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    Natural Products
    Isofuranodiene
    Isofuranodiene
    Information
    CAS No. 57566-47-9 Price
    Catalog No.CFN98971Purity>=98%
    Molecular Weight216.3 Type of CompoundSesquiterpenoids
    FormulaC15H20OPhysical DescriptionOil
    Download Manual    COA    MSDS    SDFSimilar structuralComparison (Web)  (SDF)
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    Isofuranodiene

    Isofuranodiene
    Product Name Isofuranodiene
    CAS No.: 57566-47-9
    Catalog No.: CFN98971
    Molecular Formula: C15H20O
    Molecular Weight: 216.3 g/mol
    Purity: >=98%
    Type of Compound: Sesquiterpenoids
    Physical Desc.: Oil
    Targets: IL Receptor | NOS | NGF
    Source: The herbs of Chloranthus spicatus
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Price:
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  • Antioxidants (Basel).2020, 9(4):326.
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  • Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
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  • Biological Activity
    Description: Isofuranodiene protects GalN/LPS-induced liver injury in SD rats, it may be a potential functional food ingredient for the prevention and treatment of liver diseases. Isofuranodiene has anticancer activity, by inhibiting the proliferation and inducing apoptosis in cancer cells; it can induce apoptosis in colon cancer cells in a time and concentration-dependent manner suggesting a potential role as models for the development of chemopreventive agents. Isofuranodiene at concentrations of 25 and 12.5 lM alone, or in combination with 50 nM nerve growth factor (NGF) , shows a marked stimulation of neuritogenesis,which appears to be a promising neurotrophic and neuroprotective agent.
    Targets: IL Receptor | NOS | NGF
    In vitro:
    ScientificWorldJournal. 2014;2014:264829.
    Antiproliferative evaluation of isofuranodiene on breast and prostate cancer cell lines.[Pubmed: 24967427]

    METHODS AND RESULTS:
    The anticancer activity of Isofuranodiene, extracted from Smyrnium olusatrum, was evaluated in human breast adenocarcinomas MDA-MB 231 and BT 474, and Caucasian prostate adenocarcinoma PC 3 cell lines by MTS assay. MTS assay showed a dose-dependent growth inhibition in the tumor cell lines after Isofuranodiene treatment. The best antiproliferative activity of the Isofuranodiene was found on PC 3 cells with an IC50 value of 29 μM, which was slightly less than the inhibition against the two breast adenocarcinoma cell lines with IC50 values of 59 and 55 μM on MDA-MB 231 and BT 474, respectively. Hoechst 33258 assay was performed in order to study the growth inhibition mechanism in prostate cancer cell line; the results indicate that Isofuranodiene induces apoptosis.
    CONCLUSIONS:
    Overall, the understudy compound has a good anticancer activity especially towards the PC 3. On the contrary, it is less active on Chinese hamster ovary cells (CHO) and human embryonic kidney (HEK 293) appearing as a good candidate as a potential natural anticancer drug with low side effects.
    Food Chem. 2016 Feb 1;192:782-7.
    Isofuranodiene: A neuritogenic compound isolated from wild celery (Smyrnium olusatrum L., Apiaceae).[Pubmed: 26304411]
    In the search for neuroactive compounds that mimic the nerve growth factor (NGF) activity for the protection against neurodegenerative diseases, the potential medicinal values of foods and plants attracts intense interest. Isofuranodiene is the major constituent of the essential oil of wild celery (Smyrnium olusatrum L., Apiaceae).
    METHODS AND RESULTS:
    The cytotoxic effects of Isofuranodiene towards rat neuronal PC-12 pheochromocytoma cells were determined by MTT assay, while the cell differentiation was evaluated with xCELLigence real time cell analysis system (RTCA DP), and the neuritogenic activity was assessed by neurite outgrowth image analysis. Isofuranodiene at concentrations of 25 and 12.5 μM alone, or in combination with 50 nM NGF, showed a marked stimulation of neuritogenesis, but it was more effective at 12.5 μM with or without NGF.
    CONCLUSIONS:
    The present study reports the first evidence of the neuritogenic effects of Isofuranodiene, which appears to be a promising neurotrophic and neuroprotective agent deserving further investigation.
    In vivo:
    Nat Prod Res. 2015 May 15:1-4.
    Isofuranodiene, the main volatile constituent of wild celery (Smyrnium olusatrum L.), protects d-galactosamin/lipopolysacchride-induced liver injury in rats.[Pubmed: 25978596]
    Isofuranodiene is a natural sesquiterpene rich occurring in Smyrnium olusatrum, a forgotten culinary herb which was marginalised after the domestication of the improved form of celery. Our recent data showed that Isofuranodiene inhibited the proliferation and induced apoptosis in cancer cells.
    METHODS AND RESULTS:
    In this study, we investigated its protective effect on d-galactosamine/lipopolysacchride (GalN/LPS)-induced liver injury in SD rats. Oral administration of Isofuranodiene (20 and 50 mg/kg) dramatically inhibited GalN/LPS-induced serum elevation of aspartate aminotransferase, alanine aminotransferase and malondialdehyde levels, and significantly ameliorated liver injury as evidenced by the histological improvement in H&E staining. Furthermore, Isofuranodiene treatment significantly inhibited GalN/LPS-induced mRNA expression of IL-1β, IL-6 and inducible nitric oxide synthase in liver tissues.
    CONCLUSIONS:
    The results from this study showed that Isofuranodiene protects GalN/LPS-induced liver injury in SD rats and suggested that it may be a potential functional food ingredient for the prevention and treatment of liver diseases.
    Isofuranodiene Description
    Source: The herbs of Chloranthus spicatus
    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 4.6232 mL 23.116 mL 46.2321 mL 92.4642 mL 115.5802 mL
    5 mM 0.9246 mL 4.6232 mL 9.2464 mL 18.4928 mL 23.116 mL
    10 mM 0.4623 mL 2.3116 mL 4.6232 mL 9.2464 mL 11.558 mL
    50 mM 0.0925 mL 0.4623 mL 0.9246 mL 1.8493 mL 2.3116 mL
    100 mM 0.0462 mL 0.2312 mL 0.4623 mL 0.9246 mL 1.1558 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
    Cell Research:
    Fitoterapia. 2014 Sep;97:133-41.
    Wild celery (Smyrnium olusatrum L.) oil and isofuranodiene induce apoptosis in human colon carcinoma cells.[Pubmed: 24924290]
    Smyrnium olusatrum (Apiaceae), well known as wild celery, is a biennal celery-scented plant used for many centuries as a vegetable, then abandoned after the introduction of celery.
    METHODS AND RESULTS:
    In the present work, the essential oil obtained from inflorescences and the amounts of its main constituents Isofuranodiene, curzerene and germacrone were analyzed by GC as well as by HPLC because of their degradation (Cope rearrangement) occurring at high temperatures. The oil and the main constituents were assayed for cytotoxic activity on the human colon cancer cell line (HCT116) by MTT assay. Flower oil and Isofuranodiene showed noteworthy activity on tumor cells with IC50 of 10.71 and 15.06 μg/ml, respectively.
    CONCLUSIONS:
    Analysis of the cytotoxic activity showed that wild celery oil and Isofuranodiene are able to induce apoptosis in colon cancer cells in a time and concentration-dependent manner suggesting a potential role as models for the development of chemopreventive agents.
    Structure Identification:
    Food Chem. 2012 Dec 15;135(4):2852-62.
    A forgotten vegetable (Smyrnium olusatrum L., Apiaceae) as a rich source of isofuranodiene.[Pubmed: 22980882]
    Smyrnium olusatrum, well known as wild celery or Alexanders, is a biennial herb belonging to the Apiaceae and used for many centuries as an edible vegetable because of the aromatic flavour of its parts. Its use on the table has decreased since the Middle Ages when it was replaced by common celery (Apium graveolens).
    METHODS AND RESULTS:
    In the present work the composition of the essential oils obtained by hydrodistillation of various plant parts was investigated by gas chromatography (GC-FID and GC-MS), while quantitation of a heat-sensitive compound, Isofuranodiene, known for its anticancer activity, and of its Cope rearrangement product curzerene, was achieved by HPLC-DAD. All essential oils were composed mainly of furanosesquiterpenoids (54.1-76.2%) with Isofuranodiene (19.5-45.8%) as the main constituent.
    CONCLUSIONS:
    Results showed that GC analysis provides underestimation (up to five times) of Isofuranodiene levels in essential oils and that curzerene could be considered an artifact since it is produced during heating of plant material, occurring during hydrodistillation.
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