• 제목/요약/키워드: Triterpenoids

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Variation of the Contents of Triterpenoids and Tannins Depending on Growth and Infection in the Leaves of Rubus crataegifolius and Rubus parvifolius

  • Kim, Min-Young;Rhim, Tae-Jin;Lim, Sang-Cheol;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.21 no.1
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    • pp.14-19
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    • 2015
  • Several $19{\alpha}$-hydroxyursane-type triterpenoids and hydrolysable tannins have beneficial effects on human health. Rubus crataegifolius (Rosaceae) has the cleft simple leaf whereas R. parvifolius has pinnate compound leaves. This research was aimed to find the variation in the contents of the triterpenoids and tannins between the infected versus uninfected leaves of R. coreanus and R. parvifolius and between young versus mature leaves. Triterpenoids and tannins were quantitatively analyzed by HPLC. Six triterpenoids including tormentic acid, euscaphic acid, 23-hydroxytormentic acid, coreanoside $F_1$, kaji-ichigoside $F_1$ and niga-ichigoside $F_1$ were used for standard compounds. Gallotannins and ellagitannins were quantitatively evaluated using the indicatives of methyl gallate and ellagic acid. The infected leaves of R. crataegifolius contained higher levels of triterpenoids and tannin than the uninfected leaves; however, lower quantity of total tannin was observed in the mature leaves than in the young leaves. Although the pinnate compound leaves of R. parvifolius exhibited similar tendency of those compositional variation with R. crataegifolius each other, its contents of triterpenoids do not considerably vary. Variation of the contents of triterpenoids and tannins were particularly distinct in R. crataegifolius by growth and infection.

Triterpenoids of Ilex pubescens

  • Han, Yong-Nam;Baik, Seung-Kyung;Kim, Tae-Hee;Han, Byung-Hoon
    • Archives of Pharmacal Research
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    • v.10 no.2
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    • pp.121-131
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    • 1987
  • Four triterpenoids were isolated from the roots of Ilex pubescens : two new triterpenoids named pubescenolic acid (I) and pubescenic acid (II), and two known triterpenoids ilexolic acid (III) and oleanolic acid (IV). Chemical and spectroscopic studies have established I and II as 20-epipomolic acid and 24-carboxypomolic acid, repectively.

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Role of Pentacyclic Triterpenoids in Chemoprevention and Anticancer Treatment: An Overview on Targets and Underling Mechanisms

  • Ghante, Mahavir H.;Jamkhande, Prasad G.
    • Journal of Pharmacopuncture
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    • v.22 no.2
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    • pp.55-67
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    • 2019
  • The incidences of cancer are continuously increasing worldwide, affecting life of millions of people. Several factors associated with the internal and external environment are responsible for this deadly disease. The key internal determinants like abnormal hormonal regulation, genetic mutations and external determinants such as lifestyle and occupational factors enhances onset of cancer. From the ancient time, plants were remained as the most trusted source of medicine for the treatment of diverse disease conditions. Extensive studies have been performed for the discovery of effective anticancer agent from the plant and still it is going on. Pentacyclic triterpenoids are biologically active phytochemicals having a different range of activities such as anti-inflammatory, hepatoprotective, anti-hypertensive, antiulcerogenic and anti-tumor. These compounds generally contain ursane, oleanane, lupane and friedelane as a chief skeleton of pentacyclic triterpenoids which are generally present in higher plants. Isoprene unit, phytochemical, with good antitumor/anticancer activity is required for the biosynthesis of pentacyclic triterpenoids. Mechanisms such as cytotoxicity, DNA polymerase inhibition, regulation of apoptosis, change in signal transductions, interfere with angiogenesis and dedifferentiation, antiproliferative activity and metastasis inhibition are might be responsible for their anticancer effect. Present review spotlights diverse targets, mechanisms and pathways of pentacyclic triterpenoids responsible for anticancer effect.

Effects of Triterpenoids from Luvunga scandens on Cytotoxic, Cell Cycle Arrest and Gene Expressions in MCF-7 Cells

  • Taher, Muhammad;Al-Zikri, Putri Nur Hidayah;Susanti, Deny;Arief Ichwan, Solachuddin Jauhari;Rezali, Mohamad Fazlin
    • Natural Product Sciences
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    • v.22 no.4
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    • pp.293-298
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    • 2016
  • Plant-derived triterpenoids commonly possesses biological properties such as anti-inflammatory, antimicrobial, anti-viral and anti-cancer. Luvunga scandens is one of the plant that produced triterpenoids. The aims of the study was to analyze cell cycle profile and to determine the expression of p53 unregulated modulator of apoptosis (PUMA), caspase-8 and caspase-9 genes at mRNA level in MCF-7 cell line treated with two triterpenoids, flindissol (1) and 3-oxotirucalla-7,24-dien-21-oic-acid (2) isolated from L. scandens. The compounds were tested for cell cycle analysis using flow cytometer and mRNA expression level using quantitative RT-PCR. The number of MCF-7 cells population which distributed in Sub G1 phase after treated with compound 1 and 2 were 7.7 and 9.3% respectively. The evaluation of the expression of genes showed that both compounds exhibited high level of expression of PUMA, caspase-8 and caspase-9 as normalized to ${\beta}-actin$ via activation of those genes. In summary, the isolated compounds of L. scandens plant showed promising anticancer properties in MCF-7 cell lines.

Triterpenoids of Gordonia dassanayakei

  • Herath, H.M.T.B.;Athukoralage, P.S.
    • Natural Product Sciences
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    • v.6 no.2
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    • pp.102-105
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    • 2000
  • Chemical investigation of the hot hexane extract of the stem bark of Gordonia dassanayakei afforded a new oleanane triterpenoid, $11{\alpha},13{\beta}-dihydroxyolean-3,12-dione$ (1) and two other oleanane triterpenoids, $3{\beta}-acetoxy-11{\alpha},13{\beta}-dihydroxyolean-12-one\;(2)\;and\;3{\beta},11{\alpha}-diacetoxy-13{\beta}-hydroxyolean-12-one\;(3)\;and\;a\;hopane\;6{\alpha},22-diol$ (4), which are new to the plant.

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Antimicrobial and Antitumor Activity of Triterpenoids Fraction from Poria cocos Wolf (재배 복령(Poria cocos Wolf)의 Triterpenoids 분획의 항균 활성 및 항암 활성)

  • 정신교;권미선;최종옥;송경식;이인선
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.28 no.5
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    • pp.1029-1033
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    • 1999
  • Seven fractions were separated by silica gel chromatography from the diethyl ether souble portion of the methanolic extract of the cultured hoelen(Poria cocos Wolf). Three fractions were separated from the Fr.II and Fr.IV by rechromatography, respectively. The most active fraction, Fr.II 3 and Fr.IV 3, were separated to 2 and 4 fractions by preparative HPLC. On the result of antimicrobial test, triterpenoids fractions showed weaker effect than benzoic acid but Fr.II 3 1, Fr.II 3 2 had an excellent antimi crobial activity. Triterpenoids fraction of hoelen(Poria cocos Wolf) showed a high inhibition activity on the growth of lung cancer, ovary cancer, skin cancer, central nerve cancer and rectum cancer cell, especially the activity of Fr.II 3 1 and Fr.II 3 2 was the highest.

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Targeting Nrf2-Mediated Gene Transcription by Triterpenoids and Their Derivatives

  • Loboda, Agnieszka;Rojczyk-Golebiewska, Ewa;Bednarczyk-Cwynar, Barbara;Zaprutko, Lucjusz;Jozkowicz, Alicja;Dulak, Jozef
    • Biomolecules & Therapeutics
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    • v.20 no.6
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    • pp.499-505
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    • 2012
  • Chemoprevention represents a strategy designed to protect cells or tissues against various carcinogens and carcinogenic metabolites derived from exogenous or endogenous sources. Recent studies indicate that plant-derived triterpenoids, like oleanolic acid, may exert cytoprotective functions via regulation of the activity of different transcription factors. The chemopreventive effects may be mediated through induction of the nuclear factor erythroid 2-related factor 2 (Nrf2) transcription factor. Activation of Nrf2 by triterpenoids induces the expression of phase 2 detoxifying and antioxidant enzymes such as NAD(P)H quinone oxidoreductase 1 (NQO1) and heme oxygenase-1 (HO-1) - proteins which can protect cells or tissues against various toxic metabolites. On the other hand, inhibition of other transcription factors, like NF-${\kappa}B$ leads to the decrease in the pro-inflammatory gene expression. Moreover, the modulation of microRNAs activity may constitute a new mechanism responsible for valuable effects of triterpenoids. Recently, based on the structure of naturally occurring triterpenoids and with involvement of bioinformatics and computational chemistry, many synthetic analogs with improved biological properties have been obtained. Data from in vitro and in vivo experiments strongly suggest synthetic derivatives as promising candidates in the chemopreventive and chemotherapeutic strategies.

Triterpenes from the Seeds of Phytolacca sp.

  • Kang, Sam-Sik;Woo, Won-Sick
    • Korean Journal of Pharmacognosy
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    • v.17 no.1
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    • pp.55-61
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    • 1986
  • Direct comparison of the triterpenoids isolated from the seeds of Phytolacca sp. and synthetic compounds confirmed that the natural products were acetylaleuritolic acid and 3-acetylmyricadiol rather than epiacetylaleuritolic acid, acetyloleanolic acid and phytolaccanol.

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Lupane Triterpenoids from Pyrus pyrifolia

  • Yoo, Ji-Hye;Yang, Ki-Sook
    • Natural Product Sciences
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    • v.18 no.1
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    • pp.13-15
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    • 2012
  • Three lupane type triterpenoids were isolated from the methanol extract of Pyrus pyrifolia fruit peel through repeated silica gel column chromatography. Based on the spectroscopic methods, their structures were determined to be lupeol (1), betulin (2), and betulinic acid (3).