• Title/Summary/Keyword: ${\beta}-sitosterol(2)$

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Constituents of the Fruits and Leaves of Euodia daniellii

  • Yoo, Sang-Woo;Kim, Ju-Sun;Kang, Sam-Sik;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo;Bae, Ki-Hwan;Lee, Chong-Ock
    • Archives of Pharmacal Research
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    • v.25 no.6
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    • pp.824-830
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    • 2002
  • Four flavonoid glycosides, flavaprin (7), evodioside B (8), vitexin (11), and hesperidin (12), as well as the coumarins bergapten (1), xanthotoxin (2), and isopimpinellin (3), the lignan simplexoside (10), the steroids ${\beta}-sitosterol$ (4) and daucosterol (5), the limonoids isolimonexic acid (6) and limonin (9), and uracil (13) and myo-inositol (14) have been isolated from Euodia daniellii. The structures of these compounds were established from spectral data. Among the isolates, bergapten showed cyclooxygenase-2 inhibitory activity with an $IC_{50}$ value of $6.2{\;}{\mu\textrm{g}}/ml. Flavonoids isolated from this plant exhibited no cytotoxic activity against the human tumor cell lines, A549, SKOV-3, SKMEL-2, XF498, and HCT15.

Apoptosis-Inducing Costunolide and a Novel Acyclic Monoterpene from the Stem Bark of Magnolia sieboldii

  • Park, Hee-Juhn;Kwon, Sang-Hyuk;Han, Yong-Nam;Choi, Jong-Won;Miyamoto, Ken-ichi;Lee, Sung-Ho;Lee, Kyung-Tae
    • Archives of Pharmacal Research
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    • v.24 no.4
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    • pp.342-348
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    • 2001
  • In a course of obtaining more amount of bioactive costunolide and successive phytochemical isolation from Magnolia sieboldii (Magnoliaceae), a novel acyclic monoterpene 1 named deoxygeraniol (2,6(E)-dimethyl-2,6-octadiene) was isolated along with $\beta$-sitosterol 3-O-linoleate (2), trilinolein (3) and high amount of costunolide (4) in the pure state. The structure of compound 1 was determined on the basis of spectroscopic data. Costunolide was found to induce apoptotic cell death in a dose-dependent manner by nucleosomal DNA ladder and flow cytometric analysis. Immunoblot analysis showed that the level of the anti-apoptotic protein, Bcl-2, was decreased, whereas the cleavage of poly-(ADP-ribose) polymerase was, activated furthermore, the N-acetyl-L-cysteine antioxidant effectively prevented costunolide-induced cytotoxicity. These results suggest that costunolide-induced cell death is mediated by reactive oxygen species.

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Phytonutrient Profile of Purple Perilla (Perilla frutescens var. crispa) Seeds

  • Bhandari, Shiva Ram;Lee, Ju-Kyong;Lee, Young-Sang
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.56 no.3
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    • pp.199-204
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    • 2011
  • To characterize phytonutrients, the seeds of 12 purple Perilla (Perilla frutescens var. crispa) accessions collected from Korea and Japan were used for quantitative analysis of tocopherols, phytosterols, squalene and fatty acids. The average tocopherol, squalene and phytosterols contents were 12.2 mg $100g^{-1}$, 3.99 mg $100g^{-1}$ and 77.20 mg $100g^{-1}$, respectively. Among 4 tocopherol (T) isomers (${\alpha}$-T, ${\beta}$-T, ${\gamma}$-T, and ${\delta}$-T), ${\gamma}$-T was present in the highest quantity (11.03 mg $100g^{-1}$) with the least variation (CV = 13.7%), while ${\beta}$-T was present in lowest quantity (0.25 mg 1$100g^{-1}$). Compared to campesterol (4.36 mg $100g^{-1}$) and stigmasterol (13.32 mg $100g^{-1}$), ${\beta}$-sitosterol exhibited higher quantity (59.51 mg $100g^{-1}$) with 9.5% of variation. The major fatty acids were unsaturated fatty acids such as linolenic (61.5%), linoleic (17.3%), and oleic (9.9%) acids compared to saturated ones: palmitic (7.6%) and stearic (3.7%) acids. When Korean and Japanese accession were compared, almost no difference in content could be observed, while more variation as evaluated by CV (%) could be observed in Japanese accession in most phytonutrients suggesting wider genetic variation of purple Perilla in Japan. Presence of all above-mentioned phytonutrient compounds strongly suggested health beneficial value of purple Perilla seeds.

In Vitro Peroxynitrite Scavenging Activity of 6-Hydroxykynurenic Acid and Other Flavonoids from Gingko biloba Yellow Leaves

  • Hyun, Sook-Kyung;Jung, Hyun-Ah;Chung, Hae-Young;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.29 no.12
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    • pp.1074-1079
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    • 2006
  • As part of our research on phytochemicals that exert protective effects against diseases related to reactive nitrogen species, we have evaluated the scavenging activity of the yellow leaves of Ginkgo biloba on $ONOO^{-}$. The methanol extract and ethyl acetate fraction obtained from yellow leaves of G. biloba evidenced a marked scavenging activity on authentic $ONOO^{-}$. Repeated column chromatography of the active ethyl acetate soluble fraction on silica gel, Sephadex LH-20, and RP-18, resulted in the purification of 15 known compounds, including sciadopitysin (1), ginkgolide B (2), bilobalide (3), isoginkgetin (4), kaempferol (5), luteolin (6), protocatechuic acid (7), bilobetin (8), amentoflavone (9), ${\beta}-sitosterol$ glucopyranoside (10), kaempferol 3-O-rhamnopyranoside (11), kaempferol 3-O-glucopyranoside (12), kaempferol $3-O-[{6^{'}-O-p-coumaroyl-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-L-rhamnopyranoside]$ (13), kaempferol 3-O-rutinoside (14), and 6-hydroxykynurenic acid (15). Among the compounds isolated, flavonoids (5, 6 and 11-14), protocatechuic acid (7), and 6-hydroxykynurenic acid (15) all exhibited marked scavenging activities on authentic $ONOO^{-}$. The $IC_{50}$ values of 5-7, 11-14 and 15 were as follows: $2.86{\pm}0.70,\;2.30{\pm}0.04,\;2.85{\pm}0.10,\;5.60{\pm}0.47,\;4.16{\pm}1.65,\;2.47{\pm}0.15,\;3.02{\pm}0.48,\;and\;6.24{\pm}0.27\;{\mu}M$, respectively. DL-Penicillamine ($IC_{50}=4.98{\pm}0.27\;{\mu}M$) was utilized as a positive control. However, the other compounds (1-4, 8-10) exerted no effects against $ONOO^{-}$.

Studies on the Ginseng Plants(I) -Saponins and Sapogenins from American Ginseng Plants- (인삼식물(人蔘植物)에 관(關)한 연구(硏究)(I) -미국인삼(美國人蔘) 사포닌 및 그 비당체(非糖體)-)

  • Kim, Jung-Yun;Staba, E. John
    • Korean Journal of Pharmacognosy
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    • v.4 no.4
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    • pp.193-203
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    • 1973
  • The saponins of two- and four-year-old American ginseng plants (Panax quinquefolium L.) (Araliaceae) collected in July and September were studied. American ginseng saponins (panaquilins) differ from Korean ginseng $(Panax ginseng\;C.A.\;M_{EYER})$ saponins (ginsenosides). The American ginseng saponins separated and named were panaquilins A, B, C, D, E-1, E-2, E-3, G-1, G-2, (c) and (d). One-dimensional thin-layer chromatography did not completely separate panaquilin mixture and was subject to misinterpretation. The panaquilins were more accurately separated and identified by the two-dimensional thin-layer method established. Some differences in American ginseng saponins were dependent upon the plant age, time of collection, and part extracted. The American ginseng sapogenin components are panaxadiol (panaquilins B and C), oleanolic acid (panaquilin D) and panaxatriol (panaquilin G-1). The panaquilins E-1, E-2 and E-3 mixture contained both panaxadiol and panaxatriol. The genins of panaquilins A, (c), (d) and G-2 were not identified. In addition, ${\beta}-sitosterol$ and stigmasterol were identified from the root ether extracts.

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Phytochemical and biological investigations of Polygonum lanatum

  • Chowdhury, Sadia A.;Sohrab, Mohammad H.;Haque, Mohammad R.;Hasan, Choudhury M.;Rashid, Mohammad A.
    • Advances in Traditional Medicine
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    • v.8 no.1
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    • pp.97-102
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    • 2008
  • A total of five compounds namely, 2-methylanthracene-9, 10-dione (1), 1-hydroxy-6-methylanthracene-9,10-dione (2), $\beta$-sitosterol (3), stigmasterol (4) and sitosterone (5) were isolated from the stem extracts of Polygonum lanatum for the first time. The structures of the isolated compounds (1-5) were established by extensive spectroscopic studies, including 2D NMR such as $^{1}H-^{1}H$ COSY, HSQC and HMBC studies. The crude extracts and purified compound (1) were screened for antimicrobial activity against a wide range of Gram-positive and Gram-negative bacteria and fungi by the disc diffusion method. The n-hexane and dichloromethane soluble partitionates of the methanolic extract revealed mild to moderate inhibition of growth of the test organisms. The cytotoxic potential of the extractives and compound 1 was also determined by using brine shrimp lethality bioassay, where the extractives demonstrated significant cytotoxic activities.

Enzymatic Synthesis of Structured Lipids Containing Conjugated Linoleic Acid from Extracted Corn and Peanut Oil (추출된 옥수수유와 땅콩유로부터 Conjugated Linoleic Acid를 함유한 재구성지질의 효소적 합성 및 분석)

  • 김남숙;이기택
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.33 no.6
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    • pp.1000-1005
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    • 2004
  • Structured lipids (SLs) were synthesized by acidolysis of crude oils (corn and peanut oil) and conjugated linoleic acid (CLA) with a molar ratio of 1:3 (extracted oil:CLA) in a shaking water bath. The reaction was performed for various reaction time (1, 2, 3, 6 and 24 hr) at 55$^{\circ}C$ with 175 rpm catalyzed by sn -1,3 specific IM 60 lipase from Rhizomucor miehei. The content of the incorporated CLA increased with the prolonged reaction time, showing 7.5∼9.3 ㏖% in the synthesized SL triacylglycerol molecules from the extracted corn and peanut oil. However, total tocopherol content in SLs decreased up to about 20% compared to the content in extracted oils. Among the CLA isomers, 6.3∼7.5 ㏖% of cis 9,trans 11- and trans 10,cis 12-CLA known as physiologically active compounds are contained in corn and peanut SLs.

The Origin of Molluscs Sterol (1) The Sterol Compositon of Bivalves and Snails (연체동물의 스테롤의 기원에 관하여 (1) 2매패와 권패의 스테롤 조성의 차이)

  • JOH Yong Goe;KIM Yong Keun
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.9 no.3
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    • pp.185-193
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    • 1976
  • The sterol compositions of the Pelecypoda, M. sultataria, S. sachalinensis, and the Gastropoda, H. discus hannai Inc, T. cornutus were investigated. The results areas follows: 1. The contents of the unsaponifiables and sterols of the Pelecypoda, M. sulcataria, S. sathalinensis, and the Gastropoda, H. discus hannai Ino, T. cornutus, are $12.0\%,\;11.8\%,\;and\;16.2\%,\;15.3\%$, respectively. 2. The complex sterols from the Pelecypoda and Gastropoda are well separated on Silica Gel HF 254 TLC impregnated with $15\%$ silver nitrate. 3. The prominent sterols of the Pelecypoda, M. sulcateria and S. sachalinensis, are 22-trans-24-norcholesta-5, $22-dien-3\beta-ol$ $3.0\%\;3.9\%$ 22-dehydrocholesterol $6.7\%,\;10.2\%$, cholesterol $39.0\%,\;48.6\%$ brassicasterol $14.1\%,\;13.8\%$ 24-methylenecholesterol $19.4\%,\;11.5\%$, stigmasterol $2.4\%,\;0\%$ $\beta-sitosterol\;10.5\%,\;11.9\%$, and fucosterol $4.3\%,\;0\%$. 4. Abalone, H. discus hannai Ino, and T. cornutus contain cholesterol $98.0\%,=97.5\% as main component with small amounts of 22-dehydrocholesterol, brassicasterol and desmosterol. In H. discus hannai rno, 24-methylenecholesterot and fucosterol are also found.

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Antibacterial Phytosterols and Alkaloids from Lycoris radiata

  • Lee, Dong Gu;Lee, Ah Young;Kim, Sun-Ju;Jung, Yong-Su;Lee, Dong-Hyouk;Cho, Eun Ju;Lee, Sanghyun
    • Natural Product Sciences
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    • v.20 no.2
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    • pp.107-112
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    • 2014
  • This research aimed to investigate the antibacterial activity of Lycoris radiata. The methanol extract and solvent fractions from L. radiata exhibited antibacterial activities against Escherichia coli, Staphylococcus aureus, and Helicobactor pylori. Open-column chromatography was used to isolate phytochemical constituents from L. radiata; spectroscopic analysis elucidated their structures as ${\beta}$-sitosterol (1), daucosterol (2), O-methyllycorenine (3), lycorenine (4), lycoricidinol (5), lycorine (6), and lycoricidine (7). Further testing of compounds 1 - 7 revealed antibacterial effects against E. coli, S. aureus, and H. pylori, which suggested the potential of these substances as antibacterial agents. We determined that compounds 1 and 2, isolated from the n-hexane fraction, were more effective against S. aureus and H. pylori. Compound 4, isolated from the methylene chloride fraction, exhibited noticeable antibacterial effects against E. coli. This study is the first report on the antibacterial activities of phytochemical constituents from L. radiata against E. coli, S. aureus, and H. pylori.

Lipoxygenase Inhibitory Constituents from Indigofera oblongifolia

  • Sharif, Ahsan;Ahmed, Ejaz;Malik, Abdul;Riaz, Naheed;Afza, Nighat;Nawaz, Sarfraz Ahmad;Arshad, Muhammad;Shah, Muhammad Raza;Chaudhary, Muhammad Iqbal
    • Archives of Pharmacal Research
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    • v.28 no.7
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    • pp.761-764
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    • 2005
  • Indigin, alkylated xanthene (1) and indigoferic acid (2) have been isolated from the chloroform soluble fraction of Indigofera oblongifolia, along with $\beta$-sitosterol (3) and 3-hydroxybenzoic acid (4), which are reported for the first time from this species. Their structures were determined through spectroscopic techniques. Both the new compounds 1 and 2 showed significant activity against enzyme lipoxygenase, while 2 further showed moderate inhibition against BChE.