• 제목/요약/키워드: Oleanolic acid

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STUDIES ON THE CONSTITUENTS OF RADIX PANAX GINSENG C.A. MEYER

  • Horhammer L.;Wagner H.;Lay H
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1974년도 학술대회지
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    • pp.45-48
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    • 1974
  • [ $\beta$-Sitosterol and oleanolic acid were isolated in a pure form from Radix Panax Ginseng, the genuine Ginseng drug, by column chromatography on Silicagel and aluminium oxide (Woelm). TLC indicates the presence of at least three other triterpene sapogenins.

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음나무 수피의 화학적 성분 (Chemical Components from the Stem Barks of Kalopanax septemlobus)

  • 홍성수;한두일;황방연;최우회;강호상;이명구;이돈구;이경순;노재섭
    • 생약학회지
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    • 제32권4호통권127호
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    • pp.302-306
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    • 2001
  • The stem barks of Kalopanax septemlobus were extracted with MeOH, and successively partitioned with $CH_2Cl_2$, EtOAc, BuOH and water. Repeated column chromatographic separation of the $CH_2Cl_2$ fraction resulted in the isolation of four compounds. Their structures were identified as ${\beta}-sitosterol$ (1), oleanolic acid (2), 3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (3) and (-)-balanophonin (4). This is the first report on the isolation of 3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (3) and (-)-balanophonin (4) from Kalopanax spp.

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Quantitative Determination of Triterpenoids from the Fruits of Zizyphus jujuba

  • Lee, Sang-Myung;Park, Jin-Kyu;Lee, Cheal-Gyu
    • Natural Product Sciences
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    • 제10권3호
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    • pp.93-95
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    • 2004
  • Eleven triterpenoids, colubrinic acid (1), alphitolic acid (2), 3-O-cis-p-coumaroyl alphitolic acid (3), 3-O-trans-p-coumaroyl alphitolic acid (4), 3-O-cis-p-coumaroyl maslinic acid (5), 3-O-trans-p-coumaroyl maslinic acid (6), betulinic acid (7), oleanolic acid (8), betulonic acid (9), oleanonic acid (10), and zizyberenalic acid (11), were isolated from the fruits of Zizyphus jujuba Mill. A simple and rapid HPLC method, using a $C_{18}$ column, has been developed for the quantitative analysis of these compounds 1 (0.74%),2 (0.09%), 3 (0.19%), 4 (0.19%), 5 (0.08%),6 (0.08%), 7 (0.41%), 8 (0.05%), 9 (0.50%),10 (0.59%), and 11 (0.19%).

모과로부터 산성 트리테르펜의 분리 및 동정 (Isolation and Characterization of Acidic Triterpenes from the Fruits of Chaenomeles sinensis)

  • 노승배;장은하;임광식
    • 약학회지
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    • 제39권6호
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    • pp.610-615
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    • 1995
  • Three acidic triterpense were isolated from the ethyl acetate soluble fraction of the fruits of Chenomeles sinensis (Rosaceae) together with previously reported oleanolic acid and ursolic acid by repeated silica gel colunm chromatography. Their structures have been elucidated as $2{\alpha},{\;}3{\betha}-dihydroxyolean-l2-en-28-oic$ acid(l. maslinic acid), $2{\alpha},{\;}3{\alpha},{\;}19{\alpha}-trihydroxy-urs-12-en-28-oic$ acid (2, euscaphic acid), and $2{\alpha},{\;}3{\betha}-dihydroxyolean-l2-en-28-oic$ acid (3,tormentic acid), respectively, on the basis of chemical and spectral evidence.

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뽀리뱅이의 세포독성 트라이테르펜 하이드로퍼옥사이드 성분 (A new Cytotoxic Triterpene Hydroperoxide from the Aerial Part of Youngia japonica)

  • 이강노;이원빈;권학철;이재훈;최상운
    • 약학회지
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    • 제46권1호
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    • pp.1-5
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    • 2002
  • A new cytotoxic triterpene hydroperoxide (3) was isolated from the methylene chloride extract of the aerial part of Youngia japonica together with four known triterpenes (1, 2, 4 and 5). Their structures were identified by means of physico-chemical and spectral data to be $\beta$-amyrin acetate (1), taraxasterol (2), 2l$\alpha$-hydroperoxy-taraxasterol (3), oleanolic acid (4) and ursolic acid (5). Compounds 3 and 5 showed moderate cytotoxicity against five tumor cell lines.

한국산(韓國産) 겨울살이류(類)의 당류(糖類)와 triterpenoids의 화학적(化學的) 조성(組成) 분석(分析) (Analysis of Chemical Constituents of Saccharides and Triterpenoids in the Korean Native Mistletoes - I. Triterpenoids -)

  • 안원영
    • Journal of the Korean Wood Science and Technology
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    • 제24권1호
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    • pp.27-33
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    • 1996
  • The aim of this research was to investigate the chemical components of C30 compounds, especially triterpenoids in Korean native mistletoes of Korthalsella japonicus Engler parasiting to Camellia japonica L., Viscum album var. coloratum (Kom.) Ohmi, to Quercus acutissima Carruth. and Loran-thus yadoriko Sieb. to Neolitsea sericea (BI.) Koidz. For the identification of triterpenoidal components, alkaline hydrolyzates of mistletoes meals were analyzed by TLC, GC, and GC/MS. The content of oleanolic acid and ursolic acid derivatives were highest in K. japonica. In V. album, there was no big difference between leaves and twigs in content. but oleanolic acid in leaves. and olean-12-en-$3{\beta}$-ol and lup-20(29)-en-3-one in twigs were prominent. Similiar to V. album in L. yadoriki there was no difference between leaves and twigs in content, and both olean-12-en-$3{\beta}$-ol, lup-20(29)-en-3-one and urs-12-en-$3{\beta}$-ol in leaves, lup-20(29)-en-3-one in twigs were abundant. Triterpenoids as olea-12-en-$3{\beta}$-ol, lupe-20(29)-en-3-one, 3-oxo-urs-12-en-24-oic acid, and $21{\beta}$-A'-neogam-macer-22(29)-en-3-ol acetate were common in all samples tested. whereas ursolic acid only in P. japonicus and ursenol in L. yadoriki were detected. And P. japonicus had the largest number of triterpenoids and showed the highest in biological activity. So it is noted that Korean mistletoes tested in the study had three types of triterpenoid, oleanane, lupane, and ursane, irrespective of hosts, sampling positions and species.

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Induction of Differentiation of the Cultured Rat Mammary Epithelial Cells by Triterpene Acids

  • Paik, Kee-Joo;Jeon, Seong-Sill;Chung, Hae-Young;Lee, Kyung-Hee;Kim, Kyu-Won;Chung, Joon-Ki;Kim, Nam-Deuk
    • Archives of Pharmacal Research
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    • 제21권4호
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    • pp.398-405
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    • 1998
  • We investigated the effects of triterpene acids (TAs), ursolic acid (UA) and oleanolic acid (OA), on the induction of proliferation and differentiation of normal rat mammary epithelial cells (RMEC) or organoids cultured in Matrigel or primary culture system. To elucidate the effects, we tested their differentiation inducing activities with intercellular communication ability, cell cycle patterns, induction of apoptosis, and morphological differentiation in the three dimensional extracellular culture system. To study the changes of RMEC subpopulation in culture, the cultured cells were isolated, immunostained with peanut lectin (PNA) and anti-Thy-1.1 antibody and then analyzed with flow cytometry. Four different subpopulations, such as PNA and Thy-1.1 negative cells (B-), PNA positive cells (PNA+), Thy-1.1 positive cells (Thy-1.1+), PNA and Thy-1.1 positive cells (B+), were obtained and the size of each subpopulation was changed in culture with time in the presence of TAs. Intercellular communication was observed in culture for 7 days in TAs-treated cells, but not in culture for 4 days with scrape-loading dye transfer technique. $G_2$/M phase cells and the number of apoptotic population were increased in TAs-treated groups in cell cycle analyses. S phase fractions were reduced and the change of $G_1$ phase cells was not observed. The colonies with distinct multicelfular structures, such as stellate, ductal, webbed, squamous, lobulo-ductal colonies, were observed in Matrigel culture and the frequencies of each colony were changed in the presence of TAs. These results suggest that UA and OA have differentiation inducing effects on rat mammary epithelial cells in primary or in Matrigel culture.

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Triterpenes from Perilla frutescens var. acuta and Their Cytotoxic Activity

  • Woo, Kyeong Wan;Han, Ji Young;Choi, Sang Un;Kim, Ki Hyun;Lee, Kang Ro
    • Natural Product Sciences
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    • 제20권2호
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    • pp.71-75
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    • 2014
  • Nine triterpenes were isolated from the petroleum ether and MeOH extract of Perilla frutescens var. acuta leaves. Their structures were determined to be arjunic acid (1), maslinic acid (2), oleanolic acid (3), euscaphic acid (4), tormentic acid (5), 3-O-trans-p-coumaroyltormentic acid (6), 28-formyloxy-$3{\beta}$-hydroxy-urs-12-ene (7), ursolic acid (8), and corosolic acid (9) by spectroscopic methods. The compounds 1, 2, 4, 6, and 7 were isolated for the first time from this plant and the Genus Labiatae. The isolated compounds (1-9) were tested for cytotoxicity against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15) in vitro using a Sulforhodamin B bioassay.

Studies on Triterpenoid Corticomimetics (VI) - Anti-inflammatory Activities of 11-Keto-derivatives of Pomolic Acid, $\beta$-Boswellic Acid and Presenegenin

  • Han, Byung-Hoon;Han, Yong-Nam;Park, Eun-Tae;Kim, Kyung-Mi;Kim, Tae-Hee
    • Archives of Pharmacal Research
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    • 제8권4호
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    • pp.237-242
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    • 1985
  • 11-Keto-derivatives of pomolic acid, $\beta$-boswellic acid and presenegenin were compared with those of oleanolic acid, hederagenin and glycyrrhetinic acid in respects of inhibitions on corticoid-5.betha.-reductase and anti-inflammatory activities. Hyddrophilicity of ring A and hydrophobicity of rings C/D enhanced the inhibition on the enzyme. However, the former induced edema and the latter caused to exhibit anti-inflammatory activity.

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머루근 추출물 및 분획물의 항비만 활성 (Antiadipogenic Effect of Vitis amurensis Root Methanol Extract and Its Solvent Fractions in 3T3-L1 Preadipocytes)

  • 박정애;진경숙;오유나;현숙경;최영현;권현주;김병우
    • 생명과학회지
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    • 제23권1호
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    • pp.69-78
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    • 2013
  • 왕머루(Vitis amurensis Rupreche)는 아시아 지역에서 자생하는 포도의 한 종류로서 항산화, 항염증, 뇌신경보호, 신생혈관 억제능 등의 생리활성이 알려져 있다. 왕머루의 뿌리는 한국에서 전통적인 약재로 사용되어왔으나 그 생리활성에 대해서는 보고된 바가 적다. 이에 본 연구에서는 머루근 MeOH 추출물(VARM)과 그 용매 분획물이 지방세포분화 및 지방 생성에 미치는 영향을 3T3-L1 preadipocyte를 이용하여 분석하였다. 그 결과 VARM은 3T3-L1 preadipocyte의 지방 세포로의 분화, 지방 축적, 중성 지방 생성량을 독성 없이 농도의존적으로 유의적으로 억제시켰다. 활성 물질의 규명을 위해 VARM으로부터 dichloromethane ($CH_2Cl_2$), ethyl acetate (EtOAc), n-butanol (n-BuOH), 그리고 물($H_2O$) 층의 순서로 용매 분획을 실시한 후 지방 생성에 미치는 영향을 분석한 결과 $H_2O$ 층을 제외한 모든 분획물에서 지방 생성 억제능이 관찰되었으며 특히 $CH_2Cl_2$ 층 분획물이 가장 강력한 항비만 활성을 보였고 이는 주요 지방 생성 전사 인자인 $C/EBP{\alpha}$, $C/EBP{\beta}$, 그리고 $PPAR{\gamma}$의 유전자 및 단백질 발현 조절에 의한 것으로 판단된다. 또한 머루근의 항비만 활성을 보유한 활성 물질을 분리한 결과 oleanolic acid가 주요 물질 중의 하나로 나타났다. 이러한 결과는 머루근의 항비만 활성을 처음으로 밝혀낸 것이며 주요 활성 물질의 하나로 oleanolic acid를 확인하였다.