RT Journal Article
T1 Manipulating Charge-TransferStates in BODIPYs: A ModelStrategy to Rapidly Develop Photodynamic Theragnostic Agents
A1 Jiménez González, Josué
A1 Prieto Montero, Ruth
A1 Lora Maroto, Beatriz
A1 Moreno Jiménez, Florencio
A1 Ortíz García, María Josefa
A1 Oliden Sánchez, Ainhoa
A1 López Arbeloa, Íñigo María
A1 Martínez Martínez, Virginia
A1 Moya Cerero, Santiago de la
AB On the basis of a family of BINOL (1,1′-bi-2-naphthol)-based O-BODIPY (dioxyboron dipyrromethene) dyes, it is demonstrated that chemical manipulation of the chromophoric push–pull character, by playing with the electron-donating capability of the BINOL moiety (BINOL versus 3,3'-dibromoBINOL) and with the electron-acceptor ability of the BODIPY core (alkyl substitution degree), is a workable strategy to finely balance fluorescence (singlet-state emitting action) versus the capability to photogenerate cytotoxic reactive oxygen species (triplet-state photosensitizing action). It is also shown that the promotion of a suitable charge-transfer character in the involved chromophore upon excitation enhances the probability of an intersystem crossing phenomenon, which is required to populate the triple state enabling singlet oxygen production. The reported strategy opens up new perspectives for rapid development of smarter agents for photodynamic theragnosis, including heavy-atom-free agents, from a selected organic fluorophore precursor.
PB Wiley
SN 0947-6539; E-ISSN: 1521-3765
YR 2020
FD 2020-01-13
LK https://hdl.handle.net/20.500.14352/8665
UL https://hdl.handle.net/20.500.14352/8665
LA eng
NO Ministerio de Ciencia, Innovación y Universidades de España
NO Gobierno Vasco (España)
DS Docta Complutense
RD 2 may 2024