Multimodal Carbon Monoxide Photorelease from Flavonoids

0582774 - MBÚ 2025 RIV US eng J - Článek v odborném periodiku
Ramundo, A. - Hurtová, Martina - Bozek, I. - Osifová, Zuzana - Russo, M. - Ngoy, B. P. - Křen, Vladimír - Klán, P.
Multimodal Carbon Monoxide Photorelease from Flavonoids.
Organic Letters. Roč. 26, č. 3 (2024), s. 708-712. ISSN 1523-7060. E-ISSN 1523-7052
Grant CEP: GA ČR(CZ) GA21-01799S
Výzkumná infrastruktura: CZ-OPENSCREEN IV - 90252
Institucionální podpora: RVO:61388971 ; RVO:61388963
Klíčová slova: photosensitized oxygenation * dissociation-constants * photoinduced reactions * proton-transfer * singlet oxygen * 3-hydroxyflavones * photooxygenation * photochemistry * spectroscopy * model
Obor OECD: Organic chemistry
Impakt faktor: 5.2, rok: 2022
Způsob publikování: Open access
https://pubs.acs.org/doi/10.1021/acs.orglett.3c04141

Photooxygenation of flavonoids leads to the release of carbon monoxide (CO). Our structure-photoreactivity study, employing several structurally different flavonoids, including their C-13-labeled analogs, revealed that CO can be produced via two completely orthogonal pathways, depending on their hydroxy group substitution pattern and the reaction conditions. While photooxygenation of the enol 3-OH group has previously been established as the CO liberation channel, we show that the catechol-type hydroxy groups of ring B can predominantly participate in photodecarbonylation.
Trvalý link: https://hdl.handle.net/11104/0351655