TY - JOUR
T1 - NAD(P)H
T2 - Quinone oxidoreductase 1 inducer activity of some enaminone derivatives
AU - Alsaid, Mansour S.
AU - Ghorab, Mostafa M.
AU - Higgins, Maureen
AU - Dinkova-Kostova, Albena T.
AU - Shahat, Abdelaaty A.
PY - 2015
Y1 - 2015
N2 - 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.
AB - 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.
KW - Cytoprotection
KW - Electrophilicity
KW - Enaminones
KW - NQO1
KW - Synthesis
UR - http://www.biomedres.info/abstract/nadph-quinone-oxidoreductase-1-inducer-activity-of-some-enaminone-derivatives-793.html
UR - http://www.scopus.com/inward/record.url?scp=84918558374&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:84918558374
SN - 0970-938X
VL - 26
SP - 7
EP - 12
JO - Biomedical Research
JF - Biomedical Research
IS - 1
ER -