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  • 天芥菜碱

    Heliotrine

    天芥菜碱
    产品编号 CFN00270
    CAS编号 303-33-3
    分子式 = 分子量 C16H27NO5 = 313.39
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Alkaloids
    植物来源 The herbs of Cynoglossum amabile
    ChemFaces的产品在影响因子大于5的优秀和顶级科学期刊中被引用
    提供自定义包装
    产品名称 产品编号 CAS编号 包装 QQ客服
    天芥菜碱 CFN00270 303-33-3 1mg QQ客服:1413575084
    天芥菜碱 CFN00270 303-33-3 5mg QQ客服:1413575084
    天芥菜碱 CFN00270 303-33-3 10mg QQ客服:1413575084
    天芥菜碱 CFN00270 303-33-3 20mg QQ客服:1413575084
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    ChemFaces的产品在许多优秀和顶级科学期刊中被引用

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
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  • Centralised Purchases Unit (CPU), B.I.T.S (India)
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  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • Pharmaceuticals.2022, 15(4), 402.
  • Nat Prod Communications2018, 10.1177
  • Korean J Dent Mater2020, 47(2):63-70.
  • J Cell Biochem.2022, 123(7):1222-1236.
  • Food Chem.2019, 278:683-691
  • JAOCS2021, 98(7):779-794.
  • Molecules.2020, 25(15):3353.
  • Food Funct.2021, 12(13):5892-5902.
  • Int J Biol Macromol.2019, 126:653-661
  • Int. J. Mol. Sci.2022, 23(19), 11900.
  • University of Guelph2021, 12.
  • Metabolites2023, 13(1), 3.
  • Environ Toxicol.2021, 36(9):1848-1856.
  • Front Pharmacol.2016, 7:460
  • Phytomedicine.2019, 58:152893
  • Phytomedicine.2021, 2(82):153452
  • Phytother Res.2018, 32(12):2551-2559
  • Chem Biol Interact.2016, 260:168-175
  • J Ethnopharmacol.2022, 282:114574.
  • Kangwon National University2022, 37(1):29-37
  • Food and Agriculture Org. Of the UN2019, 151-160
  • J. Food Composition and Analysis2022, 114:104731
  • Pharmaceuticals (Basel).2021, 14(8):742.
  • ...
  • 生物活性
    Description: The pyrrolizidine alkaloid Heliotrine interferes with reporter signals derived from GAL4-based nuclear receptor transactivation assays by a mechanism independent of luciferase enzyme inhibition. Acute hepatitis induced by Heliotrine is accompanied by uncoupling of oxidative phosphorylation in liver mitochondria.
    Targets: ATPase
    In vitro:
    Mol Nutr Food Res. 2014 May;58(5):995-1004.
    Structure-activity relationship in the passage of different pyrrolizidine alkaloids through the gastrointestinal barrier: ABCB1 excretes heliotrine and echimidine.[Pubmed: 24375927]
    1,2-Unsaturated pyrrolizidine alkaloids (PA) are found in plants such as Asteraceae and Boraginaceae families. Acute PA poisoning via contaminated food or feed causes severe damage to liver depending on species-specific oral bioavailability. For assessing PA bioavailability, their passage across the intestinal barrier was investigated using Caco-2 cells.
    METHODS AND RESULTS:
    Differentiated Caco-2 cells were exposed in transport chambers to the PA heliotrine (Hn), echimidine (Em), senecionine (Sc), and senkirkine (Sk). Cell supernatants were analyzed by LC-MS/MS. PA pass Caco-2 monolayer from the apical into basolateral compartment depending on their chemical structure. Compared to the cyclic diesters Sc and Sk with a passage rate of 47% ± 4 and 40% ± 3, respectively, the transferred amount of the monoester Hn (32% ± 3) and open-chained diester Em (13% ± 2) was substantially lower. This suggested an active transport of Hn and Em. Using Madin-Darby canine kidney II/P-glycoprotein (ABCB1)-overexpressing cells, the active excretion of Hn and Em by ABCB1 from the gastrointestinal epithelium into the gut lumen was shown.
    CONCLUSIONS:
    PA cross the intestinal barrier structure-dependently. The passage of the noncyclic PA Hn and Em is reduced by an ABCB1-driven efflux into the gastrointestinal lumen resulting in a decreased oral bioavailability.
    Anal Biochem. 2015 Jul 23.
    Utility of an appropriate reporter assay: Heliotrine interferes with GAL4/UAS-driven reporter gene systems.[Pubmed: 26212314]
    Reporter gene assays are widely used for the assessment of transcription factor activation following xenobiotic exposure of cells. A critical issue with such assays is the possibility of interference of test compounds with the test system, for example, by direct inhibition of the reporter enzyme.
    METHODS AND RESULTS:
    Here we show that the pyrrolizidine alkaloid heliotrine interferes with reporter signals derived from GAL4-based nuclear receptor transactivation assays by a mechanism independent of luciferase enzyme inhibition.
    CONCLUSIONS:
    These data highlight the necessity to conduct proper control experiments in order to avoid perturbation of reporter assays by test chemicals.
    In vivo:
    Biomed Sci. 1991;2(5):460-4.
    Disturbances in oxidative phosphorylation in the liver of rats with heliotrine-induced hepatitis and restoration by phosphatidylcholine and ATP.[Pubmed: 1668644]
    Acute hepatitis induced by heliotrine is accompanied by uncoupling of oxidative phosphorylation in liver mitochondria.
    METHODS AND RESULTS:
    The rate of oxygen uptake during succinate oxidation increased in all metabolic states, while the respiratory control index decreased by 45% because of the greater increase in the respiration rate in state 4 by comparison with that in state 3. Heliotrine poisoning also halved the rate of oxygen uptake in rat liver homogenates in the presence of ascorbate and tetramethylene-p-phenylenediamine. This is indicative of a lowering of cytochrome oxidase activity and of energy metabolism disturbances in rat liver. Preparations of cotton phosphatidylcholine (PC), both purified and as ATP-containing complexes (PC+ATP), as well as ATP alone, reduced the metabolic disorders in liver mitochondria of rats with acute heliotrine-induced hepatitis.
    CONCLUSIONS:
    The therapeutic effect of these preparations consisted in the restoration of oxidative phosphorylation coupling and of the cytochrome oxidase activity. The effect of PC+ATP was much greater than either PC or ATP alone. In contrast, the commercial preparation, Essential, had no beneficial effect.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.1909 mL 15.9546 mL 31.9091 mL 63.8182 mL 79.7728 mL
    5 mM 0.6382 mL 3.1909 mL 6.3818 mL 12.7636 mL 15.9546 mL
    10 mM 0.3191 mL 1.5955 mL 3.1909 mL 6.3818 mL 7.9773 mL
    50 mM 0.0638 mL 0.3191 mL 0.6382 mL 1.2764 mL 1.5955 mL
    100 mM 0.0319 mL 0.1595 mL 0.3191 mL 0.6382 mL 0.7977 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.
    部分图片展示
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    大叶千里光碱; Macrophylline CFN00275 27841-97-0 C13H21NO3 = 239.31 5mg QQ客服:2159513211
    欧天芥菜碱; Europine CFN00264 570-19-4 C16H27NO6 = 329.39 5mg QQ客服:215959384
    欧天芥菜碱氮氧化物; Europine N-oxide CFN00265 65582-53-8 C16H27NO7 = 345.39 5mg QQ客服:2056216494
    阔叶碱; Latifoline CFN00266 6029-86-3 C20H27NO7 = 393.44 5mg QQ客服:2159513211
    阔叶碱N-氧化物; Latifoline N-oxide CFN00267 98752-06-8 C20H27NO8 = 409.43 5mg QQ客服:215959384
    天芥菜品碱; Heliosupine CFN00268 32728-78-2 C20H31NO7 = 397.47 5mg QQ客服:215959384
    天芥菜品碱N-氧化物; Heliosupine N-oxide CFN00454 31701-88-9 C20H31NO8 = 413.5 5mg QQ客服:2056216494
    乙酰天芥菜品碱; Acetylheliosupine CFN00269 31514-30-4 C22H33NO8 = 439.50 5mg QQ客服:2159513211
    天芥菜碱; Heliotrine CFN00270 303-33-3 C16H27NO5 = 313.39 5mg QQ客服:2159513211
    天芥菜碱 N-氧化物; Heliotrine N-oxide CFN00271 6209-65-0 C16H27NO6 = 329.39 5mg QQ客服:3257982914

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