• 제목/요약/키워드: $\beta$-sitosterol

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

  • 정혜실;이은주;이제현;김주선;강삼식
    • 생약학회지
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    • 제39권3호
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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.

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

  • 조민정;박미정;이흠숙
    • 한국식품과학회지
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    • 제39권1호
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    • pp.77-82
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    • 2007
  • 쑥갓의 항산화 활성을 알아보기 위해 쑥갓 총 메탄올추출물의 아질산염 소거작용과 SOD 유사활성을 측정하였다. 아질산염 소거작용과 SOD 유사활성을 가지고 있는 총 메탄올 추출물로부터 클로로포름, n-부탄올 및 물 분획물을 제조하여 각각의 활성을 측정하였다. pH가 1.5일 때의 클로로포름 분획물의 $IC_{50}$값은 39ppm으로 가장 우수한 아질산염 소거작용을 보였으며, vitamin C와 chlorogenic acid의 $IC_{50}$값이 15ppm과 36ppm일 때 클로로포름 분획물은 양성대조군인 chlorogenic acid와 동등한 소거작용을 보였다. 아질산염 소거작용에 대하여 유의성 있게 높은 활성을 나타낸 클로로포름 분획물을 silica gel 컬럼크로마토그래피와 sephadex LH-20 컬럼크로마토그래피를 이용하여 분획의 활성성분인 compound I을 분리하였다. 분리된 compound를 $^{1}H-NMR$$^{13}C-NMR$ spectral data를 통하여 구조를 동정한 결과 compound I은 ${\beta}-sitosterol-O-{\beta}-D-glucoside$임을 확인하였다. Compound I과 그 aglycone인 ${\beta}-sitosterol$의 아질산염 소거작용과 SOD 유사활성은 다소 차이가 있었다. 양성대조군으로 사용한 vitamin C와 chlorogenic acid의 $IC_{50}$값이 pH 1.5에서 각각 15ppm과 36ppm일때 compound I의 $IC_{50}$값이 335ppm, ${\beta}-sitosterol$$IC_{50}$값이 41ppm으로 가수분해된 aglycone이 아질산염 소거작용이 훨씬 높았다. SOD 유사활성의 경우 vitamin C와 chlorogenic acid의 $EC_{50}$ 값은 38ppm, 449ppm으로 이와 비교시 ${\beta}-sitosterol$과 배당체의 $EC_{50}$ 값은 1,291ppm과 2,000ppm 이상으로 나타났다.

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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    • 제6권2호
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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.

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

  • 김현철;정하영;이소연;정호용;김유정;백남인;김성훈;최근원;김대근;권병목;박미현;정인식
    • Applied Biological Chemistry
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    • 제48권4호
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    • pp.425-430
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    • 2005
  • [${\beta}-sitosterol$]은 식물 스테롤로서 인간의 전립선암과 대장암 세포의 성장을 억제하고 생체내 콜레스테롤 농도를 감소시킨다. 본 연구에서는 쑥갓세포 배양에서 ${\beta}-sitosterol$ 생산의 최적화 연구를 수행하였다. 그래서 쑥갓(Chrysanthemum coronarium L.)으로부터 캘러스 유도는 NAA와 BAP의 농도가 각각 1 mg/l의 조합에서 최적이었으며 이들 캘러스로부터 현탁배양 세포주를 확립하였다. 현탁 배양시 초기 세포농도 2 g DCW/l에서 조성이 각각 1배인 탄소원(30 mg/l), 질소원(1900 mg/l $KNO_3$, 1650mg/l $NH_4NO_3$), 무기인산원(170 mg/l)을 포함하는 MS 배지에서 ${\beta}-sitosterol$ 생산이 최적으로 나타났다. Shake-flask를 이용한 현탁배양에서 ${\beta}-sitosterol$의 최대 생산량은 $150{\mu}g/g$ DCW이었다. 그리고 공기부유식 생물반응기의 배양에서는 100 cc/ml의 통기량에서 ${\beta}-sitosterol$의 생산이 $142.8{\mu}g/g$ DCW으로 나타났다.

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
    • 한국식품저장유통학회:학술대회논문집
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    • 한국식품저장유통학회 2003년도 춘계총회 및 제22차 학술발표회
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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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수오공의 화학성분 (Chemical Constituents of Kyllinga brevifolia)

  • 신동인;김진웅
    • 약학회지
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    • 제38권6호
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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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Ascorbic Acid의 산화억제 (The Constraint for Oxidation of Ascorbic Acid)

  • 이강연;한창규;조춘구
    • 대한화장품학회지
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    • 제25권3호
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    • pp.67-86
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    • 1999
  • 기능성 물질로서 다양한 생리적 기능을 가진 ascorbic acid는 구조적으로 불안정하여 쉽게 산화되는데 이러한 ascorbic acid의 산화를 억제하기 위해 리포좀에 순수한 ascorbic acid를 봉입시켜 안정한 리포좀을 제조하였다. 안정한 리포좀의 제조를 위해 cholesterol이나 $\beta$-sitosterol 이 리포좀의 안정화에 미치는 영향을 측정하였으며 ascorbic acid의 산화방지를 위해 항산화제로 butylated hydroxytoluene(BHT), tertiary butylhydroquinone(TBHQ)와 $\alpha$-glycosyl rutin, natural concentrated tocopherol을 사용하였다. 리포좀 제조시 cholesterol이나 $\beta$-sitosterol을 사용한 경우 ascorbic acid의 산화가 감소하였는데 이는 cholesterol이나 $\beta$-sitosterol이 리포좀의 이중막을 강화하여 봉입한 ascorbic acid의 방출을 감소시켜 산화를 방지하는 것으로 생각된다 또한 cholesterol의 농도가 0.3%인 경우 가장 안정한 리포좀이 생성됨을 알 수 있었다. 사용된 항산화제는 ascorbic acid에 대하여 모두 산화억제효과를 나타내었으며 tertiary butylhydroquinone, $\alpha$-glycosyl rutin, butylated hydroxytoluene, natura] concentrated tocopherol 순으로 우수함을 보였다. 그러나 제약 및 화장붐에 사용되는 ascorbic acid의 산화억제에는 효과가 가장 좋은 합성 항산화제인 tertiary butylhydroquinone보다 천연물질에서 추출한 항산화제인 $\alpha$-glycosyl rutin이 더 적합할 것으로 생각된다.

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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- (Studies on the Constituents of Korean Plant Edible Oils and Fats -Part 1. Composition of the sterol fraction of rape, sesame and perilla oils-)

  • 고영수;장유경;이효지;우상규;양저범
    • Journal of Nutrition and Health
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    • 제10권2호
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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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    • 제13권4호
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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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    • 제21권3호
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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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