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  • 齐墩果酸

    Oleanolic acid

    产品编号 CFN98800
    CAS编号 508-02-1
    分子式 = 分子量 C30H48O3 = 456.7
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Triterpenoids
    植物来源 The herbs of Boehmeria nivea (Linn.) Gaudich.
    产品名称 产品编号 CAS编号 包装 QQ客服
    齐墩果酸 CFN98800 508-02-1 10mg QQ客服:215959384
    齐墩果酸 CFN98800 508-02-1 20mg QQ客服:215959384
    齐墩果酸 CFN98800 508-02-1 50mg QQ客服:215959384
    齐墩果酸 CFN98800 508-02-1 100mg QQ客服:215959384
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    Cell. 2018 Jan 11;172(1-2):249-261.e12.
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    doi: 10.1038/nplants.2016.205.

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    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.

    PMID: 30417089
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  • 生物活性
    Description: Oleanolic acid is a non-toxic, hepatoprotective triterpenoid found in Phytolacca Americana, which exerts antitumor, anti-inflammatory, antioxidant, and antiviral properties. Oleanolic acid exhibits anti-HCV activity at least partly through suppressing HCV NS5B RdRp activity as a noncompetitive inhibitor; it induces the upregulation of miR-132, which serves as an important regulator of neurotrophic actions, mainly through the activation of the hippocampal BDNF-ERK-CREB signalling pathways; can be employed as a lead in the development of potent NO inhibitors. Oleanolic acid supplement ameliorates fructose-induced Adipo-IR in rats via the IRS-1/phosphatidylinositol 3-kinase/Akt pathway.
    Targets: NO | TNF-α | IL Receptor | NOS | ERK | PI3K | Akt | HCV | BDNF | CREB | miR-132
    In vitro:
    Bioorg Med Chem Lett. 2014 Sep 1;24(17):4114-9.
    Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.[Pubmed: 25113933]
    A series of oleanolic acid analogs, characterized by structural modifications at position C-3 and C-28 of oleanane skeleton were synthesized and assessed for antiinflammatory potential towards lipopolysaccharide (LPS) induced nitric oxide (NO) production in macrophages.
    Results revealed that all the synthesized analogs of oleanolic acid inhibit NO production with an IC50 of 2.66-41.7 μM as compared to the specific nitric oxide synthase (NOS) inhibitor, L-NAME (IC50=69.21 and 73.18 μM on RAW 264.7 and J774A.1 cells, respectively) without affecting the cell viability when tested at their half maximal concentration. The most potent NO inhibitors (2, 8, 9 and 10) at a concentration of 20 μg/mL also demonstrated mild inhibition (27.9-51.9%) of LPS-induced tumor necrosis factor alpha (TNF-α) and weak inhibition (11.1-37.5%) towards interleukin 1-beta (IL-1β) production in both the cells.
    The present study paves a direction that analogs of oleanolic acid can be employed as a lead in the development of potent NO inhibitors. Molecular docking studies also showed that 10 (with top Goldscore docking pose 19.05) showed similar interaction as that of co-crystallized inhibitor and, thereby, helps to design the potent inhibitors of TNF-α.
    Antiviral Res. 2013 Apr;98(1):44-53.
    Oleanolic acid and ursolic acid: novel hepatitis C virus antivirals that inhibit NS5B activity.[Pubmed: 23422646 ]
    Hepatitis C virus (HCV) infects up to 170 million people worldwide and causes significant morbidity and mortality. Unfortunately, current therapy is only curative in approximately 50% of HCV patients and has adverse side effects, which warrants the need to develop novel and effective antivirals against HCV. We have previously reported that the Chinese herb Fructus Ligustri Lucidi (FLL) directly inhibited HCV NS5B RNA-dependent RNA polymerase (RdRp) activity (Kong et al., 2007).
    In this study, we found that the FLL aqueous extract strongly suppressed HCV replication. Further high-performance liquid chromatography (HPLC) analysis combined with inhibitory assays indicates that oleanolic acid and ursolic acid are two antiviral components within FLL aqueous extract that significantly suppressed the replication of HCV genotype 1b replicon and HCV genotype 2a JFH1 virus. Moreover, oleanolic acid and ursolic acid exhibited anti-HCV activity at least partly through suppressing HCV NS5B RdRp activity as noncompetitive inhibitors.
    Therefore, our results for the first time demonstrated that natural products oleanolic acid and ursolic acid could be used as potential HCV antivirals that can be applied to clinic trials either as monotherapy or in combination with other HCV antivirals.
    Mol Cell Biochem . 2015 Feb;400(1-2):1-7.
    Oleanolic acid suppresses the proliferation of lung carcinoma cells by miR-122/Cyclin G1/MEF2D axis[Pubmed: 25472877]
    Oleanolic acid (OA) is a natural compound from plants with anti-tumor activities. However, the mechanism of the inhibitory effect of OA on cell cycle progression has not been completely explored. We employed several lung carcinoma cell lines to investigate the cell cycle-related molecular pathway affected by OA. The data revealed that OA suppressed the proliferation of lung cancer cells in both dose- and time-dependent manners, along with an increase in miR-122 abundance. The suppression of miR-122 abolished the effect of OA on lung cancer cells. CCNG1 and MEF2D, two putative miR-122 targets, were found to be downregulated by OA treatment. Restoring their expression counteracted the effect of OA on lung carcinoma cells. OA was further shown to induce the expression of miR-122-regulating transcriptional factors in lung cancer cells. Collectively, OA induced cell cycle arrest in lung cancer cells through miR-122/Cyclin G1/MEF2D pathway. This finding may contribute to the understanding of the molecular mechanism of OA's anti-tumor activity.
    J Nutr Biochem . 2014 Nov;25(11):1154-1160.
    Oleanolic acid inhibits proliferation and invasiveness of Kras-transformed cells via autophagy[Pubmed: 25172632]
    Oleanolic acid (OA) has been widely studied because of its pleiotropic therapeutic and preventive effect on various diseases. However, the mechanisms of OA's action are still not clear yet, especially its suppressing effect on transformed cells. In this work, we found that OA induced autophagy in normal tissue-derived cells without cytotoxicity. OA-induced autophagy was shown to decrease the proliferation of KRAS-transformed normal cells and to impair their invasion and anchorage-independent growth. Interrupting autophagy rescued OA's effect on the transformed cells. Mouse model experiments also demonstrated that OA suppressed the growth of KRAS-transformed breast epithelial cell MCF10A-derived tumor xenograft by inducing autophagy. Finally, we identified that OA induced autophagy in normal cells by inhibiting the activation of Akt/mTOR/S6K signaling. In conclusions, we found that OA treatment permitted normal cells to undergo autophagy. The induced autophagy was required for OA to prevent or delay the growth of transformed normal cells.
    In vivo:
    J Mol Cell Cardiol . 2014 Jul;72:250-62.
    Oleanolic acid modulates the immune-inflammatory response in mice with experimental autoimmune myocarditis and protects from cardiac injury. Therapeutic implications for the human disease[Pubmed: 24732212]
    Myocarditis and dilated cardiomyopathy (DCM) are inflammatory diseases of the myocardium, for which appropriate treatment remains a major clinical challenge. Oleanolic acid (OA), a natural triterpene widely distributed in food and medicinal plants, possesses a large range of biological effects with beneficial properties for health and disease prevention. Several experimental approaches have shown its cardioprotective actions, and OA has recently been proven effective for treating Th1 cell-mediated inflammatory diseases; however, its effect on inflammatory heart disorders, including myocarditis, has not yet been addressed. Therefore, the present study was undertaken to determine the effectiveness of OA in prevention and treatment of experimental autoimmune myocarditis (EAM). The utility of OA was evaluated in vivo through their administration to cardiac α-myosin (MyHc-α614-629)-immunized BALB/c mice from day 0 or day 21 post-immunization to the end of the experiment, and in vitro through their addition to stimulated-cardiac cells. Prophylactic and therapeutic administration of OA dramatically decreased disease severity: the heart weight/body weight ratio as well as plasma levels of brain natriuretic peptide and myosin-specific autoantibodies production were significantly reduced in OA-treated EAM animals, compared with untreated ones. Histological heart analysis showed that OA-treatment diminished cell infiltration, fibrosis and dystrophic calcifications. OA also decreased proliferation of cardiac fibroblast in vitro and attenuated calcium and collagen deposition induced by relevant cytokines of active myocarditis. Furthermore, in OA-treated EAM mice the number of Treg cells and the production of IL-10 and IL-35 were markedly increased, while proinflammatory and profibrotic cytokines were significantly reduced. We demonstrate that OA ameliorates both developing and established EAM by promoting an antiinflammatory cytokine profile and by interfering with the generation of cardiac-specific autoantibodies, as well as through direct protective effects on cardiac cells. Therefore, we envision this natural product as novel helpful tool for intervention in inflammatory cardiomyopathies including myocarditis.
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.1896 mL 10.9481 mL 21.8962 mL 43.7924 mL 54.7405 mL
    5 mM 0.4379 mL 2.1896 mL 4.3792 mL 8.7585 mL 10.9481 mL
    10 mM 0.219 mL 1.0948 mL 2.1896 mL 4.3792 mL 5.4741 mL
    50 mM 0.0438 mL 0.219 mL 0.4379 mL 0.8758 mL 1.0948 mL
    100 mM 0.0219 mL 0.1095 mL 0.219 mL 0.4379 mL 0.5474 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    3-O-咖啡酰基齐墩果酸; 3-O-Caffeoyloleanolic acid CFN96050 97534-10-6 C39H54O6 = 618.9 5mg QQ客服:1457312923
    3alpha-Acetyloxy-25-hydroxyolean-12-en-28-oic acid; 3alpha-Acetyloxy-25-hydroxyolean-12-en-28-oic acid CFN95710 469895-08-7 C32H50O5 = 514.8 5mg QQ客服:1457312923
    3-氧代-12-烯-28-齐墩果酸; 3-oxo-Olean-12-en-28-oic acid CFN92194 17990-42-0 C30H46O3 = 454.7 20mg QQ客服:1413575084
    3-Keto-齐墩果酸-28-甲酯; 3-Oxo-olean-12-en-28-oic acid methyl ester CFN91814 1721-58-0 C31H48O3 = 468.7 5mg QQ客服:2159513211
    Virgatic acid; Virgatic acid CFN96451 14356-51-5 C30H46O4 = 470.70 5mg QQ客服:2159513211
    刺囊酸; Echinocystic acid CFN98812 510-30-5 C30H48O4 = 472.7 20mg QQ客服:215959384
    3alpha-木通萜酸; 3alpha-Akebonoic acid CFN99067 104777-61-9 C29H44O3 = 440.7 5mg QQ客服:1457312923
    Sebiferenic acid; Sebiferenic acid CFN97523 94390-09-7 C30H48O4 = 472.7 5mg QQ客服:1457312923
    3,4-开环-齐墩果-12-烯-4-醇-3,28-二酸; 3,4-seco-Olean-12-en-4-ol-3,28-dioic acid CFN96849 182249-69-0 C30H48O5 = 488.70 5mg QQ客服:1413575084
    3-氧代-24-去甲齐墩果-12-烯-28-酸 ; Hedragonic acid CFN96602 466-02-4 C29H44O3 = 440.66 5mg QQ客服:1413575084





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