Effects of Substituents on Photophysical and CO-Photoreleasing Properties of 2,6-Substituted meso-Carboxy BODIPY Derivatives

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Authors

MARQUEZ SANCHEZ - CARNERERO Esther Maria RUSSO Marina JAKOB Andreas Wolfgang MUCHOVA Lucie VÍTEK Libor KLÁN Petr

Year of publication 2021
Type Article in Periodical
Magazine / Source Chemistry
MU Faculty or unit

Faculty of Science

Citation
Web https://www.mdpi.com/2624-8549/3/1/18
Doi http://dx.doi.org/10.3390/chemistry3010018
Keywords BODIPY; photochemistry; carbon monoxide; photorelease; carbon monoxide-releasing molecules
Attached files
Description Carbon monoxide (CO) is an endogenously produced signaling molecule involved in the control of a vast array of physiological processes. One of the strategies to administer therapeutic amounts of CO is the precise spatial and temporal control over its release from photoactivatable CO-releasing molecules (photoCORMs). Here we present the synthesis and photophysical and photochemical properties of a small library of meso-carboxy BODIPY derivatives bearing different substituents at positions 2 and 6. We show that the nature of substituents has a major impact on both their photophysics and the efficiency of CO photorelease. CO was found to be efficiently released from pi -extended 2,6-arylethynyl BODIPY derivatives possessing absorption spectra shifted to a more biologically desirable wavelength range. Selected photoCORMs were subjected to in vitro experiments that did not reveal any serious toxic effects, suggesting their potential for further biological research.
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