• Title/Summary/Keyword: Stigmasterol

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Isolation and Identification of Lipids from the Fruits of Acanthopanax sessiliflorus (오가피(Acanthopanax sessiliflorus Seeman) 열매로부터 지질 화합물의 분리 및 동정)

  • Kim, Su-Yeon;Lee, Dae-Young;Seo, Kyeong-Hwa;Rho, Young-Deok;Kim, Gye-Won;Cheoi, Dae-Sung;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.55 no.2
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    • pp.103-107
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    • 2012
  • Acanthopanax sessiliflorus Seeman fruits (Araliaceae) were extracted at room temperature with 70% aqueous ethanol (EtOH). The concentrated extract was partitioned with ethyl acetate (EtOAc), n-butyl alcohol, and $H_2O$, successively. From the EtOAc fraction, four compounds were isolated through the repeated silica gel and octadecyl silica gel (ODS) column chromatographies. According to the results of physico-chemical and spectroscopic data including NMR, IR, and gas chromatography/mass spectrometer, the chemical structures of the compounds were determined as stigmasterol (1), linoleic acid (2), ${\beta}$-sitosterol (3), and stigmast-5-en-$3{\beta}$,$7{\beta}$-diol (4).

The dehiscence process in Panax ginseng seeds and the stigmasterol biosynthesis pathway in terms of metabolomics

  • Min, Jung Eun;Long, Nguyen Phuoc;Hong, Ji Yeon;Kim, Sun Jo;Anh, Nguyen Hoang;Wang, Daijie;Wang, Xiao;Park, Jeong Hill;Kwon, Sung Won;Lee, Seul Ji
    • Journal of Ginseng Research
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    • v.46 no.2
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    • pp.225-234
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    • 2022
  • Background: Ginseng, officially known as Panax ginseng Meyer, has been traditionally used as a medicinal herb, particularly in Asia. Ginseng is propagated from seeds; however, seed germination is challenging, especially in its natural environment on farms. The seeds typically exhibit morphophysiological dormancy and require release from both morphological and physiological dormancy before germination. Although some studies have proposed methods for increasing seed germination rates, the underlying mechanisms of its dormancy release process remain unclear. Here, we investigated metabolic alterations during dehiscence in P. ginseng to determine their potential roles in dormancy release. Methods: We compared the ginseng seed metabolome before and after dehiscence and the ginsenoside and phytosterol compositions of the seeds in both periods in the presence of related enzymes. Results: After seed dehiscence, the sugar, amino acid, and squalene concentrations were significantly altered, phytosterols associated with the stigmasterol biosynthesis pathway were increased, while ginsenoside and brassinosteroid levels were not significantly altered. In addition, squalene epoxidase, cycloartenol synthase, 24-methylenesterol C-methyltransferase, and the stigmasterol biosynthesis pathway were activated. Conclusion: Overall, our findings suggest that morphological activities that facilitate ginseng seed growth are the primary phenomena occurring during the dehiscence process. This study improves the understanding of P. ginseng germination processes and promotes further research of its germination and cultivation.

Screening of Antioxidation-related Functional Components in Brans of the Pigmented Rices (유색미 겨에 함유된 항산화 효과 관련 기능성 성분의 검정)

  • Kang, Mi-Young;Nam, Yeon-Ju;Nam, Seok-Hyun
    • Applied Biological Chemistry
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    • v.48 no.3
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    • pp.233-239
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    • 2005
  • Lipid-soluble fractions extracted with methylene chloride and ethyl acetate as well as 70% ethanolic extract were made from 5 cultivars of the pigmented rice brans (DZ 78, Elwee, LK1A-2-12-1-1, LK1-3-6-12-1-1 and Killimhukmi) to determine their antioxidative activities and to measure the contents of phenolic compounds, phytic acid, together with unsaponificated compounds such as retinol, tocopherol and stigmasterol. We also attempted to characterize candidate components in charge of antioxidation and measure their relative contents in each methylene chloride and ethyl acetate fraction by using GC-MS techniques. As the results, we found a 30% higher antioxidative activity with 26-fold greater phenolic compound content of the pigmented rices as compared to those of the normal rice. Especially, in Killimhukmi, the contents of the unsaponificated compounds such as retinol, tocopherol and stigmasterol were also found to be more than 2.3-fold greater than those of normal rice. However, we could not find the overall correlations between antioxidativity of rices and their color values, or unsaponificated compounds contents. Methylene chloride fraction from Killimhukmi and LK1A-2-12-1-1, both showing strong antioxidativity, contained relatively high contents of (Z)-9-hexadecenyl ester-9-octadecanoic acid and 2-Hydroxyl-1-1(hydroxymethyl) ethyl-9-octadecanoic acid, respectively. In ethyl acetate fractions, on the contrary, 1H indene, methyl ester-tetradecanoic acid and methyl ester-hexadecanoic acid were detected as the commonly-occurring substances in the 5 cultivars of pigmented rices, implying a possible role in antioxidative action.

Optimization for the Phytosterol Extraction and Production of Structured Lipids from Safflower seed (홍화씨로부터 Phytosterol 추출의 최적화 및 재구성지질의 합성)

  • 박래균;이기택
    • Food Science and Preservation
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    • v.10 no.2
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    • pp.219-223
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    • 2003
  • Response surface methodology was used for monitoring and optimizing the extraction conditions of campesterol, stigmasterol, ${\beta}$ -sitosterol, and total sterols from the safflower seed. The conditions of phytosterol extraction were optimized by using central composite design with the temperature(35∼75$^{\circ}C$, X$_1$), the time (1∼11hr, X$_2$), and the preheating temperature(60∼100$^{\circ}C$, X$_3$) as three variables. The extraction conditions for maximum campesterol content were 59.01$^{\circ}C$(X$_1$), 2.88hr(X$_2$), and 75.04$^{\circ}C$(X$_3$). But stigmasterol, ${\beta}$ -sitosterol and total sterols were not significantly different under designed extraction condition in this study. Besides, oil was extracted from safflower seed at various conditions and yields were 23.44% at 35$^{\circ}C$ and 20.05% at 80$^{\circ}C$, respectively. Total tocopherol content increased from 0.172% to 0.207% as the extraction temperature increased from 35$^{\circ}C$ to 80$^{\circ}C$. A structured lipids(SL) was synthesized enzymatically by extracted safflower oil and conjugated linoleic acid(CLA). After 24hr reaction, 31.79 mol% CLA was incorporated into the extracted safflower oil.

Studies on the Contents of Special Components and Estimation of Purity in Sesame oil -I : Contents of Sesamin and Sterols- (참기름의 특이성분함량(特異成分含量)과 순도결정(純度決定)에 관(關)한 연구(硏究) (제(第) 1 보(報)) -Sesamin 및 관련(關聯)Sterol를 중심(中心)으로-)

  • Ro, Ihl-Hyeob;Lee, Moon-Sun
    • Journal of Nutrition and Health
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    • v.16 no.2
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    • pp.107-114
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    • 1983
  • There has been no specific test available for identifying the sesame oil among common edible oils. As the contents of sesamin and the ratio of sterols allowed the estimation for the genuine sesame oil, the author investigated to establish some instrumental methods for verification of genuine sesame oil and its distribution in the market. The sesame oil was saponified and the sesamin and sterols were isolated from the unsaponiable fraction by Florisil column chromatography. The individual components were determined by gas- chromatography and sesamin standard (purified sesamin) was obtained by silicagel column chromatography. The gas- chromatographic condition using Flame Ionization Detector supported on 10% OV-101 with di-(2-ethylhexyl) sebacate as an internal standard was suitable, and quantitation of sesamin and sterols, including campesterol, stigmasterol and ${\beta}-sitosterol$ was carried out. The results of this study showed that contents of sesamin in genuine sesame oil were 0.3-0.5% and the ratio of stigmasterol to compesterol was 0.3-0.6 and ${\beta}-sitosterol$ to campesterol 3.0-3.8. The 50 samples from the markets in Seoul were composed of 70% genuine sesame oil, and others were mixed with palm oil, rape seed oil and soybean oil.

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Studies on the Sterol Components of Evodia daniellii $H_{EMSLEY}$ in Korea (II) (한국산(韓國産) 수유나무의 Sterol 성분(成分)에 관(關)한 연구(硏究) (II))

  • Chung, Bo-Sup;Ko, Young-Su
    • Korean Journal of Pharmacognosy
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    • v.8 no.4
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    • pp.149-153
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    • 1977
  • Evodia daniellii $H_{EMSLEY}$ (Rutaceae) is cultivated in Korea and used as a folkmedicine for gastric inflammation, extermination of noxious insects, headache and antiinflammatory. The seed oil of this plant also has been used in various diseases, for example, dermatitis, scabies and so forth. Fructus Evodiae seed oil sterols were obtained from the nonsaponifiable matters of ethereal extract of the seed. The composition of sterols have been determined by gas liquid chromatography and thin layer chromatography on the preparative plates. It was noted that ${\beta}-sitosterol$ was the major sterols in the Evodia daniellii $H_{EMSLEY}$ in Korea. The results showed that contents of Evodia daniellii $H_{EMSLEY}$ sterols were campesterol 14.01%, stigmasterol 4.36%, ${\beta}-sitosterol$ 71.26%, ${\delta}^7-sterol$ 9.21% and unknown sterol 1.16% by method of triangulation and campesterol 13.02%, stigmasterol 3.87%, ${\beta}-sitosterol$ 74.34%, ${\delta}^7-sterol$ 8.67% and unknown sterol 1.85% by method of planimetry.

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Chemical Components of the Root of Veronicastrum sibiricum Pennell (냉초(冷草)의 화학성분(化學成分) 연구(硏究))

  • Lee, Sook-Youn;Yu, Seung-Jo;Chi, Hyung-Joon
    • Korean Journal of Pharmacognosy
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    • v.18 no.3
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    • pp.168-176
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    • 1987
  • Veronicastrum sibiricum (L.) Pennell (Scrophulariaceae) is a perennial herb growing in moist land. It has been used as a korean folk medicine in treating common cold, leucorrhea, cystitis and liver damage and as cholagogue. The present study dealt with the elucidation of the chemical components. From the roots of the plant, five iridoids were isolated and identified as minecoside $(mp\;142{\sim}3^{\circ})$, 6-O-veratryl catalpol ester $(mp\;216{\sim}8^{\circ})$, catalpol $(mp\;204{\sim}6^{\circ})$, aucubin $(mp\;180{\sim}2^{\circ})$ and 6-desoxy-8-isoferuloyl harpagide $(mp\;139{\sim}41^{\circ})$. Furthermore, ${\beta}-sitosteryl-3-O-D-glucoside$, campesteryl 3-O-D-glucoside, ${\beta}-sitosterol$, campesterol, stigmasterol and mannitol were also isolated.

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홍화유 Tocopherol 분석, Phytosterol 추출 최적화 및 CLA를 함유한 재구성지질 합성

  • 박래균;이기택
    • 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.104.1-104
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    • 2003
  • 홍화유를 35$^{\circ}C$, 8$0^{\circ}C$ 추출조건 온도에서 각각 1, 3, 6시간 추출하여 HPLC 사용하여 $\alpha$,${\gamma}$,$\delta$-tocopherol 정량하였다. 정량결과 $\alpha$-tocopherol 함량이 ${\gamma}$-tocopherol 함량 보다 높게 나타났으며 $\delta$-tocopherol은 검출되지 않았다 총 tocopherol 함량은 35$^{\circ}C$ 추출조건에서 보다 8$0^{\circ}C$ 추출조건에서 높게 나타났으며 8$0^{\circ}C$ 6시간 추출조건에서 0.23%라는 함량을 나타났다. 또한 반응표면분석에 의하여 홍화유 추출조건에 따른 campesterol, stigmasterol, $\beta$-sitosterol 및 total sterol의 추출 최적화를 모니터링하였으며, 추출온도(35~75$^{\circ}C$, X$_1$), 추출시간(1~11시간, X$_2$), 시료의 전처리 가공 온도(60~10$0^{\circ}C$, X$_3$)를 변수로 한 중심합성계획으로 추출조건을 최적화하였다 추출온도, 추출시간 및 시료의 전처리 가공 온도가 각각 54.69$^{\circ}C$, 4.02시간, 98.37$^{\circ}C$ 이었을 때 campesterol은 0.3852% 추출율을 보였으나 stigmasterol, $\beta$-sitosterol 및 total sterol 반응표면분석 결과 유의차가 없었다. 한편, 추출된 홍화유와 conjugated linoleic acid (CLA)를 1:3 ㏖ 비율로 혼합한 후 고정화효소인 IM60 lipased와 1, 2, 3, 6, 24시간 동안 합성하여 재구성지질을 생성하고 GC에 의해 지방산 조성을 분석한 결과, 총 CLA의 함량은 각각 2.134%, 6.524%, 8.606%, 21.590%, 31.791%로 증가됨을 알 수 있었다.

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