Design, synthesis, biological activities and DFT calculation of novel 1,2,4-triazole Schiff base derivatives
| Autor: | Xu-Hua Liang, Xiao-Hong Sun, Yan-Yan Wang, Yuan-Fa Liu, Ru-Yi Jin, Chu-Yue Zeng, Sha Zhou |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Staphylococcus aureus
Antifungal Agents Molecular Conformation Triazole Pythium Microbial Sensitivity Tests Crystallography X-Ray 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Structure-Activity Relationship chemistry.chemical_compound Drug Discovery Escherichia coli Phenyl group Structure–activity relationship Molecular Biology Density Functional Theory Schiff Bases Schiff base 010405 organic chemistry Chemistry Organic Chemistry Fungi 1 2 4-Triazole Biological activity Triazoles Combinatorial chemistry Anti-Bacterial Agents 0104 chemical sciences Drug Design Antibacterial activity |
| Zdroj: | Bioorganic Chemistry. 80:253-260 |
| ISSN: | 0045-2068 |
| Popis: | Series of 1,2,4-triazole Schiff bases (2a-2d, 2f-2h and 3a-3h) have been designed and synthesized. The structure of title compounds was confirmed on the basis of their spectral data and elemental analysis. All the target compounds were screened for their in vitro antifungal activity and antibacterial activity. Two of the tested compounds (2a and 2b) exhibited significant antifungal activity against most fungi, especially compound 2a showed better antifungal activity than triadimefon. Meanwhile, the antibacterial activity assay also indicated compound 2a exhibited excellent antibacterial activities comparable to chloramphenicol. The SAR manifested no substitution at position 5 of the triazole ring caused an increase in activity, and 3-phenoxy phenyl group introduced in 1,2,4-triazole scaffold can enhance the antibacterial activity. The DFT calculation indicated triazole ring, S atom and benzene ring in both of the 2a and 3a make a major contribution to the activity. |
| Databáze: | OpenAIRE |
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