Synthesis, X-ray, spectroscopic characterization, DFT and antioxidant activity of 1,2,4-triazolo[1,5-a]pyrimidine derivatives
| Autor: | Abdelaziz Ejjoummany, Meryem El Jemli, Joel T. Mague, El Mokhtar Essassi, Mohammed Boulhaoua, Mohamed El Hafi, El Hassane Anouar, Sanae Lahmidi |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Antioxidant
Pyrimidine Hydrogen 010405 organic chemistry DPPH medicine.medical_treatment Organic Chemistry X-ray chemistry.chemical_element 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry chemistry.chemical_compound Crystallography chemistry medicine Ferric Density functional theory Single crystal Spectroscopy medicine.drug |
| Zdroj: | Journal of Molecular Structure. 1177:131-142 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2018.09.046 |
| Popis: | Two new (4–5) and a known (3) derivatives of 1,2,4-triazolo [1,5-a]pyrimidine are synthesized and characterized through spectroscopic NMR, FT-IR and single crystal X-ray diffraction techniques. Along with experimental data, the predicted spectral data are obtained using density functional theory (DFT) at the B3LYP/6-31 + G (d,p) level of theory. The closest contacts between active atoms of the compounds are identified through Hirshfeld surface analysis and electrostatic potential map (EPM) studies. Relatively, good correlations were found between the experimental and predicted spectroscopic data with correlation coefficients higher than 90%. Hirshfeld surface analysis and EPM reveal that the closest interaction between the units of the compounds are between hydrogen atoms (39.6–46.3%). The antioxidant activity of 3–5 is evaluated using DPPH free radical scavenging and ferric reducing antioxidant power assays. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect