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Multimodal Carbon Monoxide Photorelease from Flavonoids.

ABSTRACT: Photooxygenation of flavonoids leads to the release of carbon monoxide (CO). Our structure-photoreactivity study, employing several structurally different flavonoids, including their ¹³C-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.

SUBMITTER: Ramundo A

PROVIDER: S-EPMC10825817 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature

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Multimodal Carbon Monoxide Photorelease from Flavonoids.

Ramundo Andrea A Hurtová Martina M Božek Igor I Osifová Zuzana Z Russo Marina M Ngoy Bokolombe Pitchou BP Křen Vladimír V Klán Petr P

Organic letters 20240116 3

Photooxygenation of flavonoids leads to the release of carbon monoxide (CO). Our structure-photoreactivity study, employing several structurally different flavonoids, including their <sup>13</sup>C-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 cate ...[more]

PMID: 38227978

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