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

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Phytochemical Studies on Astragalus Root (3);Triterpenoids and Sterols (황기의 성분연구 (3);Triterpenoids and Sterols)

  • Jung, Hye-Sil;Lee, Eun-Ju;Lee, Je-Hyun;Kim, Ju-Sun;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.39 no.3
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    • pp.186-193
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    • 2008
  • Astragali Radix, known as Huangqi, is the most important tonic in the traditional oriental medicine. It reinforces 'qi' (vital energy), strengthens the superficial resistance and promotes the discharge of pus and the growth of new tissue. It has long been used as an anti-perspirant, anti-diuretic or a tonic. Eleven compounds were isolated from the hexane and EtOAc fractions from the roots of Astragalus membranaceus (Leguminosae) and their structures were identified as four triterpenoids [lupenone (1), friedelin (2), lupeol (3), soyasapogenol E (9)] and seven sterols [${\beta}-sitosterol$ (4), stigmastane-3,6-dione (5), $7{\alpha}-hydroxysitosterol$ (6), $5{\alpha},6{\beta}-dihydroxysitosterol$ (7), $7-oxo-{\beta}-sitosterol$ (8), ${\beta}-sitosterol$ glucoside 6'-O-palmitate (10), ${\beta}-sitosterol$ glucoside (11)]. The chemical structures of these compounds were identified on the basis of spectroscopic methods and comparison with literature values. Among these compounds, lupenone (1), friedelin (2), lupeol (3), stigmastane-3,6-dione (5), $7{\alpha}-hydroxysitosterol$ (6), $5{\alpha},6{\beta}-dihydroxysitosterol$ (7), $7-oxo-{\beta}-sitosterol$ (8), soyasapogenol E (9), and ${\beta}-sitosterol$ glucoside 6'-O-palmitate (10) were isolated from this plant for the first time.

Nitrite Scavenging Ability and SOD-like Activity of a Sterol Glucoside form Chrysanthemum coronarium L. var. spatiosum (쑥갓 스테롤배당체의 아질산염소거작용 및 SOD 유사활성)

  • Cho, Min-Jung;Park, Mi-Jung;Lee, Heum-Sook
    • Korean Journal of Food Science and Technology
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    • v.39 no.1
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    • pp.77-82
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    • 2007
  • From the total methanolic extract of Chrysanthemum coronarium L. var. spatiosum (Compositae), nitrite scavenging ability and superoxide dismutase (SOD)-like activity were analyzed as antioxidative characteristics. After successive partitioning with chloroform, n-butanol, and water, the chloroform fraction showed the most significant nitrite scavenging ability with an $IC_{50}$ value of 39 ppm compared with the values of vitamin C and chlorogenic acid, 15 ppm and 36 ppm, respectively. The active fraction was subjected to silica gel and Sephadex LH-20 column chromatography, and the compound was isolated and identified as ${\beta}-sitosterol-O-{\beta}-D-glucoside$ using $^{1}H-NMR$ and $^{13}C-NMR$ spectral data. The glucoside was further hydrolyzed and confirmed as a glycosylated ${\beta}-sitosterol$. The compound and its aglycone, ${\beta}-sitosterol$, showed different nitrite scavenging and SOD-like activity. The $IC_{50}$ value of nitrite scavenging ability of the compound was 335 ppm at pH 1.5, while that of its aglycone was 41 ppm. As for the SOD-like activity, the $EC_{50}$ values of the sterol and the glucoside were 1,291 ppm and >2,000 ppm, respectively, compared with those of vitamin C and chlorogenic acid, 38 ppm and 449 ppm, respectively.

EFFECT OF DIETARY LIPIDS ON LIVER, SERUM AND EGG YOLK CHOLESTEROL CONTENTS OF LAYING HENS

  • Han, C.K.;Sung, K.S.;Yoon, C.S.;Lee, N.H.;Kim, C.S.
    • Asian-Australasian Journal of Animal Sciences
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    • v.6 no.2
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    • pp.243-248
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    • 1993
  • The effect of dietary lipid factors (plant and animal oil, cholesterol and ${\beta}$-sitosterol) on the liver, serum, and egg yolk cholesterol levels of the laying hen was studied. Single Comb White Leghorn laying hens, at 28 weeks of age, were fed two basal diets containing 8.0% soybean oil or 8.0% fish oil, with or without supplemental cholesterol (1.0%), ${\beta}$-sitosterol (2.0%) or combinations of both. Restricting caloric intake resulted in significantly (p<.05) decreased egg production and the total amount of cholesterol excreted via the egg was significantly (p<.05) different among treatment groups. Cholesterol supplementation to the two basal diets resulted in a significant elevation of liver, serum and egg yolk cholesterol levels. The addition of ${\beta}$-sitosterol lowered the cholesterol levels in liver and serum, while increased in the egg yolk (SO + ST, FO + ST). The anticholesterogenic effect of dietary ${\beta}$-sitosterol was not clearly exhibited in this study.

Production of ${\beta}-sitosterol$ by Cell Suspension Culture of Chrysanthemum coronarium L. (쑥갓세포의 현탁배양에 의한 ${\beta}-sitosterol$ 생산)

  • Kim, Hyun-Chul;Chung, Ha-Young;Lee, So-Youn;Chung, Ho-Yong;Kim, You-Jung;Baek, Nam-In;Kim, Soung-Hoon;Choi, Geun-Won;Kim, Dae-Keun;Kwon, Byoung-Mok;Park, Mi-Hyun;Chung, In-Sik
    • Applied Biological Chemistry
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    • v.48 no.4
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    • pp.425-430
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    • 2005
  • [${\beta}-sitosterol$] is a plant sterol that reduces cholesterol levels and inhibits the growth of human prostate and colon cancer cells. Optimal conditions for ${\beta}-sitosterol$ production were examined from cell suspension cultures of Chrysanthemum coronarium L. The callus induction was optimal in MS medium containing 1 mg/l NAA and 1 mg/l BAP. Cell suspension culture was also established from the callus. Optimal ${\beta}-sitosterol$ production was obtained when the cells were cultured at an initial density of 2 mg DCW/l in MS medium containing 1 X sucrose (30 mg/l), 1 X nitrogen (1900 mg/l $KNO_3$, 1650 mg/l $NH_4NO_3$), and 1 X phosphate source (170 mg/l). In cell suspension cultures of C. coronarium L. using shake flasks, the peak content of ${\beta}-sitosterol$ was $150{\mu}g/g$ DCW. In cell suspension cultures of C. coronarium L. using an air-lift bioreactor, the maximum ${\beta}-sitosterol$ content of $143.8{\mu}g/g$ DCW was obtained at an air-flow rate of 100 cc/min.

Synthesis of $\beta$-Sitosterol Esters with Conjugated Linoleic Acid and Medium Chain Fatty Acids by Using Lipase as Catalyst

  • Vu, Phuong-Lan;Lee, Ki-Teak
    • Proceedings of the Korean Society of Postharvest Science and Technology of Agricultural Products Conference
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    • 2003.04a
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    • pp.104.2-105
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    • 2003
  • Plant steryl esters have good effects on plasma cholesterol level and are used as functional food ingredient. Conjugated linoleic acid (CLA) presents mainly in animal foods and has a good benefit and medium chain fatty acids (MCFAs) are a rapid energy source for human. In this study, we produced the ${\beta}$-sitosterol esters from CLA and MCFAs using various lipases as catalysts. Among lipases, AYS (from Candida rugosa) was the most effective for synthesis of ${\beta}$-sitosterol esters in the presence of water (24.35% conversion) or hexane (25.33% conversion). The second esterification extent was obtained by lipase AK (from Pseudomonas sp), showing 10.26% conversion in water and 15.94% conversion in hexane, respectively. The reaction condition was 1:3 molar ratio (${\beta}$-sitosterol:fatty acid, 1:3) and stirred (175 rpm) at 55$^{\circ}C$ in water bath shaker for 48h.

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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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The Constraint for Oxidation of Ascorbic Acid (Ascorbic Acid의 산화억제)

  • 이강연;한창규;조춘구
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.25 no.3
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    • pp.67-86
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    • 1999
  • Ascorbic acid which has various physiological benefits as the functional substance is easily oxidized and destroyed by the structural instability. Liposome encapsulated pure ascorbic acid was prepared for the sake of the constraint of oxidation. The influence of cholestrol or $\beta$-sitosterol on the stabilization of liposome was investigated. Butylated hydroxytoluene(BHT), tertiary butylhydroquinone(TBHQ), $\alpha$ -glycosyl rutin and natural concentrated tocopherol were used for constraint of oxidation of ascorbic acid. The presence of cholesterol or $\beta$-sitosterol decreased oxidation of ascorbic acid. That results were thought that cholesterol or $\beta$-sitosterol so increased rigidity of bilayer that the leakage of vitamin C decreased. As a result the oxidation and degradation of vitamin C were constrained. At 0.3w/w% cholesterol content the most stable liposome was formulated. The whole antioxidant that used at the research constrained oxidation of ascorbic acid. The antioxidation for ascorbic acid increased in order of tertiary butylhydroquinone, $\alpha$-glycosyl rutin, butylated hydroxytoluene and natural concentrated tocopherol. But u -glycosyl rutin is preferable to tertiary butylhydroquinone which was the most effective in antioxidation as the antioxidant of ascorbic acid which was utilized in cosmetics and pharmacy.

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Studies on the Constituents of Korean Plant Edible Oils and Fats -Part 1. Composition of the sterol fraction of rape, sesame and perilla oils- (한국산(韓國産) 식물식용유지(植物食用油脂)의 성분(成分)에 관(關)한 연구(硏究) -제(第) 1 보(報) 채종(菜種), 호마(胡麻) 및 소마유(蘇麻油)의 sterol에 대하여-)

  • Ko, Young-Su;Chang, You-Kyung;Lee, Hyo-Jee;Woo, Sang-Kyu;Yang, Cha-Buym
    • Journal of Nutrition and Health
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    • v.10 no.2
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    • pp.44-53
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    • 1977
  • The Korean origin edible oil sterol part of the rape, sesame and perilla oil can be separated from the other constituents of the non-saponifiable fraction, by the thin layer chromatography on the preparative Plates. The composition of sterols have been determined by gas liquid chromatography and thin layer chromatographic anlysis. Two sterols, ${\beta}$-sitosterol and campesterol were present in all of the oils. And brassicasterol were found in rapeseed oil in addition to the two sterols that were common to all of the oils studied. It was noted that ${\beta}$-sitosterol was the major sterol in the Korean original edible oils. The results showed that contents of sterols were campesterol 24.31%, ${\beta}$-sitosterol 58.90% ana Brassicasterol 11.54%, and $\Delta^7$-sterol 5.25% by method of triangulation and campesterol 26.16%, ${\beta}$-sitosterol 57.50%, brassicasterol 11.70% and ${\Delta}^7$-sterol 4.64% by method of Planimetry of rape seed oil. By sesame seed oil sterol compositions were campesterol 20.35%, stigmasterol 9.15%, ${\beta}$-sitosterol 43.49%, ${\Delta}^7$-sterol 11.25% and others 15.76% by method of triangulation and campesterol 16.79%, stigmasterol 8.69%, ${\beta}$-sitosterol 44.58%, ${\Delta}^7$-sterol 14.28% and others 15.56% by method of planimetry. Campesterol 12.45%, stigmasteriol 5.40%, ${\beta}$-sitosterol 72.32% and ${\Delta}^7$-Sterol 9.83% by method of triangulation-and campesterol 13.00%, stigmasterol 3.76%, ${\beta}$-sitosterol 74.57% and ${\Delta}^7$ sterols 8.67% by method of planimetry of perilla oil. Contents of totalsterol in Korean edible oils were 0.82% by rape, 0.58% by sesame and 0.45% by perilla, respectively.

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Norsesquiterpene and Steroid Constituents of Humulus japonicus

  • Yu, Byung-Chul;Yang, Min-Cheol;Lee, Kyu-Ha;Kim, Ki-Hyun;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.13 no.4
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    • pp.332-336
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    • 2007
  • Five steroids and two norsesquiterpene glycosides were isolated from the methanol extract of H. japonicus. Their structures were determined by means of physio-chemical and spectral data to be friedelin (1), stigmast-5-en-3-${\beta}$-ol (${\beta}$-sitosterol) (2), 7-keto-${\beta}$-sitosterol (3), 6${\beta}$-hydroxy-4-stigmasten-3-one (4), 7${\alpha}$-hydroxy-${\beta}$-sitosterol (5), 3-hydroxy-4,4-dimethyl-4-butyrolactone (6), daucosterol (7), (6S, 9S)-roseoside (8), and (9S)-drummondol-9-O-${\beta}$-D-glucopyranoside (spinoside B) (9). The compounds 1, 3, 4, and 6 - 9 were first isolated from this plant source.

Isolation of 3-O-($4^1$Hhydroxybenzyl)-$\beta$-sitosterol and 4-[$4^1$($4^{11}$-hydroxybenzyloxy)benzyloxy]benzyl methyl Ether from Fresh Tubers of Gastrodia elata

  • Choi, Hye-Sook Yun;Pyo, Mi-Kyung;Park, Kyung-Mi
    • Archives of Pharmacal Research
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    • v.21 no.3
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    • pp.357-360
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    • 1998
  • Two new 4-hydroxybenzyl alcohol derivatives (1 and 2) were isolated from the methanol extract obtained from fresh tubers of Gastrodia elata together with 4-hydroxybenzyl methyl ether, 4-hydroxybenzyl alcoho, bis(4-hydroxyphenyl)methane, 4-hydroxybenzaldehyde, $\beta$-sitosterol and plamitic acid. 1 and 2 were identified as 3-O-($4^1$-hydroxybenzyl)-$\beta$-sitosterol and 4-[$4^1$-($4^{11}$-hydroxybenzyloxy)benzyloxy]benzyl methyl ether, respectively, according to the spectroscopic data.

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