• Title/Summary/Keyword: Ursolic Acid

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Synthesis and NO Production Inhibitory Activities of Ursolic Acid and Oleanolic Acid Derivatives

  • Kwon, Tae-Hoon;Lee, Bo-Mi;Chung, Sung-Hyun;Kim, Dong-Hyun;Lee, Yong-Sup
    • Bulletin of the Korean Chemical Society
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    • v.30 no.1
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    • pp.119-123
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    • 2009
  • Structural modifications were performed on the C-3 and C-28 positions of ursolic acid and oleanolic acid and the NO production inhibitory activities of the resulting derivatives were evaluated. The SAR revealed that the ursolic acid and oleanolic acid derivatives 3a and 4a, which possessing methoxy group at C-3 position exhibit improved NO production inhibitory activity on LPS-induced RAW247 cells while showing less cytotoxicity than the parent compounds.

Phytochemical Constituents from the Fruits of Acanthopanax sessiliflorus

  • Lee, Sanghyun;Kim, Bak-Kwang;Cho, Seon-Haeng;Shin, Kuk-Hyun
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.280-284
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    • 2002
  • Six compounds were isolated from the fruits of Acanthopanax sessiliflorus. Their structures were elucidated as (-)-sesamin, scoparone, protocatechuic acid, ursolic acid, hyperin and 5-hydroxymethylfurfural by physicochemical and spectroscopic analysis. Among them, scoparone, ursolic acid and 5-hydroxymethylfurfural were isolated for the first time from Acanthopanax species.

Isolation of the Constituent Inhibiting Nitric Oxide formation from Lycopus lucidus in LPS-induced Macrophage Cells (LPS로 유도한 대식세포에서 Nitric Oxide 생성을 저해하는 쉽싸리 성분의 분리)

  • Park, Hee-Juhn
    • Korean Journal of Plant Resources
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    • v.32 no.4
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    • pp.264-269
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    • 2019
  • This research was performed to identify the anti-inflammatory constituent from the herb of Lycorus lucidus (Lamiaceae). The MeOH extract of this plant material and its two fractions, the lipophilic- ($CHCl_3$ fraction) and the hydrophilic fraction (BuOH fraction), were prepared to test anti-inflammatory activity. For this purpose, the inhibition rate on inducible nitric oxide synthase (iNOS) activity was assessed by determining nitric oxide (NO) formation in lipopolysaccharide (LPS)-induced macrophage 264.7 cells. The $CHCl_3$ fraction that greatly inhibited nitric NO formation was chromatographed to lead the isolation of ursolic acid. Since ursolic acid inhibited NO formation dose dependently in this study, this compound was considered as one of the active constituent responsible for anti-inflammation. However, the activity of rosmarinic acid isolated from the BuOH fraction was weak.

Studies on the Constituents of Oldenlandia diffusa (백화사설초(百花蛇舌草)의 성분(成分)에 관한 연구(硏究))

  • Kim, Young-Hee
    • Korean Journal of Medicinal Crop Science
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    • v.3 no.2
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    • pp.91-95
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    • 1995
  • From the whole plants of Oldenlandia diffusa ursolic acid together with sterols, ${\beta}-sitosterol$ and its $3-0-{\beta}-D-glucoside$ were isolated and characterized mainly by means of spectroscopic methods. Based on the present findings, it may be considered that this plant may contribute to be a rich source for ursolic acid.

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Ursolic Acid Promotes Apoptosis of SGC-7901 Gastric Cancer Cells through ROCK/PTEN Mediated Mitochondrial Translocation of Cofilin-1

  • Li, Rui;Wang, Xia;Zhang, Xiao-Hong;Chen, Hong-Hai;Liu, Yan-Dong
    • Asian Pacific Journal of Cancer Prevention
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    • v.15 no.22
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    • pp.9593-9597
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    • 2014
  • Ursolic acid, extracted from the traditional Chinese medicine bearberry, can induce apoptosis of gastric cancer cells. However, its pro-apoptotic mechanism still needs further investigation. More and more evidence demonstrates that mitochondrial translocation of cofilin-1 appears necessary for the regulation of apoptosis. Here, we report that ursolic acid (UA) potently induces the apoptosis of gastric cancer SGC-7901 cells. Further mechanistic studies revealed that the ROCK1/PTEN signaling pathway plays a critical role in UA-mediated mitochondrial translocation of cofilin-1 and apoptosis. These findings imply that induction of apoptosis by ursolic acid stems primarily from the activation of ROCK1 and PTEN, resulting in the translocation of cofilin-1 from cytoplasm to mitochondria, release of cytochrome c, activation of caspase-3 and caspase-9, and finally inducing apoptosis of gastric cancer SGC-7901 cells.

Antihyperlipidemic Effects of Red Ginseng, Crataegii Fructus and Their Main Constituents Ginsenoside Rg3 and Ursolic Acid in Mice

  • Min, Sung-Won;Jung, Sang-Hyun;Cho, Ki-Ho;Kim, Dong-Hyun
    • Biomolecules & Therapeutics
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    • v.16 no.4
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    • pp.364-369
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    • 2008
  • Anti-hyperlipidemic effect of red ginseng (RG; the steamed root of Panax ginseng C.A. Meyer) and Crataegii fructus (CF, the fruit of Crataegus pinnatifida BGE), which are used frequently in China and Korea as herbal medicines to treat arteriosclerosis, were investigated. Treatments of RG and CF significantly reduced blood triglyceride (TG) and total cholesterol (TC) levels in Triton WR-1339-induced hyperlipidemic mice and serum TG levels in corn oil-induced hypertriglyceridemic mice. Ginsenoside Rg3 and ursolic acid, the main constituents of RG and CF, respectively, also reduced TG and TC levels in hyperlipidemic mice. RG and CF significantly lowered the high blood TG and TC levels and body and epididymal mass weights induced by long-term feeding of a high-fat diet and increased the high-fat diet-induced decrease in blood HDL cholesterol levels. RG and Rg3 reduced the blood TC levels more than CF and ursolic acid. However, blood TG level were reduced by CF and ursolic acid more than RG and Rg3. RG, CF, and their constituents also inhibited pancreatic lipase and HMG-CoA reductase activities. The most potent inhibitor was Rg3. These findings suggest that RG and CF may be suitable for the therapies of hypercholesterolemia and triglyceridemia, respectively.

Cytotoxic Triterpenes from Crataegus pinnatifida

  • Min, Byung-Sun;Kim, Young-Ho;Lee, Sang-Myung;Jung, Hyun-Ju;Lee, Jun-Sung;Na, Min-Kyun;:lee, Chong-Ock;Lee, Jong-Pil;Bae, Ki-Hwan
    • Archives of Pharmacal Research
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    • v.23 no.2
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    • pp.155-158
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    • 2000
  • Bioassay-guided fractionation of Crataegus pinnatifida (Rosaceae) gave two cytotoxic ursane-type triterpenes which were identified as uvaol (1) and ursolic acid (2) by physicochemical and spectroscopic methods. 3-Oxo-ursolic acid (3) was synthesized from ursolic acid (2) by Jones method. The cytotoxic activities of these compounds were tested against murine L1210 and human cancer cell lines (A549, SK-OV-3, SK-MEL-2, XF498, and HCT15) in vitro. Compounds 1 and 2 showed moderate cytotoxicities against L1210, whereas they showed weak activities against human cancer cell lines. However compound 3 exhibited potent cytotoxic activities both in murine and in human cancer cell lines.

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In Vivo Anti-Nociceptive and Anti-Inflammatory Effect of the Two Triterpenes, Ursolic Acid and 23-Hydroxyursolic Acid, from Cussonia bancoensis

  • Tapondjou, L.A.;Lontsi, David;Sondengam, Beiban-Luc;Choi, Jong-Won;Lee, Kyung-Tae;Jung, Hyun-Ju;Park, Hee-Juhn
    • Archives of Pharmacal Research
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    • v.26 no.2
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    • pp.143-146
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    • 2003
  • Triterpenoids, ursolic acid (1) and 23-hydroxyursolic acid (2) were obtained from the hydrolysis of BuOH fraction of Cussonia bancoensis extract to test anti nociceptive and anti-inflammatory effect of C. bancoensis (Araliaceae). Compound 1 and 2 exhibited anti-nociceptive effects, which were determined by acetic acid-induced writhing test and hot plate test. The effect of 2 was much more potent in acetic acid-induced writhing test than in hot plate test. Compound 1 and 2 significantly inhibited 1%-carrageenan-induced edema in the rat. These results suggest that the two triterpenes, ursolic acid and 23-hydroxyursolic acid, are responsible for the antinociceptive and anti-inflammatory effect of C. bancoesnsis.

Anticonvulsant Effect of Uncariae Ramulus et Uncus III. - Effects of Ursolic Acid and Hyperin on Neurotransmitters related Components in Brain Tissue In Vitro - (조구등(釣鉤藤) 성분의 항경련효과 III. - Ursolic Acid와 Hyperin이 In Vitro 뇌 신경전달 관련물질에 미치는 효과 -)

  • Kim, Dong-Young;Park, Jong-Cheol;Lee, Chung-Kyu;Choi, Jong-Won
    • Korean Journal of Pharmacognosy
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    • v.29 no.3
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    • pp.187-192
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    • 1998
  • The ethyl acetate fraction of Uncariae Ramulus et Uncus, which showed anticonvulsant effects against pentylenetetrazole (PTZ) treated mice, were subjected to column chromatography to isolate ursolic acid and hyperin from active eluate. Hyperin decreased the elevated activities of GABA-T and xanthine oxidase and lipid peroxide level dose-dependently in PTZ treated mice brain tissue in vitro, but no effect on superoxide dismutase activity. The effects on such enzyme and component seemed to be related with biosynthesis or metabolism of neurotransmitters.

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