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

Mansour S. Alsaid, Mostafa M. Ghorab, Maureen Higgins, Albena T. Dinkova-Kostova, Abdelaaty A. Shahat

Research output: Contribution to journalArticle

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 (US)
Pages (from-to)7-12
Number of pages6
JournalBiomedical Research (India)
Volume26
Issue number1
StatePublished - 2015

Fingerprint

Bearings (structural)
NAD
Oxidoreductases
Nuclear magnetic resonance
Derivatives
Enzymes
benzoquinone
Carbon-13 Magnetic Resonance Spectroscopy

Keywords

  • Cytoprotection
  • Electrophilicity
  • Enaminones
  • NQO1
  • Synthesis

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Medicine(all)

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 (India), 26(1), 7-12.

NAD(P)H : Quinone oxidoreductase 1 inducer activity of some enaminone derivatives. / Alsaid, Mansour S.; Ghorab, Mostafa M.; Higgins, Maureen; Dinkova-Kostova, Albena T.; Shahat, Abdelaaty A.

In: Biomedical Research (India), Vol. 26, No. 1, 2015, p. 7-12.

Research output: Contribution to journalArticle

Alsaid, MS, Ghorab, MM, Higgins, M, Dinkova-Kostova, AT & Shahat, AA 2015, 'NAD(P)H: Quinone oxidoreductase 1 inducer activity of some enaminone derivatives', Biomedical Research (India), vol. 26, no. 1, pp. 7-12.
Alsaid MS, Ghorab MM, Higgins M, Dinkova-Kostova AT, Shahat AA. NAD(P)H: Quinone oxidoreductase 1 inducer activity of some enaminone derivatives. Biomedical Research (India). 2015;26(1):7-12.
Alsaid, Mansour S. ; Ghorab, Mostafa M. ; Higgins, Maureen ; Dinkova-Kostova, Albena T. ; Shahat, Abdelaaty A. / NAD(P)H : Quinone oxidoreductase 1 inducer activity of some enaminone derivatives. In: Biomedical Research (India). 2015 ; Vol. 26, No. 1. pp. 7-12.
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