• Title/Summary/Keyword: Flavone glycoside

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Pharmaco-Constituents of Korean Cultivated Rhubarb Leaves -The Flavonoids from Leaves- (한국산 재배대황엽의 약효성분 -엽의 후라보노이드-)

  • Ham, In-Hye;Oh, In-Se;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • YAKHAK HOEJI
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    • v.38 no.4
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    • pp.469-475
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    • 1994
  • As the continued studies for Korean cultivated rhubarb, MeOH extract of the leaves was fractionated with ether, ethylacetate, and n-butanol. From the ethyl acetate fraction of MeOH extract, one flavone glycoside, apigenin-8-${\beta}$-D-glucopyranoside(vitexin, $C_{21}H_{20}O_{10}$) and from the n-BuOH fraction of MeOH extract, two flavonol glycosids, kaempferol-3-O-(2,6-di-O-rhamnopyranosyl)-${\beta}$-D-galactopyranoside$(C_{33}H_{40}O_{19})$and quercetin-3-O-rutinoside(rutin, $C_{27}H_{30}O_{16}$) were isolated and identified through the physico-chemical properties and spectroscopic evidences(UV, IR, NMR, Mass) respectively.

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Determination of the Structure for Polysubstituted Flavonoid and 6-C-Glucosyl Flavonoids using $^{13}C-^{1}H$ Long Range Couplings

  • Lee, Min-Won
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.487-489
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    • 1994
  • A flavone glycoside was isolated from the leaves of Betula platyphylla var. latifolia and characterized as $4, 6-Dimethoxy-5-hydroxyflavone-7-O-{\beta}-D-glucoside(pectolinarigenin-7-O-{\beta}-D-glucopy-ranoside)$ by method of chemical and NMR spectral analysis. $^13C-^1H$ long range coupling was confirmative for determination of its substituted position. In connection with this study, 6-C-Glucosylnalingenin and 6-C-Glucosylaromadendrin were confirmed its structures using this technique.

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Biological Activities of Larix kaempferi Needles

  • Kwon, Dong-Joo;Bae, Young-Soo
    • Journal of Forest and Environmental Science
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    • v.23 no.2
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    • pp.87-91
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    • 2007
  • The needles of L. kaempferi was extracted with 95% ethanol and successively partitioned with n-hexane, $CH_2Cl_2$ and EtOAc. Repeated column chromatography on the EtOAc and $H_2O$ soluble fractions gave three flavan-3-ols, one flavone glycoside, six flavonol glycosides and one lignan derivative. Their structures were elucidated on the basis of chemical and spectroscopic evidences. The antioxidant activities of the isolated compounds were evaluated by DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging method. Flavan compounds indicated good antioxidative potentials compared with BHT (butylated hydroxytoluene) and ${\alpha}$-tocopherol as controls. In the anti-inflammatory test on most of the isolated compounds, NO (nitric oxide) assay against the RAW 264.7 (Mouse Macrophage) showed similar inhibitory potentials to NO production of the control. The cytotoxicity was determined by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay and most of the isolated compounds indicated no toxicity in various concentration.

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Flavonoid chemistry of Fallopia sect. Reynoutria (Polygonaceae) in Korea (한국산 닭의덩굴속 호장근절(마디풀과)의 화학분류학적 연구)

  • Park, Jin Hee;Moon, Hye-Kyoung;Park, Chong-Wook
    • Korean Journal of Plant Taxonomy
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    • v.41 no.1
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    • pp.10-15
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    • 2011
  • Fifteen populations comprising three taxa and a putative hybrid of Fallopia sect. Reynoutria in Korea were examined for their leaf flavonoid constituents. Nineteen flavonoid compounds were isolated and identified; they were glycosylated derivatives of the flavonols quercetin and kaempferol, and of the flavones apigenin and luteolin. Among them, quercetin 3-O-galactoside and quercetin 3-O-glucoside were major flavonoid constituents, and present in all taxa. The flavonoid data appear to be very useful for taxon delimitation, and all taxa examined are readily distinguished by their flavonoid profiles. In addition, the flavonoid data suggest that the Nonsan population may be of hybrid origin involving F. japonica var. japonica, F. forbesii, and F. sachalinensis. In F. japonica var. japonica, there is no apparent correlation between their levels of polyploidy and flavonoid chemistry, but geographical variation of the flavonoid profiles among some populations was detected.

Antioxidative activities on the extractives of Larix kaempferi Carr. Fallen Needles (일본잎갈나무 낙엽의 추출성분 및 항산화활성)

  • Si, Chuan-Ling;Kwon, Dong-Joo;Kim, Jin-Kyu;Hwang, Byung-Ho;Bae, Young-Soo
    • Journal of Forest and Environmental Science
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    • v.21 no.1
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    • pp.24-33
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    • 2005
  • Fallen needles (8.5kg) of Larix kaempferi were separately collected, extracted with 95% EtOH. EtOH extract was evaporated under reduced pressure, concentrated then successively fractionated with a series of hexane, methylene chloride, ethylacetate and water on a separatory funnel. Then, each fraction was freeze dried. A portion of ethylacetate and water soluble powder were packed on a column chromatography (Sephadex LH-20) eluting with aqueous MeOH and EtOH-hexane mixture. Spectrometric analyses such as NMR and FAB-MS including TLC were performed to characterize the structures of isolated compounds. 5 compounds were isolated from the fallen needles of Larix kaempferi. The antioxidative activities of each fraction and isolated compounds were done by DPPH radical scavenging test.

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Phenolic Compounds from Bark of Juglans mandshurica (가래나무 수피의 페놀성 화합물)

  • Kim, Jin-Kyu;Si, Chuan-Ling;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.34 no.6
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    • pp.51-60
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    • 2006
  • Juglans mandshurica barks were collected, extracted with acetone-$H_2O$ (7:3, v/v), fractionated with n -hexane, $CH_2Cl_2$, and EtOAc, and freeze dried to give some dark brown powder. The EtOA cand $H_2O$ soluble fractions were chromatographe d on a Sephadex LH-20 column using $H_2O$-MeOH and EtOH-hexane mixture as eluents. Spectrometric analysis such as NMR and MS, including TLC,were performed to characterize the structures of the isolated compounds. From the EtOAc and $H_2O$ soluble fractions, three flavanols (1~3), three flavonols (4~6) and five flavonol glycosides (7~11) were isolated and elucidated.

Validation of High-Performance Liquid Chromatography Analysis on Phenolic Substances of Cirsium setidens and Sedative Effect of Pectolinarin as the Active Principle

  • Nugroho, Agung;Kim, Myung-Hoe;Lim, Sang-Cheol;Choi, Jong-Won;Choi, Jae-Sue;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.17 no.4
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    • pp.342-349
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    • 2011
  • This study was performed to determine the composition of phenolic substances contained in the leaves of Cirsium setidens (Compositae), validate the high-performance liquid chromatography (HPLC) method, and determine the in vivo sedative effect of the main component pectolinarin. Six phenolic compounds isolated from C. setidens were spectroscopically identified as chlorogenic acid (1), hyperoside (2), 3,4-di-O-caffeoylquinic acid (3), caffeic acid methyl ester (4), linarin (5), and pectolinarin (6) and then used as standard compounds for HPLC analysis. HPLC proved to be precise, accurate, and sensitive for the simultaneous analysis of the phenolic substances. In particular, six compounds showed good regression ($R^2$ > 0.999) within test ranges and recovery was in the range of 95.4 - 104.8%. The content of pectolinarin was considerably higher (156.48 mg/g) than those of other phenolic substances including the other flavone glycoside, linarin (18.99 mg/g). The contents of other phenolic substances, in order, were chlorogenic acid (8.41 mg/g), 3,4-di-O-caffeoylquinic acid (5.74 mg/g), hyperoside (4.33 mg/g), and caffeic acid methyl ester (0.51 mg/g). Oral administration with compound 6 (10 and 20 mg/kg) enhanced the sleeping time induced by pentobarbital in mice, indicating that it has a sedative effect.

Anti-Platelet Aggregating Effect of Solvent Extracts from Korean Soybean Varieties and Isoflavone Derivatives (품종별 국산콩 추출물 및 Isoflavone 유도체의 혈소판 응집억제작용)

  • Jang, Mi-Jeong;Kang, Myung-Hwa;Park, Young-Hyun
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.34 no.9
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    • pp.1320-1324
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    • 2005
  • Soybean (Glycine max L.) is an increasingly important food source and functional food. Platelet aggregation plays an important role in thrombogenesis and atherosclerosis. Here, we studied the anti-platelet aggregating effects of solvent extracts from Korean soybean varieties and isoflauone derivatives. Nine Korean soybean varieties were extracted by solvents (methanol and buthanol and their extracts was investigated for the inhibition against tile aggregation of washed rabbit platelets induced by collagen or thrombin. Maximal inhibition of buthanol extracts against platelet aggregation induced by collagen was $95\%$ in Black-kong and Jinpum - kong. The potency of their inhibition was in the following order : Black > Jinpum > Bokwang > Hwangkum > Pureun > Malli > Danbaek > Danyeob > Jangsu - kong. The Black - kong only seemed to produce the maximal inhibition against platelet aggregation induced by thrombin. Total isoflavone content measured was Jinpum-kong ($1347.8{\mu}g/g$) and Black-kong ($918.7{\mu}g/g$). Maximal inhibition of isoflavone derivatives against platelet aggregation induced by collagen was $97\%$ in genistein. The potency of their inhibition was in the following order: genistein>daidzein>genistin. The isoflavone derivatives did not affect the platelet aggregation induced by thrombin. However, Black-kong cortex seemed to Produce the optimal inhibition against platelet aggregation induced by collagen. These results suggest that Black-kong and Jinpum-kong may be a good source for antiplatelet agents, and their antiplatelet effect be related to tile content and the chemical structure with the number of -OH group and the attached glycoside in the isoflavone derivative.