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

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Compounds from Non-polar Fraction of the Feces of Trogopterus xanthipes (오령지 저극성 분획으로부터의 화합물 분리)

  • Kim, Yuna;Shim, Sang Hee
    • Korean Journal of Pharmacognosy
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    • v.46 no.1
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    • pp.31-37
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    • 2015
  • Thirteen compounds were isolated from n-hexane layer of the extracts of feces of Trogopterus xanthipes. Their chemical structures were elucidated as lupeol (1), lupenone (2), simiarenol (3), epitaraxerol (4), taraxerone (5), fatty acid esters of 11-oxo-${\beta}$-amyrin (6), 12-oleane-3,11-dione (7), $5{\beta}$-stigmastan-$3{\alpha}$-ol (8), $5{\beta}$-stigmastan-$3{\beta}$-ol (9), $5{\alpha}$-stigmastan-3-one (10), $5{\beta}$-stigmastan-3-one (11), $5{\beta}$-cholestan-$3{\alpha}$-ol (12), and 2-methoxyphenanthrene (13) on the basis of spectroscopic data. Even though all the isolated compounds are known, to the best of our knowledge, all the compounds (1-13) are reported from this species for the first time.

The constituents of taraxacum hallaisanensis roots

  • Yang, Deuk-Suk;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • Archives of Pharmacal Research
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    • v.19 no.6
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    • pp.507-513
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    • 1996
  • Three sesquiterpene lactone compounds, two novel(1.betha.,3.betha.-dihydroxy-6.betha.,11.betha.,4.alpha.,5.alpha.,7.alpha.H -eudesm-12, 6-olide-1-O-.betha.-D-glucopyranoside, 1.betha.,3.betha.-dihydroxy-6.betha.,11.betha.,4.alpha.,5.alpha.,7.alpha.H-eudes m-12,6-olide-1-O-.betha.-D-glucopyranoside) and 1.betha.,3.betha.-dihydroxy-6.betha.,11.betha.,4.alpha.,5.alpha., 7.alpha.H-eudesm-12,6-olide were isolated from the aqueous fraction of MeOH extract of the roots from Taraxacum hallaisanensis (Compositae) employing Amberlite XAD-2, ODS-gel, silica gel and Sephadex LH-20 column chromatographics. Another known compound, (-)-epicatechin, was isolated from the aqueous fraction of the MeOH extract. The total MeOH extract also contained phytosterol and a mixture of .betha.-amyrin acetate, .alpha.-amyrin acetate and lupeol acetate. Structures of isolated compounds were elucidated by spectroscopic parameters of IR, Mass, /sup 13/C-NMR, /sup 1/H-NMR, /sup 1/H-/sup 1/H COSY, /sup 13/C-/sup 1/H COSY and HMBC.

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Chemical Constituents from the Aerial Parts of Aster yomena

  • Jin, Qinglong;Ko, Hae Ju;Chang, Young-Su;Woo, Eun-Rhan
    • Natural Product Sciences
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    • v.19 no.3
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    • pp.269-274
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    • 2013
  • Nine terpenoids, spinasterone (1), simiarenol (2), phytol (3), lupeol (4), ${\alpha}$-amyrin (5), $1{\beta},4{\beta}$-dihydroxyeudesman-11-ene (6), 3,7-dihydroxyhumula-4,8(15),10(E)-triene (7), 2,6-dihydroxyhumula-3(12),7(13), 9E-triene (8), 23-hydroxybetulin (9) were isolated from the aerial parts of Aster yomena M. Their structures were identified based on 1D and 2D NMR, including $^1H-^1H$ COSY, HSQC, HMBC and NOESY spectroscopic analyses. Compounds 1 - 9 were isolated from this plant for the first time.

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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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.

Sterol Compositions in Three Solanaceous Seed Oils (3종(種)의 가지과식물종자유중(料植物種子油中)의 Sterol 조성(組成))

  • Jeong, Tae-Myoung;Yang, Min-Suk;Nah, Hyo-Hwan
    • Applied Biological Chemistry
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    • v.21 no.1
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    • pp.51-57
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    • 1978
  • Sterol compositions of three solanaceous plant seed oils i.e., tobacco(Nicotiana tabacum L.), datura (Datura stramonium L.) and Chinese lycium (Lycium chinense Mill.) were analyzed by thin layer chromatography, gas liquid chromatography and gas liquid chromatography-mass spectrometry. Cholesterol, cholest-7-enol, campesterol, 24-methylenecholesterol, stigmasterol, sitosterol, and 28-isofucosterot were identified in 4-des-methylsterol fraction. 31-Norlanost-8-enol, $4{\alpha}$-methylcholest-8-enol, lophenol, 31-norlanosterol, obtusifoliol, 31-norcycloartenol, cyloeucalenol, gramisterol (24-methylenelophenol), and citrostadienol in 4-monomethylsterol fraction, and lanost-8-enol, cycloartanol, lanosterol, ${\beta}$-amyrin, 24-methylenelanost-8-enol, cycloartenol, lupeol and 24-methylenecycloartanol in 4,4-dimethylsterol fraction were identified respectively.

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Serum Cholesterol Lowering Effects and Triterpenoids of the Herbs of Lactuca indica (왕고들빼기의 혈청 콜레스테롤 저하효과 및 트리테르페노이드 성분)

  • Park, Hee-Juhn;Lee, Myung-Sun;Lee, Eun;Choi, Moo-Young;Cha, Bae-Chun;Jung, Won-Tae;Young, Han-Suk
    • Korean Journal of Pharmacognosy
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    • v.26 no.1
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    • pp.40-46
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    • 1995
  • A methanol extract of the herbs of Lactuca indica L. effectively decreased the serum levels of total cholesterol and LDL-cholesterol when orally administered with diet. On fractionation of the extract, a chloroform-soluble fraction showed the similar effects with the methanol extract. Chromatographic separation afforded a mixture of triterpene alcohols and their acyl derivatives. A mixture of triterpene alcohols were identified as ${\beta}-amyrin$, ${\alpha}-amyrin$, lupeol, pseudotaraxasterol, taraxasterol and germanicol on the basis of spectroscopic methods. The acyl moieties in the corresponding acyl mixture were characterized as acetates and palmitates, respectively. And three kinds of sterol such as ${\beta}-sitossterol$, compesterol and stigmasterol were isolated as a mixture state.

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Studies on the effect of Betula platyphylla extract on human dermal papilla cell proliferation and its mechanism of action (자작나무 추출물에서 보이는 모유두(HDP) 세포 성장 촉진 효과와 작용 메커니즘 연구)

  • Seunghyun Ahn;Jung Yeon Lee;Eunbi Hong;Jiyun Kim;Won Seok Jeong;Kown Ki Moon;CheongTaek Kim;Jiha Sung;Seyeon Park
    • Journal of Applied Biological Chemistry
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    • v.65 no.4
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    • pp.269-275
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    • 2022
  • Betula platyphylla extract includes various materials which showed biological activity such as terpenoids. For this reason, Betula platyphylla extract has been used to alleviate inflammation. In this study, extract of Betula platyphylla was obtained and purified using several solvents and evaluated whether they showed effect on prevention of hair loss. Cell cytotoxicity assay was performed to investigate the effect of extracts on cell proliferation. Western blotting was performed to observe the changes in expression of several related growth factors such as β-catenin, VEGF, IGF1, and cyclin D. Also, 5-α-reductase activity was measured. The ethyl acetate extract was divided into four partial extracts and named as H3-1, H3-2, H3-3, and H3-4. The H3-2 extract showed proliferation activity of human derma papilla cell and increased the protein expression of several related growth factors such as β-catenin, VEGF, IGF1, and cyclin D, comparable to the effect of Ethyl 3,4,5-Trimethoxy Benzoate (ETB)and Lupeol (LPO). Moreover, we found that the fraction H3 was shown to decrease 5-α-reductase activity while ETB and LPO had no significant effect on 5-α-reductase activity.