[Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological Activity
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...
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| Format: | Article |
| Language: | English |
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MDPI AG
2013-05-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/18/6/6383 |
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| author | James D. Crowley Christopher M. Fitchett Lyall R. Hanton Brian C. Monk Alia Sagatova Joel D. A. Tyndall Madhu Shankar James E. M. Lewis Sreedhar K. Vellas |
| author_facet | James D. Crowley Christopher M. Fitchett Lyall R. Hanton Brian C. Monk Alia Sagatova Joel D. A. Tyndall Madhu Shankar James E. M. Lewis Sreedhar K. Vellas |
| author_sort | James D. Crowley |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-11T10:20:16Z |
| format | Article |
| id | doaj.art-41a265ce929c4888a94475e580927c95 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T10:20:16Z |
| publishDate | 2013-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-41a265ce929c4888a94475e580927c952022-12-22T01:11:27ZengMDPI AGMolecules1420-30492013-05-011866383640710.3390/molecules18066383[Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological ActivityJames D. CrowleyChristopher M. FitchettLyall R. HantonBrian C. MonkAlia SagatovaJoel D. A. TyndallMadhu ShankarJames E. M. LewisSreedhar K. VellasA 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.http://www.mdpi.com/1420-3049/18/6/6383iron(II)CuAACmetallosupramolecular cylindersbiological activity |
| spellingShingle | James D. Crowley Christopher M. Fitchett Lyall R. Hanton Brian C. Monk Alia Sagatova Joel D. A. Tyndall Madhu Shankar James E. M. Lewis Sreedhar K. Vellas [Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological Activity Molecules iron(II) CuAAC metallosupramolecular cylinders biological activity |
| title | [Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological Activity |
| title_full | [Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological Activity |
| title_fullStr | [Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological Activity |
| title_full_unstemmed | [Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological Activity |
| title_short | [Fe2L3]4+ Cylinders Derived from Bis(bidentate) 2-Pyridyl-1,2,3-triazole “Click” Ligands: Synthesis, Structures and Exploration of Biological Activity |
| title_sort | fe2l3 4 cylinders derived from bis bidentate 2 pyridyl 1 2 3 triazole click ligands synthesis structures and exploration of biological activity |
| topic | iron(II) CuAAC metallosupramolecular cylinders biological activity |
| url | http://www.mdpi.com/1420-3049/18/6/6383 |
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