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    Fisetin (Fustel; CCRIS-9034; NSC-407010)
    Fisetin (Fustel; CCRIS-9034; NSC-407010)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0435
    CAS #: 528-48-3Purity ≥98%

    Description: Fisetin (Fustel; CCRIS9034; NSC40701; 3, 7, 3′, 4′-tetrahydroxyflavone) is a naturally occuring and dietary flavonoid isolated from/found in a variety of fruits and vegetables (i.e. strawberries, apples, persimmons, onions and cucumbers). It has many important biological activity including anti-inflammatory, anti-oxidant, anti-diabetic, anti-invasive, anti-tumorigenic, neuroprotective, anti-angiogenic, and cardioprotective effects in cell culture and in animal models relevant to human diseases. It is a potent sirtuin activating compound (STAC) and an agent that modulates sirtuins. It also acts as a tubulin inhibitor/stabilizer. Fisetin is a structurally distinct chemical belonging to the flavonoid class of polyphenols. 

    References: Curr Top Med Chem. 2008;8(17):1533-44.

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    Molecular Weight (MW)286.24
    FormulaC15H10O6
    CAS No.528-48-3
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 57 mg/mL (199.1 mM)
    Water: <1 mg/mL
    Ethanol: 3 mg/mL (10.5 mM)
    Other info

    Chemical Name: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one

    InChi Key: XHEFDIBZLJXQHF-UHFFFAOYSA-N

    InChi Code: InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H

    SMILES Code: O=C1C(O)=C(C2=CC=C(O)C(O)=C2)OC3=CC(O)=CC=C13

    Synonyms

    Fisetholz; Fisetin; CCRIS 9034; CCRIS9034; CCRIS-9034; NSC 407010; NSC407010; NSC-656275


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    In Vitro

    In vitro activity: Fisetin inhibits lipid accumulation and suppresses the expression of PPARγ in 3T3-L1 cells. Fisetin suppresses early stages of preadipocyte differentiation, and induces expression of Sirt1. Fisetin facilitates Sirt1-mediated deacetylation of PPARγ and FoxO1, and enhances the association of Sirt1 with the PPARγ promoter, leading to suppression of PPARγ transcriptional activity, thereby repressing adipogenesis. Fisetin binds to tubulin and stabilizes microtubules with binding characteristics far superior than paclitaxel. Fisetin treatment of human prostate cancer cells results in robust up-regulation of microtubule associated proteins (MAP)-2 and -4. Fisetin significantly inhibits PCa cell proliferation, migration, and invasion. Nudc, a protein associated with microtubule motor dynein/dynactin complex that regulates microtubule dynamics, is inhibited with Fisetin treatment.


    Cell Assay: 3T3-L1 cells are transfected with reporter vector, and expression plasmids using TransIT-LT1. After 24 h, media is replaced with viral supernatant. After 15-18 h of infection, media is replaced with DMI, 0.1 μM troglitazone and Fisetin (50 μM). Cells are lysed using cell culture lysis buffer two days after addition of differentiation stimulus. Luciferase activity is determined using an analytical luminescence luminometer.

    In VivoFisetin treatment to UVB exposed mice results in decreased hyperplasia and reduces infiltration of inflammatory cells. Fisetin treatment also reduces inflammatory mediators such as COX-2, PGE2 as well as its receptors (EP1- EP4), and MPO activity. Furthermore, Fisetin reduces the level of inflammatory cytokines TNFα, IL-1β and IL-6 in UVB exposed skin. Fisetin treatment also reduces cell proliferation markers as well as DNA damage as evidenced by increased expression of p53 and p21 proteins
    Animal modelMice: The mice are divided into six groups of eight animals each. The mice in the first group are topically treated with 0.2 mL acetone and used as vehicle control. The mice in the second and third groups receive topical treatment of Fisetin 250 nmol/0.2 mL acetone/mouse and 500 nmol/0.2 mL acetone/mouse respectively on their dorsal skin and serves as agent controls. The mice in the fourth, fifth and sixth groups are exposed to UVB. The mice in the fourth group receive a topical application of 0.2 mL acetone after 15 min of UVB exposure designated as vehicle control. The mice in the fifth and sixth groups are treated with topical application of Fisetin 250 nmol/0.2 mL acetone/mouse and 500 nmol/0.2 mL acetone/mouse respectively on to their dorsal skin after 15 min of UVB exposure
    Formulation & Dosagetopical treatment of Fisetin 250 nmol/0.2 mL acetone/mouse
    References

    [1]. Kim SC, et al. Fisetin induces Sirt1 expression while inhibiting early adipogenesis in 3T3-L1 cells. Biochem Biophys Res Commun. 2015 Nov 27;467(4):638-44.

    [2]. Mukhtar E, et al. Dietary flavonoid fisetin binds to β-tubulin and disrupts microtubule dynamics in prostate cancer cells. Cancer Lett. 2015 Oct 28;367(2):173-83.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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