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    Artocarpin
    Artocarpin
    Information
    CAS No. 7608-44-8 Price
    Catalog No.CFN97239Purity>=98%
    Molecular Weight436.5 Type of CompoundFlavonoids
    FormulaC26H28O6Physical DescriptionYellow powder
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    Artocarpin

    Artocarpin
    Product Name Artocarpin
    CAS No.: 7608-44-8
    Catalog No.: CFN97239
    Molecular Formula: C26H28O6
    Molecular Weight: 436.5 g/mol
    Purity: >=98%
    Type of Compound: Flavonoids
    Physical Desc.: Yellow powder
    Targets: COX | TNF-伪 | IL Receptor | Caspase | ERK | JNK | Akt | mTOR | p38MAPK
    Source: The heartwoods of Artocarpus incisus.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Price:
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  • J Adv Res.2019, 17:85-94
  • J of App. Res. on Med&Aromatic Plants2020, 100291.
  • Sci Rep.2016, 6:25094
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  • Asian Journal of Chemistry2014, 26(22):7811-7816
  • Pak J Pharm Sci.2019, 32(6)
  • J Agric Food Chem.2019, 67(27):7748-7754
  • TCI CO.2019, US20190151281A1
  • Int J Mol Med.2015, 35(5):1237-45
  • Biomed Chromatogr.2016, 30(10):1573-81
  • Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
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  • Biological Activity
    Description: Artocarpin has anti- bactericidal effect, can reduce the viability of pneumococci by a factor of >1000, without obvious harm to lung epithelial cells. Artocarpin can prevent skin damage from UVB irradiation-induced photodamage in hairless mice and this is likely mediated through its antioxidant and anti-inflammation mechanisms.Artocarpin possesses potent 5alpha reductase inhibitory effect, it induces apoptosis in HSC-1 and T47D cells through modulation of MAPK and Akt/mTOR pathways, an extrinsic pathway, respectively. Artocarpin has an efficient lightening effect on UV-stimulated hyperpigmented dorsal skins of brownish guinea pigs.
    Targets: COX | TNF-α | IL Receptor | Caspase | ERK | JNK | Akt | mTOR | p38MAPK
    In vitro:
    Evid Based Complement Alternat Med. 2015;2015:236159.
    Artocarpin Induces Apoptosis in Human Cutaneous Squamous Cell Carcinoma HSC-1 Cells and Its Cytotoxic Activity Is Dependent on Protein-Nutrient Concentration.[Pubmed: 25648333]
    Artocarpin, a natural prenylated flavonoid, has been shown to have various biological properties. However, its effects on human cutaneous squamous cell carcinoma (SCC) have not been previously investigated.
    METHODS AND RESULTS:
    We set out to determine whether Artocarpin has cytotoxic effects on SCC cells and whether its pharmacological activity is dependent on protein-nutrient concentration. Our results showed that treatment of HSC-1 cells (a human cutaneous SCC cell line) with Artocarpin decreased cell viability and induced cell apoptosis by increasing caspase 3/7 activity. These effects were more pronounced at low fetal bovine serum (FBS) concentrations. Artocarpin induced an increase in the level of phospho-p38 and a decrease in the levels of phospho-ERK, phospho-JNK, phospho-Akt, phospho-mTOR, and phospho-S6K. High FBS concentrations in the culture media inhibited and delayed the uptake of Artocarpin from the extracellular compartment (culture media) into the intracellular compartment, as determined by high performance liquid chromatography (HPLC) analysis.
    CONCLUSIONS:
    In conclusion, Artocarpin induces apoptosis in HSC-1 cells through modulation of MAPK and Akt/mTOR pathways. Binding of Artocarpin to proteins in the FBS may inhibit cellular uptake and reduce the cytotoxic activity of Artocarpin on HSC-1 cells. Therefore, Artocarpin may have potential use in the future as a form of treatment for cutaneous SCC.
    Int J Med Microbiol. 2015 May;305(3):289-97.
    Antipneumococcal activity of neuraminidase inhibiting artocarpin.[Pubmed: 25592264]
    Streptococcus (S.) pneumoniae is a major cause of secondary bacterial pneumonia during influenza epidemics. Neuraminidase (NA) is a virulence factor of both pneumococci and influenza viruses.
    METHODS AND RESULTS:
    Bacterial neuraminidases (NAs) are structurally related to viral NA and susceptible to oseltamivir, an inhibitor designed to target viral NA. This prompted us to evaluate the antipneumococcal potential of two NA inhibiting natural compounds, the diarylheptanoid katsumadain A and the isoprenylated flavone Artocarpin. Chemiluminescence, fluorescence-, and hemagglutination-based enzyme assays were applied to determine the inhibitory efficiency (IC(50) value) of the tested compounds towards pneumococcal NAs. The mechanism of inhibition was studied via enzyme kinetics with recombinant NanA NA. Unlike oseltamivir, which competes with the natural substrate of NA, Artocarpin exhibits a mixed-type inhibition with a Ki value of 9.70 μM.
    CONCLUSIONS:
    Remarkably, Artocarpin was the only NA inhibitor (NAI) for which an inhibitory effect on pneumococcal growth (MIC: 0.99-5.75 μM) and biofilm formation (MBIC: 1.15-2.97 μM) was observable. In addition, we discovered that the bactericidal effect of Artocarpin can reduce the viability of pneumococci by a factor of >1000, without obvious harm to lung epithelial cells. This renders Artocarpin a promising natural product for further investigations.
    In vivo:
    Eur J Pharm Biopharm. 2007 Nov;67(3):639-45.
    Targeted transfollicular delivery of artocarpin extract from Artocarpus incisus by means of microparticles.[Pubmed: 17493791 ]
    Artocarpin (Ar), an extract of heartwood of Artocarpus incisus, possesses potent 5alpha reductase inhibitory effect. The penetration of Ar into the deeper layers of the skin where androgen receptors are present is limited. Therefore, this study was aimed to prepare alginate/chitosan (ACS) microparticles for targeted transfollicular delivery.
    METHODS AND RESULTS:
    It was found that a suitable particle size ranging from 2 to 6 microm can be prepared using the ionotropic gelation technique. Entrapment efficiency of Ar in ACS microparticles was 18.7+/-1.7%. The release of Ar from the ACS microparticles over 6 h was 0.7% of the loading dose suitable for a long-term release of Ar in the follicular ducts. The optimal growth suppression of the hamster flank organs could be achieved by topical application of Ar-ACS microparticles with a content of 0.1 mg in 5 mg microparticles to one hamster flank while the other flank (intraspecies control) showed the normal growth of the flank organs and Ar at the same concentration in solution form could not suppress the growth of the flank organs to the same extent.
    CONCLUSIONS:
    The efficiency of Ar 0.1 mg loaded in ACS microparticles was shown to be comparable to a dose of 1 mg Ar applied as solution. However, Ar formulated in microparticles did not show significant systemic action compared to the dermal application of an Ar solution and a flutamide preparation (1 mg) as positive control.
    Artocarpin Description
    Source: The heartwoods of Artocarpus incisus.
    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 2.291 mL 11.4548 mL 22.9095 mL 45.819 mL 57.2738 mL
    5 mM 0.4582 mL 2.291 mL 4.5819 mL 9.1638 mL 11.4548 mL
    10 mM 0.2291 mL 1.1455 mL 2.291 mL 4.5819 mL 5.7274 mL
    50 mM 0.0458 mL 0.2291 mL 0.4582 mL 0.9164 mL 1.1455 mL
    100 mM 0.0229 mL 0.1145 mL 0.2291 mL 0.4582 mL 0.5727 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:
    J Nat Med. 2010 Oct;64(4):423-9.
    Cytotoxic effect of artocarpin on T47D cells.[Pubmed: 20544395]
    In our screening projects for anticancer agents from natural resources, Artocarpin [6-(3-methyl-1-butenyl)-5,2',4'-trihydroxy-3-isoprenyl-7-methoxyflavone] isolated from wood of jack fruit (Artocarpus heterophyllus) showed potent cytotoxic activity on human T47D breast cancer cells.
    METHODS AND RESULTS:
    The mode of action of Artocarpin was evaluated by its effect on cell viability, nuclear morphology, cell cycle progression, expression of protein markers for apoptosis, and mitochondrial membrane potential (Delta psi m). These results showed that Artocarpin caused a reduction of cell viability in a concentration-dependent manner and an alteration of cell and nuclear morphology. Moreover, the percentage of the sub-G1 phase formation was elevated dose-dependently. Artocarpin induced activation of caspase 8 and 10 as indicated by stronger signal intensity of cleaved-caspase 8 and weaker signal intensity of caspase 10 markers detected after Artocarpin treatment. In addition, we also noticed the activation of caspase 3 by Artocarpin. There were negligible changes in mitochondrial membrane potential (Delta psi m) due to Artocarpin treatment.
    CONCLUSIONS:
    All together, these data indicated that Artocarpin induced apoptosis in T47D cells possibly via an extrinsic pathway.
    Animal Research:
    Food Chem Toxicol. 2013 Oct;60:123-9.
    Artocarpin attenuates ultraviolet B-induced skin damage in hairless mice by antioxidant and anti-inflammatory effect.[Pubmed: 23871788]
    Artocarpin, a prenylated flavonoid isolated from an agricultural plant Artocarpus communis, has been documented to possess anti-inflammation and anticancer activities. As oxidative stress and inflammation promote the development of ultraviolet B (UVB) irradiation-induced photodamage, the aim of the present study was to evaluate the photoprotective effect of Artocarpin on UVB-induced skin damage in hairless mice.
    METHODS AND RESULTS:
    Artocarpin at a topical dose of 0.05% and 0.1% showed a significant photoprotective effect by decreasing histopathological changes, such as desquamation, epidermal thicken and sunburn cell formation, but 0.1% of Artocarpin administration did not show better effect. Regarding the antioxidant activities, Artocarpin exhibited a significant effect (P<0.05) by decreasing levels of reactive species oxygen and lipid peroxidation. In addition, Artocarpin can significant decrease the level of tumor necrosis factor-α and interleukin-1β for downregulating the inflammation protein, including the synthesis of cytosolic phospholipase A2 and cyclooxygenase-2 (P<0.05).
    CONCLUSIONS:
    In conclusion, these data suggest that Artocarpin can prevent skin damage from UVB irradiation-induced photodamage in hairless mice and this is likely mediated through its antioxidant and anti-inflammation mechanisms. Therefore, we suggested that Artocarpin could be a useful photoprotective agent in medicine and/or cosmetics.
    Planta Med. 2002 Jan;68(1):79-81.
    The skin-lightening effects of artocarpin on UVB-induced pigmentation.[Pubmed: 11842337 ]
    This study was conducted to evaluate the effects of the prenylated flavonol Artocarpin from the heartwood of Artocarpus incisus on ultraviolet (UV)-induced hyperpigmentation of guinea pig skin.
    METHODS AND RESULTS:
    An efficient lightening effect was observed following topical application of Artocarpin to UV-stimulated hyperpigmented dorsal skins of brownish guinea pigs.
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