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

Krzysztof M. Borys , Alicja Matuszewska , Dorota Wieczorek , Karolina Kopczyńska , Jacek Lipok , Izabela Madura , Agnieszka Adamczyk-Woźniak

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.
Author Krzysztof M. Borys (FC / DPC)
Krzysztof M. Borys,,
- Department Of Physical Chemistry
, Alicja Matuszewska (FC / DPC)
Alicja Matuszewska,,
- Department Of Physical Chemistry
, Dorota Wieczorek
Dorota Wieczorek,,
-
, Karolina Kopczyńska (FC / CofIC)
Karolina Kopczyńska,,
- Chair Of Inorganic Chemistry
, Jacek Lipok
Jacek Lipok,,
-
, Izabela Madura (FC / CofIC)
Izabela Madura,,
- Chair Of Inorganic Chemistry
, Agnieszka Adamczyk-Woźniak (FC / DPC)
Agnieszka Adamczyk-Woźniak,,
- Department Of Physical Chemistry
Journal seriesJournal of Molecular Structure, ISSN 0022-2860, (A 20 pkt)
Issue year2019
Vol1181
Pages587-598
Publication size in sheets0.55
Keywords in EnglishBenzoxaborolePhenylboronic acidPiperazineFluorophenylOrganoboronAntifungal activity
ASJC Classification16 Chemistry
DOIDOI:10.1016/j.molstruc.2019.01.018
URL https://www.sciencedirect.com/science/article/pii/S0022286019300249
Languageen angielski
File
1-s2.0-S0022286019300249-main.pdf 2.64 MB
Score (nominal)20
ScoreMinisterial score = 20.0, 11-08-2019, ArticleFromJournal
Publication indicators Scopus SNIP (Source Normalised Impact per Paper): 2016 = 0.751; WoS Impact Factor: 2017 = 2.011 (2) - 2017=1.784 (5)
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