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

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Steroidal Saponin Constituents from the Subterranean Parts of Smilax nipponica (밀나물 지하부의 Steroid saponin 성분)

  • 조경열;우희미;정순옥
    • YAKHAK HOEJI
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    • v.39 no.2
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    • pp.141-147
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    • 1995
  • Four steroids have been isolated from the subterranean parts of Smilax nipponica Miquel (Liliaceae). The structures of these compounds were characterized on the basis of chemical and speectral data. They were $\beta$-sitosterol, $\beta$-sitosterol-3-O-$\beta$-D-glucopyranoside, neotigogenin-3-O-$\beta$-D-glucopyranoside and a new steroidal saponin designated as smilanippin A which was elucidated as neotigogenin-3-O-$\beta$-D-fucopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranos ide.

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Revision of $^{13}C$ NMR Assignments of ${\beta}-Sitosterol$ and ${\beta}-Sitosteryl-3-O-{\beta}-D-glucopyranoside$ Isolated from Plantago asiatica Seed (질경이씨로 부터 분리한 ${\beta}-Sitosteryl-3-O-{\beta}-D-glucopyranoside$${\beta}-Sitosterol$$^{13}C$ NMR)

  • Chang, Il-Moo;YunChoi, Hye-Sook;Yamasaki, Kazuo
    • Korean Journal of Pharmacognosy
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    • v.12 no.1
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    • pp.12-14
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    • 1981
  • ${\beta}-Sitosteryl-3-O-{\beta}-D-glucopyranoside$ was isolated from the seeds of Plantago asiatica (Plantaginaceae). The assignments of $^{13}C$ NMR spectra of ${\beta}-sitosterol$ and ${\beta}-sitosteryl-3-O-{\beta}-D-glucopyranoside$ were made by comparing with $^{13}C$ NMR spectra of cholesterol and $cholesteryl-3-O-{\beta}-D-glucopyranoside$. Our data indicate that the revision of previous $^{13}C$ NMR spectral assignment is needed.

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Phytochemical Studies on Epimedii Herba (II)$^1$ -Studies on the Underground Parts of Epimedium koreanum- (음양곽의 성분에 관한 연구(II)$^1$ -삼지구엽초 지하부의 성분-)

  • Kang, Sam-Sik;Kim, Ju-Sun;Kang, Yoon-Jung;Han, Hye-Kyoung
    • Korean Journal of Pharmacognosy
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    • v.21 no.1
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    • pp.56-59
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    • 1990
  • n-Alkanes (n-nonacosane and n-hentriacontane), phytosterols (campesterol and ${\beta}$-sitosterol) and phytosteryl glucosides (${\beta}$-sitosterol 3-O-${\beta}$-D-glucopyranoside and campesterol 3-O-${\beta}$-D-glucopyranoside) were isolated from the underground parts of Epimedium koreanum (Berberidaceae) and characterized by spectral data.

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Chemical Constituents of the Rhizomes of Sparganium stoloniferum (흑삼릉 근경의 성분)

  • 신수용;도상학;신국현
    • YAKHAK HOEJI
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    • v.44 no.4
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    • pp.334-339
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    • 2000
  • The present study was carried out to evaluate biologically active components of the rhizomes of Sparganium stoloniferum and to supply the preliminary data for the chemotaxonomy and the medicinal application. Extraction and systematic fractionation of the rhizomes by column chromatography led to the isolation of six compounds from ethylacetate and n-butanol soluble fractions. Elucidation of the chemical structures of these compounds by physicochemical and apectral analysis demonstrated that compound I,II ,III,IV,V and Ⅵ were $\beta$-sitosterol, $\beta$-sitosterol-3-$\beta$-D-glucuronopyranoside, 3- (4-hydroxyphenyl)-2-propenoic acid, sorbose, 1-O-$\beta$-D-glucopyranosyl-(2S, 3R, 4E, 8Z)-2-[(2(R)-hydroxyeicosanoyl)amido]-4,8-octadecadiene-1,3-diol, and $\beta$-sitosterol-3-O-$\beta$-D-glucopyranoside, respectively.

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Acylucosyl Sterols from the Roots of Caragana chamlagu (골담초근의 Lipid성분에 관한 연구)

  • Cho, Young-Kyung;Lee, Myung-Whan;Kang, Hyun-Mo;Lee, Han-Koo;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.23 no.1
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    • pp.14-19
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    • 1992
  • A mixture of acylglucosyl sterols together with ${\beta}-sitosterol$, ${\beta}-sitosterol\;3{\beta}-O-glucoside$ and fatty acids was isolated from the roots of Caragana chamlagu as their acetate forms and the structure elucidated by chemical and spectroscopic means. The major acylglucosyl sterol was ${\beta}-sitosteryl\;3-O-[6'-O-oleoyl]-{\beta}-D-glucopyranoside$ while the minor components were $6'-O-palmitoyl-\;and\;6'-O-stearoyl-{\beta}-D-glucosyl$ sitosterol congeners. The isolation and structure elucidation of these acylglucosyl sterols are reported for the first time from the genus Caragana.

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Antioxidative Constituents from the Seeds of Cuscuta chinensis

  • Kwon, Yong-Soo;Chang, Bok-Sim;Kim, Chang-Min
    • Natural Product Sciences
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    • v.6 no.3
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    • pp.135-138
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    • 2000
  • MeOH extract of Cuscuta chinensis seeds was fractionated with n-hexane, EtOAc and BuOH successively, and antioxidant activities were tested for all fractions using DPPH free radical scavenging method. In the tested fractions, EtOAc fraction showed high antioxidant activity$(EC_{50},\;50\;{\mu}g)$ From the EtOAc fraction, five compounds have been isolated. On the basis of spectral data, these compounds were identified as ${\beta}-sitosterol$, methyl 4-hydroxy-3,5-dimethoxycinnamate, ${\beta}-sitosterol-3-O-{\beta}-D-glucopyranoside$, caffeic acid, quercetin, kaempferol and calycopteretin. Among these compounds, ${\beta}-sitosterol$ and ${\beta}-sitosterol-3-O-{\beta}-D-glucopyranoside$ showed no antioxidant activity. $EC_{50}$ values of methyl 4-hydroxy-3,5-dimethoxycinnamate, caffeic acid, quercetin, kaempferol and calycopteretin were 0.6, 8, 19, 17 and $12\;{\mu}g$, respectively.

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Isolation of ${\beta}-sitosterol$, Phytol and Zingerone $4-O-{\beta}-D-glucopyranoside$ from Chrysanthemum Boreale Makino

  • Kim, Dong-Hyun;Bang, Myun-Ho;Song, Myoung-Chong;Kim, Soon-Un;Chang, Young-Jin;Baek, Nam-In
    • Korean Journal of Medicinal Crop Science
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    • v.13 no.5
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    • pp.284-287
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    • 2005
  • The flowers of Chrysanthemum boreale Makino were extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with n-hexane, EtOAc, n-BuOH and $H_2O$. Two compounds from the n-hexane fraction and one glucoside from the n-BuOH fraction were isolated through the repeated silica gel and ODS column chromatographies. From the result of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as ${\beta}-sitosterol$ (1), phytol (2) and zingerone $4-O-{\beta}-D-glucopyranoside$ (3). Compounds 2 and 3 were isolated for the first time from this plant.

Anticancer Compounds of Plantago asiatica L. (차전자의 항암활성성분)

  • Moon, Hyung-In;Zee, Ok-Pyo
    • Korean Journal of Medicinal Crop Science
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    • v.7 no.2
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    • pp.143-146
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    • 1999
  • The cytotoxicity-guided fractionation of the seed of Plantago asiatica extracts led to the isolation of four compounds, responsible for the cytotoxicity against four human tumor cell lines, i. e., A431 (Human Epidermoid carcinoma), KHOS-NP (Human Osteosarcoma). SNU-1 (Human stomach carcinoma), SNU-C4 (Human large intestine carcinoma). The structure were elucidated by the phsyco chemical data: ${\beta}-sitosterol(C1)$, $cholest-5-en-3{\beta}-ol(C2)$, rutin(C3), $coumarin-7-O-{\beta}-glucopyranoside(C4)$. $IC_{50}$ values of compound C2 were 14.6, 13.5, 10.3, 17.8 ${\mu}g/ml$, and compound C3 and C4 showed activity, having $IC_{50}$ values ranging from 10.3 to 20.14 ${\mu}g/ml$.

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Chemical Constituents of Kyllinga brevifolia (수오공의 화학성분)

  • Shin, Dong-In;Kim, Jin-Woong
    • YAKHAK HOEJI
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    • v.38 no.6
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    • pp.770-774
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    • 1994
  • The chemical constituents of Kyllinga brevifolia Rottb. var. leiolepsis Hara (Cyperaceae) were studied. From the chloroform and n-butanol soluble fractions, five compounds were isolated by chromatographic purification process. They were identified as ${\beta}-sitostenone$, ergosterol peroxide, ${\beta}-sitosterol$, ${\beta}-sitosteryl$-3-O-{\beta}-D-glucopyanoside and vitexin, respectively. This is the first report of the identification of ${\beta}-sitostenone$, ergosterol peroxide from Cyperaceae.

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Chemical Constituents of the Aerial Parts of Chloranthus japonicus Sieb.

  • Heo, Jung-Eun;Jin, Jing Ling;Lee, Yong-Yook;YunChoi, Hye-Sook
    • Natural Product Sciences
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    • v.11 no.1
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    • pp.41-44
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    • 2005
  • Chemical investigation of the aerial parts of Chloranthus japonicus Sieb. led to the isolation a new compound, 9-hydroxy heterogorgiolide (1) and $isofraxidin-7-O-{\beta}-D-glucopyranoside$ (2), the isolation of which is reported for the first time from this plant, along with the known components, ${\beta}-sitosterol,\;{\beta}-sitosterol-3-O-{\beta}-D-glucopyranoside$, palmitic acid and octacosanoic acid. The structures of compound 1 and 2 were determined on the basis of spectroscopic data including two dimensional NMR and high resolution MS.