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    Canthin-6-one
    Information
    CAS No. 479-43-6 Price $388 / 5mg
    Catalog No.CFN98730Purity>=98%
    Molecular Weight220.2 Type of CompoundAlkaloids
    FormulaC14H8N2OPhysical DescriptionPowder
    Download Manual    COA    MSDS    SDFSimilar structuralComparison (Web)
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    Canthin-6-one Description
    Source: The barks of Ailanthus altissima
    Biological Activity or Inhibitors: 1. Canthin-6-one has antimicrobial activity.
    2. Canthin-6-one has cytotoxic activity to guinea pig keratinocytes.
    3. Canthin-6-one exhibits fungicide effect against a wide range of fungi.
    4. Canthin-6-one has antiproliferative and proapoptotic effect, possibly by interfering with the G2/M transition.
    5. Canthin-6-one has antiinflammatory activity by interfering with the transcription factors NF-κB and AP-1 at transcriptional level.
    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.
    doi: 10.1016/j.cell.2017.12.019.

    PMID: 29328914

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
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    doi:10.1016/j.phymed.2017.12.030

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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 4.5413 mL 22.7066 mL 45.4133 mL 90.8265 mL 113.5332 mL
    5 mM 0.9083 mL 4.5413 mL 9.0827 mL 18.1653 mL 22.7066 mL
    10 mM 0.4541 mL 2.2707 mL 4.5413 mL 9.0827 mL 11.3533 mL
    50 mM 0.0908 mL 0.4541 mL 0.9083 mL 1.8165 mL 2.2707 mL
    100 mM 0.0454 mL 0.2271 mL 0.4541 mL 0.9083 mL 1.1353 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.
    Canthin-6-one References Information
    Citation [1]

    J Nat Prod. 2014 Nov 26;77(11):2481-7.

    Canthin-6-one displays antiproliferative activity and causes accumulation of cancer cells in the G2/M phase.[Pubmed: 25379743]
    To gain better insight into this mechanism, the antiproliferative effect of a commercially available Canthin-6-one (1) was examined dose-dependently on six cancer cell lines (human prostate, PC-3; human colon, HT-29; human lymphocyte, Jurkat; human cervix, HeLa; rat glioma, C6; and mouse embryonic fibroblasts, NIH-3T3). Cytotoxic effects of Canthin-6-one were investigated on the same cancer cell lines by procaspase-3 cleavage and on normal human skin fibroblasts. Strong antiproliferative effects of the compound were observed in all cell lines, whereas cytotoxic effects were very dependent on cell type. A better definition of the mechanism of action of Canthin-6-one was obtained on PC-3 cells, by showing that it decreases BrdU incorporation into DNA by 60% to 80% and mitotic spindle formation by 70% and that it causes a 2-fold accumulation of cells in the G2/M phase of the cell cycle. Together, the data suggest that the primary effect of Canthin-6-one (1) is antiproliferative, possibly by interfering with the G2/M transition. Proapoptotic effects might result from this disturbance of the cell cycle.
    Citation [2]

    FEBS Lett. 2013 Sep 17;587(18):3045-51.

    The MFS-type efflux pump Flr1 induced by Yap1 promotes canthin-6-one resistance in yeast.[Pubmed: 23912082]
    Screening for suppressors of Canthin-6-one toxicity in yeast identified Yap1, a transcription factor involved in cell response to a broad range of injuries. Although Canthin-6-one did not promote a significant oxidative stress, overexpression of YAP1 gene clearly increased resistance to this drug. We demonstrated that Yap1-mediated resistance involves the plasma membrane major-facilitator-superfamily efflux pump Flr1 but not the vacuolar ATP-binding-cassette transporter Ycf1. FLR1 overexpression was sufficient to reduce sensitivity to the drug, but strictly dependent on a functional YAP1 gene.
    Citation [3]

    J Ethnopharmacol. 2011 Apr 12;134(3):630-6.

    Pharmacological mechanisms underlying the anti-ulcer activity of methanol extract and canthin-6-one of Simaba ferruginea A. St-Hil. in animal models.[Pubmed: 21236329]
    RELEVANCE: Simaba ferruginea A. St-Hil. (Simaroubaceae) is a subshrub typical of the Brazilian Cerrado, whose rhizomes are popularly used as infusion or decoction for the treatment of gastric ulcers, diarrhea and fever. AIM OF THE STUDY: To evaluate the pharmacological mechanism(s) of action of the antiulcer effects of the methanol extract of Simaba ferruginea and its alkaloid Canthin-6-one. MATERIALS AND METHODS: Rhizome of Simaba ferruginea was macerated with methanol to obtain the methanol extract (MESf) from which was obtained, the chloroform fraction. Canthin-6-one alkaloid (Cant) was purified and then isolated from the chloroform fraction (CFSf).
    Citation [4]

    Nat Prod Commun. 2010 Jan;5(1):17-22.

    Canthin-6-one alkaloids and a tirucallanoid from Eurycoma longifolia and their cytotoxic activity against a human HT-1080 fibrosarcoma cell line.[Pubmed: 20184012]
    Phytochemical investigation of the stems of Eurycoma longifolia Jack led to the isolation of two new Canthin-6-one alkaloids, 4,9-dimethoxyCanthin-6-one (1) and 10-hydroxy-11-methoxyCanthin-6-one (2), and a new tirucallane-type triterpenoid, 23,24,25-trihydroxytirucall-7-en-3,6-dione (3), along with 37 known compounds. Among these, an oxasqualenoid (4) was isolated as a natural product for the first time. The structures of the isolates were elucidated by spectroscopic and mass spectrometric means. All the isolates were evaluated for their cytotoxic activity against a HT-1080 human fibrosarcoma cell line. Among them, 9,10-dimethoxyCanthin-6-one (14, IC50 = 5.0 microM), 10-hydroxy-9-methoxyCanthin-6-one (15, IC50 = 7.2 microM), dihydroniloticin (18, IC50 = 8.2 microM), and 14-deacetyleurylene (34, IC50 = 3.2 microM) displayed stronger activity than the positive control 5-FU (IC50 = 9.2 microM).
    Citation [5]

    J Asian Nat Prod Res. 2008 Nov-Dec;10(11-12):1009-12.

    Canthin-6-one alkaloids from Picrasma quassioides and their cytotoxic activity.[Pubmed: 19031238]
    A new alkaloid, 4,5-dimethoxy-10-hydroxyCanthin-6-one (1), was isolated from the stem of Picrasma quassioides Bennet (Simaroubaceae) together with four known Canthin-6-one alkaloids, 8-hydroxyCanthin-6-one (2), 4,5-dimethoxyCanthin-6-one (3), 5-hydroxy-4-methoxyCanthin-6-one (4), and 3-methylcanthin-5,6-dione (5). Their structures were elucidated on the basis of spectroscopic data. The cytotoxic activity of the Canthin-6-one alkaloids was evaluated using human nasopharyngeal carcinoma (CNE2) and human liver cancer (Bel-7402) cell lines. Among these isolates, compounds 1-4 exhibited significant cytotoxic activity against CNE2 cell line.