• Title/Summary/Keyword: ${\beta}$-sitosterol 3-O-${\beta}$-D-glucopyranoside

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Phytochemical Constituents of Saussurea nutans Nakai (당분취의 식물화학적 성분연구)

  • Choi, Sang-Zin;Min, Yong-Deuk;Lee, Sung-Ok;Yang, Min-Cheol;Nam, Jung-Hwan;Lee, Kyu-Ha;Jang, Ki-Uk;Lee, Jong-Hwa;Lee, Kang-Ro
    • Korean Journal of Pharmacognosy
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    • v.35 no.1 s.136
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    • pp.35-40
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    • 2004
  • Seven terpenoids, trans-phytol (1), ${\alpha}-spinasterol$ (2),${\beta}-sitosterol$ (3), oleanolic acid (4), traxasterol (5), ${\alpha}-spinasterol\;3-O-{\beta}-D-glucopyranoside$ (8), ${\beta}-spinasterol\;3-O-{\beta}-D-glucopyranoside$ (9), and three glycerides, 3-O-(9Z, 12Z, 15Z-octadecatrienoyl) glycerol (6), 3-O-(9Z, 12Z-octadecadienoyl) glycerol (7), 1, 2-O-(9Z, 12Z, 15Z-dioctadecatrienoyl)-3-O-${\beta}$- D-galactopyranosyl glycerol (10) were isolated from n-hexane fraction of the aerial parts of Saussurea nutans which was used as Korean traditional medicine to σeat rheumatic arthritis and dysmenorrhea. Their structures were established by chemical and spectroscopic methods.

Isolation of Compounds having Inhibitory Activity toward Tyrosinase from Receptaculum Nelumbinis (연방(蓮房)의 티로시나제 저해 활성을 보이는 성분분리)

  • Cho, Hyun Woo;Jung, Won Seok;An, Byeong Gwan;Cho, Jung Hee;Jung, Su Young
    • Korean Journal of Pharmacognosy
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    • v.44 no.1
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    • pp.1-5
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    • 2013
  • Nelnumbo nucifera Gaerth. (Nymphaeaceae) has been used in a korean traditional medicine to treat fever, sunstroke and dizziness. The receptaculums of this plant were refluxed with MeOH, and then fractionated with organic solvents ($CH_2Cl_2$, EtOAc and n-BuOH) to screen whitening activity using tyrosinase inhibitory activity. EtOAc ($IC_{50}$, 45.23 ${\mu}g/ml$) fractions showed a good tyrosinase inhibitory activity. Column chromatographic separation of $CH_2Cl_2$ and EtOAc fractions of Receptaculum nelumbinis led to the isolation 3 compounds. Their chemical structures were characterized as ${\beta}$-sitosterol (1), quercetin 3-O-${\beta}$-D-galactopyranoside (2) and kaempferol 3-O-${\beta}$-D-glucopyranoside (3) by comparison NMR spectral data and with those in references, respectively. Isolated compounds 1 and 3 were firstly isolated from Receptaculums nelumbinis. Compounds 2 and 3 showed potent whitening activities.

Isolation of Two Steroids and a Triterpenoid from the Roots of Potentilla discolor (솜양지꽃 뿌리로부터 스테로이드와 트리테르페노이드 성분의 분리)

  • Park, Hee-Juhn;Lee, Kyung-Tae;Park, Jong-Hee
    • Korean Journal of Pharmacognosy
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    • v.38 no.4
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    • pp.354-357
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    • 2007
  • Three compounds (1-3) were isolated from the roots of Potentilla discolor (Rosaceae). The structure of compounds 1-3 were elucidated as stigmast-5-en-3-ol $({\beta}-sitosterol,\;1),\;2,19{\alpha}-dihydroxy$-2-oxo-urs-1,12-dien-28-oic acid (fupenjic acid, 2), 3-O-${\beta}$-D-glucopyranosylstigmast-5-en-3-ol (${\beta}-sitosterol\;{\beta}-D-glucopyranoside, 3) based on physical and spectroscopic data. $^{13}C-NMR$ assignments were completed by 2D-NMR technique. The three compounds were firstly isolated from Potentilla discolor.

Chemical Constituents of Gomphrena globosa. II

  • Dinda, Biswanath;Ghosh, Biplab;Achari, Basudev;Arima, Shiho;Sato, Nariko;Harigaya, Yoshihiro
    • Natural Product Sciences
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    • v.12 no.2
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    • pp.89-93
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    • 2006
  • One new sterol glucoside, $gomphsterol\;{\beta}-D-glucoside$ 1 along with known compounds, ${\beta}-sitosterol$, stigmasterol, campesterol, $stigmasterol-{\beta}-D-glucoside$, friedelin, 3-epi-friedelinol, allantoin, and $chrysoeriol-7-O-{\beta}-D-glucoside$ have been isolated from the aerial parts of Gomphrena globosa (Amaranthaceae). On the basis of spectroscopic (including 2D NMR) and chemical studies, the structure of 1 was elucidated as $(22E,24S)-24-ethylcholesta-7,9(11),22-trien-3{\beta}-ol-3-O-{\beta}-D-glucopyranoside$. Known compounds are reported for the first time from this plant species.

Phytochemical Constituents of Capsella bursa-pastoris and Their Anti-inflammatory Activity

  • Cha, Joon Min;Kim, Dong Hyun;Lee, Tae Hyun;Subedi, Lalita;Kim, Sun Yeou;Lee, Kang Ro
    • Natural Product Sciences
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    • v.24 no.2
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    • pp.132-138
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    • 2018
  • Phytochemical investigation of 80% MeOH extract of the aerial parts of Capsella bursa-pastoris yielded fourteen compounds (1 - 14). The structures of the compounds were elucidated by spectroscopic methods to be methyl-1-thio-${\beta}$-D-glucopyranosyl disulfide (1), 10-methylsulphinyl-decanenitrile (2), 11-methyl-sulphinyl-undecanenitrile (3), 1-O-(lauroyl)glycerol (4), phytene-1, 2-diol (5), (3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one (6), loliolide (7), ${\beta}$-sitosterol (8), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (9), 1-feruloyl-${\beta}$-D-glucopyranoside (10), pinoresinol-4'-O-${\beta}$-D-glucopyranoside (11), luteolin (12), quercetin-3-O-${\beta}$-D-glucopyranoside (13), and luteolin 6-C-${\beta}$-glucopyranoside (14). Although compound 1 was reported as synthetic compound, 1 was first isolated from natural source. NMR spectral data assignments of 1, 2 and 3 were reported for the first time, and compounds 1 - 14 were for the first time reported from this plant source. The anti-inflammatory effects of 1 - 14 were evaluated in lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cells. Compounds 12 exhibited strong inhibitory effects on nitric oxide production in LPS-activated BV-2 cells with $IC_{50}$ values of $9.70{\mu}M$.

Potentially Hepatoprotective Glycolipid Constituents of Lycium chinense Fruits

  • Jung Kiwon;Chin Young-Won;Kim Young Choong;Kim Jinwoong
    • Archives of Pharmacal Research
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    • v.28 no.12
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    • pp.1381-1385
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    • 2005
  • Further investigation of Lycium chinense fruits gave a mixture of (6'-O-palmitoyl)- and (6'-O­stearoyl)-$\beta$-sitosterol-3-O-$\beta$-D-glucopyranoside (1) and two glycolipids, 1-O-(9Z, 12Z, 15Z-octa­decatrienoyl)-2-O-(9Z, 12Z, 15Z-octadecatrienoyl)-3-O-$\beta$-D-galactopyranosyl glycerol (2) and 1-O-(9Z, 12Z-octadecadienoyl)-2-O-(9Z, 12Z, 15Z-octadecatrienoyl)-3-O-$\beta$-D-galactopyranosyl glycerol (3). These compounds were newly isolated as constituents of L. chinense.

Sterols and Sterol Glycosides from Cuscuta Reflexa

  • Anis, E.;Mustafa, G.;Ahmed, S.;Nisarullah, Nisarullah;Malik, A.;Afza, N.;Badar, Y.
    • Natural Product Sciences
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    • v.5 no.3
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    • pp.124-126
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    • 1999
  • A new natural product $stigmast-5-en-3-O-{\beta}-D-glucopyranoside$ tetraacetate (1) along with known compounds $stigmast-5-en-3-O-{\beta}-D-glucopyranoside$ (2), stigmast-5-en-3-yl-cetate (3) and ${\beta}-sitosterol$ (4) have been isolated from the stems of Cuscuta reflexa. Their structures were elucidated on the basis of chemical and spectroscopic evidence.

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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.

Constituents of Spiraea prunifolia var. simpliciflora (조팝나무 뿌리의 성분 연구)

  • Lee, Eun-Hee;Chung, Soon-Ok;Kim, Chong-Won;Woo, Mi-Hee
    • Korean Journal of Pharmacognosy
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    • v.27 no.4
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    • pp.389-396
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    • 1996
  • Spiraea prunifolia var. simpliciflora (Rosaceae) is a deciduous. latifoliate shrub growing in most parts of Korea. The roots of this plant have been used for malaria, as antipyretics and emetics. From the roots of this plant, sterol glycoside and two triterpenoids were isolated and the structures were elucidated by chemical and spectroscopic methods. They were identified as $3{\beta}-hydroxyurs-12-ene-28-oic$ acid (ursolic acid.1), $2{\alpha}$, $3{\beta}$, $19{\alpha}-trihy-droxyurs-12-ene-28-oic$ acid (tormentic acid.2) and ${\beta}-sitoste-rol-3-O-{\beta}-D-glucopyranoside$ (3).

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Steroids from the Aerial Parts of Artemisia princeps Pampanini

  • Yoo, Jong-Su;Ahn, Eun-Mi;Bang, Myun-Ho;Song, Myoung-Chong;Yang, Hye-Joung;Kim, Dong-Hyun;Lee, Dae-Young;Chung, Hae-Gon;Jeong, Tae-Sook;Lee, Kyung-Tae;Choi, Myung-Sook;Baek, Nam-In
    • Korean Journal of Medicinal Crop Science
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    • v.14 no.5
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    • pp.273-277
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    • 2006
  • Three stigmastane-type sterols and one ergostane-type sterol were isolated from the ethyl acetate soluble fraction of the aerial parts of Artemisia princeps Pampanini (Sajuarissuk). From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as $stigmasta-5,22-dien-3,{\beta}-ol (stigmasterol, 1),stigmast-5-en-3{\beta}-ol({\beta}-sitosterol,2), 5{\beta},8{\beta}-epidioxy-5{\beta},8{\beta}-ergosta-6,22-dien-3{\beta}-ol(ergosterol peroxide, 3),\;and\;{\beta}-sitosterol\;3-O-{\beta}D-glucopyranoside(daucosterol,4)$.