• 제목/요약/키워드: quercetin-3-rhamnoside

검색결과 47건 처리시간 0.032초

Isolation of Quercetin and Isorhamnetin Derivatives and Evaluation of Anti-microbial and Anti-inflammatory Activities of Persicaria glabra

  • Manivannan, R.;Shopna, R.
    • Natural Product Sciences
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    • 제21권3호
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    • pp.170-175
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    • 2015
  • The present study aims to detect the rare flavonoids isolated from the leaves of Persicaria glabra. The known flavonoids: quercetin (1), isorhamnetin (2), avicularin (3) and new one isorhamnetin-3-O-α-L-(6''-E-p-coumaroyl)-rhamnoside (4) were identified by HPLC, UV, IR and NMR. P. glabra has used traditionally for its analgesic, anti-inflammatory and anti-rheumatic properties. To find out the ingredients responsible for the efficiency of this plant, we have used to study the anti-microbial and anti-inflammatory activities of different extracts.

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

  • 이상준;정하열;이인경;유익동
    • 한국식품과학회지
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    • 제31권3호
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    • pp.815-822
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    • 1999
  • 우리 나라 전역에 자생하는 쑥(Artemisia vulgaris)의 전초의 수용성 에탄올추출물로 부터 21가지의 flavonoids를 분리하였다. 이들 화합물의 동정은 H-NMR, mass, UV-스펙트럼을 이용하여 동정하였으며, 동정된 flavonoids들은 tricin, jaceosidine, eupafolin, diosmetin, chrysoeriol, humoeridictyol, isorhamnetin, apigenin, eriodictyol, luteolin, luteolin 7-glucoside, kaempferol 3-glucoside, kaempferol 7-glucoside, kaempferol 3-rhamnoside, kaempferol 3-rutinoside, quercetin, quercetin 3-glucoside, quercetin 3-galactoside, quercetin, quercetin 7-glucoside, rutin 그리고 vitexin으로 동정 되었다. 이들 분리된 각 flavonoids들에 대하여 쥐의 간에서 추출한 마이크로좀에 대하여 지질과산화 효과를 살펴보았다. 이들 flavonoids화합물들의 항산화효과는 비타민 E와 비교하였을 때 높은 활성이 나타났다. 이미 강력한 항산화물질로 잘 알려진 quercetin, apigenin, eriodictyol등의 화합물의 $IC_{50}$ 값은 각각 0.9, 0.3, $0.3\;{\mu}g/mL$로 나타났으며, methoxylated flavonoids인 eupafolin, jaceosidine, diosmetin 등의 화합물도 $IC_{50}$ 값이 1.0, 1.4, $1.0\;{\mu}g/mL$로 나타나 비타민 E에 비교할 때 높은 활성을 나타냈다.

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Isolation of Flavonol Rhamnosides from Loranthus tanakae and Cytotoxic Effect of Them on Human Tumor Cell Lines

  • Kim, Young-Kyoon;Kim, Young-Sup;Choi, Sang-Un;Ryu, Shi-Yong
    • Archives of Pharmacal Research
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    • 제27권1호
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    • pp.44-47
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    • 2004
  • Loranthus tanakae Fr. et Sav. (Loranthaceae) is a species of mistletoe, a semiparasitic plant growing on the branches of Quercus and Betula species as host trees. In our ongoing search for bioactive compounds from endemic species in Korea, we have investigated to isolate the chemical constituents responsible for the antitumor effect of the MeOH extract of L. tanakae. The ethyl acetate soluble part of the MeOH extract demonstrated a marginal inhibition on the proliferation of the tumor cell lines such as A549 (non small cell lung), SK-OV-3 (ovary), SK-MEL-2 (melanoma), XF498 (central nerve system), and HCT-15 (colon) in vitro. Thus, the activity-guided isolation procedure upon the ethyl acetate soluble part of the extract has been carried out and finally four flavonoid rhamnopyranosides (1-4) were isolated as active principle. The structures of 1-4 were elucidated by the physicochemical and spectral data as rhamnetin 3-O-$\alpha$-L-rhamnoside (1), quercetin 3-O-$\alpha$-L-rhamnoside (2), rhamnocitrin 3-O-$\alpha$rhamnoside (3), and kaempferol 3-O-$\alpha$-L-rhamnoside (4).

Simultaneous analysis of anthocyanins and flavonols in various flower colors of Rhododendron schlippenbachii (royal azalea)

  • Oh, Soo-Min;Chun, Jin-Hyuk;Lee, Min-Ki;Kim, Jung-Bong;Kim, Sun-Ju
    • 농업과학연구
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    • 제44권1호
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    • pp.104-113
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    • 2017
  • Anthocyanins contained in Rhododendron schlippenbachii (royal azalea) are expressed in a variety of colors and affect flower colors. R. schlippenbachii flowers of seven colors (white, red group: pink, deep pink, red, purple group: light purple, purple, deep purple) were collected from the garden around KT&G building in the college of agriculture and life science. Seven types of anthocyanins [cyanidin 3-O-diglucoside, cyanidin 3-O-arabinoside-5-O-glucoside, cyanidin 3-O-galactoside, peonidin 3-O-arabinoside-5-O-glucoside, cyanidin 3-O-glucoside, cyanidin 3-O-(6"-O-malonyl) arabinoside, cyanidin 3-O-(6"-O-coumaroyl) glucoside] turned out to be from the cyanidin and peonidin series in R. schlippenbachii flowers. Also, seven types of flavonols [azaleatin 3-O-glucoside, azaleatin 3-O-arabinoside, azaleatin 3-O-rhamnoside, quercetin 3-O-galacatoside, quercetin 3-O-glucoside, quercetin 3-O-arabinoside, quercetin 3-O-rhamnoside] were identified in R. schlippenbachii flowers. Total anthocyanin amounts decreased in R. schlippenbachii flowers in the following order: 'deep pink' (8.07) > 'red' (6.37) > 'pink' (5.35) > 'deep purple' (0.78) > 'purple' (0.43) > 'light purple' ($0.22mg{\cdot}g^{-1}$ dry weight, DW) > 'white' (not detected). Total flavonol amounts decreased in the following order: 'pink' (97.78) > 'deep pink' (63.79) > 'deep purple' (61.98) > 'white' (57.58) > 'light purple' (47.06) > 'purple' (46.76) > 'red' ($7.60mg{\cdot}g^{-1}$ dry weight, DW). This study provided the quantitative and qualitative information for the variation of anthocyanin and flavonol compounds in R. schlippenbachii flowers. Furthermore, this information can contribute to the identification of anthocyanin and flavonol compounds in other Rhododendron flowers.

Quercetin analogs extracted from Lidera erythrocarpa protects heart-derived H9c2 cells from oxidative stress-induced death

  • Kim, Mi-Young;Jung, Yi-Sook;Kim, Young-Ho;Lee, So-Hyun;Lee, Soo-Hwan;Baik, Eun-Joo;Moon, Chang-Hyun
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.298.2-298.2
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    • 2002
  • Bioflavonoids are semi-essential food components that are ubiquitously present in nature. It has been reported that flavonoids act as anti-oxidant as well as anti-cancer agents. Quercetin is one of the most widely distributed bioflavonoids in the plant kingdom. The goal of this study was to investigate effects of quercetin analogs extracted from Lindera erythrocarpa, quercetin 3-O-${\alpha}$-arabinofuranoside and quercetin 3-O-${\alpha}$-L -rhamnoside, on oxidatie stress-induced cell death. (omitted)

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합환피 (Albizzia julibrissin)의 성분이 종양세포에 미치는 영향 (Cytotoxicity of the Components of Albizzia julibrissin)

  • 최병돈;염곤
    • Biomolecules & Therapeutics
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    • 제7권4호
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    • pp.371-376
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    • 1999
  • By cytotoxicity screening of the 65 Korean medicinal plants against leukemia L1210 and P388D$_{1}$ cell line using the MTT assay in vitro, Albizzia julibrissin was studied. This plant was extracted with MeOH and MeOH extract was solvent-fractionated with CHCl$_{3}$, EtOAc and n-BuOH in sequence. Each fraction by various solvents system was purified by column chromatography and preparative TLC, and four compounds were isolated. The structure of each compound was deduced from UV, IR, $^{1}$H-HMR, $^{13}$ C-NMR and CI-MS spectral data. The cytotoxic activity ($IC_{50}$/_ of the compounds, quercetin-3-rhamnoside, 4',5,7-trihydroxyfla-van-3-glucoside, spinasterol-3-glucoside and acacic acid lactone, were evaluated as 5 $\mu\textrm{g}$/ml, 2$\mu\textrm{g}$/ml, 1 $\mu\textrm{g}$/ml against L1210 and as 9$\mu\textrm{g}$/ml, 10$\mu\textrm{g}$/ml, 1.5 $\mu\textrm{g}$/ml, 1.5 $\mu\textrm{g}$/ml and 0.9 $\mu\textrm{g}$/ml against P388D$_{1}$, respectively.

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Characterization of quercetin and its glycoside derivatives in Malus germplasm

  • Zhang, Lei;Xu, Qipeng;You, Yaohua;Chen, Weifeng;Xiao, Zhengcao;Li, Pengmin;Ma, Fengwang
    • Horticulture, Environment, and Biotechnology : HEB
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    • 제59권6호
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    • pp.909-917
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    • 2018
  • Quercetin and its glycoside derivatives were identified and quantified using high-performance liquid chromatograph (HPLC) and liquid chromatograph/mass spectrometer/mass spectrometer (LC/MS/MS) in the leaves, flowers, and fruits of 22 Malus genotypes. In all genotypes, small amounts of quercetin aglycone were present, with water-soluble glycoside forms were the most abundant in different Malus plant tissues, including quercetin-3-galactoside, quercetin-3-rutinoside, quercetin-3-glucoside, quercetin-3-xyloside, quercetin-3-arabinoside, and quercetin-3-rhamnoside. Among these six quercetin glycosides, quercetin-3-galactoside was the common form in Malus plants, except in the leaves and flowers of M. ceracifolia and M. magdeburgensis, and in the fruits of M. micromalus 'Haihong Fruit', where there was a higher concentration of quercetin3-glucoside. Among the different tissues tested, leaves contained the highest concentration of quercetin and its glycosides, while fruits contained the lowest concentrations of these compounds. Among the genotypes we analyzed, no specific genotype consistently contained the highest concentration of quercetin and its glycoside derivatives. M. domestica 'Honeycrisp' had the highest total compound concentration (approximately $1600mg\;kg^{-1}$), whereas M. hupehensis contained the lowest in its fruits. In contrast, the concentration of total quercetin and its glycosides was more than $5000mg\;kg^{-1}$ in the leaves of eight genotypes and greater than $2500mg\;kg^{-1}$ in the flowers of seven species. In general, the concentration of quercetin and its glycoside derivatives depended on the species and tissue type. These results may provide useful information for the evaluation and selection of edible Malus fruits and the materials for quercetin glycoside extraction.

굴피나무잎으로부터 항암활성을 갖는 천연물질의 분리 (Isolation of Anticancer Agents from the Leaves of Platycarya strobilacea S. et Z.)

  • 김양일;조태순;이승호
    • 생약학회지
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    • 제27권3호
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    • pp.238-245
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    • 1996
  • The activity guided fractionation of $CH_2Cl_2$ soluble part of Platycarya strobilacea leaves(Juglandaceae) has led to the isolation of eight active principles, identified as 5-hydroxy-2-methoxy-1,4-naphthoquinone(1), ursolic acid(2), gallic acid(3), 4,8-dihydroxynaphthalene $1-O-{\beta}-_D-glucoside(4)$, eriodictyol(5), quercetin $3-O-(2'-O-galloyl)-{\beta}-_D-glucoside(6)$. quercetin $3-O-(2'-O-galloyl)-{\beta}-_D-galactoside(7)$ and quercetin $3-O-{\alpha}-_L-rhamnoside(8)$ by the means of chemical and spectral evidence, respectively.

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Flavonoid Compounds from the Leaves of Kalanchoe prolifera and Their Cytotoxic Activity against P-388 Murine Leukimia Cells

  • Aisyah, Lilis Siti;Yun, Yenny Febriani;Herlina, Tati;Julaeha, Euis;Zainuddin, Achmad;Nurfarida, Ida;Hidayat, Ace Tatang;Supratman, Unang;Shiono, Yoshihito
    • Natural Product Sciences
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    • 제23권2호
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    • pp.139-145
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    • 2017
  • Seven flavonoid compounds, kaempferol (1), quercetin (2), quercetin-3-O-${\beta}$-D-glucopyranoside (3), kaempferol-3-O-${\beta}$-D-glucopyranoside (4), kaempferol-3-O-${\alpha}$-L-rhamnoside (5), quercetin-3-O-sophoroside (6) and quercetin-3-O-rutinoside (7), were isolated from the methanolic extract of leaves of Kalanchoe prolifera. Compounds 1-7 were isolated for first time from this plant. These compounds were evaluated their cytotoxic activity against P-388 murine leukimia cells in vitro. Among those compounds kaempferol (1) and quercetin (2) showed strongest cytotoxic activity with $IC_{50}$ values of $4.45{\pm}0.05$ and $6.28{\pm}0.02{\mu}g/mL$, respectively.

퀘르세틴 및 퀘르세틴 배당체들의 벤조피렌에 대한 유전독성억제효과 (Antigenotoxicity of Quercetin and Its Glycosides Against Benzo(a)pyrene-induced Genotoxicity)

  • 김정한;허문영
    • 약학회지
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    • 제42권4호
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    • pp.414-421
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    • 1998
  • In order to compare the suppressive effect of quercetin and its glycosides, such as quercitrin (quercetin-3-rhamnoside), isoquercitrin (quercetin-3-glucoside), hyperin (querceti n-3-galactoside)and rutin (quercetin-3-rhamnosyl glucoside), on the genotocicity by benzo(a)pyrene(B(a)P), in vitro sister chromatid exchange(SCE) test using mouse spleen lymphocytes and in vivo micronucleus test using mouse peripheral blood were performed. B(a)P-induced SCEs in vitro were slightly decreased by the simultaneous treatment of quercetin and its glycosides, although there was no significant decrease. On the other hand, MNU induced micronucleated reticulocytes(MNRL7s) in vivo were significantly decreased with a dose-dependent manner in all compounds tested. However, there were no differences between quercetin aglycone and glycosides in the suppressive effects under experimental condition of this study. To elucidate, the action mechanism of quercetin aglycone and its glycosides against B(a)P-induced genotoxicity, the assay of DNA binding with B(a)P was studied. Quercetin aglycone and its glycosides inhibited B(a)P metabolism in the presence of S-9 mix and decreased the B(a)P/DNA binding in the calf thymus DNA with S-9 mix. These results suggest that antigenotoxicity of quercetin antiglycosides on B(a)P-induced genotoxicity is due to decrease of DNA binding with B(a)P through the inhibition of metabolism with B(a)P in the calf thymus DNA. Therefore, quercetin and its glycosides may act as an antigenotoxicity agent and may be useful as a chemopreventive agent of polycyclic aromaic hydrocarbons like B(a)P.

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