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    6-Acetonyldihydrochelerythrine
    6-Acetonyldihydrochelerythrine
    Information
    CAS No. 22864-92-2 Price
    Catalog No.CFN98233Purity>=98%
    Molecular Weight405.5 Type of CompoundAlkaloids
    FormulaC24H23NO5Physical DescriptionYellow powder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    Biological Activity
    Description: 1. 6-Acetonyldihydrochelerythrine exhibits significant anti-HIV activity in H9 lymphocytes with EC50 and TI (Therapeutic Index) values of 1.77 microg/mL and 14.6, respectively.
    2. 6-Acetonyldihydrochelerythrine is a potent inducer of apoptosis in HCT116 and SW620 cell lines, it displays potent cytotoxic activity in human HCT116 and SW620 colon carcinoma cells, to a higher extent than 5-fluorouracil (5-FU), the cornerstone chemotherapeutic agent in colon cancer.
    3. 6-Acetonyldihydrochelerythrine exhibits significant antioxidant activities.
    Targets: ERK | Akt | p53 | Bcl-2/Bax | PPAR | HIV
    6-Acetonyldihydrochelerythrine Description
    Source: The root bark of Toddalia aculeata
    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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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.4661 mL 12.3305 mL 24.6609 mL 49.3218 mL 61.6523 mL
    5 mM 0.4932 mL 2.4661 mL 4.9322 mL 9.8644 mL 12.3305 mL
    10 mM 0.2466 mL 1.233 mL 2.4661 mL 4.9322 mL 6.1652 mL
    50 mM 0.0493 mL 0.2466 mL 0.4932 mL 0.9864 mL 1.233 mL
    100 mM 0.0247 mL 0.1233 mL 0.2466 mL 0.4932 mL 0.6165 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.
    6-Acetonyldihydrochelerythrine References Information
    Citation [1]

    J Nat Prod. 2014 Jul 28.

    6-Acetonyldihydrochelerythrine Is a Potent Inducer of Apoptosis in HCT116 and SW620 Colon Cancer Cells.[Pubmed: 25066282]
    6-Acetonyldihydrochelerythrine (1), a benzophenanthridine alkaloid, isolated from the methanol extract of Zanthoxylum capense, displayed potent cytotoxic activity in human HCT116 and SW620 colon carcinoma cells, to a higher extent than 5-fluorouracil (5-FU), the cornerstone chemotherapeutic agent in colon cancer. Cytotoxicity of 6-Acetonyldihydrochelerythrine was evaluated by MTS, lactate dehydrogenase (LDH), and Guava ViaCount assays. Interestingly,6-Acetonyldihydrochelerythrine significantly induced cytotoxicity in both cell lines, leading to a significant increase in LDH release, as compared to 5-FU. Further, Guava ViaCount flow cytometry assays demonstrated that 6-Acetonyldihydrochelerythrine significantly increased cell death, as shown by the presence of a significantly higher population of apoptotic cells in both cell lines, as compared to cells exposed to 5-FU. Furthermore, evaluation of nuclear morphology by Hoechst staining of 6-Acetonyldihydrochelerythrine-treated HCT116 and SW620 cells confirmed flow cytometry results, demonstrating a marked induction of apoptotic cell death by 1, again to a further extent than that elicited by 5-FU. In addition, immunoblot analysis to ascertain the molecular events triggered by 16-Acetonyldihydrochelerythrine exposure was performed. The results show that 6-Acetonyldihydrochelerythrine exposure reduced the steady-state expression and activation of the pro-survival proteins ERK5 and Akt and increased the steady-state expression of p53 in both HCT116 and SW620 cells. Changes in ERK5 or Akt activation can be ascertained by evaluating the ratio of p-ERK5/ERK5 or p-Akt/Akt. In addition, exposure to 6-Acetonyldihydrochelerythrine reduced expression of XIAP, Bcl-XL, and Bcl-2, while increasing the cleavage of poly(ADP-ribose) polymerase in both cell lines. Collectively, the data indicate that 6-Acetonyldihydrochelerythrine (1) is a potent inducer of apoptosis in HCT116 and SW620 cell lines, highlighting its potential relevance in colon cancer.
    Citation [2]

    Planta Med. 2003 Feb;69(2):148-52.

    Two new protopines argemexicaines A and B and the anti-HIV alkaloid 6-acetonyldihydrochelerythrine from formosan Argemone mexicana.[Pubmed: 12624820]
    Two new protopine-type alkaloids, argemexicaine A (1) and argemexicaine B (2), along with thirteen known alkaloids, were isolated from MeOH extracts of Formosan Argemone mexicana L. (Papaveraceae). Physical and spectral analyses, particularly IR and thermo-modulated 1D and 2D NMR, were used to determine the transannular conformations of the isolated protopine-type alkaloids. The known benzo[ c]phenanthridine (+/-)-6-Acetonyldihydrochelerythrine (5) exhibited significant anti-HIV activity in H9 lymphocytes with EC50 and TI (Therapeutic Index) values of 1.77 microg/mL and 14.6, respectively.
    Citation [3]

    Ars Pharmaceutica,2003,44(1):5-21.

    Actividad antioxidante de los alcaloides de Bocconia arborea. Estudio sobre seis métodos de análisis Antioxidant activity of alkaloids from Bocconia arborea. A study on six testing methods[Reference: WebLink]
    Antioxidative activity-guided fractionation together with chemical analysis led to the isolation of three benzophenanthridine alkaloids from methanol extract of the bark of Bocconia arborea. Identification was based on spectroscopic methods. The isolated alkaloids 6-Acetonyldihydrochelerythrine, chelerythrine and dihydrochelerythrine were tested for antioxidative activity on thiocyanate assays, free radical scavenging activity, β β β β β-carotene bleaching method, and deoxyribose assay. All alkaloids exhibited significant antioxidant activities in linoleic acid and β β β β β-carotene. Although afforded protection against the damage of deoxyribose, liposome peroxidation and microsomial lipid from peroxidation, also exhibited scavenging effects on the 1,1-diphenyl-2-picrylhydrazyl radicals.