6533b861fe1ef96bd12c4fbd

RESEARCH PRODUCT

Synthesis and structural elucidation of novel antifungal N-(fluorophenyl)piperazinyl benzoxaboroles and their analogues

Dorota WieczorekAlicja MatuszewskaIzabela D. MaduraKarolina KopczyńskaAgnieszka Adamczyk-woźniakJacek LipokKrzysztof M. Borys

subject

AntifungalorganoboronValence (chemistry)Coordination sphere010405 organic chemistryChemistrymedicine.drug_classphenylboronic acidantifungal activityOrganic ChemistrybenzoxaboroleCrystal structurepiperazine010402 general chemistry01 natural sciencesCombinatorial chemistryfluorophenyl0104 chemical sciencesAnalytical ChemistryInorganic Chemistrychemistry.chemical_compoundPiperazinemedicinePhenylboronic acidSpectroscopy

description

Abstract Series of novel N-(fluorophenyl)piperazine derivatives of phenylboronic compounds including benzoxaboroles, phenylboronic acids and phenylboronic methyl monoester have been obtained by facile synthetic methods starting from 2-formylphenylboronic acid. Molecular and crystal structures of those novel derivatives have been investigated by single crystal X-ray diffraction method. The Bond Valence Vector Model was used to describe strains in the boron coordination sphere. Microbiological activity of novel benzoxaboroles as well as their corresponding acid analogues against: A. niger, A. terreus, P. ochrochloron, C. tenuis and F. dimerum has been evaluated. The presence of heterocyclic benzoxaborole ring has been shown to be crucial for the studied activity.

https://doi.org/10.1016/j.molstruc.2019.01.018