J 2024

Multimodal Carbon Monoxide Photorelease from Flavonoids

RAMUNDO, Andrea; Martina HURTOVÁ; Igor Kacper BOŽEK; Zuzana OSIFOVÁ; Marina RUSSO et al.

Basic information

Original name

Multimodal Carbon Monoxide Photorelease from Flavonoids

Authors

RAMUNDO, Andrea; Martina HURTOVÁ; Igor Kacper BOŽEK; Zuzana OSIFOVÁ; Marina RUSSO; Bokolombe Pitchou NGOY; Vladimír KŘEN and Petr KLÁN

Edition

Organic Letters, WASHINGTON, American Chemical Society, 2024, 1523-7060

Other information

Language

English

Type of outcome

Article in a journal

Country of publisher

United States of America

Confidentiality degree

is not subject to a state or trade secret

References:

Marked to be transferred to RIV

Yes

RIV identification code

RIV/00216224:14310/24:00135730

Organization

Přírodovědecká fakulta – Repository – Repository

EID Scopus

Keywords in English

PHOTOSENSITIZED OXYGENATION; DISSOCIATION-CONSTANTS; PHOTOINDUCED REACTIONS; PROTON-TRANSFER; SINGLET OXYGEN; 3-HYDROXYFLAVONES; PHOTOOXYGENATION; PHOTOCHEMISTRY; SPECTROSCOPY; MODEL

Links

EF17_043/0009632, research and development project. GA21-01799S, research and development project. 857560, interní kód Repo. RECETOX RI, large research infrastructures. CZ-OPENSCREEN IV, large research infrastructures.
Changed: 8/5/2025 00:50, RNDr. Daniel Jakubík

Abstract

In the original language

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.

Files attached