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

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. Graphical abstract Image 1 Highlights • Novel boronic derivatives of fluorophenylpiperazines obtained. • Structural elucidation as well as antifungal activity of novel benzoxaboroles. • Comparison of benzoxaborole, phenylboronic acid and its methyl monoester. [ABSTRACT FROM AUTHOR]