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Int. J. Mol. Sci. 2016, 17(6), 881; doi:10.3390/ijms17060881

Development of an in Silico Model of DPPH• Free Radical Scavenging Capacity: Prediction of Antioxidant Activity of Coumarin Type Compounds

1
Pharmacy Department, Faculty of Chemistry and Pharmacy, Central University “Marta Abreu” of Las Villas, C-54830 Santa Clara, Cuba
2
Equipe de Chimie Moléculaire du Laboratoire CMGPCE, EA 7341, Conservatoire National des Arts et Métiers, 2 rue Conté, 75003 Paris, France
3
Department of Chemistry, Federal University of Lavras, P.O. Box 3037, 37200-000 Lavras, Brazil
*
Author to whom correspondence should be addressed.
Academic Editor: Humberto González-Díaz
Received: 24 March 2016 / Revised: 20 May 2016 / Accepted: 25 May 2016 / Published: 7 June 2016
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Abstract

A quantitative structure-activity relationship (QSAR) study of the 2,2-diphenyl-l-picrylhydrazyl (DPPH•) radical scavenging ability of 1373 chemical compounds, using DRAGON molecular descriptors (MD) and the neural network technique, a technique based on the multilayer multilayer perceptron (MLP), was developed. The built model demonstrated a satisfactory performance for the training ( R 2 = 0.713 ) and test set ( Q ext 2 = 0.654 ) , respectively. To gain greater insight on the relevance of the MD contained in the MLP model, sensitivity and principal component analyses were performed. Moreover, structural and mechanistic interpretation was carried out to comprehend the relationship of the variables in the model with the modeled property. The constructed MLP model was employed to predict the radical scavenging ability for a group of coumarin-type compounds. Finally, in order to validate the model’s predictions, an in vitro assay for one of the compounds (4-hydroxycoumarin) was performed, showing a satisfactory proximity between the experimental and predicted pIC50 values. View Full-Text
Keywords: artificial neural networks; MLP; antioxidant; QSAR; DPPH•; free radical scavenger; coumarin artificial neural networks; MLP; antioxidant; QSAR; DPPH•; free radical scavenger; coumarin
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MDPI and ACS Style

Goya Jorge, E.; Rayar, A.M.; Barigye, S.J.; Jorge Rodríguez, M.E.; Sylla-Iyarreta Veitía, M. Development of an in Silico Model of DPPH• Free Radical Scavenging Capacity: Prediction of Antioxidant Activity of Coumarin Type Compounds. Int. J. Mol. Sci. 2016, 17, 881.

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