Epothilone A

- Overview
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    Background
    
    Epothilone A (Epo A) is a naturally occurring microtubule-stabilizing macrolide that was first isolated from the myxobacterium Sorangium cellulosum. The IC50 value of Epothilone A in HCT-116 cell line is 4.4 nM [1].
    It has been found that the SKOV-3 human ovarian cancer cells were susceptible to Epothilone A with IC50 value of 20.4 ± 1.4 nM [2]. The antiproliferative capacity of Epothilone A in SKOV-3 cell line (measured as IC50 after 72 h continuous treatment) was six times greater than that of PTX’s. Besides, Epothilone A induced time coursedependent apoptosis and necrosis [2].
    
    [1] Regueiro-Ren A1, Borzilleri RM, Zheng X, Kim SH, Johnson JA, Fairchild CR, Lee FY, Long BH, Vite GD. Synthesis and biological activity of novel epothilone aziridines. Org Lett. 2001 Aug 23;3(17):2693-6.
    [2] Rogalska A1, Marczak A, Gajek A, Szwed M, Śliwińska A, Drzewoski J, Jóźwiak Z. Induction of apoptosis in human ovarian cancer cells by new anticancer compounds, epothilone A and B. Toxicol In Vitro. 2013 Feb;27(1):239-49.
- Properties
  - Alternative Name
    
    (1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-5,7,9,9-tetramethyl-14-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-13,17-dioxabicyclo[14.1.0]heptadecane-8,12-dione
    
    CAS Number
    
    152044-53-6
    
    Molecular Formula
    
    C26H39NO6S
    
    Molecular Weight
    
    493.66
    
    Appearance
    
    A solid
    
    Purity
    
    98.00%
    
    Solubility
    
    insoluble in H2O; ≥17.45 mg/mL in DMSO; ≥43.2 mg/mL in EtOH
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    CC1CCCC2C(O2)CC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C
    
    * For Research Use Only
- Applications
  - Application Description
    
    Microtubule stabilizing macrolide