Conformational and electronic study ofN-phenylalkyl-3,4-dichloromaleimides: Ab initio and DFT study
| Autor: | Valdir Cechinel Filho, S. Zacchino, M.A. Zamora, Silvia N. Lopez, Marcelo F. Masman, José Abel Bombasaro, Monica L. Freile, Ricardo D. Enriz |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
Antifungal
Chemistry medicine.drug_class Ab initio Condensed Matter Physics Ring (chemistry) Polarizable continuum model Atomic and Molecular Physics and Optics Solvent chemistry.chemical_compound Computational chemistry medicine Density functional theory Physical and Theoretical Chemistry Benzene Quantum |
| Zdroj: | International Journal of Quantum Chemistry. 93:32-46 |
| ISSN: | 0020-7608 |
| DOI: | 10.1002/qua.10524 |
| Popis: | A conformational and electronic study on N-phenylalkyl-3,4-dichloromaleimides, a new series of antifungal compounds, was carried out. In this study ab initio [RHF/3-21G and RHF/6-31G(d)] and density functional theory (B3LYP/6-31G(d)) calculations were performed. The effect of solvent (water) was taken into account by performing calculations with the isodensity polarizable continuum model method. The electronic study of the compounds was carried out using molecular electrostatic potentials. The presence of two symmetrical aromatic systems reduces notably the conformational possibilities of these maleimides. The results permit the recognition of the minimal structural requirements for the production of the antifungal response; a 3,4-dichloroimido ring and a benzene ring appear to be indispensable. Also, theoretical calculations suggest that the optimum interatomic distance between these moieties is about 3.5–5.0 A. © 2003 Wiley Periodicals, Inc. Int J Quantum Chem, 2003 |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text