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RESEARCH PRODUCT
Synthesis, structure, properties and antimicrobial activity of para trifluoromethyl phenylboronic derivatives
Agnieszka Adamczyk-woźniakMagdalena TarkowskaZofia LazarEwa KaczorowskaIzabela D. MaduraAnna Maria DąbrowskaJacek LipokDorota Wieczoreksubject
BenzoxaboroleBis(benzoxaborole)Antifungal AgentsDose-Response Relationship DrugMolecular StructurePhenyl boronicOrganic ChemistryMicrobial Sensitivity TestsAntifungalBiochemistryTrifluoromethylAnti-Bacterial AgentsDockingAntibacterialStructure-Activity RelationshipBacillus cereusDrug DiscoveryCandida albicansEscherichia coliLeuRSAspergillus nigerMolecular Biologydescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-09-22 | Bioorganic Chemistry |