Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
7808890 | Journal of Molecular Structure | 2018 | 38 Pages |
Abstract
In the present study a new tetrahydroquinazoline-2-carboxylic, C10H10N2O3, 1â², was synthesized and its structure was characterized by elemental analysis, IR, 1H NMR, 13C NMR data and high-resolution mass spectrometry. The spectral results are in line with the proposed structure. Single crystal X-ray structural analysis of the compound showed that the crystal structure adopts a monoclinic space group P21/c, with the packing of the molecule stabilized by CO ⦠â¦HO, NH ⦠â¦.OCO intermolecular hydrogen bonding. The theoretical geometrical parameters of the compound have been calculated using density functional (DFT) and time-dependent density functional (TD-DFT) theory methods and have been used to predict the thermodynamic one-electron redox potential and the electronic absorption property of the compound. The theoretical characterization matched the experimental measurements, showing a good correlation. The calculated HOMO-LUMO gap (4.79 eV) suggests that compound 1â² could be a potential antioxidant. The synthesized compound was screened for its in vitro antimicrobial activity against selected bacterial strains and antioxidant activity using the TAC, FRAP, NO and ABTS models. In vitro antioxidant activity of 1' showed a moderate activity, but weaker scavenging activity than the standards of ascorbic acid and trolox. Results of the antibacterial activity of the tested compound showed that it possesses a higher activity against Bacillus anthracis, Bacillus cereus, Bacillus polymyxa, Bacillus subtilis and Staphylococcus aureus than the two standard drugs, streptomycin and tetracycline, and better activity than tetracycline against Escherichia coli.
Keywords
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Craig A. Obafemi, Olatomide A. Fadare, Jerry P. Jasinski, Sean P. Millikan, Efere M. Obuotor, Ezekiel O. Iwalewa, Samson O. Famuyiwa, Kayode Sanusi, Yusuf Yilmaz, Ãmit Ceylan,