• Title/Summary/Keyword: triterpene acids

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Effects of Triterpence Acids and Ginsenosides in Differentiation of HL-60 Promyelocytic Leckemia Cells (HL-60 세포에 대한 Triterpent Acids와 Ginsenosides의 분화효과)

  • Kang, Chang-Mo;Lee, Ho-Young;Kim, Shin-Il;Kim, Kyu-Won
    • Journal of Life Science
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    • v.8 no.2
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    • pp.162-166
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    • 1998
  • The acute myelogeous leukemia cell line, HL-60 is good model to examine leukemia differentiation with nitro blue terazolium reduction assay. We investigated that effect of triterpene acids and ginseng saponin on differentiation of HL-60 cells. Differentiation of HL-60 cells was induced in proportion to ,olar concentration by dibutylyl cAMP, ginseng saponin, lithocholic acid, ginsenoside RH2, and ginsenoside RH3.

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Analysis of Triterpene Glycoside Levels and Antioxidant Activity in the Different Shoot Tissues of Centella asiatica (L.) Urban (병풀 지상부 조직에서 시기별 triterpene glycoside 함량 및 항산화활성 분석)

  • Kil, Young Sook;Sin, Seung Mi;Lee, Dong Yeol;Jeong, Won Min;Yang, Ki jeung;Lee, Shin-Woo;Kim, Yun-Hee;Goo, Young-Min
    • Journal of Life Science
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    • v.28 no.8
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    • pp.917-922
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    • 2018
  • Centella asiatica is one of the local herbs that is claimed to possess various physiological effects. C. asiatica also accumulates large amounts of pentacyclic triterpenoid saponins known as centelloids. These terpenoids usually include asiatic acid, asiaticoside, madecassoside, and madecassic acids. In the present study, to understand the changes of triterpene glycoside levels in the different shoot tissues of C. asiatica during seasonal cultivation, we investigated the High-Performance Liquid Chromatography (HPLC) analysis via different extraction methods, such as water, 20% ethanol and methanol extracts. Significant increases were observed in the levels of madecassoside and asiaticoside in the leaf extracts by methanol compare with extracts using water or 20% ethanol. Additionally, we also analyzed the various antioxidant activity in the different shoot tissues of C. asiatica using different extracts, such as leaves, petioles and both materials. Among these petiole extracts showed high 2,2-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTs) scavenging activity in all extracts, whereas 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity exhibited high activity levels in the leaf part using methanol and ethanol extracts. Levels of total phenolics and flavonoid also showed the highest levels in the leaf tissues using all extracts such as methanol, ethanol and water. Our results indicated that the increased levels of triterpene glycoside and antioxidant activity in the leaf parts of the C. asiatica were indicating that useful metabolites were mainly maintained through seasonal cultivation such as madecassoside, asiaticoside.

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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    • v.21 no.4
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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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Tectona grandis Callus Produces Antibacterial Triterpene Acids Not Detected in the Intact Plant

  • Marwani, Erly;Kobayashi, Akio;Kajiyama, Shin-ichiro;Fukusaki, Eiichiro;Nitoda, Teruhiko;Kanzaki, Hiroshi;Kawazu, Kazuyoshi
    • Natural Product Sciences
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    • v.3 no.1
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    • pp.75-80
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    • 1997
  • Preliminary antibacterial assay data that the Tectona grandis callus extract showed more antibacterial activity against E. coli and B. subtilis than the leaf extract led the authors to isolate the following antibacterial compounds from the callus. A mixture (3) of $2{\alpha},3{\beta}-dihydroxy-olean-12-en-28-oic$ acid (3a) and $2{\alpha},3{\beta}-dihydroxy-urs-12-en-28-oic$ acid (3b) exhibited the most potent antibacterial activity against both bacteria. The other 3 compounds, in the decreasing order of the activity, were identified as $2{\alpha},3{\beta}-dihydroxy-urs-12-en-28-oic$ acid (2), betulinic acid (1), and $2{\alpha},3{\alpha}$,23-trihydroxy-urs-12-en-28-oic acid (4). The antibacterial compounds (2, 3a, 3b and 4) were not detected or occurring in small quantities in the intact tissue, while they were observed in the callus. Only the less active compound 1 was present more abundantly in intact tissues than the callus.

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A Cipadesin Limonoid and a Tirucallane Triterpene from the Fruit of Sandoricum koetjape and their Inhibitory Properties against Receptor Tyrosine Kinases

  • Rachmadhaningtiyas, Dyah Ayu;Heliawati, Leny;Hermawati, Elvira;Syah, Yana Maolana
    • Natural Product Sciences
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    • v.27 no.2
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    • pp.134-139
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    • 2021
  • A new cipadesin limonoid, i.e. 3-epi-cipadonoid C (1), and a new tirucallane triterpene, i.e. hispidol B 3-palmitate (3), have been isolated from the seeds and fruit peels extract of Sandoricum koetjape, respectively. Along with these compounds the known limonoid, cipaferen G (2), and two pentacyclic triterpenes, bryonolic (4) and bryononic (5) acids, were also isolated. The strucrures of the new compounds were elucidated by the analysis of NMR and mass spectral data. Compounds 1 - 5 were evaluated as the inhibitor of receptor tyrosine kinases (EGFR, Epidermal Growth Factor Receptor; HER2, HER4, Human Epidermal growth factor Receptor 2, -4; IGFR, Insulin-like Growth Factor Receptor; InsR, Insulin Receptor; KDR, Kinase insert Domain Receptor; PDGFRα, and PDGFRβ, Platelet-Derived Growth Factor Receptor-α and -β). The results showed only 1 and 3 that have weak activity against InsR.

Phytochemical Study of Lotus ornithopodioloides L.

  • Abdel-Kader, Maged S.;Basudan, Omer A.;Alqasoumi, Saleh I.;Abou-Shoer, Mohamed I.
    • Natural Product Sciences
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    • v.13 no.4
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    • pp.317-321
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    • 2007
  • Phytochemical investigation of the aerial parts of Lotus ornithopodioloides L. resulted in the isolation of six known compounds. The structures were determined utilizing physical, chemical, spectral methods as well as direct comparison with reference materials whenever possible. The compounds were identified as: ${\beta}$-sitosterol; the two triterpenes oleanolic and betulinic acids; the two cyanogenic glycosides lotaustralin and linamarin in addition to the flavonol diglycoside kaempferitin.

Constituents and Effects of Ginseng Leaf

  • Xie, Jing-Tian;Wu, Ji-An;Lin, Elaine;Wang, Chong-Zhi;Yuan, Chun-Su
    • Advances in Traditional Medicine
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    • v.4 no.1
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    • pp.1-8
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    • 2004
  • Ginseng root has been used as a tonic remedy in Traditional Chinese Medicine for centuries. Modern studies have demonstrated that ginseng root has complex components and multiple pharmacological properties. The effects of ginseng leaf, however, are not well known. Recent studies show that compared to ginseng root, ginseng leaf and stem exhibit a higher content of active compositions such as ginsenosides, polysaccharides, triterpene flavonoids, volatile oil, polyacetylenic alcohols, peptides, amino acids and fatty acids. Ginseng leaf possesses multiple pharmacological effects in the central nervous, cardiovascular, growth and metabolism systems. Additionally, the leaf has anti-fatigue, anti-hyperglycemic, anti-oxidant, and anti-aged effects. In general, ginseng leaf is quite safe, but adverse effects may occur if it is abused or is of poor quality. Thus, attention must be paid to dosages, quality, and standardization of ginseng leaf products.

The Methanogenic Toxicity of Wood Resin Constituents (메탄생성균에 대한 Wood resin 구성성분의 독성에 관한 연구)

  • 장봉기;허준무;손부순;박종안
    • Journal of environmental and Sanitary engineering
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    • v.12 no.3
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    • pp.139-147
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    • 1997
  • 펄프폐수 내에 존재하는 대표적인 수지 구성성분의 일종인 wood resin 화합물이 메탄생성균에 미치는 독성을 평가하기 위한 회분식 독성실험을 수행하였다. 수지는 극성용매로 추출가능한 몇몇 wood 구성성분의 혼합물로서 수지의 주요 구성성분은 긴 사슬 휘발성유기산, terpenes, resin acids, 리그난과 극성 페놀류들이다. 메탄생성균의 독성실험은 $30^{\circ}C$에서 표준회분식 실험방법을 채택하였고 식종물질로서는 입상슬러지를 사용하였다. 극성페놀의 한 종류인 4-hydroxystilbene가 가장 높은 독성을 나타내었으며, 50% 저해를 일으키는 농도는 $20mg/\ell$이었다. Resin acid와 휘발성 terpene 역시 메탄생성균에 독성을 나타내었으며, 50% 독성을 일으키는 농도는 $43{\;}~{\;}330mg/\ell$이었다. 반면에 triterpenes은 1,000 to $1,300{\;}mg/\ell$의 상대적으로 높은 농도에서도 메탄생성균에 독성을 일으키지 않았다. 따라서 wood resin의 구성성분이 몇몇 펄프폐수의 혐기성 처리에 있어서 독성을 일으키는 주요물질이었다.

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Cloning and Molecular Analysis of cDNA Encoding Cycloartenol Synthase from Centella asiatica (L.) Urban

  • Kim Ok-Tae;Kim Min-Young;Hwang Sung-Jin;Ahn Jun-Cheul;Hwang Baik
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.10 no.1
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    • pp.16-22
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    • 2005
  • cDNA for oxidosqualene cyclase was cloned by a homology-based PCR method and sequenced from Centella asiatica. In a sequences analysis, the putative polypeptide of C. asiatica cycloartenol synthase (CaCYS) deduced from the 2,274 bp nucleotide sequence, consisted of 758 amino acids and had a molecular mass of 86.3 kD. The predicted amino acid sequence exhibited high homology to that of PNX (cycloartenol synthase) from Panax ginseng ($89\%$). Southern blot analysis suggests that CaCYS may be present in one copy of the C. asiatica genome. If methyl jasmonate (MJ) is applied exogenously to plants, not only triterpene saponins are accumulated in tissues, but also it produces effects such as growth inhibition and the promotion of ethylene production. In order to investigate the effect of MJ and thidiazuron (TDZ), a cytokinin that plays a role as an antisenescence agent in several plants, on the level of CaCYS mRNA, we performed northern blot analysis. When MJ is alone treated by adding to culture medium, CaCYS transcripts were inhibited. However, sustained levels of the expression of CaCYS, by adding TDZ to the medium despite MJ treatments, were demonstrated in C. asiatica leaves.

Phytochemical Constituens of Cirsium setidens Nakai and Their Cytotoxicity against Human Cancer Cell Lines

  • Lee, Won-Bin;Kwon, Hak-Cheol;Chol, Ock-Ryun;Lee, Kang-Choon;Choi, Sang-Un;Baek, Nam-In;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.25 no.5
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    • pp.628-635
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    • 2002
  • Five terpenes (1~5), three fatty acids (6~8), two sterols (9 and 11), and a monogalactosyldiacyl glycerol (10) were isolated from the methylene chloride extract of the aerial part of Cirsium setidens. Their chemical structures were determined to be $\alpha$-tocopherol (1), 25-hydroperoxycycloart-23-en-3$\beta$-o1 (2), 24-hydroperoxycycloart-25-en-3$\beta$-o1 (3), mokko lactone (4), transphytol (5), 9, 12, 15-octadecatrienoic acid (6), 9, 12-octadecadienoic acid (7), hexadecanoic acid (8), acylglycosyl $\beta$-sitosterol (9), (2R)-1, 2-O-(9z, 12z, 15z-dioctadecatrienoyl)-3-O-$\beta$-D-galactopyranosyl glycerol (10) and $\beta$-sitosterol glucoside (11) by spectral evidences. Compound 3 exhibited significant cytotoxic activity against five human cancer cell lines with its $ED_{50}$ values ranging from 2.66 to 11.25 $\mu$M.