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Article

QSAR Assessing the Efficiency of Antioxidants in the Termination of Radical-Chain Oxidation Processes of Organic Compounds

Faculty of Chemistry, Bashkir State University, 450076 Ufa, Russia
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Author to whom correspondence should be addressed.
Academic Editor: Alla P. Toropova
Molecules 2021, 26(2), 421; https://doi.org/10.3390/molecules26020421
Received: 14 December 2020 / Revised: 7 January 2021 / Accepted: 9 January 2021 / Published: 14 January 2021
(This article belongs to the Special Issue QSAR and QSPR: Recent Developments and Applications II)
Using the GUSAR 2013 program, the quantitative structure–antioxidant activity relationship has been studied for 74 phenols, aminophenols, aromatic amines and uracils having lgk7 = 0.01–6.65 (where k7 is the rate constant for the reaction of antioxidants with peroxyl radicals generated upon oxidation). Based on the atomic descriptors (Quantitative Neighborhood of Atoms (QNA) and Multilevel Neighborhoods of Atoms (MNA)) and molecular (topological length, topological volume and lipophilicity) descriptors, we have developed 9 statistically significant QSAR consensus models that demonstrate high accuracy in predicting the lgk7 values for the compounds of training sets and appropriately predict lgk7 for the test samples. Moderate predictive power of these models is demonstrated using metrics of two categories: (1) based on the determination coefficients R2 (R2TSi, R20, Q2(F1), Q2(F2), RmTSi2¯) and based on the concordance correlation coefficient (CCC)); or (2) based on the prediction lgk7 errors (root mean square error (RMSEP), mean absolute error (MAE) and standard deviation (S.D.)) The RBF-SCR method has been used for selecting the descriptors. Our theoretical prognosis of the lgk7 for 8-PPDA, a known antioxidant, based on the consensus models well agrees with the experimental value measure in the present work. Thus, the algorithms for calculating the descriptors implemented in the GUSAR 2013 program allow simulating kinetic parameters of the reactions underling the liquid-phase oxidation of hydrocarbons. View Full-Text
Keywords: antioxidant activity; antioxidants; QSAR models; GUSAR 2013 program; QNA descriptors; MNA descriptors antioxidant activity; antioxidants; QSAR models; GUSAR 2013 program; QNA descriptors; MNA descriptors
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MDPI and ACS Style

Khairullina, V.; Safarova, I.; Sharipova, G.; Martynova, Y.; Gerchikov, A. QSAR Assessing the Efficiency of Antioxidants in the Termination of Radical-Chain Oxidation Processes of Organic Compounds. Molecules 2021, 26, 421. https://doi.org/10.3390/molecules26020421

AMA Style

Khairullina V, Safarova I, Sharipova G, Martynova Y, Gerchikov A. QSAR Assessing the Efficiency of Antioxidants in the Termination of Radical-Chain Oxidation Processes of Organic Compounds. Molecules. 2021; 26(2):421. https://doi.org/10.3390/molecules26020421

Chicago/Turabian Style

Khairullina, Veronika, Irina Safarova, Gulnaz Sharipova, Yuliya Martynova, and Anatoly Gerchikov. 2021. "QSAR Assessing the Efficiency of Antioxidants in the Termination of Radical-Chain Oxidation Processes of Organic Compounds" Molecules 26, no. 2: 421. https://doi.org/10.3390/molecules26020421

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