A Molecular Electron Density Theory Study of the Chemical Reactivity of Cis- and Trans-Resveratrol

• Published in: Molecules (Basel, Switzerland) Vol. 21; no. 12; p. 1650
• Main Authors: Frau, Juan, Muñoz, Francisco, Glossman-Mitnik, Daniel
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 01.12.2016; MDPI
• Subjects: Amino acids; Chemistry; cis-Resveratrol; computational chemistry; conceptual DFT; Electrons; Models, Chemical; molecular electron density theory; molecular modeling; Resveratrol; Stereoisomerism; Stilbenes - chemistry; trans-Resveratrol; molecular electron density theory; conceptual DFT; computational chemistry; molecular modeling; trans-Resveratrol; cis-Resveratrol
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules21121650

The chemical reactivity of resveratrol isomers with the potential to play a role as inhibitors of the nonenzymatic glycation of amino acids and proteins, both acting as antioxidants and as chelating agents for metallic ions such as Cu, Al and Fe, have been studied by resorting to the latest family of Minnesota density functionals. The chemical reactivity descriptors have been calculated through Molecular Electron Density Theory encompassing Conceptual DFT. The active sites for nucleophilic and electrophilic attacks have been chosen by relating them to the Fukui function indices, the dual descriptor f ( 2 ) ( r ) and the electrophilic and nucleophilic Parr functions. The validity of "Koopmans' theorem in DFT" has been assessed by means of a comparison between the descriptors calculated through vertical energy values and those arising from the HOMO and LUMO values.