Synthesis, structure, properties and antimicrobial activity of para trifluoromethyl phenylboronic derivatives
| Autor: | Agnieszka Adamczyk-Woźniak, Magdalena Tarkowska, Zofia Lazar, Ewa Kaczorowska, Izabela D. Madura, Anna Maria Dąbrowska, Jacek Lipok, Dorota Wieczorek |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2022 |
| Předmět: |
Benzoxaborole
Bis(benzoxaborole) Antifungal Agents Dose-Response Relationship Drug Molecular Structure Phenyl boronic Organic Chemistry Microbial Sensitivity Tests Antifungal Biochemistry Trifluoromethyl Anti-Bacterial Agents Docking Antibacterial Structure-Activity Relationship Bacillus cereus Drug Discovery Candida albicans Escherichia coli LeuRS Aspergillus niger Molecular Biology |
| Zdroj: | Bioorganic Chemistry. 119:1-8 |
| ISSN: | 0045-2068 |
| Popis: | The [2-formyl-4-(trifluoromethyl)phenyl]boronic acid as well as its benzoxaborole and bis(benzoxaborole) derivatives were obtained and their properties studied. The 2-formyl compound displays an unusual structure in the crystalline state, with a significant twist of the boronic group, whereas in DMSO solution it tautomerizes with formation of a cyclic isomer. All the studied compounds exhibit relatively high acidity as well as a reasonable antimicrobial activity. Docking studies showed interactions of all the investigated compounds with the binding pocket of Candida albicans LeuRS. High activity against Bacillus cereus was determined for the 2-formyl compound as well as for the novel bis(benzoxaborole), whereas the studied benzoxaborole shows high antifungal action with MIC values equal to 7.8 and 3.9 μg/mL against C. albicans and A. niger respectively. None of the studied compounds exhibits reasonable activity against E. coli. |
| Databáze: | OpenAIRE |
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