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

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당분취의 식물화학적 성분연구 (Phytochemical Constituents of Saussurea nutans Nakai)

  • 최상진;민용득;이성옥;양민철;남정환;이규하;장기욱;이종화;이강노
    • 생약학회지
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    • 제35권1호통권136호
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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.

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

  • 조현우;정원석;안병관;조정희;정수영
    • 생약학회지
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    • 제44권1호
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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.

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

  • 박희준;이경태;박종희
    • 생약학회지
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    • 제38권4호
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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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    • 제12권2호
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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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    • 제24권2호
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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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    • 제28권12호
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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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    • 제5권3호
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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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    • 제14권2호
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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.

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

  • 이은희;정순옥;김종원;우미희
    • 생약학회지
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    • 제27권4호
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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
    • 한국약용작물학회지
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    • 제14권5호
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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 $stigmasta-5,22-dien-3,{\beta}-ol (stigmasterol, 1),stigmast-5-en-3{\beta}-ol({\beta}-sitosterol,2), 5{\beta},8{\beta}-epidioxy-5{\beta},8{\beta}-ergosta-6,22-dien-3{\beta}-ol(ergosterol peroxide, 3),\;and\;{\beta}-sitosterol\;3-O-{\beta}D-glucopyranoside(daucosterol,4)$.