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http://hdl.handle.net/2445/188733
Title: | Donor-Acceptor Stenhouse Adduct Displaying Reversible Photoswitching in Water and Neuronal Activity |
Author: | Castagna, Rossella Maleeva, Galyna Pirovano, Deborah Matera, Carlo Gorostiza Langa, Pablo Ignacio |
Keywords: | Fototeràpia Neurotransmissors Neurologia Farmacologia Phototherapy Neurotransmitters Neurology Pharmacology |
Issue Date: | 17-Aug-2022 |
Abstract: | The interest in the photochromism and functional applications of donor-acceptor Stenhouse adducts (DASAs) soared in recent years owing to their outstanding advantages and flexible design. However, their low solubility and irreversible conversion in aqueous solutions hampered exploring DASAs for biology and medicine. It is notably unknown whether the barbiturate electron acceptor group retains the pharmacological activity of drugs such as phenobarbital, which targets γ-aminobutyric acid (GABA)-type A receptors (GABAARs) in the brain. Here, we have developed the model compound DASA-barbital based on a scaffold of red-switching second-generation DASAs, and we demonstrate that it is active in GABAARs and alters the neuronal firing rate in a physiological medium at neutral pH. DASA-barbital can also be reversibly photoswitched in acidic aqueous solutions using cyclodextrin, an approved ingredient of drug formulations. These findings clarify the path toward the biological applications of DASAs and to exploit the versatility displayed in polymers and materials science. |
Note: | versió postprint del document publicat a: https://doi.org/10.1021/jacs.2c04920 |
It is part of: | Journal of The American Chemical Society, 2022, vol. 144, num. 34, p. 15595-15602 |
URI: | http://hdl.handle.net/2445/188733 |
Related resource: | https://doi.org/10.1021/jacs.2c04920 |
ISSN: | 0002-7863 |
Appears in Collections: | Publicacions de projectes de recerca finançats per la UE Articles publicats en revistes (Institut de Bioenginyeria de Catalunya (IBEC)) |
Files in This Item:
File | Description | Size | Format | |
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2022_JACS_Donor_GorostizaP_postprint.pdf | 1.19 MB | Adobe PDF | View/Open |
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