• 제목/요약/키워드: quercetin $3-O-{\beta}-D-glucopyranoside$

검색결과 74건 처리시간 0.027초

노랑물봉선의 성분에 관한 연구 (Studies on the Constituents of Impatiens noli-tangere L.)

  • 최복자;김종원
    • 생약학회지
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    • 제33권4호통권131호
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    • pp.263-266
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    • 2002
  • From the herbs of this plant, six compounds were isolated and their structures were characterized as dieicosyl ether (1), scopoletin (2), ${\alpha}-spinasterol-3-O-{\beta}-D-glucopyranoside$ (3), kaempferol (4), quercetin (5), and quercetin 7, 3', 4'-trimethylether-3-O-rutinoside (6) by chemical and spectroscopic evidences. These compounds were isolated for the first time from this plant and compound 6 was first isolated from nature.

Isolation and NMR Assignment of a Pennogenin Glycoside from Dioscorea bulbifera L. var sativa

  • Teponno, Remy Bertrand;Tapondjou, Azefack Leon;Djoukeng, Jules Desire;Abou-Mansour, Eliane;Tabacci, Raphael;Tane, Pierre;Lontsi, David;Park, Hee-Juhn
    • Natural Product Sciences
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    • 제12권1호
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    • pp.62-66
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    • 2006
  • A steroidal saponin, $3-O-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}2)-[{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}3)]-{\beta}-D-glucopyranosylpennogenin$ ;(1, spiroconazole A) was isolated from the tubers of Dioscorea bulbifera L. var sativa and $^1H-and\;^{13}C-NMR$ assignment was completed using HMBC correlation. In addition, four phenolic substances, 2,7-dihydroxy-4-methoxyphenanthrene (2), quercetin (3), $quercetin-3-O-{\beta}-D-glucopyranoside$ (4), and $quercetin-3-O-{\beta}-D-galactopyranoside$ (5) were also isolated.

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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    • 제14권1호
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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.

Cytotoxic Phenolic Constituents of Acer tegmentosum Maxim

  • Park, Ki-Myun;Yang, Min-Cheol;Lee, Kyu-Ha;Kim, Kyung-Ran;Choi, Sang-Un;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • 제29권12호
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    • pp.1086-1090
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    • 2006
  • The chromatographic separation of the MeOH extract from the twigs of Acer tegmentosum led to the isolation of ten phenolic compounds. The structures of these compounds were determined using spectroscopic methods as 3,7,3',4'-tetramethyl-quercetin (1), 5,3'-dihydroxy-3,7,4'-trimethoxy flavone (2), 2,6-dimethoxy-p-hydroquinone (3), (-)-catechin (4), morin-3-O-${\alpha}$-L-lyxoside (5), p-hydroxy phenylethyl-O-${\beta}$-D-glucopyranoside (6), 3,5-dimethoxy-4-hydroxy phenyl-1-O-${\beta}$-D-glucoside (7), fraxin (8), 3,5-dimethoxy-benzyl alcohol 4-O-${\beta}$-D-glucopyranoside (9) and 4-(2,3-dihydroxy propyl)-2,6-dimethoxy phenyl ${\beta}$-D-glucopyranoside (10). The compounds were examined for their cytotoxic activity against five cancer cell lines. Compound 3 exhibited good cytotoxic activity against five human cancer cell lines with $ED_{50}$ values ranging from $1.32\;to\;3.85\;{\mu}M$.

오디에서 열처리와 자외선 조사가 Anthocyanin-Polyphenol Copigment Complex의 안전성에 미치는 효과 (Effects of Temperature and UV Irradiation on Stability of Anthocyanin-Polyphenol Copigment Complex in Mulberry Fruits)

  • 방인수;유창연;임정대
    • 한국약용작물학회지
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    • 제18권3호
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    • pp.191-200
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    • 2010
  • Anthocyanin and polyphenolic compounds present in fruits of mulberry (Morus alba L.) were determined and the influence of temperature and UV irradiation on stability of the anthocyanin-copigment complex were investigated. The copigmentation substance selected in non-anthocyanin fraction from mulberry for the study included: phenolic acid (hydroxybenzoic acid) and flavonoid (quercetin-3-O-$\beta$-D-glucopyranoside). The copigmentation effect increased with the copigment content. UV irradiation had a stronger degradation effect on the copigmentation complex than heating at $80^{\circ}C$. The non-anthocyanin fraction of mulberry and isolated flavonoid (quercetin-3-O-$\beta$-D-glucopyranoside) from mulberry fruit predominated over other copigment substances.

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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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.

Antioxidant Activity of Anthraquinones and Flavonoids from Flower of Reynoutria sachalinensis

  • Zhang Xinfeng;Thuong Phuong Thien;Jin WenYi;Su Nguyen Duy;Sok Dai Eun;Bae KiHwan;Kang Sam Sik
    • Archives of Pharmacal Research
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    • 제28권1호
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    • pp.22-27
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    • 2005
  • Bioassay-guided fractionation of methanol extract of Reynoutria sachalinensis flower using DPPH assay has led to the isolation of three anthraquinones and three flavonoids. Their structures were identified as emodin (1), emodin-8-O-$\beta$-D-glucopyranoside (2), physcion-8-O-$\beta$-D­glucopyranoside (3), quercetin-3-O-$\alpha$-L-arabinofuranoside (4), quercetin-3-O-$\beta$-D-galactopyra­noside (5), and quercetin-3-O-$\beta$-D-glucuronopyranoside (6) by comparing their physicochemical and spectral data with those published in literatures. All isolated compounds were evaluated for antioxidant activities with free radical 1, 1-diphenyl-2-picrylhydrazyl (DPPH) scavenging, superoxide radical scavenging and $Cu^{2+}$-mediated low density lipoprotein (LDL) oxidation assay. The results demonstrated that three flavonoids, 4, 5, and 6 had remarkable antioxidant activities with the $IC_{50}$ values of 64.3, 54.7, and 46.2${\mu}M$ (DPPH scavenging), the $IC_{50}$ values of 6.0, 6.7, and $4.4{\mu}M$ (superoxide radical scavenging) and the $IC_{50}$ values of 3.8, 3.2, and 5.4${\mu}M$ against LDL oxidation, respectively.

화분의 추출성분 (Extractives from Pollen)

  • 이상극;김진규;함연호;박재군;배영수
    • 임산에너지
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    • 제22권1호
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    • pp.30-36
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    • 2003
  • 화분을 98%의 EtOH로 추출하고 hexane, CH₂Cl₂, EtOAc, 그리고 H₂O용성으로 분획하여 동결건조 시켰다. 그 중에서 EtOAc 분획을 Sephadex LH-20으로 충진한 칼럼에서 MeOH와 EtOH-hexane혼합액을 용리용매로 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 NMR스펙트럼을 사용하여 정확한 구조규명을 하였고 FAB-MS로써 분자량을 측정하였다. 주로 quercetin-3-O-β-D-glucopyranoside와 kaempferol-3-O-β-D-rutinoside같은 flavonol 유도체들과 flavanonol계 화합물인 aromadendrin-5-methyl ether, 그리고 acid 화합물인 p-methoxybenzoic acid가 적은 양으로 단리 되었다.

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Antioxidant Activity and Inhibition of MMP-9 by Isorhamnetin and Quercetin 3-O-$\beta$-D-Glucopyranosides Isolated from Salicornia herbacea in HT1080 Cells

  • Kong, Chang-Suk;Kim, You-Ah;Kim, Moon-Moo;Park, Jin-Sook;Kim, Se-Kwon;Lee, Burm-Jong;Nam, Taek-Jeong;Seo, Young-Wan
    • Food Science and Biotechnology
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    • 제17권5호
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    • pp.983-989
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    • 2008
  • Two flavonoids, isorhamnetin 3-O-$\beta$-D-glucopyranoside (1) and quercetin 3-O-$\beta$-D-glucopyranoside (2), from slander glasswort (Salicornia herbacea, Korean name hamcho) were isolated. Antioxidative and matrix metalloproteinase-9(MMP-9) inhibitory effects of these compounds were investigated in HT 1080 cell lines. These compounds suppressed the electron spin resonance (ESR) signal intensity on generation of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical in a free-cellular system. Their scavenging effects on generation of intercellular reactive oxygen species (ROS) also exhibited similar trends with DPPH radical in the free cellular system. Also, a control group combined only with Fe(II)-$H_{2}O_2$ resulted in DNA apoptosis by oxidative stress, whereas treatments with these compounds suppressed radical-mediated DNA damage. Intracellular glutathione (GSH) levels were slightly increased in the presence of compound 1 and 2. Moreover, these compounds led to the reduction of the expression levels of MMP-9 without cytotoxic influence. These results suggest that these compounds have a potential as a valuable natural antioxidant and MMP inhibitor related to oxidative stress. Therefore, these compounds not only can be developed as a candidate for a therapeutic potential but also a source for use as ingredients of health foods or functional foods to prevent metastasis involving MMP-9, closely related to ROS.