• Title/Summary/Keyword: triterpenoid

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Phytocheical Studies on Paeoniae Radix (3);Triterpenoids (작약(芍藥)의 성분연구(成分硏究) (3);Triterpenoid의 분리)

  • Kim, Ju-Sun;Kim, Yoon-Jung;Lee, So-Young;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.39 no.1
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    • pp.37-42
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    • 2008
  • From the 70% EtOH extract from the roots of Paeonia lactiflora (Paeoniaceae), nine triterpenoids were isolated and identified as ${\beta}-amyrin$ (1), 24-methylenecycloartanol (2), betulinic acid (3), oleanolic acid (4), hederagenin (5), 30-norhederagenin (6), 30-norarjunolic acid (7), arjunolic acid (8), and $3{\beta},4{\beta},23-trihydroxy-24,30-dinorolean-12,20(29)-dien-28-oic$ acid (9) by spectroscopic methods. Among these compounds, 1, 2, 7, 8 and 9 were isolated for the first time from this plant.

Triterpenoid Saponins from Elsholtzia bodinieri

  • Hu, Hao-Bin;Zheng, Xu-Dong;Hu, Huai-Sheng;Jian, Yu-Feng
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1519-1522
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    • 2007
  • A new oleanane-type triterpenoid estersaponin, bodinierin C (1), along with two known saponins, mazusaponin I (2) and ciwujianoside C (3), were isolated from the water-soluble part of the root barks of Elsholtzia bodinieri. The structure of bodinierin C was characterized by spectroscopic means and chemical hydrolysis as 3β -Ocaffeoyl- 23-hydroxylechinocystic acid 28-O-α -L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β- D-glucopyranosyl ester. The known compounds were identified by comparing their spectral data with those of authentic samples or data reported in the literature. All compounds were firstly isolated from Elsholtzia bodinieri family.

Isolation and Identification of Triterpenoids from the Mulberry (Morus alba) Root Bark (상백피(Morus alba root bark)로부터 triterpenoid의 분리 및 동정)

  • Jung, Jae-Woo;Park, Ji-Hae;Jung, Ye-Jin;Lee, Chang-Ho;Han, Daeseok;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.57 no.4
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    • pp.295-299
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    • 2014
  • The mulberry (Morus alba L.) root barks were extracted with 80% aqueous methanol at room temperature. The concentrated extract was partitioned as ethyl acetate (EtOAc), n-BuOH, and $H_2O$ fractions. From the EtOAc fraction, five triterpenoids were isolated through the repeated silica gel and octadecyl $SiO_2$ column chromatographies. According to the results of physico-chemical and spectroscopic data including nuclear magnetic resonance, mass spectrometry, and infrared, the chemical structures of the triterpenoids were respectively determined as ${\alpha}$-amyrin (1), ${\alpha}$-acetyl amyrin (2), lupeol (3), betulinic acid (4), and glutinol (5). Compounds 1, 3, and 5 were isolated for the first time from the mulberry root bark.

Identification of Dammarane-type Triterpenoid Saponins from the Root of Panax ginseng

  • Lee, Dong Gu;Lee, Jaemin;Yang, Sanghoon;Kim, Kyung-Tack;Lee, Sanghyun
    • Natural Product Sciences
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    • v.21 no.2
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    • pp.111-121
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    • 2015
  • The root of Panax ginseng, is a Korea traditional medicine, which is used in both raw and processed forms due to their different pharmacological activities. As part of a continued chemical investigation of ginseng, the focus of this research is on the isolation and identification of compounds from Panax ginseng root by open column chromatography, medium pressure liquid chromatography, semi-preparative-high performance liquid chromatography, Fast atom bombardment mass spectrometric, and nuclear magnetic resonance. Dammarane-type triterpenoid saponins were isolated from Panax ginseng root by open column chromatography, medium pressure liquid chromatography, and semi-preparative-high performance liquid chromatography. Their structures were identified as protopanaxadiol ginsenosides [gypenoside-V (1), ginsenosides-Rb1 (2), -Rb2 (3), -Rb3 (4), -Rc (5), and -Rd (6)], protopanaxatriol ginsenosides [20(S)-notoginsenoside-R2 (7), notoginsenoside-Rt (8), 20(S)-O-glucoginsenoside-Rf (9), 6-O-[$\alpha$-L-rhamnopyranosyl(1$\rightarrow$2-$\beta$-D-glucopyranosyl]-20-O-$\beta$-D-glucopyranosyl-$3\beta$,$12\beta$, 20(S)-dihydroxy-dammar-25-en-24-one (10), majoroside-F6 (11), pseudoginsenoside-Rt3 (12), ginsenosides-Re (13), -Re5 (14), -Rf (15), -Rg1 (16), -Rg2 (17), and -Rh1 (18), and vinaginsenoside-R15 (19)], and oleanene ginsenosides [calenduloside-B (20) and ginsenoside-Ro (21)] through the interpretation of spectroscopic analysis. The configuration of the sugar linkages in each saponin was established on the basic of chemical and spectroscopic data. Among them, compounds 1, 8, 10, 11, 12, 19, and 20 were isolated for the first time from P. ginseng root.

Integracide K: A New Tetracyclic Triterpenoid from Desmodium uncinatum (Jacq.) DC. (Fabaceae)

  • Tsafack, Borice Tapondjou;Ponou, Beaudelaire Kemvoufo;Teponno, Remy Bertrand;Nono, Raymond Ngansop;Jenett-Siems, Kristina;Melzig, Matthias F.;Park, Hee Juhn;Tapondjou, Leon Azefack
    • Natural Product Sciences
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    • v.23 no.2
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    • pp.113-118
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    • 2017
  • A new tetracyclic triterpenoid [4,4,24-trimethylcholesta-${\Delta}^{8,9;14,5;24,28}$-trien-$3{\beta},11{\beta},12{\alpha}$-triol-12-acetate, 3-sulfate] sodium salt (1), together with eight known compounds including ergosterol $5{\alpha},8{\alpha}$-endoperoxide (2), 1,9-dihydroxy-3-methoxy-2-methylpterocarpan (3), 3-O-${\beta}$-D-2-acetyl-amino-2-deoxyglucopyranoxyloleanoic acid (4), hydnocarpin (5), derrone (6), isovitexin (7), erythrinin C (8), and 5,4'-dihydroxy-2"-hydroxyisopropyldihydrofurano [4,5:7,8]-isoflavone (9), were isolated from the EtOAc soluble fraction of the methanol extract of aerial part of Desmodium uncinatum collected in the western highland of Cameroon. The structures of these compounds were established by comprehensive interpretation of their spectral data mainly including 1D- ($^1H$ and $^{13}C$), 2D-NMR($^1H$-$^1H$ COSY, HMQC, HMBC) spectroscopic and ESI-TOF-MS mass spectrometric analysis. The isolation of an integracide-like compound from plant origin is a very unusual finding.

Comparison of Triterpenoid Contents of the Four Rubus Plants in Korea Using TLC-DM (TLC-DM을 이용한 Rubus속 4종 식물의 Triterpenoid 함량 비교)

  • Nam, Jung-Hwan;Jung, Hyun-Ju;Choi, Jong-Won;Kim, Won-Bae;Park, Hee-Juhn
    • Korean Journal of Pharmacognosy
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    • v.38 no.2 s.149
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    • pp.187-191
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    • 2007
  • The extraction yield of the methanolic extracts and 19${\alpha}$-hydroxyursane-type triterpenoid (19${\alpha}$-HUT) fraction were investigated in the unripe and ripe fruits and the leaves of the four Rubus plants (Rubus coreanus, R. crataegifolius, R. phoenicolasius, R. pungens var. oldhami) to develop the biomaterial 19${\alpha}$-HUT mixture as functional foods. Thin layer chromatogaphy-Densitometer (TLC-DM) was used to analyze the individual quantity of 19${\alpha}$-HUTs using standard compounds (euscaphic acid, tormentic acid, 23-hydroxytormentic acid, kaji-ichigoside F$_1$, rosamultin, niga-ichigoside F$_1$). The content of methanolic extract of the fruits were higher in the ripe stage than in the unripe stage whereas the content of 19${\alpha}$-HUT mixture varied with each Rubus species. The Rubus plants containing the highest amount of 19${\alpha}$-HUTs in the leaves were R. coreanus, R. phoenicolasius and R. pungens var. oldhami while only R. cratagefolius showed the highest content in the ripe fruits. The mean of total genin content of 19${\alpha}$-HUTs was 0.94 mg/g; that of the glycosides was 0.60 mg/g. The genin quantity was found in the order of 23-hydroxytormentic acid> euscaphic acid> tormentic acid; the glycoside was observed in the order of niga-ichig-oside F$_1$> kaji-ichigoside F$_1$> rosmaultin, by which the biosynthetic pathway of 23-hydroxytormentic acid and its glucoside niga-ichigoside F$_1$ via the intermediates tormentic acid and/or rosamultin was presumed. It is also suggested that the ripe fruits of R. crataegifolius will be desirable to use as functional foods rather than unripe fruits.

Antimicrobial Effect of Oleanolic Acid and Ursolic Acid against Streptococcus downei (Oleanolic acid 및 Ursolic Acid의 Streptococcus downei에 대한 항균작용)

  • Park, Jae-Yoon;Kim, Hwa-Sook
    • Journal of dental hygiene science
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    • v.11 no.1
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    • pp.37-40
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    • 2011
  • Oleanolic acid (OA) and ursolic acid (UA) are triterpenoid compound present in many plants. This study examined the antimicrobial activity of OA and UA against Streptococcus downei. The antimicrobial activity was evaluated by the minimal inhibitory concentration (MIC) and time kill curves. The MIC values of OA and UA for S. downei isolated from the Korean population were $8{\mu}g/ml$. OA and UA had a bactericidal effect on S. downei ATCC $33748^T$ above $2{\times}MIC$, $16{\mu}g/ml$ and $8{\mu}g/ml$, respectively. The results suggest that OA and UA can be used in the development of oral hygiene products for the prevention of dental caries.