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    Vincristine sulfate (Leurocristine)
    Vincristine sulfate (Leurocristine)

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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 #: V1605
    CAS #: 2068-78-2 Purity ≥98%

    Description: Vincristine (also known as Leurocristine) sulfate, a natural alkaloid isolated from the plant Vinca rosea Linn, is a potent inhibitor of microtubule polymerization by binding to tubulin with IC50 of 32 μM in a cell-free assay. Vincristine is extracted from leaves of the periwinkle plant Catharanthus roseus (L.) G. Don of the family Apocynaceae. Vincristine binds irreversibly to microtubules and spindle proteins in S phase of the cell cycle and interferes with the formation of the mitotic spindle, thereby arresting tumor cells in metaphase. This agent also depolymerizes microtubules and may also interfere with amino acid, cyclic AMP, and glutathione metabolism.

    References: Cancer Res. 1985 Jun;45(6):2741-7; Eur J Cancer. 1991;27(4):482-7.

    Related CAS#: 2068-78-2 (sulfate); 57-22-7 (free base); 

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    Molecular Weight (MW)923.04
    FormulaC46H58N4O14S
    CAS No.2068-78-2 (sulfate); 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 100 mg/mL (108.3 mM)
    Water: 60 mg/mL (65.0 mM)
    Ethanol: <1 mg/mL
    Solubility (In vivo)Saline: 30 mg/mL 
    Synonyms

    Leurocristine; NSC-67574 sulfate; NSC67574; NSC 67574; 22-Oxovincaleukoblastine sulfate; leurocristine sulfate, Vincasar PFS, Oncovin, VCR

    Chemical Name: (3aR,3a1R,4R,5S,5aR,10bR)-methyl 4-acetoxy-3a-ethyl-9-((3S,5S,7S,9S)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-2,4,5,6,7,8,9,10-octahydro-1H-3,7-methano[1]azacycloundecino[5,4-b]indol-9-yl)-6-formyl-5-hydroxy-8-methoxy-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate sulfate. 

    SMILES Code: O=C([[email protected]]1(O)[[email protected]]2([H])N(C=O)C3=C(C=C([[email protected]@]4(C(OC)=O)C[[email protected]@]5([H])C[[email protected]@](O)(CC)C[[email protected]](C5)CCC6=C4NC7=C6C=CC=C7)C(OC)=C3)[[email protected]]2(CCN8CC=C9)[[email protected]]8([H])[[email protected]]9(CC)[[email protected]]1OC(C)=O)OC.O=S(O)(O)=O


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    In Vitro

    In vitro activity: Vincristine inhibits net addition of tubulin dimers at assembly ends of steady-state microtubules with Ki of 85 NM. At low concentrations, Vincristine stabilizes the spindle apparatus resulting in failure of the chromosomes to segregate leading to metaphase arrest and inhibition of mitosis. At higher concentrations, Vincristine may disrupt and induce total depolymerization of microtubules. Vincristine induces apoptosis in tumor cells and inhibits SH-SY5Y cell proliferation with IC50 of 0.1 μM. Vincristine induces mitotic arrest and promots the expression of caspase-3 and -9 and cyclin B, while decreasing the expression of cyclin D. Vincristine induced neurotoxicity is caused by interference with microtubule function, which results in blockage of axonal transport and thus in axonal degeneration.


    Cell Assay: Cells are plated in 2 mL of medium in 35-mm plates at a concentration of about 5 × 104 cells/mL and grow for 24 h at 37 ℃ in an atmosphere of 5% CO2 and 95% air. Then medium is replaced with fresh medium lacking or containing 4 nM drug and proliferation is continued for 3 days. Cell counts are done each day in a Coulter Counter after detaching the cells with trypsin and EDTA.

    In VivoVincristine (3 mg/kg) administrated by a single i.p. injection to mice bearing bilateral subcutaneous xenografts Rh12 or Rh18, induces mean growth delay of >120 and >52 day, and repopulating fractions of 0.06% and 5%, respectively. Vincristine acts on subcutaneous colon 38 tumors in mice by host cell-mediated vascular effects as well as by direct tubulin-mediated cytotoxicity. Vincristine (5 mg/kg) reduces tumor blood flow of tumors by nearly 75%.
    Animal modelHuman rhabdomyosarcoma xenografts Rh12
    Formulation & DosageDissolved in water;  3 mg/kg; i.p. injection 
    ReferencesCancer Res. 1985 Jun;45(6):2741-7; Eur J Cancer. 1991;27(4):482-7.


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

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