Exploring BODIPY meso-enamines as singlet-oxygen photosensitizers for PDT

Content Provider	Semantic Scholar
Author	Ortiz, María J. Palao, Eduardo Prieto-Moreno, Ruth Epelde-Elezcano, Nerea Agarrabeitia, Antonia R. Moreno, Florencio Martínez-Martínez, Virginia Moya, Santiago De La Prieto-Castañeda, Alejandro Maroto, Beatriz Lora
Copyright Year	2017
Abstract	We have recently reported on the control of Vilsmeier-Haack processes in meso-methylBODIPYs with activated DMF as the electrophilic reagent.1 Such a control allows the selective generation of beta-formylBODIPYs, BODIPY meso-enamines or BODIPY meso-iminium/enamine salts, by selecting properly the substitution pattern in the starting BODIPY, the hard (or soft) nature of the activated-DMF reagent, as well as the reaction conditions.1 It was also shown that meso-enamination deeply alters the photophysical properties of the BODIPY chromophore, quenching efficiently the fluorescence by the activation of non-radiative de-excitation channels, including intramolecular charge transfer (ICT), which in turn enables singlet-oxygen generation.1 This result, easy generation of a family of BODIPYs with potentiality to act as singlet-oxygen photosensitizers for photodynamic therapy (PDT)2 without involving heavy atoms or complex polyBODIPY designs, prompted us to detailed explore the scope of such a possibility. This presentation shows the results obtained from such an exploration, by reporting the most interesting results concerning singlet-oxygen generation in a selected family of BODIPY meso-enamines. [1] Palao, E.; Montalvillo-Jimenez, L.; Esnal, I.; Prieto-Montero, R.; Agarrabeitia, A. R.; Garcia-Moreno, I.; Banuelos, J.; Lopez-Arbeloa, I.; de la Moya, S.; Ortiz, M. J., Controlling Vilsmeier-Haack processes in meso-methylBODIPYs: A new way to modulate finely photophysical properties in boron dipyrromethanes. Dyes Pigments. 2017, 141, 286. [2] a) Kamkaew, A.; Lim, S. H.; Lee, H. B.; Kiew, L. V.; Chung, L. Y.; Burgess, K., BODIPY dyes in photodynamic therapy. Chem. Soc. Rev. 2013, 42, 77. b) Awuah, S. G.; You Y., Boron dipyrromethane (BODIPY)-based photosensitizers for photodynamic therapy. RSC Adv. 2012, 2, 11169.
File Format	PDF HTM / HTML
DOI	10.3390/ecsoc-21-04785
Alternate Webpage(s)	https://sciforum.net/conference-paper/conference/ecsoc-21/paper/4785/download/pdf
Alternate Webpage(s)	https://doi.org/10.3390/ecsoc-21-04785
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article