Synthesis, Molecular Properties Prediction, and Anti-staphylococcal Activity of N-Acylhydrazones and New 1,3,4-Oxadiazole Derivatives

Springer Science and Business Media LLC - Tập 17 Số 5 - Trang 5095-5107
Cledualdo Soares de Oliveira1, Bruno Freitas Lira, Vivyanne dos Santos Falcão-Silva, José P. Siqueira-Júnior, José Maria Barbosa‐Filho, Petrônio Filgueiras de Athayde-Filho
1Department of Chemistry, Federal University of Paraiba, João Pessoa, PB 58059-900, Brazil.

Tóm tắt

Five new 1-(2-(5-nitrofuran-2-yl)-5-(aryl)-1,3,4-oxadiazol-3-(2H)-yl) ethanone compounds 5a–e were synthesized by cyclization of N-acylhydrazones 4a–e with acetic anhydride under reflux conditions. Their structures were fully characterized by IR, 1H-NMR, and 13C-NMR. Furthermore, evaluations of the antibacterial activity of the 1,3,4-oxadiazoles 5a–e and N-acylhydrazones 4a–e showed strong activity against several strains of Staphylococcus aureus, with MICs between 4 μg/mL to 32 μg/mL. In silico studies of the parameters of Lipinski’s Rule of Five, as well as the topological polar surface area (TPSA), absorption percentage (% ABS), drug likeness and drug score indicate that these compounds, especially 4a and 5d, have potential to be new drug candidates.

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