Transition-Metal-Free CO-Releasing BODIPY Derivatives Activatable by Visible to NIR Light as Promising Bioactive Molecules

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Authors

PALAO UTIEL Eduardo SLANINA Tomáš MUCHOVÁ Lucie ŠOLOMEK Tomáš VÍTEK Libor KLÁN Petr

Year of publication 2016
Type Article in Periodical
Magazine / Source Journal of the American Chemical Society
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.acs.org/doi/abs/10.1021/jacs.5b10800
Doi http://dx.doi.org/10.1021/jacs.5b10800
Field Organic chemistry
Keywords PHOTOREMOVABLE PROTECTING GROUPS; CARBON-MONOXIDE; DESIGN STRATEGIES; ALPHA-LACTONES; GREEN LIGHT; ET-CORMS; COMPLEXES; PHOTOCORMS; ACID; DYE
Description Carbon monoxide-releasing molecules (CORMs) are chemical agents used to administer CO as an endogenous, biologically active molecule. A precise spatial and temporal control over the CO release is the major requirement for their applications. Here, we report the synthesis and properties of a new generation of transition-metalfree carbon monoxide-releasing molecules based on BODIPY chromophores (COR-BDPs) activatable by visible-to-NIR (up to 730 nm) light. We demonstrate their performance for both in vitro and in vivo experimental settings, and we propose the mechanism of the CO release based on steady-state and transient spectroscopy experiments and quantum chemical calculations.
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