• Title/Summary/Keyword: oleanolic acid

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Antimicrobial Activity of Oleanolic Acid on Listeria monocytogenes under Sublethal Stresses of NaCl and pH

  • Yoon, Yohan;Choi, Kyoung-Hee
    • Food Science of Animal Resources
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    • v.30 no.5
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    • pp.717-721
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    • 2010
  • The objective of this study was to evaluate the inhibition of Listeria monocytogenes growth by oleanolic acid under sublethal stresses of NaCl and pH. L. monocytogenes ATCC15313 (6 log CFU/mL) was inoculated in microplate wells containing brain heart infusion (BHI) broth supplemented with oleanolic acid in various amounts (0, 0.25, 0.5, 1.0, 1.5, 2.0, and $4.0\;{\mu}g/mL$), and different pHs (5 and 7) and NaCl concentrations (0, 3, and 6%), followed by incubation under accelerated storage condition ($37^{\circ}C$, 48 h). The optical density (OD) of the samples was measured at 0, 6, 12, 24, and 48 h at 600 nm. After the lag phase duration was observed at the early stage of incubation, the OD values of L. monocytogenes significantly increased (p<0.05) in BHI broth formulated with 0 and 3% of NaCl during accelerated storage at pH 5 and 7. However, the growth of L. monocytogenes in 6% NaCl and at less than $0.5\;{\mu}g/mL$ of oleanolic acid had no growth at pH 5 and only gradual growth at pH 7. Moreover, L. monocytogenes generally had lower OD values as the concentrations of oleanolic acid increased. As expected, the OD values of L. monocytogenes were generally higher (p<0.05) at pH 7 than at pH 5. These results indicate that oleanolic acid should be useful in inhibiting the growth of L. monocytogenes.

The Hepatoprotective Effect of Active Compounds of Kochiae fructus on D-Galactosamine-Intoxicated Rats (지부자 활성성분이 D-Galactosamine 투여에 의한 흰쥐의 간손상에 미치는 영향)

  • Kim, Na-Young;Lee, Jeong-Sook;Park, Myoung-Ju;Lee, Kyung-Hee;Kim, Seok-Hwan;Choi, Jong-Won;Park, Hee-Juhn
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.33 no.8
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    • pp.1286-1293
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    • 2004
  • This study was conducted to investigate the biological activity and hepatoprotective effect of various fractions and isolated compounds from Kochiae fructus (KF) extract on D-galactosamine (GaIN)-intoxicated rats. Male Sprague-Dawley rats were divided into control, GaIN treated group (GaIN), GaIN plus KF methanol extract treated group (KFM 200-GaIN), GaIN plus KF butanol extract treated group (KFB 200-GaIN), GaIN plus momordin Ic treated group (Momordin Ic 30-GaIN) and GaIN plus oleanolic acid treated group (Oleanolic acid 30-GaIN). KFM (200 mg/kg BW), KFB (200 mg/kg BW), momordin Ic (30 mg/kg BW) and oleanolic acid (30 mg/kg BW) were orally administered once a day for 14 days. GaIN (400 mg/kg BW) was injected at 30 minutes after the final administration of the compounds. The activities of serum aspartate aminotransferase and alanine aminotransferase were increased in the GaIN group compared to the control group and significantly lower in the KFB 200-GaIN, momordin Ic 30-GaIN and oleanolic acid 30-GaIN group than in the GaIN group. Hepatic lipid peroxide level was increased in the GaIN group compared to the control group and was lower in the KFM 200-GaIN, KFB 200-GaIN, momordin Ic 30-GaIN and oleanolic acid 30-GaIN group than in the GaIN group. Activities of xanthine oxidase and aldehyde oxidase in liver were higher in the GaIN group than in the control group and were significantly decreased in the KFB 200-GaIN, momordin Ic 30-GaIN and oleanolic acid 30-GaIN group compared to the GaIN group. Hepatic glutathione, ${\gamma}$-glutamylcysteine synthetase and catalase activities were decreased in the GaIN group compared to the control group and were higher in the KFB 200-GaIN, momordin Ic 30-GaIN and oleanolic acid 30-GaIN group than in the GaIN group. Activities of hepatic glutathione reductase, glutathione S-transferase, superoxide dismutase and glutathione peroxidase were lower in the GaIN group than in the control group and were improved in the KFM 200-GaIN, KFB 200-GaIN, momordin Ic 30-GaIN and oleanolic acid 30-GaIN group compared to the GaIN group. Therefore, the current results indicate that momordin Ic administration alleviated the GaIN-induced adverse effect through enhancing the antioxidant enzyme activities.

Antibacterial Activity of Oleanolic Acid from Physalis angulata against Oral Pathogens

  • Hwang, Jae-Kwan;Shim, Jae-Seok;Park, Kyung-Min;Chung, Jae-Youn
    • Preventive Nutrition and Food Science
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    • v.7 no.2
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    • pp.215-218
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    • 2002
  • A methanol extract of Physalis angulata exhibited in vitro antibarterial activity against oral pathogens such including Streptococcus mutans and Porphyromonas gingivalis. The methanol extract of Physalis angulata was further fractionated with ethyl acetate, n-butanol and water, in which the ethyl acetate fraction exclusively showed antibacterial activity. An active antibacterial compound from the ethyl acetate fraction was purified to a single compound using silica gel column chromatography and identified as oleanolic acid by $^{13}$ C-NMR, $^1$H-NMR and EI-MS. MIC of oleanolic acid against S. mutants and p. gingivalis were determined to be 50 and 25 ug/mL, respectively. The Antibacterial activity of oleanolic acid from Physalis angulata suggested that it has potential as an anticarcinogenic and antiperiodontic ingredients in various foods and oral care products.

Cytotoxic Constituents of Pilea mongolica

  • Kwon, Hak-Cheol;Lee, Kang-Ro;Zee, Ok-Pyo
    • Archives of Pharmacal Research
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    • v.20 no.2
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    • pp.180-183
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    • 1997
  • Bioassay-guided fractionation of the aerial parts of Pilea mongolica(Urticaceae) afforded two cytotoxic triterpenoids, epi-oleanolic acid (I) and oxo-oleanolic acid (II). The structures of the compounds were confirmed by spectral and synthetic evidences. Compound I and compound II exhibited cytotoxicity against cultured human tumor cell lines, A549 (non small cell lung adenocarcinoma), SK-OV-3 (ovarian), SK-MEL-2 (skin melanoma), XF498 (CNS) and HCT15 (colon) with $ED_{50}$ values of $3.2-8.1{\mu}g/ml$ and $0.7-6.8 {\mu}g/ml$, respectively.

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Excellent Anti-aging Effects of Ursolic acid and Oleanolic acid Present in Ligustrum lucidum (광나무의 주성분, Ursolic acid와 Oleanolic acid의 항노화 효능)

  • Hong, Yong-Deog;Yoo, Dae-Sung;Nam, Mi-Hee;Kim, Hyeon-Chung;Park, Si-Jun;Shin, Song-Seok;Cheon, Jong-Woo;Park, Young- Ho
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.38 no.2
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    • pp.181-187
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    • 2012
  • Ligustrum lucidum (L. lucidum) contains large quantities of ursolic acid and oleanolic acid. In this study, we evaluated anti-wrinkle effects of three parts of L. lucidum extracts. We found that L. lucidum extracts were not only innocuous to human skin fibroblasts but also significantly decreased the expression of both MMP-1 and MMP-2 and increased the expression of COL1A1. Among the three parts of L. lucidum extracts (i.e., fruit, cane, and leaf extracts), the fruit extract was found to contain the greatest amounts of ursolic acid and oleanolic acid. These three parts of L. lucidum extracts increased the expression of COL1A1 and decreased the expression of MMP-1 and MMP-2 in a dose-dependent manner. Especially, the fruit extract of L. lucidum had the greatest upregulating effect on COL1A1 and the greatest downregulating effect on MMP-1 and MMP-2 in a non-toxic and dose-dependent manner. These results suggest that L. lucidum, especially the fruit, could be used as active ingredients for functional cosmetics.

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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Anti-complement Activity of Triterpenoids from the Whole Plant of Patrinia saniculaefolia

  • An, Ren-Bo;Na, Min-Kyun;Min, Byung-Sun;Lee, Hyeong-Kyu;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.14 no.4
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    • pp.249-253
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    • 2008
  • Two oleanane-type triterpenes (1, 2) and their glycosides (4-6), and one ursane-type triterpene (3) have been isolated from a methanolic extract of Patrinia saniculaefolia Hemsley (Valerianaceae) through repeated silica gel and reversed-phase C-18 column chromatography. Their chemical structures were determined as oleanolic acid (1), oleanonic acid (2), 23-hydroxyursolic acid (3), 3-O-${\alpha}$-L-arabinopyranosyl-oleanolic acid (4), 3-O-${\beta}$-D-glucopyranosyl-oleanolic acid (5), and oleanolic acid 3-O-[${\alpha}$-D-xylopyranosyl-($1{\rightarrow}3$)-${\beta}$-D-glucuronopyranoside-6-O-butyl-ester] (6) on the basis of their MS, $^1H$-, and $^{13}C$-NMR spectral data. All compounds were isolated from the whole plant of the P. saniculaefolia for the first time. These compounds were examined for their anti-complement activity against the classical pathway of the complement system. Among them, compounds 1 - 3 exhibited anti-complement activity with $IC_{50}$ values of 470.1, 212.2, and 121.0 ${\mu}M$, respectively, whereas compounds 4 - 6 were inactive. These results suggest that the carbonyl or hydroxy group at C-3 in the oleananeand/or ursane-triterpenes are important for the anti-complement activity against the classical pathway.

Studies on the Effect of Korean Ginseng Components on Acetic acid Fermentation. [II] (인삼성분이 초산발효에 미치는 영향에 관한 연구(제2보))

  • 남성희;유태종
    • Journal of Ginseng Research
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    • v.4 no.2
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    • pp.133-145
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    • 1980
  • In order to find out the inhibitors of acetic acid fermentation in Korean ginseng (Panax Sin son C. A. Meyer), total aglycone, panaxadiol, panaxadiol, oleanolic acid and ${\beta}$ -sitosterol were added to the basal medium, respectively, and a surface culture was carried out at 30$^{\circ}C$. The results were as follows: 1 . Saponins lost their activity to inhibit the acetic acid fermentation by hydrolysis. 2 Panaxadiol inhibited slightly, and the degree of inhibition was about 1/300 of that of free saponins. 3. Panaxadiol and oleanolic acid inhibited silighly similar to total aglycone. 4. Acetic acid fermentation was stimulated at the early stage when ${\beta}$-sitosterol was added to the media below the level of 0.000815%. But the fermentation was inhibited when media contained it more than that media 5. An over-oxidation of acetic acid was observed when the media contained total aglycone. panaxadiol, panaxatriol, oleanolic acid and ${\beta}$-sitosterol, respectively, while the media which contained sucrose, ginseng extracts ginseng saponins was shown not to be over-oxidized.

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Oleanolic Acids Inhibit Vascular Endothelial Growth Factor Receptor 2 Signaling in Endothelial Cells: Implication for Anti-Angiogenic Therapy

  • Lee, Da-Hye;Lee, Jungsul;Jeon, Jongwook;Kim, Kyung-Jin;Yun, Jang-Hyuk;Jeong, Han-Seok;Lee, Eun Hui;Koh, Young Jun;Cho, Chung-Hyun
    • Molecules and Cells
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    • v.41 no.8
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    • pp.771-780
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    • 2018
  • Angiogenesis must be precisely controlled because uncontrolled angiogenesis is involved in aggravation of disease symptoms. Vascular endothelial growth factor (VEGF)/VEGF receptor 2 (VEGFR-2) signaling is a key pathway leading to angiogenic responses in vascular endothelial cells (ECs). Therefore, targeting VEGF/VEGFR-2 signaling may be effective at modulating angiogenesis to alleviate various disease symptoms. Oleanolic acid was verified as a VEGFR-2 binding chemical from anticancer herbs with similar binding affinity as a reference drug in the Protein Data Bank (PDB) entry 3CJG of model A coordination. Oleanolic acid effectively inhibited VEGF-induced VEGFR-2 activation and angiogenesis in HUVECs without cytotoxicity. We also verified that oleanolic acid inhibits in vivo angiogenesis during the development and the course of the retinopathy of prematurity (ROP) model in the mouse retina. Taken together, our results suggest a potential therapeutic benefit of oleanolic acid for inhibiting angiogenesis in proangiogenic diseases, including retinopathy.