp.126-131
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    • 1992
  • Four flavonoids were isolated from the aerial parts of Euphorbia ebracteolata. On the basis of chemical and spectroscopic evidence, the structures of these compounds were established as $quercetin-3-O-{\beta}-D-glucoside$(isoquercitrin)(I), quercetin-3-O-rutinoside(rutin)(II), kaempferol-3-O-rutinoside(III) and $quercetin-3-O-(2'-O-galloyl)-{\beta}-D-glucoside$(IV) which was the main flavonoidal component in this plant. The isolation of flavonoids from E. ebracteolata is the first example.

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Isolation and Identification of Flavonoids from Ethanol Extracts of Artemisia vulgaris and Their Antioxidant Activity (쑥의 에탄올 추출물에 함유된 Flavonoid들의 분리 및 동정과 이들의 항산화 효과)

  • Lee, Sang-Jun;Chung, Ha-Yull;Lee, In-Kyoung;Yoo, Ick-Dong
    • Korean Journal of Food Science and Technology
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    • v.31 no.3
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    • pp.815-822
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    • 1999
  • Twenty one flavonoids were isolated from ethyl acetate layer of aqueaus EtOH extracts of Artemisia vulgaris and identified as tricin, jaceosidine, eupafolin, diosmetin, chrysoeriol, homoeriodictyol, isorhamnetin, apigenin, eriodictyol, luteolin, luteolin 7-glucoside, kaempferol 3-glucoside, kaempferol 7-glucoside, kaempferol 3-rhamnoside, kaempferol 3-rutinside, quercetin, quercetin 3-glucoside, quercetin 3-galactoside, quercetrin, quercetin 7-glucoside, rutin, and vietexin. The inhibitory activity for all purified flavonoids were examined against lipid peroxidation in rat liver microsome. All examined flavonoids showed considerable antioxidant activity. Among them, $IC_{50}$ value of apigenin, luteolin, isorhamnetin, quercetin, and eriodictyol were showed higher than that of vitamin E used as positive control. And methoxylated flavonoids, tricin, eupafolin, jaceosidine, diosmetin, and isorhamnetin showed considerable antioxidant activity. Each $IC_{50}$ values were shown at 0.9, 1.0, 1.4, 1.0, and $0.7\;{\mu}g/mL$, respectively.

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Phytochemical Constituents of the Aerial Parts from Aster hispidus

  • Lee, Sung-Ok;Choi, Sang-Zin;Choi, Sang-Un;Ryu, Shi-Yong;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.10 no.6
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    • pp.335-340
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    • 2004
  • The chromatographic separation of the MeOH extract of the aerial parts from Aster hispidus (Compositae) led to the isolation of eight compounds. Their structures were established by spectroscopic methods to be ${\beta}-amyrin$ (1), oleanolic acid (2), (2R)-1, 2-O-(9Z, 12Z, $15Z-dioctadecatrienoyl)-3-O-{\beta}-D-galactopyranosyl\;glycerol$ (3), trans-phytol (4), 9, 12, 15-octadecatrienoic acid (5), kaempferol (6), 3,5-dicaffeoyl quinic acid (7), 3,4-dicaffeoyl quinic acid (8) and kaempferol-3-O-rutinoside (9). Compounds 1, $3{\sim}6$ and 9 showed non-specific moderate cytotoxicity against five human tumor cell lines $(5.44{\sim}23.51\;{\mu}g/ml)$. The other compounds were of marginal activity against tested five human cancer cell lines $(9.05{\sim}>30.0\;{\mu}g/ml)$.

Antioxidative Activity and Component Analysis of Prunella vulgaris L. Extract/Fractions (하고초 추출물의 항산화 활성 및 성분 분석)

  • Suh, Ji Young;Seong, Joon Seob;Yun, Mid Eum;Lee, Ye Seul;Ha, Ji Hoon;Park, Dong Soon;Park, Soo Nam
    • Journal of the Korean Applied Science and Technology
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    • v.33 no.4
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    • pp.647-657
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    • 2016
  • In this study, the antioxidative effects and active component analysis of 50% ethanol extract, ethyl acetate fraction and aglycone fraction obtained from Prunella vulgaris L. were investigated. The free radical scavenging activities ($FSC_{50}$) was investigated at 50% ethanol extract ($15.25{\mu}g/mL$), ethyl acetate fraction ($8.68{\mu}g/mL$), and aglycone fraction ($8.25{\mu}g/mL$) respectively. Reactive oxygen species (ROS) scavenging activities ($OSC_{50}$) in $Fe^{3+}-EDTA/H_2O_2$ system using the luminol-dependent chemiluminescence assay was investigated at 50% ethanol extract ($4.68{\mu}g/mL$), ethyl acetate fraction ($1.00{\mu}g/mL$), and aglycone fraction($1.02{\mu}g/mL$) respectively. In the cellular protective effect against $^1O_2$ induced cellular damage of human erythrocytes, extract/fractions of P. vulgaris L. were increased in a concentration dependent manner($1{\sim}25{\mu}g/mL$). Especially, ${\tau}_{50}$ of aglycone fraction at concentrations of $25{\mu}g/mL$ showed the most protective effects at 337.9 min. It's showed nine times higher (+)-${\alpha}$-tocopherol (${\tau}_{50}=38.7min$) as typical antioxidant in the $^1O_2$-induced photohemolysis of human erythrocytes. TLC and HPLC were used to analyse active components in the ethyl acetate fraction and aglycone fraction of P. vulgaris L. In ethyl acetate fraction, caffeic acid, rosmarinic acid, quercetin 3-${\beta}$-D-glucoside, rutin, kaempferol-3-O-rutinoside, astragalin (kaempferol-3-O-glucoside) were identified. In aglycone fraction, caffeic acid, rosmarinic acid, quercetin, kaempferol were identified. These results indicated that extract/fraction of P. vulgaris L. is may be used in cosmetics industry as natural antioxidants by quenching and/or scavenging $^1O_2$ and other ROS, and protecting cellular membranes.

Cytotoxic C-Benzylated Chalcone and Other Constituents of Ellipeiopsis cherrevensis

  • Wirasathien, Lalita;Pengsuparp, Thitima;Moriyasu, Masataka;Kawanishi, Kazuko;Suttisri, Rutt
    • Archives of Pharmacal Research
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    • v.29 no.6
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    • pp.497-502
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    • 2006
  • A new natural C-benzylated chalcone, $2',4'-dihydroxy-3'-(2-hydroxybenzyl)-6{\c}-methoxychalcone$ (2), along with two other flavonoids, tiliroside and kaempferol 3-O-rutinoside, and an oxoaporphine alkaloid, lanuginosine were isolated from the aerial parts of Ellipeiopsis cherrevensis (Annonaceae). Two known polyoxygenated cyclohexene derivatives, ferrudiol and zeylenol, and a new analog, ellipeiopsol D, were also isolated. The chalcone 2 exhibited cytotoxic activity against human small-cell lung-cancer (NCl-H187), epidermoid carcinoma (KB) and breast cancer (BC) cell lines with $IC_{50}$ values of 1.40, 5.31 and $13.92\;{\mu}g/mL$, respectively. This compound also showed antimalarial activity against Plasmodium falciparum with an $IC_{50}$ value of $7.1\;{\mu}g/mL$ as well as antimicrobacterial activity against Mycobacterium tuberculosis with a MIC of 25 mg/mL.

The Flowers of Carthamus tinctorius : Potential Agent for Postmenopausal Disorder

  • Heo, Moon-Young;Kim, Cheon-Ho;Kang, Jae-Sung;Ur, Kyung-Nam;Kim, Hyun-Pyo
    • Biomolecules & Therapeutics
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    • v.7 no.3
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    • pp.221-226
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    • 1999
  • In this study, 75% ethanol extract from the flowers of Carthamus tinctorius was prepared and biological activities were examined. The extract showed the inhibitory activity of vascular smooth muscle contraction and antithrombotic activity judged by bleeding time measurement. It also showed anti-inflammatory and potent analgesic activities in vivo. By oral administration of the extract, no acute toxicity was observed up to 5 g/kg in mice and rats. All these results strongly suggest that this extract may be beneficial for postmenopausal disorder by enhancing blood circulation.

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Analysis of Functional Components of Leaves of Different Mulberry Cultivars (뽕잎 품종별 기능성 성분 분석)

  • 채주영;이준영;황인승;황보득;최필환;이완주;김진원;김선여;최상원
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.32 no.1
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    • pp.15-21
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    • 2003
  • Quantification of functional components, such as [l -deoxynojirimycin (DNJ), ${\gamma}$-aminobutyric acid (GABA) and flavonoids] of four different cultivars (YK-209, Cheongil, Yongchon and Kaeryang) and parts (upper, middle and lower) of mulberry leaves harvested in different areas and periods was performed by HPLC to select the best Quality of mulberry leaf suitable for manufacture of functional foods. Among four mulberry cultivars, YK-209 mulberry leaf had the highest DNJ, GABA and flavonoids levels. YK-209 mulberry leaf harvested in "Yeongcheon" area had greater DNJ, GABA and flavonoid contents than those harvested in "Sangju" area. Four major flavonoids of mulberry leaf were rutin, isoquercitrin, kaempferol-3-Ο-rutinoside, astragalin, and their levels varied greatly with cultivars. YK-BO9 mulberry leaf had the highest flavonoids content among four cultivars. DNJ, GABA and flavonoid contents of young YK-209 mulberry leaf were relatively higher in the upper part than those in the middle and lower parts. Additionally, levels of DNJ, GABA and flavonoids were higher in mulberry leaves harvested in the eariler growing season (May) than in the late growing seasons (June and August) . Particularly, among four flavonoids, rutin content had the highest in the mulberry leaf harvested in May, while isoquercitrin content did the highest in the mulberry leaf harvested in June and August. These results suggest that YK-209 mulberry leaf having high amount of functional components, such as DNJ, GABA and flavonoids, may be useful as potential source of beverages and tablets.verages and tablets.

Phytochemical Constituents from Diodia teres

  • Lee, Jae-Hyeok;Ku, Chung-Hwan;Baek, Nam-In;Kim, Sung-Hoon;Park, Hee-Wook;Kim, Dae-Keun
    • Archives of Pharmacal Research
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    • v.27 no.1
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    • pp.40-43
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    • 2004
  • All ten compounds were isolated from the methanolic extract of the whole plants of Diodia teres through repeated silica gel and Sephadex LH-20 column chromatography. Their chemical structures were elucidated as three iridoid glycosides, asperuloside, geniposidic acid and asperulosidic acid, a coumarin glycoside, scopolin, and six flavonoids, rutin, kaempferol-3-0-rutinoside, quercitrin, astragalin, isoquercitrin and quercetin by spectroscopic analysis.

Isolation and Characterization of Antioxidative Compounds from the Aerial Parts of Angelica keiskei

  • Kim, So-Joong;Cho, Jeong-Yong;Wee, Ji-Hyang;Jang, Mi-Young;Kim, Cheol;Rim, Yo-Sup;Shin, Soo-Cheol;Ma, Seung-Jin;Moon, Jae-Hak;Park, Keun-Hyung
    • Food Science and Biotechnology
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    • v.14 no.1
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    • pp.58-63
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    • 2005
  • Ethyl acetate-soluble neutral fraction of hot water extracts from the aerial parts of Angelica keiskei showed a 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity. Six antioxidative compounds were purified and isolated by various chromatographic procedures. Based on the analyses of FAB-MS and NMR, the isolated compounds were structurally elucidated as luteolin 7-O-${\beta}$-D-glucopyranoside (1), quercetin 3-O-${\beta}$-D-galactopyranoside (2), quercetin 3-O-${\beta}$-D-glucopyranoside (3), quercetin 3-O-${\alpha}$-D-arabinopyranoside (4), kaempferol 3-O-${\alpha}$-D-arabinopyranoside (5), and luteolin 7-O-rutinoside (6). The glycosides of flavonols and luteolin showed DPPH radical-scavenging activity. One molecule of 2, 3, 4, 6, 1, and 5 scavenged 4.2, 4.2, 4.1, 2.5, 2.2, and 1.4 molecules of DPPH radical, respectively.