DFT study of regio- and stereo-selective 13DC reaction between diazopropane and substituted chalcone derivatives: Molecular docking of novel pyrazole derivatives as Anti-Alzheimer’s Agents

Abstract

Abstract We report a mechanistic DFT study of 1,3-dipolar cycloaddition of diazopropane with substituted chalcones. All calculations were carried out at DFT/B3LYP, M06, and M06-2X with 6-311 + G(d,p) basis set using Gaussian program 09. Based on the IRC calculations, we have shown the stability of the pyrazoles over the oxadiazoles. Also, as a novelty, we have found that the use of two DAP equivalents leads to the obtaining of two thermodynamic products. Docking simulations were performed in order to investigate the biological activities of the studied molecules. We have found that products 1, 3, 4 and 14 were bound mainly to the CAS and PAS of AChE and BuChE inhibitors, respectively.