Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes
The synthesis, structural and photophysical characterisation of four tricarbonyl rhenium(i) complexes bound to 1,10-phenanthroline and a tetrazolato ancillary ligand are reported. The complexes are differentiated by the nature (hydroxy or methoxy) and position (meta or para) of the substituent attac...
| Main Authors: | , , , , , , , , , , , |
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| Format: | Journal Article |
| Language: | English |
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ROYAL SOC CHEMISTRY
2019
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| Subjects: | |
| Online Access: | http://purl.org/au-research/grants/arc/FT130100033 http://hdl.handle.net/20.500.11937/92002 |
| _version_ | 1848765612518539264 |
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| author | Akabar, N. Chaturvedi, V. Shillito, G.E. Schwehr, Brad Gordon, K.C. Huff, G.S. Sutton, J.J. Skelton, B.W. Sobolev, A.N. Stagni, S. Nelson, Delia Massi, Max |
| author_facet | Akabar, N. Chaturvedi, V. Shillito, G.E. Schwehr, Brad Gordon, K.C. Huff, G.S. Sutton, J.J. Skelton, B.W. Sobolev, A.N. Stagni, S. Nelson, Delia Massi, Max |
| author_sort | Akabar, N. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | The synthesis, structural and photophysical characterisation of four tricarbonyl rhenium(i) complexes bound to 1,10-phenanthroline and a tetrazolato ancillary ligand are reported. The complexes are differentiated by the nature (hydroxy or methoxy) and position (meta or para) of the substituent attached to the phenyl ring in conjugation to the tetrazole ring. The complexes exhibit phosphorescence emission from triplet charge transfer excited states, with the maxima around 600 nm, excited state lifetime decays in the 200-300 ns range, and quantum yield values of 4-6% in degassed acetonitrile solutions. The nature and position of the substituent does not significantly affect the photophysical properties, which remain unchanged even after deprotonation of the hydroxide group on the phenol ring. The interpretation of the photophysical data was further validated by resonance Raman spectroscopy and time-dependent density functional theory calculations. All the complexes are internalised within cells, albeit to variable degrees. As highlighted by a combination of flow cytometry and confocal microscopy, the species display diffuse cytoplasmic localisation except for the complex with the hydroxy functional group at the para position, which reveals lower accumulation in cells and more pronounced punctate staining. Overall, the complexes displayed low levels of cytotoxicity. |
| first_indexed | 2025-11-14T11:38:01Z |
| format | Journal Article |
| id | curtin-20.500.11937-92002 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T11:38:01Z |
| publishDate | 2019 |
| publisher | ROYAL SOC CHEMISTRY |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-920022023-06-08T08:40:08Z Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes Akabar, N. Chaturvedi, V. Shillito, G.E. Schwehr, Brad Gordon, K.C. Huff, G.S. Sutton, J.J. Skelton, B.W. Sobolev, A.N. Stagni, S. Nelson, Delia Massi, Max Science & Technology Physical Sciences Chemistry, Inorganic & Nuclear Chemistry CATIONIC IRIDIUM(III) COMPLEXES RESONANCE RAMAN-SPECTROSCOPY COUPLED ELECTRON-TRANSFER LUMINESCENT RHENIUM(I) PHOTOINDUCED ELECTRON POLYPYRIDINE COMPLEXES METAL-COMPLEXES BEHAVIOR PROBES RE(I) Animals Coordination Complexes Ligands Mice Models, Molecular Molecular Conformation Phenol Protons Quantum Theory RAW 264.7 Cells Rhenium Tetrazoles Animals Mice Protons Rhenium Phenol Tetrazoles Ligands Molecular Conformation Quantum Theory Models, Molecular Coordination Complexes RAW 264.7 Cells The synthesis, structural and photophysical characterisation of four tricarbonyl rhenium(i) complexes bound to 1,10-phenanthroline and a tetrazolato ancillary ligand are reported. The complexes are differentiated by the nature (hydroxy or methoxy) and position (meta or para) of the substituent attached to the phenyl ring in conjugation to the tetrazole ring. The complexes exhibit phosphorescence emission from triplet charge transfer excited states, with the maxima around 600 nm, excited state lifetime decays in the 200-300 ns range, and quantum yield values of 4-6% in degassed acetonitrile solutions. The nature and position of the substituent does not significantly affect the photophysical properties, which remain unchanged even after deprotonation of the hydroxide group on the phenol ring. The interpretation of the photophysical data was further validated by resonance Raman spectroscopy and time-dependent density functional theory calculations. All the complexes are internalised within cells, albeit to variable degrees. As highlighted by a combination of flow cytometry and confocal microscopy, the species display diffuse cytoplasmic localisation except for the complex with the hydroxy functional group at the para position, which reveals lower accumulation in cells and more pronounced punctate staining. Overall, the complexes displayed low levels of cytotoxicity. 2019 Journal Article http://hdl.handle.net/20.500.11937/92002 10.1039/c9dt02198a English http://purl.org/au-research/grants/arc/FT130100033 http://purl.org/au-research/grants/arc/LE130100052 ROYAL SOC CHEMISTRY fulltext |
| spellingShingle | Science & Technology Physical Sciences Chemistry, Inorganic & Nuclear Chemistry CATIONIC IRIDIUM(III) COMPLEXES RESONANCE RAMAN-SPECTROSCOPY COUPLED ELECTRON-TRANSFER LUMINESCENT RHENIUM(I) PHOTOINDUCED ELECTRON POLYPYRIDINE COMPLEXES METAL-COMPLEXES BEHAVIOR PROBES RE(I) Animals Coordination Complexes Ligands Mice Models, Molecular Molecular Conformation Phenol Protons Quantum Theory RAW 264.7 Cells Rhenium Tetrazoles Animals Mice Protons Rhenium Phenol Tetrazoles Ligands Molecular Conformation Quantum Theory Models, Molecular Coordination Complexes RAW 264.7 Cells Akabar, N. Chaturvedi, V. Shillito, G.E. Schwehr, Brad Gordon, K.C. Huff, G.S. Sutton, J.J. Skelton, B.W. Sobolev, A.N. Stagni, S. Nelson, Delia Massi, Max Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes |
| title | Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes |
| title_full | Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes |
| title_fullStr | Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes |
| title_full_unstemmed | Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes |
| title_short | Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes |
| title_sort | photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes |
| topic | Science & Technology Physical Sciences Chemistry, Inorganic & Nuclear Chemistry CATIONIC IRIDIUM(III) COMPLEXES RESONANCE RAMAN-SPECTROSCOPY COUPLED ELECTRON-TRANSFER LUMINESCENT RHENIUM(I) PHOTOINDUCED ELECTRON POLYPYRIDINE COMPLEXES METAL-COMPLEXES BEHAVIOR PROBES RE(I) Animals Coordination Complexes Ligands Mice Models, Molecular Molecular Conformation Phenol Protons Quantum Theory RAW 264.7 Cells Rhenium Tetrazoles Animals Mice Protons Rhenium Phenol Tetrazoles Ligands Molecular Conformation Quantum Theory Models, Molecular Coordination Complexes RAW 264.7 Cells |
| url | http://purl.org/au-research/grants/arc/FT130100033 http://purl.org/au-research/grants/arc/FT130100033 http://hdl.handle.net/20.500.11937/92002 |