Antiradical activity in the series of novel 4-(2,2-dimethylpropanoyl)-3-hydroxy-1,5-diaryl-1,5-dihydro-2H-pyrrol-2-ones: experimental study and quantum chemical prediction

Antiradical activity in the series of novel 4-(2,2-dimethylpropanoyl)-3-hydroxy-1,5-diaryl-1,5-dihydro-2H-pyrrol-2-ones: experimental study and quantum chemical prediction

The reaction of DPPH with potential radical antioxidants occurs under the mechanism [26], according to which in the first stage, which is limiting, the PA molecule donates DPPH the most mobile hydrogen atom. Since 1,1-diphenyl-2-picrylhydrazyl participates in all similar reactions, the ease of their...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences and research Vol. 10; no. 4; pp. 947 - 949
Main Authors: Zykova, S S, Shurov, S N, Talismanov, V S, Karmanova, O G, Shavrina, T V, Ponosov, S V, Savinkov, S A, Zykov, N A
Format: Journal Article
Language:English
Published: Cuddalore Journal of Pharmaceutical Sciences and Research 01-04-2018
Subjects:
Antioxidants
Chemistry
Hydrogen
Pharmaceutical sciences
Software packages
United States > US
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Summary:The reaction of DPPH with potential radical antioxidants occurs under the mechanism [26], according to which in the first stage, which is limiting, the PA molecule donates DPPH the most mobile hydrogen atom. Since 1,1-diphenyl-2-picrylhydrazyl participates in all similar reactions, the ease of their occurrence and, consequently, the antiradical activity can also depend on the stability of the formed particle A^ (fig. 2). The C-radical of compound 11 (0.6300 AU) is characterized by the lowest difference in energies, therefore, if our assumptions are correct, 4-(2,2-dimethylpropanoyl)-3-hydroxy-5-(4-metoxyphenyl)-1-(4-methylphenyl)-1,5-dihydro-2#-pyrrol-2-one (11) should have the largest, and compound 4 - the lowest antiradical activity in the test series. [...]a series of decrease in antiradical activity should have the following form: 11(Д=0,6300 a.e)>5(A=0,6301 a.e)>3(A=0,6307 a.e)=10 (Д=0,6307 a.e)>2^=0,6308 a.e)>6^=0,6309 a.e)>12^=0,6310 a.e)>1 (Д=0,6311 a.e)=9^=0,6311 a.e)>8^=0,6315 a.e)>7^=0, 6324 a.e)> 4(Д=0,6455 a.e). Due to the fact that a number of compounds possessing antiradical activity exhibits pronounced cytotoxic properties [31, 32], the study of such compounds allows to expand the search for potential antitumoral drugs. [...]the quantum chemical prediction of antiradical activity using the Firefly software package allows to successfully predict the level of anti-radical activity of new compounds in a series of 4-(2,2-dimethylpropanoyl)-3-hydroxy-1,5-diaryl-1,5dihydro-2#-pyrrol-2-ones, which will significantly reduce the number of synthesized compounds and increase the effectiveness of their biological screening.
ISSN:0975-1459