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Title: Synthesis of Iron(II)-N-Heterocyclic Carbene Complexes: Paving the Way for a New Class of Antibiotics
Authors: Vinagreiro, Carolina dos Santos 
Lopes, Rita
Royo, Beatriz
Silva, Gabriela Jorge da 
Pereira, Mariette M. 
Keywords: N-heterocyclic carbene; iron(II)-NHC complexes; antibacterial activity
Issue Date: 24-Jun-2020
Publisher: MDPI
Project: UIDB/00313/2020 
Serial title, monograph or event: Molecules
Volume: 25
Issue: 12
Abstract: The synthesis and structural modulation of five pro-ligand salts was achieved using alternative sustainable synthetic strategies, the use of microwaves being the method of choice, with an 81% yield and an E factor of 43 for 3d. After complexation with Fe3(CO)12 by direct reaction with the appropriate pro-ligands at 130 °C, a set of iron(II) N-heterocyclic carbene (NHC) complexes were isolated and fully characterized (via 1H and 13C NMR and IR spectroscopy and elemental analysis). The antibacterial activities of the iron(II)-NHC complexes were tested against standard World Health Organization priority bacterial strains: Staphylococcus aureus ATCC 29213 and Escherichia coli ATCC 25922. The results showed a significant effect of the Fe(II)-NHC side-chain on the antibacterial activity against both Gram-negative and Gram-positive bacteria. Among all compounds, the most lipophilic iron complex, 3b, was found to be the most active one, with a minimum inhibitory concentration of 8 µg/mL. Pioneering mechanistic studies suggested an alternative mechanism of action (OH· formation), which opens the way for the development of a new class of antibiotics.
ISSN: 1420-3049
DOI: 10.3390/molecules25122917
Rights: openAccess
Appears in Collections:I&D CQC - Artigos em Revistas Internacionais
FFUC- Artigos em Revistas Internacionais
I&D CNC - Artigos em Revistas Internacionais

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