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  • Title: A second-generation ferrocene-iminosugar hybrid with improved fucosidase binding properties.
    Author: Hottin A, Scandolera A, Duca L, Wright DW, Davies GJ, Behr JB.
    Journal: Bioorg Med Chem Lett; 2016 Mar 15; 26(6):1546-1549. PubMed ID: 26897594.
    Abstract:
    The synthesis and the biological evaluation of a new ferrocenyl-iminosugar conjugate designed for fucosidase inhibitory and anticancer activity is described. The compound showed strong affinity for fucosidase from bovine kidney (Ki=23 nM) and from Bacteroides thetaiotaomicron (Ki=150 nM), displaying a 10-fold tighter binding affinity for these enzymes than the previous analogs. The interaction pattern that improves binding has been evaluated through structural analysis of the inhibitor-enzyme complex. The ferrocenyl-iminosugar exhibits significant anticancer activity on MDA-MB-231 and SK-MEL28 cell lines at 100 μM.
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