QSAR Studies of the Antifungal Activities of α-Diaminophosphonates Derived from Dapsone by DFT Method

Jean Stéphane N’dri¹, Ahmont Landry Claude Kablan², Bafétigué Ouattara³, Mamadou Guy-Richard Koné^1, , Lamoussa Ouattara¹, Charles Guillaume Kodjo^{1, 4} and Nahossé Ziao¹

¹Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université Nangui Abrogoua 02 BP 801 Abidjan 02, Côte-d’Ivoire

²UFR des Sciences Biologiques, Université Péléforo Gon Coulibaly de Korhogo, BP 1328 Korhogo, Côte d’Ivoire

³UFR des Sciences Fondamentales et Appliquées, Université Nangui Abrogoua 02 BP 801 Abidjan 02, Côte-d’Ivoire

⁴Laboratoire de Chimie BioOrganique et de Substances Naturelles, Université Nangui Abrogoua, UFR-SFA, 02 B.P. 801 Abidjan 02 Côte-d’Ivoire

Cite this paper:
Jean Stéphane N’dri, Ahmont Landry Claude Kablan, Bafétigué Ouattara, Mamadou Guy-Richard Koné, Lamoussa Ouattara, Charles Guillaume Kodjo and Nahossé Ziao. QSAR Studies of the Antifungal Activities of α-Diaminophosphonates Derived from Dapsone by DFT Method. Journal of Materials Physics and Chemistry. 2019; 7(1):1-7. doi: 10.12691/jmpc-7-1-1

Abstract

This QSAR study focused on a series of α-diaminophosphonates derived from Dapsone. Three models have been obtained by taking into account both molecular descriptors and antifungal activities such as those of Aspergillus niger, Aspergillus foetidus and Fusarium oxysporum. Quantum chemistry methods were used at B3LYP/6-31G (d) calculation level to obtain the molecular descriptors. The statistical indicators of the first model which talk about Aspergillus niger activity are: the determination coefficient R² = 0.976, the standard deviation S = 0.034, the Fischer test F = 80.857 and the correlation coefficient of the cross-validation Q²_CV = 0.975. Those of the second model which highlight Aspergillus foetidus activity are: regression coefficient R² = 0.946, standard deviation S = 0.041, Fischer test F = 35.353 and cross-validation correlation coefficient Q²_CV = 0.943. The statistical indicators of the third model are: the determination coefficient R² = 0.931, the standard deviation S = 0.065, the Fischer F = 27.043 and the correlation coefficient of the cross-validation Q²_CV = 0.926. This last model talks about Fusarium oxysporum activity. These models, according to the values of their statistical descriptors, possess good statistical performance. The quantum descriptors such as global electronegativity (χ), the energy of the highest occupied molecular orbital (E_HO) and electronic energy (ε₀) are responsible for the biological activities of the studied Dapsone derivatives. In addition, electronic energy and global electronegativity are proved to be the priority descriptors in predicting the antifungal activities of these Dapsone derivatives. The acceptance criteria of Eriksson et al. used for the test set are verified. The values of the ratio of theoretical and experimental activities for the validation set tend towards unity.

Keywords:
antifungal activities α-diaminophosphonates QSAR quantum descriptors DFT method

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