• Title/Summary/Keyword: sterol glucoside

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Nitrite Scavenging Ability and SOD-like Activity of a Sterol Glucoside form Chrysanthemum coronarium L. var. spatiosum (쑥갓 스테롤배당체의 아질산염소거작용 및 SOD 유사활성)

  • Cho, Min-Jung;Park, Mi-Jung;Lee, Heum-Sook
    • Korean Journal of Food Science and Technology
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    • v.39 no.1
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    • pp.77-82
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    • 2007
  • From the total methanolic extract of Chrysanthemum coronarium L. var. spatiosum (Compositae), nitrite scavenging ability and superoxide dismutase (SOD)-like activity were analyzed as antioxidative characteristics. After successive partitioning with chloroform, n-butanol, and water, the chloroform fraction showed the most significant nitrite scavenging ability with an $IC_{50}$ value of 39 ppm compared with the values of vitamin C and chlorogenic acid, 15 ppm and 36 ppm, respectively. The active fraction was subjected to silica gel and Sephadex LH-20 column chromatography, and the compound was isolated and identified as ${\beta}-sitosterol-O-{\beta}-D-glucoside$ using $^{1}H-NMR$ and $^{13}C-NMR$ spectral data. The glucoside was further hydrolyzed and confirmed as a glycosylated ${\beta}-sitosterol$. The compound and its aglycone, ${\beta}-sitosterol$, showed different nitrite scavenging and SOD-like activity. The $IC_{50}$ value of nitrite scavenging ability of the compound was 335 ppm at pH 1.5, while that of its aglycone was 41 ppm. As for the SOD-like activity, the $EC_{50}$ values of the sterol and the glucoside were 1,291 ppm and >2,000 ppm, respectively, compared with those of vitamin C and chlorogenic acid, 38 ppm and 449 ppm, respectively.

The Chemical Constituents of the Stem Barks of Fraxinus rhynchophylla (물푸레나무(Fraxinus rhynchophylla) 수피의 추출성분)

  • Yang, Eun-Ju;Lee, Dong-Geun;Lee, Jong-Won;Kim, Yae-Sil;Lim, Sun-Ha;Song, Kyung-Sik
    • Applied Biological Chemistry
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    • v.50 no.4
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    • pp.348-351
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    • 2007
  • The stem barks of Fraxinus rhynchophylla was extracted with 95% EtOH, and the concentrated extract was successively partitioned with $CH_2Cl_2$, n-BuOH, and $H_2O$ in order to investigate the major phytochemicals. From the $CH_2Cl_2$ soluble fraction, a sterol (1) was isolated through the repeated silica gel column chromatographies. Three additional compounds (2-4) were isolated from the n-BuOH soluble fraction through silica gel, RP-18, and Sephadex LH-20 column chromatographies. Their chemical structures were elucidated as daucosterol $(1;{\beta}-sitosterol-3-O-{\beta}-D-glucopyranoside)$, caffeic acid (2), 6,8-dihydroxy-7-methoxycoumarin (3), and coniferaldehyde glucoside (4) by comparing their spectral data with those in the literatures. All isolates (1-4) were the first to be isolated from F. rhynchophylla.

A Study on the Chemical Constituents of Orostachys japonicus A. Berger (와송의 성분에 관한 연구)

  • Park, Hee-Juhn;Young, Han-Suk;Kim, Jeong-Ok;Rhee, Sook-Hee;Choi, Jae-Sue
    • Korean Journal of Pharmacognosy
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    • v.22 no.2
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    • pp.78-84
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    • 1991
  • From the whole plants of Orostachys japonicus(Crassulaceae), fatty acid ester mixture, seco-A-triterpene mixture, glutinone, friedelin, ${\beta}-amyrin$, glutinol, epifridelanol, 1-hexatriacontanol, sterol mixture, steryl glucoside mixture were isolated and characterized by spectral data.

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Isolation of Acylated Sterylglycosides from the Legumes of Albizzia julibrissin (자귀나무 꼬투리로부터 Acylated Sterylglycoside의 분리)

  • Kim, Young-Hee
    • Korean Journal of Pharmacognosy
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    • v.30 no.3
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    • pp.290-294
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    • 1999
  • From the legumes of Albizzia julibrissin Durazzini (Leguminosae), a mixture of long-chain alcohols, ${\alpha}-spinasterol$, a mixture of acylated sterol glycosides and ${\alpha}-spinasteryl$ $3-O-{\beta}-D-glucoside$ were isolated. Two mixtures of long-chain alcohols and acylated sterol glycosides were characterized as 1-hexacosanol (major) and 1-tetracosanol, and $3-O-[6'-O-palmitoyl-{\beta}-D-glucosyl]-{\alpha}-spinasterol$ (major) and its 6'-O-stearoyl ester. All compounds were identified on the basis of spectral data and chemical reactions.

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Antioxidative compounds of Achillea sibirica Ledeb (톱풀의 항산화 성분)

  • Moon, Hyung-In;Lyu, Sung-Hyo;Roh, Jong-Hwa;Zee, Ok-Pyo
    • Korean Journal of Medicinal Crop Science
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    • v.8 no.1
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    • pp.1-8
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    • 2000
  • Achillea sibirica Ledeb. is widely distributed in Korea and has been often used as folk medicine in peptic and tonic. As one of our searches for bioactive (anti oxidation) compounds from medicinal plants, we studied Achillea sibirica Ledeb. (Compositae). Antioxidant activity of Achillea sibirica was determined by measuring lipid peroxide produced when a mouse liver homogenate was exposed at $90^{\circ}C$ using 2-thiobarbituric acid (TBA) and by evaluation the radical scavenging activity on 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical. Whole parts of Achillea sibirica was extracted with methanol and its extracts was fractionated with organic solvent; n-Hexane, methylene chloride, ethyl acetate, n-Butanol. EtOAc fraction exhibited antioxidant activity and From its, two flavonoid glycosides were isolated by silica gel and gel filtration colume chromatography and identified to kampferol 3-O-glucoside and luteolin 7-O-neo-hesperidoside, respectively, by physico-chemical and spectroscopical method. At antioxidant activity test for two compounds isolated, antioxidant activity was showed too. And from hexane fraction sterol was is isolated and identificated to mixture of campesterol, stigmasterol, and ${\beta}-sitosterol$.

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Studies on the Constituents of Oldenlandia diffusa (백화사설초(百花蛇舌草)의 성분(成分)에 관한 연구(硏究))

  • Kim, Young-Hee
    • Korean Journal of Medicinal Crop Science
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    • v.3 no.2
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    • pp.91-95
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    • 1995
  • From the whole plants of Oldenlandia diffusa ursolic acid together with sterols, ${\beta}-sitosterol$ and its $3-0-{\beta}-D-glucoside$ were isolated and characterized mainly by means of spectroscopic methods. Based on the present findings, it may be considered that this plant may contribute to be a rich source for ursolic acid.

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Acylucosyl Sterols from the Roots of Caragana chamlagu (골담초근의 Lipid성분에 관한 연구)

  • Cho, Young-Kyung;Lee, Myung-Whan;Kang, Hyun-Mo;Lee, Han-Koo;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.23 no.1
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    • pp.14-19
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    • 1992
  • A mixture of acylglucosyl sterols together with ${\beta}-sitosterol$, ${\beta}-sitosterol\;3{\beta}-O-glucoside$ and fatty acids was isolated from the roots of Caragana chamlagu as their acetate forms and the structure elucidated by chemical and spectroscopic means. The major acylglucosyl sterol was ${\beta}-sitosteryl\;3-O-[6'-O-oleoyl]-{\beta}-D-glucopyranoside$ while the minor components were $6'-O-palmitoyl-\;and\;6'-O-stearoyl-{\beta}-D-glucosyl$ sitosterol congeners. The isolation and structure elucidation of these acylglucosyl sterols are reported for the first time from the genus Caragana.

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Triterpenoids from the Flower of Viburnum opulus var. clavescens for. sterile (불두화(Viburnum opulus var. clavescens for. sterile) 꽃의 트리테르페이드 성분)

  • Choi, Seong Yeon;Kim, Myong Jo;Chun, Wanjoo;Kwon, Yongsoo
    • Korean Journal of Pharmacognosy
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    • v.53 no.3
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    • pp.133-137
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    • 2022
  • Four known triterpenoids and one sterol glycoside were isolated from Viburnum opulus var. clavescens for. sterile flowers. By the spectral data analysis, we determined to be the structures of isolated compounds as 𝛼-amyrin (1), ursolic aldehyde (2), maslinic acid (3), ursolic acid (4) and 𝛽-sitosterol-3-O-glucoside (5). Among the isolated compounds, we revised 13C-NMR chemical shifts of ursolic aldehyde (2) using DEPT and HMBC spectra analysis. 𝛼-Amyrin (1), ursolic aldehyde (2), maslinic acid (3) and 𝛽-sitosterol-3-O-glucoside (5) were isolated for the first time from this plant.

Studies on the Constituents from the Herbs of Ajuga multiflora (II)

  • Yu, Young-Jun;Do, Jae-Chul;Kwon, Soon-Youl;Son, Kun-Ho
    • Korean Journal of Pharmacognosy
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    • v.29 no.4
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    • pp.318-322
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    • 1998
  • Continuing to previous report, seven compounds were isolated from the aerial parts of Ajuga multiflora. The structures of them were established as Di-2-ethylhexyl phthalate (1), ursolic acid (2), sterol glucoside (3), 20-hydroxyecdysone (4), makisterone A (5). cyasterone (6) and apigenin 7-glucuronide (7), respectively.

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Phytochemical Studies on Lonicera Caulis (1) - Sterols and Triterpenoids (인동의 성분연구 (1) - Sterol 및 Triterpenoid 화합물)

  • Kim, Ju-Sun;Yean, Min-Hye;Lee, So-Young;Lee, Je-Hyun;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.40 no.4
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    • pp.319-325
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    • 2009
  • Twelve compounds were isolated from the 70% ethanol extract of Lonicera Caulis (Caprifoliaceae) and their structures were identified as six triterpenoids [(24S)-cycloart-25-en-$3{\beta}$,24-diol (1), pomolic acid (7), ursolic acid (8), euscaphic acid (9), hederagenin (10), and 23-hydroxytormentic acid (12)] and six sterols [obtusifoliol (2), gramisterol (3), citrostadienol (4), ${\beta}$-sitosterol (5), ergosterol peroxide (6) and ${\beta}$-sitosterol glucoside (11)]. The chemical structures of these compounds were identified on the basis of spectroscopic methods and comparison with literature values. All the compounds were isolated from this plant parts for the first time.