Paper
Synthesis and Antiradical Properties of 4-Aryl-3,4-Dihydroquinolin-2-(1H)-Ones, Aza Analogs of Neoflavonoids
Published Oct 8, 2014 · I. Mieriņa, A. Stikute, M. Jure
Chemistry of Heterocyclic Compounds
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Abstract
A convenient one-pot method is proposed for the synthesis of 4-aryl-3,4-dihydroquinolin-2(1H)-ones from the monoanilides of malonic acid and aromatic aldehydes. The antiradical activity of the synthesized 4-aryl-3,4-dihydroquinolin-2(1H)-ones was examined (tests on the inhibition of 2,2-di-phenyl-1-picrylhydrazyl and galvinoxyl). It was found that the highest antiradical activity is exhibited by derivatives of syringaldehyde; the activity of the other compounds is moderate or low, however in the 2,2-diphenyl-1-picrylhydrazyl inhibition test it is comparable with or higher than for the widely used antioxidant Ionol.
4-aryl-3,4-dihydroquinolin-2(1H)-ones show high antiradical activity, with syringaldehyde derivatives showing the highest activity, making them comparable to or higher than Ionol in antioxidant activity.
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