'Antioxidant' berries, anthocyanins, resveratrol and rosmarinic acid oxidize hydrogen sulfide to polysulfides and thiosulfate: A novel mechanism underlying their biological actions
Autor: | Nicholas A. Iovino, Yan Gao, Jenna Whelan, Karl D. Straub, Austin Briggs, Matthew Licursi, Brian P. Villa, Kenneth R. Olson, Monesh Devireddy, Nicole C. Skora |
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Rok vydání: | 2020 |
Předmět: |
0301 basic medicine
Antioxidant Silver medicine.medical_treatment Thiosulfates Metal Nanoparticles Sulfides Biochemistry Depsides Antioxidants Superoxide dismutase Anthocyanins 03 medical and health sciences chemistry.chemical_compound 0302 clinical medicine Physiology (medical) medicine Humans Hydrogen Sulfide Hydrogen peroxide Polysulfide Thiosulfate chemistry.chemical_classification Reactive oxygen species biology Autoxidation Chemistry food and beverages equipment and supplies 030104 developmental biology HEK293 Cells Catalase Cinnamates Resveratrol Fruit biology.protein 030217 neurology & neurosurgery Nuclear chemistry |
Zdroj: | Free radical biologymedicine. 165 |
ISSN: | 1873-4596 |
Popis: | Nutraceutical polyphenol catechins in green tea oxidize H2S to polysulfides (PS) in buffer and in cells thereby conveying their cytoprotective effects. Here we measure H2S oxidation in buffer and HEK293 cells by over-the-counter nutraceuticals, blueberry, bilberry and cranberry, and by polyphenols, cyanadin (Cya), quercetin (Que), rosmarinic acid (RA) and resveratrol (Res). H2S and PS were measured with specific fluorophores, AzMc and SSP4 respectively, and thiosulfate (TS) production was measured in buffer using silver nanoparticles (AgNPs). All compounds increased polysulfide production from H2S in buffer and increased polysufides in cells. Decreasing oxygen from 100% to 21% and 0% progressively decreased PS production by Que and RA in buffer and Que decreased PS production in cells incubated in 5% O2 compared to 21% O2. Que, RA and Res, but not Cya, increased TS production from H2S in 21% O2 but not in 0% O2. Superoxide dismutase did not affect PS production from H2S by Que or TS production from H2S by Que, RA or Res, whereas catalase inhibited TS production by all three polyphenols. Conversely, these polyphenols only slightly reduce a mixed polysulfide (K2Sn) or thiosulfate to H2S in 0% O2. Collectively, our results suggest that polyphenols are autoxidized to a semiquinone radical and that this, in turn, oxidizes H2S to a thiyl radical from which polysulfides and thiosulfate derived. They also suggest that this is catalyzed by a semiquinone radical and it is independent of either superoxide or hydrogen peroxide concomitantly produced during polyphenol autoxidation. The polysulfides produced in these reactions are potent antioxidants and also initiate a variety of downstream cytoprotective effector mechanisms. It is also possible that H2S can be regenerated from the thiosulfate produced in these reactions by other cellular reductants and reused in subsequent reactions. |
Databáze: | OpenAIRE |
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