Singlet oxygen quenching- and chain-breaking antioxidant-properties of a quercetin dimer able to prevent age-related macular degeneration
| Autor: | Mario C. Foti, Andrea Baschieri, Concetta Rocco, Riccardo Amorati |
|---|---|
| Přispěvatelé: | Foti, Mario C., Amorati, Riccardo, Baschieri, Andrea, Rocco, Concetta |
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
Ethylene Oxide
Antioxidant Alkene Dimer medicine.medical_treatment Radical Biophysics Pyridinium Compounds Alkenes 010402 general chemistry Photochemistry 01 natural sciences Biochemistry Antioxidants A2E chemistry.chemical_compound Pyridinium Compound Macular Degeneration Reaction rate constant Photooxidation Quercetin Quercetin dimer Singlet oxygen Dimerization Humans Oxidation-Reduction Singlet Oxygen medicine Mannich reaction Quenching (fluorescence) 010405 organic chemistry Organic Chemistry A2E Photooxidation Singlet oxygen Quercetin Quercetin dimer 0104 chemical sciences chemistry Biophysic Pyridinium Human |
| Zdroj: | Biophysical chemistry 243 (2018): 17–23. doi:10.1016/j.bpc.2018.10.001 info:cnr-pdr/source/autori:Foti M.C.; Amorati R.; Baschieri A.; Rocco C./titolo:Singlet oxygen quenching-and chain-breaking antioxidant-properties of a quercetin dimer able to prevent age-related macular degeneration/doi:10.1016%2Fj.bpc.2018.10.001/rivista:Biophysical chemistry (Print)/anno:2018/pagina_da:17/pagina_a:23/intervallo_pagine:17–23/volume:243 |
| DOI: | 10.1016/j.bpc.2018.10.001 |
| Popis: | A dimer of quercetin prepared through a Mannich reaction protects pyridinium bisretinoid A2E from photooxidation at 430 nm in aqueous medium at pH 7.4. In the presence of light and O2, A2E is quickly attacked by 1O2 produced in situ (by excited A2E) to give nonaoxirane and other oxygenated compounds which can be involved in diseases of the macula. Peroxyl radicals might have only a marginal role on the photooxidation of A2E. The dimer is actually a potent quencher of 1O2 with a rate constant kQ of 8.5 × 108 M−1 s−1 in methanol at room temperature. On the other hand, its antioxidant abilities against ROO· radicals are quite limited since kROO· = 7.3 × 105 M−1 s−1 (in buffer solution at pH 7.4), the value being essentially identical to that of quercetin. The quenching of 1O2 by the dimer is therefore the main reason for the A2E protection and prevention of age-related macular degeneration. |
| Databáze: | OpenAIRE |
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