Journal
MOLECULES
Volume 18, Issue 6, Pages 6383-6407Publisher
MDPI
DOI: 10.3390/molecules18066383
Keywords
iron(II); CuAAC; metallosupramolecular cylinders; biological activity
Funding
- University of Otago, Department of Chemistry
- University of Otago
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A series of metallosupramolecular [Fe2L3](BF4)(4) click cylinders have been synthesized in excellent yields (90%-95%) from [Fe(H2O)(6)](BF4)(2) and bis(bidentate) pyridyl-1,2,3-triazole ligands. All complexes were characterized by elemental analysis, IR, UV-vis, H-1-, C-13- and DOSY-NMR spectroscopies and, in four cases, the structures confirmed by X-ray crystallography. Molecular modeling indicated that some of these click complexes were of similar size and shape to related biologically active pyridylimine-based iron(II) helicates and suggested that the click complexes may bind both duplex and triplex DNA. Cell-based agarose diffusion assays showed that the metallosupramolecular [Fe2L3](BF4)(4) click cylinders display no antifungal activity against S. cerevisiae. This observed lack of antifungal activity appears to be due to the poor stability of the click complexes in DMSO and biological media.
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