TITLE:
Nematocidal Activities of Protonated Benzimidazolyl Chalcone Using Quantitative Structure-Activity Relationship
AUTHORS:
Kone Mamadou Guy-Richard, Dembele Georges Stéphane, Ouattara Bafétigué, Karamanis Panaghiotis, Ziao Nahossé
KEYWORDS:
Benzimidazolyl-Chalcone (BZC), Nematocidal Activity, Quantitative Structure-Activity Relationship (QSAR), Quantum Descriptors
JOURNAL NAME:
Computational Molecular Bioscience,
Vol.15 No.1,
March
4,
2025
ABSTRACT: Benzimidazolyl-Chalcones (BZCs) possess nitrogen heteroatoms making them very active molecules when protonated. In this work we will focus on a series of fourteen (14) substituted BZC molecules. These molecules have been synthesised, characterised and tested for their nematocidal activities. By implementing quantum chemical methods, including density functional theory (DFT) at the MPW1PW91/6-311+G (d, p) level, we can achieve accurate predictions of molecular properties. A QSAR study is conducted to determine a quantitative relationship between nematocidal activity and property information of the BZC compound series. The quantum descriptors namely dipole moment (µ), energy gap (ΔE) and mean valence angle (θNsp), are all obtained by protonation on the sp2 nitrogen, the preferred site of protonation in BZCs. These descriptors are the explanatory and predictive parameters of the nematocidal activity of the studied molecules. This study was conducted using the principal component analysis (PCA), the Multiple Linear Regression (MLR) and the non-linear regression (MNLR) methods. The quantitative models were proposed and the nematocidal activity of BZCs was interpreted based on multivariate statistical analysis. This study shows that PCA, MLR and NMR were used to predict the activities, but compared to the statistical indicators of NMR, we realised that the predictions fulfilled by the latter were more effective. The obtained results suggest that the combination of the proposed descriptors (µ, ΔE, θNsp) could be useful to predict the nematocidal activity of Benz imidazolyl-Chalcones.