• Title/Summary/Keyword: ${\alpha}-amyrin\

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Chemical Constituents from tile Fruit Peels of Fortunella japonica

  • Cho, Jeong-Yong;Kawazoe, Kazuyoshi;Moon, Jae-Hak;Park, Keun-Hyung;Murakami, Kotaro;Takaishi, Yoshihisa
    • Food Science and Biotechnology
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    • v.14 no.5
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    • pp.599-603
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    • 2005
  • Chemical constituents of fruit peels of Fortunella japonica Swingle were investigated, and ten compounds were purified and isolated through various chromatographic procedures. Through NMR analysis, isolated compounds were identified as ${\alpha}$-tocopherol (1), lupenone (2), ${\beta}$-amyrin (3), ${\alpha}$-amyrin (4), ${\beta}$-sitosterol (5), ${\beta}$-sitosteryl 3-O-glucopyranoside (6), kaempferide 3-O-rhanmopyranoside (7), 3',5'-di-C-${\beta}$-glucopyranosylphloretin (8), acacetin 7-O-neohesperidoside (9), and acacetin 8-C-neohesperidoside (10). Compounds 1-7 were identified for the first time by our group from fruit peels of F. japonica.

Triterpenoids from the fruits of Prunus davidiana (산복사나무(Prunus davidiana) 열매로부터 Triterpenoid의 분리 및 동정)

  • Lee, Min-Jee;Kim, Ji-Hye;Cha, Byeong-Ju;Seo, Kyeong-Hwa;Baek, Nam-In;Lee, Youn-Hyung
    • Journal of Applied Biological Chemistry
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    • v.59 no.2
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    • pp.155-158
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    • 2016
  • The fruits of Prunus davidiana were extracted with 80 % aqueous methanol at room temperature. The concentrated extract was partitioned as ethyl acetate (EtOAc), n-butyl alcohol, and water fractions. From the EtOAc fraction, three triterpenoids were isolated through the repeated silica gel ($SiO_2$) and octadecyl $SiO_2$ column chromatographies. Based on physico-chemical and spectroscopic data including nuclear magnetic resonance, mass spectrometry, and infrared, the compounds were identified to be ursolic acid (1), corosolic acid (2), and ${\alpha}-amyrin$ (3).

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

  • 이강노;이원빈;권학철;이재훈;최상운
    • YAKHAK HOEJI
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    • v.46 no.1
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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.

Terpenoids from the Aerial Parts of Aster glehni (섬쑥부쟁이의 테르페노이드 성분)

  • 민용득;권학철;최상진;이강노
    • YAKHAK HOEJI
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    • v.48 no.1
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    • pp.65-69
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    • 2004
  • The chromatographic separation of MeOH extract of the aerial parts of Aster glehni (Compositae) led to the isolation of three sesquiterpenes, two sterols and four terpenes. Their structures were determined to be $\beta$-amyrin acetate (1), phytol (2), alismol (3), $\alpha$-tocopheryl quinone (4), $\alpha$-spinasterol (5), 10-O-methyl alismoxide (6), alismoxide (7), and 3-O-(6'-O-palmitoyl-$\beta$-D-glucosyl)-spinasta 7,22-diene (8) by physicochemical and spectroscopic methods . These compounds (1-8) were first isolated from the Aster glehni.

Serum Cholesterol Lowering Effect of Triterpene Acetate Obtained from Lactuca indica (왕고들빼기로부터 얻은 Triterpene Acetate의 혈청 콜레스테롤 저하효과)

  • Kim, Mi-Jeong;Lee, Eun;Cha, Bae-Chun;Choi, Moo-Young;Rhim, Tae-Jin;Park, Hee-Juhn
    • Korean Journal of Pharmacognosy
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    • v.28 no.1
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    • pp.21-25
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    • 1997
  • The diets with three types of triterpenoid constituents, which were isolated from Lactuca indica, provoked significant changes of serum lipoprotein-cholesterol meta bolisms of hypercholesterolemic rats induced by high-cholesterol diet, together with the reduction of atherogenic index. Especially, triterpene acetates which have triterpene moieties such as ${\beta}-amyrin$, ${\alpha}-amyrin$, lupeol, pseudotaraxasterol, taraxasterol and germanicol showed a considerable hypocholesterolemic activity. The rat given orally with triterpene acetates did not exhibit a significantly higher value of atherogenic index than that of normal rats.

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Cerebrosides and Triterpenoids from the Roots of Synurus deltoides

  • Lee, Hyun-Young;Min, Byung-Sun;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo;Kang, Sam-Sik;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.12 no.4
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    • pp.193-196
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    • 2006
  • A mixture of cerebrosides (1) and four triterpenoids (2 - 5) have been isolated from the hexane- and EtOAc-soluble fractions of the roots of Synurus deltoides (Ait.) Nakai (Compositae). Triterpenoid structures were determined as lupeol (2), $\beta-amyrin$ (3), $\alpha-amyrin$ (4), and ursolic acid (5). Synurus cerebrosides (1) were characterized as a common long chain base (2S,3S,4R,8E)-2-amino-8-octadecene-1,3,4-triol and fatty acyl chains; palmitic acid, (2R)-2-hydroxybehenic acid, (2R)-2-hydroxytricosanoic acid, (2R)-2-hydroxylignoceric acid, (2R)-2-hydroxypentacosanoic acid, and (2R)-2-hydroxyhexacosanoic acid. The synurus cerebrosides (1) were the first isolation from a natural source.

Chemical constituents of Synurus deltoides (Aiton)Nakai

  • Lee, Hyun-Yong;Jin, Wen-Yi;An, Ren-Bo;Na, Min-Kyun;Bae, Ki-Hwan
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.375.2-375.2
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    • 2002
  • S.deltoides (Compositae) distributed widely in Korea. China. It is edible as a food additive. but there has been no study on chemical constituents. Therefore. we isolated nine compounds from S.deltoldes. On the basis of spectroscopic evidence. the structure of these compounds were characterized as lupeol( 1), $\alpha$-amyrin(2).$\beta$-amyrin (3), ursolic acid(4), nonacosanol(5), nonacosanoic acid(6). mixture of $\beta$-sitosterol. stigmasterol and campesterol (7), $\beta$-sitosteryl-3-O-$\beta$-D-glucopyranoside(8), stigmasteryI-3-O-$\beta$-D-glucopyranoside(9). (omitted)

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Isolation and Structure Determination of Cytotoxic Compounds with Topoisomerse I and II Inhibitory Activity from the spikes of Prunella vulgaris var. lilaeina

  • Byun, S.J.;Lee, J.E.;Son, J.K.;Lee, J.S.;Lee, S.H.;Park, Y.S.;Woo, M.H.
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.370.1-370.1
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    • 2002
  • Prunella vulgaris var. lilacina (Labiatae) has been used as a Korean traditional medicine for the treatment of. fever. inflammation. urinary disadvantage and cancer. We previously isolated three $\alpha$-amyrin triterpenoids from n-butanol-I extract. They are 3$\alpha$-hydroxyurs-12-ene-28-oic acid (ursolic acid). 2$\alpha$, 3$\alpha$-dihydroxyurs-12-ene-28-oic acid and 2$\alpha$. 3$\alpha$. 19$\alpha$ trihydroxyurs-12-ene-28-oic acid (euscaphic acid) exhibiting cytotoxicity and topoisomerase I inhibition. (omitted)

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Phenolic Compounds and Triterpenes from the Barks of Diospyros burmanica

  • Choi, Janggyoo;Cho, Jae Youl;Kim, Young-Dong;Htwe, Khin Myo;Lee, Woo-Shin;Lee, Jun Chul;Kim, Jinwoong;Yoon, Kee Dong
    • Natural Product Sciences
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    • v.21 no.2
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    • pp.76-81
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    • 2015
  • Diospyros burmanica Kurz. is an evergreen deciduous tree distributed in Mandalay of Myanmar, which belongs to the family of Ebenaceae. In Myanmar, it has been used to treat diarrhea, diabetes, diabetes and also as lumbers. In this study, seven flavonoids (1 - 7), a phenolic compound (8), and five triterpenes (9 - 13) were isolated from the barks of D. burmanica and their chemical structures were elucidated. Isolates were identified to be (+)-catechin (1), (+)-catechin 3-O-$\alpha$-L-rhamnopyranoside (2), (+)-catechin 3-O-gallate (3), (-)-epicatechin (4), (-)-epicatechin 3-O-gallate (5), (+)-afzelechin 3-O-$\alpha$-L-rhamnopyranoside (6), (+)-2,3-trans-dihydrokaempferol 3-O-$\alpha$-L-rhamnopyranoside (7), methyl gallate (8), lupeol (9), methyl lup-20(29)-en-3-on-28-oate (10), $\beta$-amyrin (11), $\alpha$-amyrin (12), $3\beta$-hydroxy-D:B-friedo-olean-5-ene (13) through MS, 1H NMR and 13C NMR spectroscopic evidences.

[ $2{\beta}$ ], $3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic Acid Induces the Apoptosis of Human Hepatoma HepG2 Cells ($2{\beta}$, $3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid처리에 의한 인간 간암세포주 HepG2의 apoptosis 유도)

  • Yoo, Ki-Hyun;Lee, Jong-Min;HwangBo, Jeon;Song, Myoung-Chong;Yang, Hye-Joung;Baek, Nam-In;Kim, Soung-Hoon;Kim, Dae-Keun;Kwon, Byoung-Mok;Park, Mi-Hyun;Chung, In-Sik
    • Applied Biological Chemistry
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    • v.49 no.4
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    • pp.270-275
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    • 2006
  • [ $2{\beta},\;3{\alpha}$ ], 23-trihydroxyrus-12-ene-28-oic acid was isolated from Trapa pseudoincisa S. et Z. It has a common structure of pentacyclic triterpenes and belongs to the amyrin ursolic acid group. The cytotoxic effect of this compound was investigated in human hepatoma cell line HepG2. $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid showed dose-dependent cytotoxicity in HepG2 cells. Confocal microscopy data showed that green fluorescence was increased in $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid treated-HepG2 cells in a time-dependent manner. $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid also increased the sub-G1 cell population of HepG2 cells as well as ladder-like DNA fragmentation. Taken together, our results indicate that $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid induced apoptosis in HepG2 cells.