• 생약학회지
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• 제23권1호
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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.

• Natural Product Sciences
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• 제6권3호
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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.

• 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.

• 생약학회지
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• 제21권1호
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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.

• 약학회지
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• 제39권2호
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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.

• 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.

• 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.

• Natural Product Sciences
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• 제28권2호
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• pp.45-52
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• 2022

The identification of Plasmodium falciparum enoyl acyl-carrier protein reductase (pfENR) is considered as a potential biological target against malaria. Trema orientalis is considered a rich source of phytochemicals useful in malaria treatment. This study evaluated the in-vitro inhibitory activity of the extract and isolated compounds of T. orientalis leaf; the isolated compounds and the analogues of the most active compound were subjected to in-silico molecular docking studies on pfENR. The methanolic extract of T. orientalis was subjected to repeated chromatographic separation which led to the isolation of some compounds. The isolated compounds from the plant were examined for their antimalarial activity using β-hematin inhibition assay. Virtual screening via molecular docking and ADMET studies were conducted to gain insight into the mechanism of binding of ligand and to identify effective pfENR inhibitors. The isolated compounds and the analogues of the most active isolates were gotten from PubChem library for use in docking study. Hexacosanol and β-sitosterol showed inhibition of the β-hematin formation. The docking results showed that hexacosanol, β-sitosterol and the analogues of β-sitosterol displayed binding energy ranging between -6.1 kcal/mol and -11.6 kcal/mol. Sitosterol glucoside has the highest docking score. Some of the ligands showed more binding affinity than known bioactive compounds used as reference. Analogues of β-sitosterol has been shown to be potential inhibitors of pfENR, therefore, the findings from this study suggest that sitosterol glucoside and ergosterol peroxide could act as antimalarial agents after further lead optimisation investigations.

• 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.

• 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 $^{1}H-NMR$과 $^{13}C-NMR$ 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, ${\beta}-sitosterol$의 $IC_{50}$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.