Numéro de la revue: Volume 27 , Numéro 2
Auteurs: Rania Bahadi, Malika Berredjem *, Fouzia Bouchareb, Abdeslem Bouzina
*Laboratory of Applied Organic Chemistry, Synthesis of Biomolecules and Molecular Modelling Group,
Departement of Chemistry, Badji Mokhtar-Annaba University, PO Box 12, 23000 Annaba, Algeria
Abstract
A computer model based on the density functional theory (DFT) was developed for the identification of the physico-chemical parameters governing the bioactivity of novel N-sulfonylimine derivatives 1a-1f containing a potential antibacterial pharmacophore sulfonamide unit. This study was performed using DFT / B3LYP with 6-31G (d, p) basis set. Information on the size, shape, charge density distribution, and site of chemical reactivity of molecules 1a-1f was obtained by mapping the electron density isosurface with the electrostatic potential surface. The energies of frontier molecular orbitals and the LUMO-HOMO energy gap are measured to explain electronic transitions. To find the most reactive sites of the molecules studied, condensed Fukui functions were also calculated. The six compounds 1a-1f analyzed here were previously synthesized by our group.
Key words: N-sulfonylimine, DFT, Fukui functions, MEPS