• Title/Summary/Keyword: ${\beta}$-sitosterol glucoside

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Ursane-Type Triterpenoids from the Aerial Parts of Potentilla discolor

  • Jang, Dae-Sik;Kim, Jong-Min;Lee, Ga-Young;Kim, Joo-Hwan;Kim, Jin-Sook
    • Journal of Applied Biological Chemistry
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    • v.49 no.2
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    • pp.48-50
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    • 2006
  • Four ursane-type triterpenoids, ursolic acid (1), 23-hydroxyursolic acid (2), corosolic acid (3), and tormentic acid (4), and a phytosterol, ${\beta}-sitosterol-3-O-{\beta}-D-glucoside$, were isolated from an EtOAcsoluble extract of the aerial parts of Potentilla discolor. The structures of 1-4 were identified by spectroscopic methods, particularly by extensive NMR studies. This is the first report on the isolation of compounds 1-4 from this plant.

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.

Phytochemical Constituents of Schizonepeta tenuifolia Briquet

  • Lee, Il-Kyun;Kim, Min-Ah;Lee, Seung-Young;Hong, Jong-Ki;Lee, Jei-Hyun;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.14 no.2
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    • pp.100-106
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    • 2008
  • Column chromatographic separation of the MeOH extract from the aerial parts of Schizonepeta tenuifolia Briquet led to the isolation of twelve terpenes (1 - 11 and 17), four phenolics (13 - 16) and a hexenyl glucoside (12). Their structures were determined by spectroscopic means to be (-)-pulegone (1), piperitenone (2), p-cymene-3,8-diol (3), schizonepetoside A (4), schizonepetoside C (5), (+)-spatulenol (6), ursolic acid (7), $2{\alpha}$,$3{\alpha}$,$24{\alpha}$,-trihydroxyolean-12en-28oic acid (8), $5{\alpha}$,$8{\alpha}$-epidioxyergosta-6,22-diol-$3{\beta}$-ol (9), stigmast-4-en-3-one (10), ${\beta}-sitosterol$ (11), (Z)-3-hexenyl-1-O-${\beta}$-D-glucopyranoside (12), rosmarinic acid (13), apigenin-7-O-${\beta}$-D-glucopyranoside (14), luteolin-7-O-${\beta}$-D-glucuronopyranoside (15), hesperidin (16) and trans-phytol (17). Compounds 2, 3, 8, 9 and 12 were for the first time isolated from S. tenuifolia Briq.

Studies on the Chemical Components and Antioxidative Effect of Solanum lyratum Thunb (배풍등의 화학성분 및 항산화 효과에 관한 연구)

  • Shim, Kyung-Hee;Young, Han-Suk;Lee, Tae-Woong;Choi, Jae-Sue
    • Korean Journal of Pharmacognosy
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    • v.26 no.2
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    • pp.130-138
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    • 1995
  • Phytochemical study on the aerial parts of Solanum lyratum (Solanaceae) was carried out. On the basis of phytochemical and spectroscopic evidences, compound I was identified as mixtures of hexadecanoic acid methyl ester, 2,6,10,15-tetramethyl heptadecane, tricosane, tetracosane, pentacosane, docosanoic acid methyl ester, docosane, tricosanoic acid methyl ester, 8-hexyl pentadecane, tetracosanoic acid methyl ester, pentatriacontane, hexatriacontane, eicosane, hexacosane, hentriacontane and stigmasta-5,23-dien $3-{\beta}-ol$, and compound II, III, IV and V were identified as hexacosanoic acid methyl ester, ${\beta}-sitosterol-{\beta}-{_D}-glucoside$, $3-O-{\alpha}-{_L}-rhamnopyranosyl-(1->2)-{\beta}-{_D}-glucuronopyranosyl$ diosgenin and $3-O-{\alpha}-{_L}-rhamnopyranosyl-(1->6)-{\beta}-{_D}-glucopyranosyl$ quercetin (rutin), respectively. Rutin was identified as one of the active principles having antioxidative effect from S. lyratum.

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Flavonoids from the Stem-bark of Oroxylum indicum

  • Mohanta, Bikas Chandra;Arima, Shio;Sato, Nariko;Harigaya, Yoshihiro;Dinda, Biswanath
    • Natural Product Sciences
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    • v.13 no.3
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    • pp.190-194
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    • 2007
  • Two new flavonoid compounds, 8,8'-bisbaicalein 1 and baicalein-7-O-caffeate 2 along with six known flavonoids, baicalein, chrysin, scutellarein, 6-hydroxyluteolin, 6-methoxyluteolin and baicalein-7-Oglucoside and ${\beta}-sitosterol$ have been isolated from the stem-bark of Oroxylum indicum (Bignoniaceae) and identified on the basis of spectroscopic and chemical studies. 6-Hydroxyluteolin and 6-methoxyluteolin are reported for the first time from this plant.

Isolation of Steroids and Flavonoids from the Herbs of Hypericum ascyron L. (물레나물로부터 Steroid 및 Flavonoid 성분의 분리)

  • Kwon, Sang-Hyuk;Yun, Sei-Young;Lee, Kyung-Tae;Park, Hee-Juhn
    • Korean Journal of Pharmacognosy
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    • v.31 no.1
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    • pp.39-44
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    • 2000
  • A sterol mixture, 3-O-glucosides of these sterols, 6'-O-fattyacyl ester of these sterol glucosides, kaempferol, quercetin and isoquercitrin were isolated from the whole plants of Hypericum ascyron L. The sterols were found to be a mixture of ${\beta}-sitosterol$, campesterol and stigmasterol by GC-MS. The kinds of fatty acids linked at 6'-OH of sterol glucoside ester mixture were shown to be palmitic acid, stearic acid, oleic acid and linoleic acid by GC-MS. Three flavonoids were identified by spectroscopic methods and comparisons of mixed mp and co-TLC with authentic specimens.

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Antimutagenic Effect of Orostachys japonicus (와송의 항돌연변이 효과)

  • 박희준;문숙희;박건영;최재수;정해영;양한석;서석수
    • YAKHAK HOEJI
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    • v.35 no.4
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    • pp.253-257
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    • 1991
  • The anti-mutagenic effect of Orostachys japonicus (OJ) toward aflatoxin (AFB$_{1}$) and N-methyl-N'-nitro-N-nitrosoguanidine (MNNG) in the Salmonella assay system was studied. The methanol extract of OJ inhibited the mutagenicity induced by AFB$_{1}$ about 97% when 5% of the extract added to the system. Butanol fraction from the methanol extract was the most effective against AFB$_{1}$. However, other fractions of hexane, chloroform, and ethylacetate also showed considerable antimutagenic activity against AFB$_{1}$. Several identified compounds from the fractions of OJ exhibited anti-mutagenic effect. $\beta$-Sitosterol, astragalin and kaempferol-3-rhamnosyl-7-glucoside were selected from the compounds, and these compounds inhibited the mutagenicity dose-dependently. These 3 compounds also decreased the mutagenicity induced by MNNG. From these results, it is suggested that the major compounds such as triterpene, sterol and flavonoid in the OJ were responsible for the inhibition of the AFB$_{1}$ and MNNG-induced mutagenicities.

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Anti-hyperlipidemic Effect of Phragmites communis and Its Active Principles (갈대의 고지혈증 개선효과와 그 활성성분)

  • 최재수;이지현;양한석
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.24 no.4
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    • pp.523-529
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    • 1995
  • Administration of an MeOH extract of Pharagmites communis on hyperlipidemic rats produced a significant decrease in blood triglyceride. The fatty acid mixtures, $\beta$ -sitosterol and its glucoside, p-coumaric acid, vanilic acid, ferulic acid, p-hydroxybenzaldehyde and sucrose were isolated. Sterol and p-coumaric acid were shown to be effective in reducing the elevated level of triglyceride. The wet weight and the level of triglyceride in epididymal adipose tissue increase following administration of the methanol extract in rats fed the purified diets at the 1% level for 4 weeks. This results suggest that the methanol extract may accelerate the accumulation of lipid in adipose tissue.

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The Constituents of the Aerial Part of Gastrodia elata Blume

  • Liu, Xiang Qian;Baek, Wan-Sook;Ahn, Duk-Kyun;Choi, Ho-Young;Yook, Chang-Soo
    • Natural Product Sciences
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    • v.8 no.4
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    • pp.137-140
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    • 2002
  • From the MeOH extract of the aerial part of Gastrodia elata Blume (GEB) (Family: Orchidaceae), eight compounds have been isolated on repeated column chromatography, and their structures were elucidated as dotriacontanoic acid (1), beta-sitosterol (2), 4-hydroxybenzaldehyde (3), docosanoic acid oxiranylmethyl ester (4), hentriacotanoic acid (5), octadecanoic acid (6), benzoic acid (7) and gastrodin (8) on the basis of their spectral evidences including EI-Mass and 2D-NMR spectrum. All of them were obtained from the aerial part of Gastrodia elata Blume for the first time, in which compound 4 is a novelty to our best knowledge. It is also known that a phenolic glucoside, gastrodin is a major constituent just like Gastrodia rhizome.

Antioxidant Caffeic acid Derivatives from Leaves of Parthenocissus tricuspidata

  • Saleem, Muhammad;Kim, Hyoung-Ja;Jin, Changbae;Lee, Yong-Sup
    • Archives of Pharmacal Research
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    • v.27 no.3
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    • pp.300-304
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    • 2004
  • Five caffeic acid derivatives; methyl ester of caffeoylglycolic acid (1), dimethyl ester of caffeoyltartaric acid (2), dimethyl ester of caffeoyltartronic acid (3), monomethyl ester of caffeoyltartronic acid (4), methyl ester of caffeic acid (5), and some other secondary metabolites including; quercetin, quercetin 3-O-$\beta$-D-glucuronide methyl ester, kaempferol, 3,5,7,4'-O-tetramethylkaempferol, $\beta$-sitosterol glucoside, 2$\alpha$-hydroxyursolic acid and 2,24-dihydroxyursolic acid, have been isolated and characterized. All the isolated compounds were characterized with the help of NMR spectroscopy and mass spectrometry. Structure of compound 3 was also confirmed by a single X-ray crystallographic technique. Isolates were evaluated for anti-oxidant activities and most of the tested compounds were found to be potent in DPPH free radical scavenging ($IC_{50}{\;}={\;}4.56-14.17{\;}{\mu\textrm{g}}/mL$) and superoxide anion scavenging ($IC_{50}{\;}={\;}0.58-7.39{\;}{\mu\textrm{g}}/mL$) assays.