• Title/Summary/Keyword: $\alpha$-Spinasterol

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Isolation of Acylated Sterylglycosides from the Legumes of Albizzia julibrissin (자귀나무 꼬투리로부터 Acylated Sterylglycoside의 분리)

  • Kim, Young-Hee
    • Korean Journal of Pharmacognosy
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    • v.30 no.3
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    • pp.290-294
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    • 1999
  • From the legumes of Albizzia julibrissin Durazzini (Leguminosae), a mixture of long-chain alcohols, ${\alpha}-spinasterol$, a mixture of acylated sterol glycosides and ${\alpha}-spinasteryl$ $3-O-{\beta}-D-glucoside$ were isolated. Two mixtures of long-chain alcohols and acylated sterol glycosides were characterized as 1-hexacosanol (major) and 1-tetracosanol, and $3-O-[6'-O-palmitoyl-{\beta}-D-glucosyl]-{\alpha}-spinasterol$ (major) and its 6'-O-stearoyl ester. All compounds were identified on the basis of spectral data and chemical reactions.

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Effect of ${\alpha}-spinasterol$ Extracted from Phytolacca americanna on the Apoptosis of U937 cell line (상륙에서 추출한 ${\alpha}-spinasterol$의 백혈병세포주(U937) 자멸사 유도 효능)

  • Yang, Jun-Seok;Jeong, Sang-Hun;Kim, Ho;Han, Ung;Jin, Jae-Ho;Jung, Il-Kook;Kim, Dae-Keun;Jeong, Seung-Il;Jeong, Han-Sol;Lee, Kwang-Gyu
    • Journal of Physiology & Pathology in Korean Medicine
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    • v.21 no.5
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    • pp.1108-1117
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    • 2007
  • To investigate the possible mechanism of ${\alpha}-spinasterol$ as a candidate of anti-cancer drug, I examined the effects of ${\alpha}-spinasterol$ on the apoptosis of U937 cells MTT assay, flow cytometric analysis, SDS-polyacrylamide gel electrophoresis, Western blot analysis, and RT-PCR were performed. ${\alpha}-spinasterol$ treatment reduced the cell viablilty of U937 cells in a dose-dependent manner, which was associated with the induction of apoptotic cell death. ${\alpha}-spinasterol$ treatment also reduced the levels of Bcl-xL anti-apoptotic protein expression and increased the levels of caspase-3, p53, pro-apoptotic protein, in U937 cells. After treatment the level of Bcl-xL, anti-apoptotic gene expression was decreased and the level of ICE pro-apoptotic gene expression was increased. These findings suggest that ${\alpha}-spinasterol$ induced the apoptotic cell death via regulation of several growth regulatory gene products. The abbreviations used are: FBS, fetal bovine serum; PBS, phosphate buffered saline; PI, propidium iodide; OD, optical density; DiOC6, 3,3-dihexyloxa carbcyanine iodide; MTT, 3 [4-5-dimethylthiazol-2-yl] -2-diphenyltetrazolium bromide.

Biological activities of α-spinasterol Isolated from Root of Phytolacca americana L. (미국자리공(Phytolacca americana L.)의 뿌리에서 추출한 α-spinasterol의 생물활성 검정)

  • Han, Sang Mi;Bae, Ki Hwan;Choi, Kwan Sam
    • Korean Journal of Agricultural Science
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    • v.23 no.2
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    • pp.177-181
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    • 1996
  • Biological activities of MeoH extract of Phytolaccn americana L. was investigated. The extract was reextracted with ethyl acetate and fractionated by silica gel colum chromatography. The active compound was analysed by IR. $^1H$-NMR, $^{13}C$-NMR and MS and identified as $\alpha$-spinasterol. $\alpha$-spinasterol induced necrosis of primary root and resulted the death of the examed plant. The compound also inhibited growth of Mucor racemous but it showed weak cytotoxicity to 2 animal cancer cell lines (L1210, K562).

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Identification and Bioassay of Bioactive Compounds Isolated from Phytolacca americana (미국자리공 (Phytolacca americana)에서 추출한 생물활성 물질의 동정 및 생물검정에 관 하여)

  • 한상미;최관삼;배기환
    • The Korean Journal of Ecology
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    • v.21 no.1
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    • pp.35-45
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    • 1998
  • This study was carried out for the identification and bioassay of bioactive compounds which isolated from Phyutolacca americana L. obtained results are summarized as follows: 1. Two biological active compounds were found from crude extracts of P. americana roots, using the systematic solvent fractionations, such as ethyl acetate fraction and butanol fraction. One biological compound was isolated from the ethyl acetate fraction with silicagel column chromatography, which was identified as a ${\alpha}-spinasterol$ by spectral analysis of IR, H-NMR, C-NMR and MS. The other one is isolated from butanol fraction which was identified as phytolaccoside E by spectral analysis of IR, H-NMR, C-NMR and MS. 2. The ${\alpha}-spinasterol$ and phytolaccoside E induced necrosis of primary root and resulted in death of the tested plant. These two compounds strongly inhibited to the growth of Mucor racemous and Phytophthora infestants but did not inhibited the growth of Colletotricum lagenarium and Fusarium oxisporum. 3. Cytotoxicity of the two biological active compound was exammined to the two different animal cancer cell lines (L1210, K562). The phytolaccoside E has some cytotoxical activity to the growth of cancer cell lines (L1210, K562) but $\alpha$-spinasterol has not cytotoxical effect.

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A Study on Physiological Activity of Codonopsis ussuriensis (Codonopsis ussuriensis의 생리작용(生理作用)에 관한 연구(硏究))

  • Lee, In-Rhan;Kim, Wae-Ryun
    • Korean Journal of Pharmacognosy
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    • v.20 no.4
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    • pp.233-242
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    • 1989
  • The effect of Codonopsis ussuriensis on red blood cell(RBC) count in rats was investigated. Among various fractions tested, a significant increase of RBC was observed in animal group treated with ether extract. From the ether soluble fraction, two compounds were isolated and their structures were elucidated as ${\alpha}-spinasterol$ and ${\beta}-sitosterol$ by chemical and spectral analyses.

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Nature of the Hydrogen Chloride Induced Isomers of $\alpha$-Spinasterol

  • Woo, Won-Sick;Kang, Sam-Sik
    • YAKHAK HOEJI
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    • v.18 no.3
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    • pp.217-227
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    • 1974
  • It was established that .alpha.-spinasterol (I) was isomerized by hydrogen chloride to a mixture of two isomers. These isomers were separated into each of components and identified as .DLETA.$^{8(14),22}$ -stigmastadienol (III) and ${\delta}$$^{14,22}$ -stigmastadienol (IV), respectively. The mass spectra of these compounds were found to be particularly suitable to idetify the position of nuclear double bond of sterols possessing 22 : 23 -double bond in side chain.

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A New Sesquiterpene Hydroperoxide from the Aerial Parts of Aster oharai

  • Choi, Sang-Zin;Lee, Sung-Ok;Choi, Sang-Un;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.26 no.7
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    • pp.521-525
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    • 2003
  • Phytochemical works on the aerial parts of Aster oharai (Compositae) led to the isolation of a new sesquiterpene hydroperoxide, 7$\alpha$-hydroperoxy-3, 11-eudesmadiene (2) and seven known compounds, teucdiol B (1), $\alpha$-spinasterol (3), oleanolic acid (4), $\alpha$-spinasterol 3-Ο-$\beta$-D-glucopyranoside (5), methyl 3,5-di-Ο-caffeoyl quinate (6), 3,5-di-Ο-caffeoylquinic acid (7), 3,4-di-Ο-caffeoylquinic acid (8). The chemical structures of 1-8 were established by chemical and spectroscopic methods. Compound 2 showed cytotoxicity against cultured human tumor cell lines in vitro, SK-OV-3 (ovarian), SK-MEL-2 (skin melanoma), and HCT15 (colon) with $ED_{50}$ values ranging from 3.86-17.21 $\mu$g/mL.

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.

Effect of Stewartia koreana Boiling Extract (SKBE) on Osteoarthritis and Purification of Spinasterol From SKBE

  • Sang Min Lee;Hye Jin Moon;Hong Joon Yoon;Chun soo Na;Jin beom Kim;Dae Seung Na;Tae Hoon Lee;Hakwon Kim
    • Journal of the Korean Chemical Society
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    • v.67 no.2
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    • pp.129-136
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    • 2023
  • Osteoarthritis is to the abnormality of the inflammatory response of joint tissue caused by various causes such as aging, and muscle loss. In this study, the activity in joint inflammation was verified using SKBE, a plant extract, and the expression levels of arthritis-inducing proteins including MMP-1, MMP-3, MMP-13, and collagen type II in vitro were compared and analyzed. Furthermore, we synthesized α-spinasterol, an active ingredient of SKBE, by the previously reported synthesis method and these findings could provide a new starting point for the development of treatments for osteoarthritis.

Triterpenes and Phenolic Constituents from Viscum album L. (상기생의 트라이테르펜 및 페놀성 성분)

  • 최상진;권학철;정애경;최상운;김경란;이선미;표석능;이강노
    • YAKHAK HOEJI
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    • v.45 no.6
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    • pp.591-598
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    • 2001
  • The photochemical study of Viscum album (Loranthaceae) led to the isolation of twelve compounds, lupeol (1), betulonic acid (2), betulinic acid (3), terminic acid (4), ursolic acid (5), $\beta$-sitosterol (6), $\alpha$- spinasterol (7), oleanolic acid (8) , 5-hydroxy-1- (4′-hydoxyphenyl) -7- (4"-hydroxyphenyl) -hepta-1- en-3-on (9), 2′-hydroxy -4′, 6′- dimethoxychalcone -4-O-glycoside (10) ,2′-hydroxy-4′, 6′-dimethoxychalcone -4-O- [apiosal(1longrightarrow12)]glucoside (11) and syringin (12). Their structures were established by chemical and spectroscopic methods. The cytotoxicity of the isolated compounds was evaluated by sulforhodamine B assay against five cultured human tumor cell lines.

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