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Synthesis and Antiradical Properties of 4-Aryl-3,4-Dihydroquinolin-2-(1H)-Ones, Aza Analogs of Neoflavonoids

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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This work has been supported by the European Social Fund within the project “Support for the implementation of doctoral studies at Riga Technical University” and Joint Stock Company “Olainfarm”.

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Authors and Affiliations

  1. Riga Technical University, 3 Paula Valdena St., Riga, LV-1048, Latvia

    I. Mieriņa, A. Stikute & M. Jure

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  1. I. Mieriņa
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  2. A. Stikute
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  3. M. Jure
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Correspondence to M. Jure.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1232-1242, August, 2014.

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Mieriņa, I., Stikute, A. & Jure, M. Synthesis and Antiradical Properties of 4-Aryl-3,4-Dihydroquinolin-2-(1H)-Ones, Aza Analogs of Neoflavonoids. Chem Heterocycl Comp 50, 1137–1146 (2014). https://doi.org/10.1007/s10593-014-1574-4

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  • DOI: https://doi.org/10.1007/s10593-014-1574-4

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