AcetylacetonateBODIPY-Biscyclometalated Iridium(III) Complexes: Effective Strategy towards Smarter Fluorescent Photosensitizer Agents
dc.contributor.author | Palao Utiel, Eduardo | |
dc.contributor.author | Sola Llano, Rebeca | |
dc.contributor.author | Tabero Truchado, Andrea | |
dc.contributor.author | Manzano, Hegoi | |
dc.contributor.author | Rodríguez Agarrabeitia, Antonia | |
dc.contributor.author | Villanueva Oroquieta, Ángeles | |
dc.contributor.author | López Arbeloa, Íñigo María | |
dc.contributor.author | Martínez Martínez, Virginia | |
dc.contributor.author | Ortíz García, María Josefa | |
dc.date.accessioned | 2023-06-17T22:09:31Z | |
dc.date.available | 2023-06-17T22:09:31Z | |
dc.date.issued | 2017-07-26 | |
dc.description | Manuscript Received: 24 MAR 2017; Accepted manuscript online: 19 MAY 2017; Version of Record online: 6 JUL 2017; Issue online: 26 JUL 2017 | |
dc.description.abstract | Biscyclometalated IrIII complexes involving boron-dipyrromethene (BODIPY)-based ancillary ligands, where the BODIPY unit is grafted to different chelating cores (acetylacetonate for Ir-1 and Ir-2, and bipyridine for Ir-3) by the BODIPY meso position, have been synthesized and characterized. Complexes with the BODIPY moiety directly grafted to acetylacetonate (Ir-1 and Ir-2) exhibit higher absorption coefficients (ϵ≈4.46×104 m−1 cm−1 and 3.38×104 m−1 cm−1 at 517 nm and 594 nm, respectively), higher moderate fluorescence emission (φfl≈0.08 and 0.22 at 528 nm and 652 nm, respectively) and, in particular, more efficient singlet oxygen generation upon visible-light irradiation (φΔ≈0.86 and 0.59, respectively) than that exhibited by Ir-3 (φΔ≈0.51, but only under UV light). Phosphorescence emission, nanosecond time-resolved transient absorption, and DFT calculations suggest that BODIPY-localized long-lived 3IL states are populated for Ir-1 and Ir-2. In vitro photodynamic therapy (PDT) activity studied for Ir-1 and Ir-2 in HeLa cells shows that such complexes are efficiently internalized into the cells, exhibiting low dark- and high photocytoxicity, even at significantly low complex concentration, making them potentially suitable as theranostic agents. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim | |
dc.description.department | Sección Deptal. de Química Orgánica (Óptica y Optometría) | |
dc.description.faculty | Fac. de Óptica y Optometría | |
dc.description.refereed | TRUE | |
dc.description.sponsorship | Ministerio de Economía y Competitividad (MINECO) | |
dc.description.sponsorship | Ministerio de Ciencia e Innovación (MICINN) | |
dc.description.sponsorship | Comunidad de Madrid | |
dc.description.sponsorship | Gobierno vasco (España) | |
dc.description.status | pub | |
dc.eprint.id | https://eprints.ucm.es/id/eprint/44994 | |
dc.identifier.doi | 10.1002/chem.201701347 | |
dc.identifier.issn | 0947-6539 | |
dc.identifier.officialurl | http://dx.doi.org/10.1002/chem.201701347 | |
dc.identifier.relatedurl | http://onlinelibrary.wiley.com/wol1/doi/10.1002/chem.201701347/full | |
dc.identifier.relatedurl | https://www.researchgate.net/publication/317190378_AcetylacetonateBODIPY-Biscyclometalated_IridiumIII_Complexes_Effective_Strategy_towards_Smarter_Fluorescent_Photosensitizer_Agents | |
dc.identifier.uri | https://hdl.handle.net/20.500.14352/18149 | |
dc.issue.number | 42 | |
dc.journal.title | Chemistry: a european journal | |
dc.language.iso | eng | |
dc.page.final | 10147 | |
dc.page.initial | 10139 | |
dc.publisher | Wiley | |
dc.relation.projectID | MAT2014-51937-C-2-P | |
dc.relation.projectID | MAT2014-51937-C-3-P | |
dc.relation.projectID | MAT2015-68837-REDT | |
dc.relation.projectID | CTQ2013-48767-C3-3-R | |
dc.relation.projectID | NANOFRONTMAG- CM (S2013/MIT-2850) | |
dc.relation.projectID | IT912-16 | |
dc.relation.projectID | RYC-2011-09505 | |
dc.rights.accessRights | restricted access | |
dc.subject.cdu | 547.1 | |
dc.subject.cdu | 543.426 | |
dc.subject.keyword | BODIPY | |
dc.subject.keyword | Fluorescent probes | |
dc.subject.keyword | Iridium (III) complexes | |
dc.subject.keyword | Photodynamic therapy | |
dc.subject.keyword | Singlet oxygen | |
dc.subject.ucm | Química orgánica (Química) | |
dc.subject.unesco | 2306 Química Orgánica | |
dc.title | AcetylacetonateBODIPY-Biscyclometalated Iridium(III) Complexes: Effective Strategy towards Smarter Fluorescent Photosensitizer Agents | |
dc.type | journal article | |
dc.volume.number | 23 | |
dspace.entity.type | Publication | |
relation.isAuthorOfPublication | 0486160c-3df6-4270-bf91-3e96cd33d85d | |
relation.isAuthorOfPublication.latestForDiscovery | 0486160c-3df6-4270-bf91-3e96cd33d85d |
Download
Original bundle
1 - 1 of 1
No Thumbnail Available
- Name:
- Agarrabeitia_AcetylacetonateBODIPY-ChemEuopJour-2017.pdf
- Size:
- 1.14 MB
- Format:
- Adobe Portable Document Format