2022
Structure-Photoreactivity Relationship of 3-Hydroxyflavone-BasedCO-Releasing Molecules br
RUSSO, Marina, Vojtěch OREL, Peter ŠTACKO, Mária ŠRANKOVÁ, Lucie ŠRANKOVÁ et. al.Základní údaje
Originální název
Structure-Photoreactivity Relationship of 3-Hydroxyflavone-BasedCO-Releasing Molecules br
Autoři
RUSSO, Marina (380 Itálie, domácí), Vojtěch OREL (203 Česká republika, domácí), Peter ŠTACKO (703 Slovensko, domácí), Mária ŠRANKOVÁ, Lucie ŠRANKOVÁ, Libor ŠRANKOVÁ a Petr KLÁN (203 Česká republika, garant, domácí)
Vydání
Journal of Organic Chemistry, American Chemical Society, 2022, 0022-3263
Další údaje
Jazyk
angličtina
Typ výsledku
Článek v odborném periodiku
Obor
10401 Organic chemistry
Stát vydavatele
Spojené státy
Utajení
není předmětem státního či obchodního tajemství
Odkazy
Impakt faktor
Impact factor: 3.600
Kód RIV
RIV/00216224:14310/22:00126179
Organizační jednotka
Přírodovědecká fakulta
UT WoS
000784116400025
Klíčová slova anglicky
INTRAMOLECULAR PROTON-TRANSFER; CARBON-MONOXIDE; SINGLET OXYGEN; CHARGE-TRANSFER; ANTIOXIDANT ACTIVITY; SOLVATION DYNAMICS; RATE CONSTANTS; CO; LIGHT; 3-HYDROXYFLAVONE
Štítky
Příznaky
Mezinárodní význam, Recenzováno
Změněno: 15. 3. 2023 22:40, Mgr. Michaela Hylsová, Ph.D.
Anotace
V originále
Carbon monoxide (CO) is an endogenous signalingmolecule that regulates diverse physiological processes. The therapeuticpotential of CO is hampered by its intrinsic toxicity, and its administrationposes a significant challenge. Photoactivatable CO-releasing molecules(photoCORMs) are an excellent tool to overcome the side effects ofuntargeted CO administration and provide precise spatial and temporalcontrol over its release. Here, we studied the CO release mechanism of asmall library of derivatives based on 3-hydroxy-2-phenyl-4H-benzo[g]-chromen-4-one (flavonol), previously developed as an efficient photo-CORM, by steady-state and femto/nanosecond transient absorptionspectroscopies. The main objectives of the work were to explore in detailhow to enhance the efficiency of CO photorelease fromflavonols,bathochromically shift their absorption bands, control their acid-baseproperties and solubilities in aqueous solutions, and minimize primary orsecondary photochemical side-reactions, such as self-photooxygenation. The best photoCORM performance was achieved bycombining substituents, which simultaneously bathochromically shift the chromophore absorption spectrum, enhance the formationof the productive triplet state, and suppress the singlet oxygen production by shorteningflavonol triplet-state lifetimes. In addition,the cell toxicity of selectedflavonol compounds was analyzed using in vitro hepatic HepG2 cells.
Návaznosti
EF17_043/0009632, projekt VaV |
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EF19_073/0016943, projekt VaV |
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GA21-01799S, projekt VaV |
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LM2018121, projekt VaV |
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