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

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Isolation and Identification of a Sterol and Three Glucosides from the Peel of Pear (Pyrus pyrifolia Nakai cv. Chuhwangbae) (추황배(Pyrus pyrifolia Nakai cv. Chuhwangbae) 과피로부터 1종의 Sterol과 3종의 배당체 화합물의 단리 · 동정)

  • Lee, Yu Geon;Cho, Jeong-Yong;Lee, Hyun Joo;Lee, Yong Hyun;Lee, Sang-Hyun;Han, Tae-Ho;Kim, Wol-Soo;Park, Keun-Hyung;Moon, Jae-Hak
    • Korean Journal of Food Science and Technology
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    • v.45 no.5
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    • pp.557-564
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    • 2013
  • We isolated and identified antioxidants from acidic and neutral ethyl acetate fractions of the peel of pear (Pyrus pyrifolia N. cv. Chuhwangbae). We isolated 4 compounds from the methanol extract, by using 3 different types of column chromatography (Sephadex LH-20, silica gel, and octadecylsilane) and preparative HPLC. We identified the isolated compounds as (S)-(+)-2-cis-abscisic acid O-${\beta}$-D-glucopyranosyl ester (compound 1), 1-[4-O-${\beta}$-D-glucopyranosyl]phenyl ethanone (picroside, compound 2), ${\beta}$-sitosterol (compound 3), and ${\beta}$-sitosteryl 3-O-${\beta}$-D-glucopyranoside (compound 4) by nuclear magnetic resonance analysis. We are the first to report the identification of compounds 1, 2, and 4 from pear.

Studies on the Chemical Components from Erythronium japonicum (얼레지 인경의 성분에 관한 연구)

  • Moon, Young-Hee;Kim, Young-Hee
    • Korean Journal of Pharmacognosy
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    • v.23 no.2
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    • pp.115-116
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    • 1992
  • From the bulbs of Erythronium japonicum Decaisne(Liliaceae), ${\beta}-sitosterol$ and its $3-O-{\beta}-D-glucoside$ together with fatty acids were isolated. All compounds were identified on the basis of spectral data. Campesterol and stigmasterol were also identified as minor components. Paimitic acid was identified as a major component and stearic, oleic, arachidic, behenic, tricosanoic and lignoceric acids were also characterized as minor ones.

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Phytochemical Constituens of Cirsium setidens Nakai and Their Cytotoxicity against Human Cancer Cell Lines

  • Lee, Won-Bin;Kwon, Hak-Cheol;Chol, Ock-Ryun;Lee, Kang-Choon;Choi, Sang-Un;Baek, Nam-In;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.25 no.5
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    • pp.628-635
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    • 2002
  • Five terpenes (1~5), three fatty acids (6~8), two sterols (9 and 11), and a monogalactosyldiacyl glycerol (10) were isolated from the methylene chloride extract of the aerial part of Cirsium setidens. Their chemical structures were determined to be $\alpha$-tocopherol (1), 25-hydroperoxycycloart-23-en-3$\beta$-o1 (2), 24-hydroperoxycycloart-25-en-3$\beta$-o1 (3), mokko lactone (4), transphytol (5), 9, 12, 15-octadecatrienoic acid (6), 9, 12-octadecadienoic acid (7), hexadecanoic acid (8), acylglycosyl $\beta$-sitosterol (9), (2R)-1, 2-O-(9z, 12z, 15z-dioctadecatrienoyl)-3-O-$\beta$-D-galactopyranosyl glycerol (10) and $\beta$-sitosterol glucoside (11) by spectral evidences. Compound 3 exhibited significant cytotoxic activity against five human cancer cell lines with its $ED_{50}$ values ranging from 2.66 to 11.25 $\mu$M.

Phytochemical Constituents of the Roots of Erigeron annuus

  • Yoo, Nam-Hee;Jang, Dae-Sik;Kim, Jin-Sook
    • Applied Biological Chemistry
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    • v.51 no.4
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    • pp.305-308
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    • 2008
  • Seven compounds (1-7) were isolated from n-hexane and EtOAc-soluble fractions of the roots of Erigeron annuus by repeated silica gel column chromatography. They were identified as simiarenol (1), ${\beta}$-sitosterol (2), daidzein (3), apigenin (4), apigenin 7-O-${\beta}$-D-glucuronide (5), 3-hydroxy-pyran- 4-one (6), and ${\beta}$-sitosterol glucoside (7) on the basis of physical and spectroscopic data. Compounds 1 and 3 were isolated for the first time from the Erigeron species.

Anthraquinones from the Rhizome of Polygonum sachalinense (왕호장근의 성분 연구)

  • 지형준;문희수;이용주
    • YAKHAK HOEJI
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    • v.27 no.1
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    • pp.37-43
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    • 1983
  • The rhizome of Polygonum sachalinense Fr. Schm. (=Reynoutria sachalinensis Nakai, Polygonaceae) has been used as "Polygoni Rhizoma" (Hu Zhang) in the Orient as laxatives, diuretics and for treatment of suppurative dermatitis, gonorrhoea, favus and athlete's foot. From the methanolic extract of the dried rhizome physcion, emodin, emodin-8-O-$\beta$-D-glucoside as anthraquinone derivatives and .betha.-sitosterol glucoside were isolated and identified. Stilbene derivatives which have antibacterial and antifungal activities were also isolated.

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Chemical Constituents and Biological Activities of Cichorium intybus L.

  • El-Lakany, Abdalla M.;Aboul-Ela, Maha A.;Abdul-Ghani, Mohamed M.;Mekky, Hattem
    • Natural Product Sciences
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    • v.10 no.2
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    • pp.69-73
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    • 2004
  • Continuation of a phytochemical study of Cichorium intybus L. (Astraceae) growing in Egypt, resulted in the isolation and identification of a new sesquiterpene lactone 3,4-dihydrolactucin, in addition to the eight known compounds; kaempferol, isoscutellarin, cichoriin, umbelliferone, lupeol, lupeol acetate, ${\beta}-sitosterol$, and ${\beta}-sitosterol-3-O-glucoside$. Chemical structures of the isolated compounds were assigned based on different physical, chemical, and spectroscopic techniques including IR, UV, MS, 1D- and 2D-NMR spectra. Furthermore, the antimicrobial, and spasmogenic activities of some fractions and isolates were also assessed.

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.

A Cytotoxic Secocycloartenoid from Abies koreana

  • Kim, Hyun-Jung;Le, Quoc-Khanh;Lee, Mi-Hyun;Kim, Tae-Sung;Lee, Hyeong-Kyu;Kim, Young-Ho;Bae, Ki-Hwan;Lee, Ik-Soo
    • Archives of Pharmacal Research
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    • v.24 no.6
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    • pp.527-531
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    • 2001
  • Two triterpenoids, 24-methylene-3,4-seco-cycloart-4(28)-en-3-oic acid (1) and 3-oxo-$9{\beta}$-lanosta-7,22Z,24-trien-26,23-olive (6) were isolated from Abies koreana, together with $\beta$-sitosterol (2), maltol (3), ${\beta}-sitosterol-O-{$\beta}-D-glucoside$ (4), and hexacosylferulate (5). The structures of the compounds were established based on the spectroscopic data. The cytotoxic activities of triterpenoids have been evaluated using the sulforhodamine B (SRB) method. Compound 1 showed moderate cytotoxicities against human lung carcinoma (A549), ovarian carcinoma (SK-OV-3), malignant melanoma (SK-MEL-2), and colon carcinoma (HCT-15) cell lines.

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Spinoside, New Coumaroyl Flavone Glycoside from Amaranthus spinosus

  • Azhar-ul-Haq,;Malik, Abdul;Khan, Anwar-ul-Haq Sher Bahadar;Shah, Muhammad Raza;Muhammad, Pir
    • Archives of Pharmacal Research
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    • v.27 no.12
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    • pp.1216-1219
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    • 2004
  • Spinoside, new coumaroyl flavone glycoside was isolated from the n-butanol fraction of the mathanolic extract of the whole plant of Amaranthus spinosus and assigned the structure 7-pcoumaroyl apigenin 4-O-${\beta}$ -D-glucopyranoside (1) on the basis of spectroscopic techniques including 1D and 2D NMR spectroscopy. In addition ${\alpha}$ - xylofuranosyl uracil (2), ${\beta}$ -D-ribofuranosyl adenine (3) and ${\beta}$ -sitosterol glucoside (4) have also been isolated for the first time from this species.

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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