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

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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.

Cardenolides and ${\beta}$-Sitosterol Glucoside from Pergularia tomentosa L. (Pergularia tomentosa L.로부터의 카르데노리드와 ${\beta}$-시토스테롤 글루코사이드)

  • Gohar, Ahmed A.;El-Olemy, M.M.;Abdel-Sattar, Essam;El-Said, M.;Niwa, M.
    • Natural Product Sciences
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    • v.6 no.3
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    • pp.142-146
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    • 2000
  • The aerial parts of Pergularia tomentosa L. afforded three cardenolides, desglucouzarin, coroglaucigenin and uzarigenin, in addition to ${\beta}$-sitosterol$glucoside. The isolated compounds were identified by physical and spectral means, including IR, UV, $$[{\alpha}]_D$, 1D-, 2D-NMR and FAB-MS experiments. The cardenolides, ghalakinoside, calactin and pergularoside previously reported from roots, were also identified in the aerial parts.

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Studies on the Effect of Korean Ginseng Components on Acetic acid Fermentation. [II] (인삼성분이 초산발효에 미치는 영향에 관한 연구(제2보))

  • 남성희;유태종
    • Journal of Ginseng Research
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    • v.4 no.2
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    • pp.133-145
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    • 1980
  • In order to find out the inhibitors of acetic acid fermentation in Korean ginseng (Panax Sin son C. A. Meyer), total aglycone, panaxadiol, panaxadiol, oleanolic acid and ${\beta}$ -sitosterol were added to the basal medium, respectively, and a surface culture was carried out at 30$^{\circ}C$. The results were as follows: 1 . Saponins lost their activity to inhibit the acetic acid fermentation by hydrolysis. 2 Panaxadiol inhibited slightly, and the degree of inhibition was about 1/300 of that of free saponins. 3. Panaxadiol and oleanolic acid inhibited silighly similar to total aglycone. 4. Acetic acid fermentation was stimulated at the early stage when ${\beta}$-sitosterol was added to the media below the level of 0.000815%. But the fermentation was inhibited when media contained it more than that media 5. An over-oxidation of acetic acid was observed when the media contained total aglycone. panaxadiol, panaxatriol, oleanolic acid and ${\beta}$-sitosterol, respectively, while the media which contained sucrose, ginseng extracts ginseng saponins was shown not to be over-oxidized.

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Identification of Metabolites of Phytosterols in Rat Feces Using GC/MS

  • Song, Yun-Seon;Jin, Chang-bae;Park, Eun-Hee
    • Archives of Pharmacal Research
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    • v.23 no.6
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    • pp.599-604
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    • 2000
  • $\beta$-Sitosterol, campesterol and stigmasterol have been known to the phytosterols the most frequently found in plants. Metabolism of phytosterols was investigated using rat feces and liver microsomes. Feces were collected after phytosterols (a well characterized mixture of $\beta$-sitosterol 40%, campesterol 30% and dihydrobrasicasterol) were administered orally (0.5 ${g/kg$) to rats. Metabolites of phytosterols were identified using GC/MS. Three peaks were eluted at 12.47, 12.65, 12.87 min and had characteristic molecular ions m/z 428, 430, 432, respectively. Three fecal metabolites were identified as androstadienedione, androstenedione, and androstanedione. No metabolites could be detected in the rat liver microsomal reaction mixture. The results suggest that the metabolites of phytosterols in rat feces are formed by oxidation at 3- position, saturation at 5- and 6- position, and 17- side chain cleavage in the rat large intestine.

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Identification and Quantification of Phytosterols in Maize Kernel and Cob (옥수수 종실 및 속대의 Phytosterol 동정과 함량 변이)

  • Kim, Sun-Lim;Kim, Mi-Jung;Jung, Gun-Ho;Lee, Yu-Young;Son, Beom-Young;Kim, Jung-Tae;Lee, Jin-Seok;Bae, Hwan-Hee;Go, Young-Sam;Kim, Sang-Gon;Baek, Seong-Bum
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.63 no.2
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    • pp.131-139
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    • 2018
  • Unsaponifiables in the kernel and the cob of 7 maize varieties were analyzed by using thin-layer chromatography (TLC) and gas chromatography (GC) for the identification of phytosterols and their concentrations. The unsaponifiables of the kernel were clearly separated into band I (campesterol, stigmasterol, and ${\beta}$-sitosterol), band II (${\Delta}^5$-avenasterol), band III (${\Delta}^7$- stigmastenol), and band IV (${\Delta}^7$-avenasterol). In the cob, on the other hand, three or more bands were separated in addition to bands. The GC analysis of unsaponifiables showed good separation of campesterol, stigmasterol and ${\beta}$-sitosterol, but the mixture of ${\Delta}^7$-avenasterol (retention time[RT] 22.846), ${\Delta}^7$-stigmastenol (RT 22.852), and ${\Delta}^5$-avenasterol (RT 22.862) showed poor separation. Phytosterol content of the maize kernel was 635.9 mg/100 g, and that of the cob was 273.0 mg/100 g, respectively. The phytosterol content of the kernel was 2.4-fold higher than that of the cob. The phytosterol content of the kernel was higher in the order ${\beta}$sitosterol 80.05% > campesterol 10.5% > stigmasterol 9.46%, but that of the cob was higher in the order ${\beta}$-sitosterol 59.43% > stigmasterol 31.72% > campesterol 10.98%. Based on these results, it appears that the phytosterols of the maize kernel are synthesized in the maize cob and are transferred to the kernel, because the precursors (${\Delta}^7$-avenasterol, ${\Delta}^7$-stigmastenol, and ${\Delta}^5$-avenasterol) of major phytosterols were detected in maize cobs.

Primary study of sterols composition of Rhodiola sachalinensis by using GC/MS (GC/MS를 이용한 고산 홍경천의 스테롤 구성에 대한 초기연구)

  • Jin, Yinzhe;Li, Xifeng;Li, Donghao;Row, Kyung Ho
    • Analytical Science and Technology
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    • v.22 no.3
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    • pp.219-227
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    • 2009
  • The steroid compounds in Rhodiola sachalinensis were determined with adsorption column chromatographic purification and GC/MS. Sterols were extracted by sonication and Soxhlet with ethanol and dichloromethane, respectively. The extract was partitioned with chloroform and water using liquid-liquid extraction, and purified with a silica column after the sterols had been converted to the corresponding silyl derivatives with BSTFA. Eighteen free sterols, including $\beta$-sitosterol, stigmasterol and cycloartenol, and nine sterol conjugates were found from Rhodiola sachalinensis by GC/MS. Among them, cholest-5-ene-3-ol, cholesterol, stigmasterol, $\beta$-sitosterol were confirmed and quantified with sterol standards. Most sterols were presented in the chloroform part, with $C_{29}$ being the most abundant group in this sterol group. $\beta$-sitosterol was the most abundant compound with a relative content of 45.94% followed by ergost-7-ene-3-ol (11.33%), 4,14-dimethyl-ergosta-8,24(28)-diene-3-ol (7.07%), stigmasterol (6.09%), cycloartenol (5.43%) and 4-methyl-cholest-5-ene-3-ol (5.39%).

Steroids from the Aerial Parts of Artemisia princeps Pampanini

  • Yoo, Jong-Su;Ahn, Eun-Mi;Bang, Myun-Ho;Song, Myoung-Chong;Yang, Hye-Joung;Kim, Dong-Hyun;Lee, Dae-Young;Chung, Hae-Gon;Jeong, Tae-Sook;Lee, Kyung-Tae;Choi, Myung-Sook;Baek, Nam-In
    • Korean Journal of Medicinal Crop Science
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    • v.14 no.5
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    • pp.273-277
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    • 2006
  • Three stigmastane-type sterols and one ergostane-type sterol were isolated from the ethyl acetate soluble fraction of the aerial parts of Artemisia princeps Pampanini (Sajuarissuk). From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as $stigmasta-5,22-dien-3,{\beta}-ol (stigmasterol, 1),stigmast-5-en-3{\beta}-ol({\beta}-sitosterol,2), 5{\beta},8{\beta}-epidioxy-5{\beta},8{\beta}-ergosta-6,22-dien-3{\beta}-ol(ergosterol peroxide, 3),\;and\;{\beta}-sitosterol\;3-O-{\beta}D-glucopyranoside(daucosterol,4)$.

Phytochemical Studies on Reynoutriae Radix $('H\check{u}-Zh\grave{a}ng')$

  • Chi, Hyung-Joon;Kim, Hyun-Soo
    • Korean Journal of Pharmacognosy
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    • v.17 no.1
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    • pp.73-77
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    • 1986
  • Anthraquinones, physcion (I), mp $204{\sim}205^{\circ}$ and emodin (II), mp $254{\sim}255^{\circ}$, and $emodin-8-O-{\beta}-{_D}-glucoside$ (IV), mp $191{\sim}192^{\circ}$ together with ${\beta}-sitosterol$ glucoside (III), mp $280{\sim}282^{\circ}$ were isolated from the roots of Polygonum ellipticum Migo and P. sachalinense Fr. Schm. (Polygonaccae). Stilbene derivatives, 3,5,4'-trihydroxystibene (V), mp $258{\sim}260^{\circ}$ and $3,5,4'-trihydroxystilbene-3-O-{\beta}-{_D}-glucoside$ (VI), mp $142{\sim}144^{\circ}$ were also isolated.

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Triterpenoids and Flavonoids Isolated from the Leaves of Alnus firma (사방오리 잎의 Triterpenoid 및 Flavonoid 화합물)

  • Yu, Young-Beob;Nakamura, Norio;Miyashiro, Hirotsugu;Hattori, Masao;Park, Jong-Cheol
    • Korean Journal of Pharmacognosy
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    • v.38 no.1
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    • pp.76-83
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    • 2007
  • In this study, three triterpenoids, two steroids and nine flavonoids were isolated from the leaves of Alnus firma Sieb. et Zucc. On the basis of spectroscopic evidences, the structures of these compounds were established as ${\beta}$-amyrin acetate, ${\beta}$-amyrin, ${\beta}$-sitosterol, alnustic acid methyl ester, ${\beta}$-sitosterol glucoside, pinocembrin, alnustinol, quercetin, quercetin-3-O-${\alpha}$-L-arabinofuranoside, quercetin-3-O-${\alpha}$-L -rhamnopyranoside, quercetin-3-O-${\beta}$-D-glucopyranoside, myricetin-3-O-${\beta}$-D-galac-topyranoside, (+)-catechin and (-)-epicatechin.

Studies on the Chemical Constituents for the Unripe Fruits of Paeonia moutan (목단의 미숙(未熟) 과실(果實)의 성분(成分)에 관한 연구)

  • Kim, Young-Hee
    • Korean Journal of Pharmacognosy
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    • v.22 no.1
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    • pp.22-25
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    • 1991
  • From the fresh unripe fruits of Paeonia moutan Sim. (Paeoniaceae), paeoniflorin and its acyl congeners, benzoylpaeoniflorin and benzoyloxypaeoniflorin, along with ${\beta}-sitosterol$ and methyl gallate were isolated. All compounds were identified on the basis of spectral data and chemical reactions. However, paeonol was not detected from this plant parts. These results suggested that the chemical components of the unripe fruits were virtually similar to those of root barks.

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