• Login
    View Item 
    •   NWU-IR Home
    • Research Output
    • Faculty of Health Sciences
    • View Item
    •   NWU-IR Home
    • Research Output
    • Faculty of Health Sciences
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Inhibition of monoamine oxidase by 3,4-dihydro-2(1H)-quinolinone derivatives

    Thumbnail
    Date
    2013
    Author
    Meiring, Letitia
    Petzer, Jacobus P.
    Petzer, Anél
    Metadata
    Show full item record
    Abstract
    In the present study, a series of 3,4-dihydro-2(1H)-quinolinone derivatives were synthesized and evaluated as inhibitors of recombinant human monoamine oxidase (MAO) A and B. The 3,4-dihydro-2(1H)- quinolinone derivatives are structurally related to a series of coumarin (1-benzopyran-2-one) derivatives which have been reported to act as MAO-B inhibitors. The results document that the quinolinones are highly potent and selective MAO-B inhibitors with most homologues exhibiting IC50 values in the nanomolar range. The most potent MAO-B inhibitor, 7-(3-bromobenzyloxy)-3,4-dihydro-2(1H)-quinolinone, exhibits an IC50 value of 2.9 nM with a 2750-fold selectivity for MAO-B over the MAO-A isoform. An analysis of the structure–activity relationships for MAO-B inhibition shows that substitution on the C7 position of the 3,4-dihydro-2(1H)-quinolinone scaffold leads to significantly more potent inhibition compared to substitution on C6. In this regard, a benzyloxy substituent on C7 is more favourable than phenylethoxy and phenylpropoxy substitution on this position. It may be concluded that C7-substituted 3,4-dihydro-2(1H)-quinolinones are promising leads for the therapy of Parkinson’s disease.
    URI
    http://hdl.handle.net/10394/13693
    https://www.sciencedirect.com/science/article/pii/S0960894X13010111
    https://doi.org/10.1016/j.bmcl.2013.08.071
    Collections
    • Faculty of Health Sciences [2404]

    Copyright © North-West University
    Contact Us | Send Feedback
    Theme by 
    Atmire NV
     

     

    Browse

    All of NWU-IR Communities & CollectionsBy Issue DateAuthorsTitlesSubjectsAdvisor/SupervisorThesis TypeThis CollectionBy Issue DateAuthorsTitlesSubjectsAdvisor/SupervisorThesis Type

    My Account

    LoginRegister

    Copyright © North-West University
    Contact Us | Send Feedback
    Theme by 
    Atmire NV