NAD(P)H: Quinone oxidoreductase 1 inducer activity of some enaminone derivatives

Mansour S. Alsaid, Mostafa M. Ghorab (Lead / Corresponding author), Maureen Higgins, Albena T. Dinkova-Kostova, Abdelaaty A. Shahat

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    Abstract

    The present work reports the synthesis of some enaminone derivatives bearing the biologically active 3,4-dimethoxyphenyl (3) or 3,4,5-trimethoxyphenyl moieties (5 and 7), respectively. The trimethoxybenzene moiety has been previously reported to confer cytotoxic activity. However, we found that, at high micromolar concentrations, the new compounds have the ability to weakly induce the cytoprotective enzyme NQO1. This is most likely due to their electrophilic cyclohexenone functionality, a well-established structural feature of NQO1 inducers. The structure of the newly synthesized compounds was confirmed on the basis of elemental analyses, IR,1HNMR,13C-NMR spectra.

    Original languageEnglish
    Pages (from-to)7-12
    Number of pages6
    JournalBiomedical Research
    Volume26
    Issue number1
    Publication statusPublished - 2015

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    Keywords

    • Cytoprotection
    • Electrophilicity
    • Enaminones
    • NQO1
    • Synthesis

    Cite this

    Alsaid, M. S., Ghorab, M. M., Higgins, M., Dinkova-Kostova, A. T., & Shahat, A. A. (2015). NAD(P)H: Quinone oxidoreductase 1 inducer activity of some enaminone derivatives. Biomedical Research, 26(1), 7-12.