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    Natural Products
    Adenanthin
    Adenanthin
    Information
    CAS No. 111917-59-0 Price $498 / 5mg
    Catalog No.CFN99215Purity>=98%
    Molecular Weight490.6 Type of CompoundDiterpenoids
    FormulaC26H34O9Physical DescriptionPowder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / $498 / In-stock
    Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
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  • Biological Activity
    Description: Adenanthin is a novel NF-κB and nucleophilic cysteines inhibitor, it has bacteriostatic, antiinflammatory, and antitumour activities. Adenanthin also has antileukemic activity through targeting peroxiredoxin I/II. Adenanthin can serve as the development of Prx I– and Prx II–targeted therapeutic agents.
    Targets: NF-kB | ROS | PD-1 | PD-L1 | Prx
    In vitro:
    Cell Death Dis. 2014 Sep 4;5:e1400.
    Adenanthin targets peroxiredoxin I/II to kill hepatocellular carcinoma cells.[Pubmed: 25188510]
    Adenanthin, has recently been reported to induce leukemic cell differentiation by targeting peroxiredoxins (Prx) I and II. On the other hand, increasing lines of evidence propose that these Prx proteins would become potential targets to screen drugs for the prevention and treatment of solid tumors. Therefore, it is of significance to explore the potential activities of Adenanthin on solid tumor cells.
    METHODS AND RESULTS:
    Here, we demonstrate that Prx I protein is essential for the survival of hepatocellular carcinoma (HCC) cells, and Adenanthin can kill these malignant liver cells in vitro and xenografts. We also show that the cell death-inducing activity of Adenanthin on HCC cells is mediated by the increased reactive oxygen species (ROS) levels. Furthermore, the silencing of Prx I or Prx II significantly enhances the cytotoxic activity of Adenanthin on HCC, whereas the ectopic expression of Prx I and Prx II but not their mutants of Adenanthin-bound cysteines can rescue Adenanthin-induced cytotoxicity in Prxs-silenced HCC cells.
    CONCLUSIONS:
    Taken together, our results propose that Adenanthin targets Prx I/II to kill HCC cells and its therapeutic significance warrants to be further explored in HCC patients.
    Biochem Pharmacol. 2014 May 15;89(2):210-6.
    Adenanthin targets proteins involved in the regulation of disulphide bonds.[Pubmed: 24630929]
    Adenanthin has been recently shown to inhibit the enzymatic activities of peroxiredoxins (Prdx) I and II through its functional α,β-unsaturated ketone group serving as a Michael acceptor. A similar group is found in SK053, a compound recently developed by our group to target the thioredoxin-thioredoxin reductase (Trx-TrxR) system.
    METHODS AND RESULTS:
    This work provides evidence that next to Prdx I and II Adenanthin targets additional proteins including thioredoxin-thioredoxin reductase system as well as protein disulfide isomerase (PDI) that contain a characteristic structural motif, referred to as a thioredoxin fold. Adenanthin inhibits the activity of Trx-TR system and PDI in vitro in the insulin reduction assay and decreases the activity of Trx in cultured cells. Moreover, we identified Trx-1 as an Adenanthin binding protein in cells incubated with biotinylated Adenanthin as an affinity probe.
    CONCLUSIONS:
    The results of our studies indicate that Adenanthin is a mechanism-selective, rather than an enzyme-specific inhibitor of enzymes containing readily accessible, nucleophilic cysteines. This observation might be of importance in considering potential therapeutic applications of Adenanthin to include a range of diseases, where aberrant activity of Prdx, Trx-TrxR and PDI is involved in their pathogenesis.
    Adenanthin Description
    Source: The herbs of Rabdosia adenantha
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
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    PMID: 30417089
    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.0383 mL 10.1916 mL 20.3832 mL 40.7664 mL 50.958 mL
    5 mM 0.4077 mL 2.0383 mL 4.0766 mL 8.1533 mL 10.1916 mL
    10 mM 0.2038 mL 1.0192 mL 2.0383 mL 4.0766 mL 5.0958 mL
    50 mM 0.0408 mL 0.2038 mL 0.4077 mL 0.8153 mL 1.0192 mL
    100 mM 0.0204 mL 0.1019 mL 0.2038 mL 0.4077 mL 0.5096 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.
    Protocol
    Kinase Assay:
    Nat Chem Biol. 2012 Apr 8;8(5):486-93.
    Adenanthin targets peroxiredoxin I and II to induce differentiation of leukemic cells.[Pubmed: 22484541]
    Peroxiredoxins (Prxs) are potential therapeutic targets for major diseases such as cancers. However, isotype-specific inhibitors remain to be developed.
    METHODS AND RESULTS:
    We report that Adenanthin, a diterpenoid isolated from the leaves of Rabdosia adenantha, induces differentiation of acute promyelocytic leukemia (APL) cells. We show that Adenanthin directly targets the conserved resolving cysteines of Prx I and Prx II and inhibits their peroxidase activities. Consequently, cellular H(2)O(2) is elevated, leading to the activation of extracellular signal-regulated kinases and increased transcription of CCAAT/enhancer-binding protein β, which contributes to Adenanthin-induced differentiation. Adenanthin induces APL-like cell differentiation, represses tumor growth in vivo and prolongs the survival of mouse APL models that are sensitive and resistant to retinoic acid.
    CONCLUSIONS:
    Thus, Adenanthin can serve as what is to our knowledge the first lead natural compound for the development of Prx I- and Prx II-targeted therapeutic agents, which may represent a promising approach to inducing differentiation of APL cells.
    Animal Research:
    J Immunol. 2013 Sep 1;191(5):2115-25.
    Preventive and therapeutic effects of adenanthin on experimental autoimmune encephalomyelitis by inhibiting NF-κB signaling.[Pubmed: 23964105]
    Adenanthin, a diterpenoid isolated from the leaves of Isodon adenanthus, has been reported to possess antileukemic activity through targeting peroxiredoxin I/II. However, its other potential activities remain to be explored.
    METHODS AND RESULTS:
    Using myelin oligodendrocyte glycoprotein (MOG)35-55-induced experimental autoimmune encephalomyelitis (EAE), an animal model for multiple sclerosis, we report in this study that Adenanthin exerts efficaciously preventive and therapeutic effects on EAE accompanied by significant restriction of infiltration of inflammatory cells and demyelination in CNS. Adenanthin-presented immunomodulatory effects on EAE are correlated with suppressed proliferation of MOG35-55-reactive T cells, decreased Th1 and Th17 cells, increased regulatory T cell populations, decreased production of serum proinflammatory cytokines, and reduced stimulatory capacity of APCs, which might be mediated by its inhibitory action on NF-κB signaling pathway.
    CONCLUSIONS:
    Our results propose that, as a novel NF-κB inhibitor, Adenanthin has potent immunomodulatory activity for the treatment of multiple sclerosis and possibly other autoimmune disorders.