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

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.

Identification of Triterpenoids and Flavonoids from the Seeds of Tartary Buckwheat

  • Lee, Jeong Min;Lee, Ki Ho;Yoon, Young-Ho;Cho, Eun Ju;Lee, Sanghyun
    • Natural Product Sciences
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    • v.19 no.2
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    • pp.137-144
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    • 2013
  • Phytochemical constituents were isolated from the seeds of tartary buckwheat (Fagopyrum tataricum) by open column chromatography. Their structures were elucidated as ${\beta}$-sitosterol (1), ${\beta}$-sitosterol-3-O-glucoside (2), oleanolic acid (3), kaempferol (4), quercetin (5), kaempferol-3-O-rutinoside (6), and quercetin-3-O-rutinoside (7) on the basis of spectroscopic analysis including $^1H$-, $^{13}C$-NMR, and MS. To our knowledge, oleanolic acid (3) has been isolated for the first time from the seeds of Fagopyrum species. The total contents of compounds 4 - 7 were 0.500 mg/g in Daesan maemil, 0.312 mg/g in Yangjul maemil, and 2.185 mg/g in tartary buckwheat.

Phytochemical Studies on Paeoniae Radix (작약의 성분에 관한 연구)

  • Kang, Sam-Sik;Kim, Ju-Sun;YunChoi, Hye-Sook;Han, Byung-Hoon
    • Korean Journal of Pharmacognosy
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    • v.24 no.3
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    • pp.247-250
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    • 1993
  • From the Paeoniae Radix, gallic acid methyl ester, (+)-catechin, paconiflorin, albiflorin, paeonol, ${\beta}-sitosterol$ and campesterol, benzoic acid, oleanolic acid, hederagenin and ${\beta}-sitosterol$ 3-O-glucoside were isolated and characterized by means of spectral data. Oleanolic acid and hederagenin have been isolated for the first time from the genus Paeonia.

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Constituents of Egyptian Astragalus tribuloides Del.

  • El-Sebakhy, Nadia A.;Asaad, Aya M.;Abdallah, Rokia M.;Toaima, Soad M.;Verotta, Luisella;Orsini, Fulvia
    • Natural Product Sciences
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    • v.6 no.1
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    • pp.11-15
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    • 2000
  • Two soyasaponins were isolated from the aerial parts of Astragalus tribuloides Del. Their structures were established on the basis of spectroscopic and chemical methods. In addition, ursolic acid, ${\beta}-sitosterol\;{\beta}-D-glucoside$ and isorhamnetin 3-O-glucoside were isolated and identified by comparing their mp, spectral and chromatographic data with those of authentic samples. This is the first report of screening and isolation of the chemical constituents of this species of genus Astragalus.

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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.

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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Constituents from Syzygium aromaticum Merr. et Perry

  • Son, Kun-Ho;Kwon, Soon-Youl;Kim, Hyun-Pyo;Chang, Hyeun-Wook;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.4 no.4
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    • pp.263-267
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    • 1998
  • From the dried flower-buds of Syzygium aromaticum Merr. et Perry (Myrtaceae), seven compounds, i.e., eugenol (1), oleanolic acid (2), kaempferol 7-O-metylether (3), 3,3',4-tri-O-methylellagic acid (4), maslinic acid (5), ${\beta}-sitosterol-3-O-glucoside$ (6), and isorhamnetin 3-O-glucoside (7) were isolated. Compound 1 showed cyclooxygenase-2 (COX-2) inhibitory activity.

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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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Isolation of Daucosterol and Naphthalene glucoside from Seeds of Cassia mimosoides var. nomame Makino (차풀 종자로부터 Daucosterol과 Naphthalene glucoside의 분리)

  • Park, Jun-Hong;Kwon, Sun-Jin
    • Korean Journal of Plant Resources
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    • v.22 no.1
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    • pp.26-30
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    • 2009
  • Daucosterol and naphthalene glycoside were isolated from the seeds of Cassia mimosoides var. nomame Makino. The isolated compounds were identified by spectral means including 1D, 2D-NMR and FAB-MS experiments. Daucosterol was characterized as ${\beta}$-sitosterol-3-O-${\beta}$-D-glucoside and naphthalene glucoside was done as 2-acetyl-3-methyl-6-methoxynaphthalene-1,8-diol 8-O-glucosyl-(1${\rightarrow}$6)-glucoside. These compounds were isolated for the first time from Cassia mimosoides var. nomame Makino.