title: [Fe₂L₃]⁴⁺ cylinders derived from bis(bidentate) 2-pyridyl-1,2,3-triazole "click" ligands: synthesis, structures and exploration of biological activity.
abstract: 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, ¹H-, ¹³C- 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.
authors.affiliation: Department of Chemistry, University of Otago, P. O. Box 56, Dunedin 9054, New Zealand.
authors.forename: Sreedhar K
authors.initials: SK
authors.lastname: Vellas
authors.forename: James E M
authors.initials: JE
authors.lastname: Lewis
authors.forename: Madhu
authors.initials: M
authors.lastname: Shankar
authors.forename: Alia
authors.initials: A
authors.lastname: Sagatova
authors.forename: Joel D A
authors.initials: JD
authors.lastname: Tyndall
authors.forename: Brian C
authors.initials: BC
authors.lastname: Monk
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Fitchett
authors.forename: Lyall R
authors.initials: LR
authors.lastname: Hanton
authors.forename: James D
authors.initials: JD
authors.lastname: Crowley
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology; D057930:Click Chemistry; D004247:DNA / Q000737:chemistry; D052978:Disk Diffusion Antimicrobial Tests; D005296:Ferrous Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D005296:Ferrous Compounds; D011725:Pyridines; D014230:Triazoles; C051802:triplex DNA; D004247:DNA; C023666:pyridine