{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,25]],"date-time":"2026-08-25T10:58:10Z","timestamp":1787655490691,"version":"build-2736575974"},"reference-count":89,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2022,3,11]],"date-time":"2022-03-11T00:00:00Z","timestamp":1646956800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002428","name":"FWF Austrian Science Fund","doi-asserted-by":"publisher","award":["P 24630-B21"],"award-info":[{"award-number":["P 24630-B21"]}],"id":[{"id":"10.13039\/501100002428","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Cells"],"abstract":"<jats:p>Catechin is an extensively investigated plant flavan-3-ol with a beneficial impact on human health that is often associated with antioxidant activities and iron coordination complex formation. The aim of this study was to explore these properties with FeII and FeIII using a combination of nanoelectrospray-mass spectrometry, differential pulse voltammetry, site-specific deoxyribose degradation assay, FeII autoxidation assay, and brine shrimp mortality assay. Catechin primarily favored coordination complex formation with Fe ions of the stoichiometry catechin:Fe in the ratio of 1:1 or 2:1. In the detected Fe\u2013catechin coordination complexes, FeII prevailed. Differential pulse voltammetry, the site-specific deoxyribose degradation, and FeII autoxidation assays proved that coordination complex formation affected catechin\u2019s antioxidant effects. In situ formed Fe\u2013catechin coordination complexes showed no toxic activities in the brine shrimp mortality assay. In summary, catechin has properties for the possible treatment of pathological processes associated with ageing and degeneration, such as Alzheimer\u2019s and Parkinson\u2019s diseases.<\/jats:p>","DOI":"10.3390\/cells11060958","type":"journal-article","created":{"date-parts":[[2022,3,11]],"date-time":"2022-03-11T01:40:23Z","timestamp":1646962823000},"page":"958","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["(\u00b1)-Catechin\u2014A Mass-Spectrometry-Based Exploration Coordination Complex Formation with FeII and FeIII"],"prefix":"10.3390","volume":"11","author":[{"given":"Lenka","family":"Kubicova","sequence":"first","affiliation":[{"name":"Division of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Djerassiplatz 1, A-1030 Vienna, Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2329-4606","authenticated-orcid":false,"given":"Gert","family":"Bachmann","sequence":"additional","affiliation":[{"name":"Division of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Djerassiplatz 1, A-1030 Vienna, Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wolfram","family":"Weckwerth","sequence":"additional","affiliation":[{"name":"Division of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Djerassiplatz 1, A-1030 Vienna, Austria"},{"name":"Vienna Metabolomics Center (VIME), University of Vienna, Djerassiplatz 1, A-1030 Vienna, Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0029-1453","authenticated-orcid":false,"given":"Vladimir","family":"Chobot","sequence":"additional","affiliation":[{"name":"Division of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Djerassiplatz 1, A-1030 Vienna, Austria"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,3,11]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"176","DOI":"10.1111\/j.1399-3054.2007.01011.x","article-title":"Integration of metabolomics and proteomics in molecular plant physiology\u2014Coping with the complexity by data-dimensionality reduction","volume":"132","author":"Weckwerth","year":"2008","journal-title":"Physiol. Plant."},{"key":"ref_2","first-page":"187","article-title":"Metabolomics in plant stress physiology","volume":"Volume 164","author":"Varshney","year":"2018","journal-title":"Plant Genetics and Molecular Biology"},{"key":"ref_3","first-page":"1","article-title":"Root exudation of contrasting drought-stressed pearl millet genotypes conveys varying biological nitrification inhibition (BNI) activity","volume":"57","author":"Ghatak","year":"2021","journal-title":"Biol. Fertil. Soils"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"103","DOI":"10.1016\/j.jorganchem.2015.01.005","article-title":"Iron chelation and redox chemistry of anthranilic acid and 3-hydroxyanthranilic acid: A comparison of two structurally related kynurenine pathway metabolites to obtain improved insights into their potential role in neurological disease development","volume":"782","author":"Chobot","year":"2015","journal-title":"J. Organomet. Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1016\/j.jorganchem.2015.01.030","article-title":"Effects of endogenous neurotoxin quinolinic acid on reactive oxygen species production by Fenton reaction catalyzed by iron or copper","volume":"782","author":"Kubicova","year":"2015","journal-title":"J. Organomet. Chem."},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"Kubicova, L., Hadacek, F., Bachmann, G., Weckwerth, W., and Chobot, V. (2019). Coordination complex formation and redox properties of kynurenic and xanthurenic acid can affect brain tissue homeodynamics. Antioxidants, 8.","DOI":"10.3390\/antiox8100476"},{"key":"ref_7","doi-asserted-by":"crossref","unstructured":"Chobot, V., Hadacek, F., Bachmann, G., Weckwerth, W., and Kubicova, L. (2018). Antioxidant properties and the formation of iron coordination complexes of 8-hydroxyquinoline. Int. J. Mol. Sci., 19.","DOI":"10.3390\/ijms19123917"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"973","DOI":"10.1002\/rcm.2402","article-title":"Analysis of iron(II)\/iron(III) phytosiderophore complexes by nano-electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry","volume":"20","author":"Weber","year":"2006","journal-title":"Rapid Commun. Mass Spectrom."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1016\/j.chroma.2006.09.060","article-title":"Separation and identification of phytosiderophores and their metal complexes in plants by zwitterionic hydrophilic interaction liquid chromatography coupled to electrospray ionization mass spectrometry","volume":"1136","author":"Xuan","year":"2006","journal-title":"J. Chromatogr. A"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"518","DOI":"10.1016\/j.foodchem.2012.01.018","article-title":"Effects of metal ions (Cu2+, Fe2+ and Fe3+) on HPLC analysis of catechins","volume":"133","author":"Yasuda","year":"2012","journal-title":"Food Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"44","DOI":"10.1016\/j.ijms.2012.08.037","article-title":"A study of divalent metal cation Cu2+, Zn2+ and Pb2+ attachment to 3-hydroxyflavone, 5-hydroxyflavone and 5-methoxyflavone by nanoelectrospray ionization LTQ Obitrap mass spectrometry","volume":"333","author":"Sarowar","year":"2013","journal-title":"Inter. J. Mass Spectrom."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"6","DOI":"10.1016\/j.cca.2020.12.005","article-title":"Mitochondrial iron metabolism and its role in diseases","volume":"513","author":"Gao","year":"2021","journal-title":"Clin. Chim. Acta"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1039\/C4MT00123K","article-title":"The use of metabolomics in the study of metals in biological systems","volume":"7","author":"Jones","year":"2015","journal-title":"Metallomics"},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Russell, M.J. (2018). Green rust: The simple organizing \u2018seed\u2019 of all life?. Life, 8.","DOI":"10.3390\/life8030035"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"825","DOI":"10.1007\/s00204-010-0577-x","article-title":"Towards a unifying, systems biology understanding of large-scale cellular death and destruction caused by poorly liganded iron: Parkinson\u2019s, Huntington\u2019s, Alzheimer\u2019s, prions, bactericides, chemical toxicology and others as examples","volume":"84","author":"Kell","year":"2010","journal-title":"Arch. Toxicol."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"180","DOI":"10.3389\/fnins.2019.00180","article-title":"Iron in neurodegeneration\u2014Cause or consequence?","volume":"13","author":"Ndayisaba","year":"2019","journal-title":"Front. Neurosci."},{"key":"ref_17","doi-asserted-by":"crossref","unstructured":"Kajarabille, N., and Latunde-Dada, G.O. (2019). Programmed cell-death by ferroptosis: Antioxidants as mitigators. Int. J. Mol. Sci., 20.","DOI":"10.3390\/ijms20194968"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"263001","DOI":"10.1088\/0022-3727\/45\/26\/263001","article-title":"The emerging role of reactive oxygen and nitrogen species in redox biology and some implications for plasma applications to medicine and biology","volume":"45","author":"Graves","year":"2012","journal-title":"J. Phys. D Appl. Phys."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1038\/s41437-020-0317-9","article-title":"Oxygen, life forms, and the evolution of sexes in multicellular eukaryotes","volume":"125","author":"Hadacek","year":"2020","journal-title":"Heredity"},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"Onyango, I.G., Jauregui, G.V., \u010carn\u00e1, M., Bennett, J.P., and Stokin, G.B. (2021). Neuroinflammation in Alzheimer\u2019s disease. Biomedicines, 9.","DOI":"10.3390\/biomedicines9050524"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1856","DOI":"10.1016\/j.freeradbiomed.2010.09.010","article-title":"Iron species-mediated dopamine oxidation, proteasome inhibition, and dopaminergic cell demise Implications for iron-related dopaminergic neuron degeneration","volume":"49","author":"Zhou","year":"2010","journal-title":"Free Radic. Biol. Med."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"714","DOI":"10.1038\/s41598-020-80212-5","article-title":"Magnetic domains oscillation in the brain with neurodegenerative disease","volume":"11","author":"Kletetschka","year":"2021","journal-title":"Sci. Rep."},{"key":"ref_23","doi-asserted-by":"crossref","unstructured":"Tosato, M., and Di Marco, V. (2019). Metal chelation therapy and Parkinson\u2019s disease: A critical review on the thermodynamics of complex formation between relevant metal ions and promising or established drugs. Biomolecules, 9.","DOI":"10.3390\/biom9070269"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"104633","DOI":"10.1016\/j.bioorg.2021.104633","article-title":"Insights of 8-hydroxyquinolines: A novel target in medicinal chemistry","volume":"108","author":"Gupta","year":"2021","journal-title":"Bioorg. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"2491","DOI":"10.1007\/s00204-019-02538-y","article-title":"Management of oxidative stress and other pathologies in Alzheimer\u2019s disease","volume":"93","author":"Simunkova","year":"2019","journal-title":"Arch. Toxicol."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"125","DOI":"10.1016\/j.biochi.2011.09.024","article-title":"In vitro characteristics of 1-phenyl-3-methyl-4-acylpyrazol-5-ones iron chelators","volume":"94","author":"Filipsky","year":"2012","journal-title":"Biochimie"},{"key":"ref_27","doi-asserted-by":"crossref","unstructured":"Dias, M.C., Pinto, D.C.G.A., and Silva, A.M.S. (2021). Plant flavonoids: Chemical characteristics and biological activity. Molecules, 26.","DOI":"10.3390\/molecules26175377"},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Dhakal, S., Kushairi, N., Phan, C.W., Adhikari, B., Sabaratnam, V., and Macreadie, I. (2019). Dietary polyphenols: A multifactorial strategy to target Alzheimer\u2019s disease. Int. J. Mol. Sci., 20.","DOI":"10.3390\/ijms20205090"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"582","DOI":"10.4103\/1673-5374.205096","article-title":"Food, polyphenols and neuroprotection","volume":"12","author":"Silva","year":"2017","journal-title":"Neural Regen. Res."},{"key":"ref_30","doi-asserted-by":"crossref","unstructured":"Novak, V., Rogelj, B., and Zupunski, V. (2021). Therapeutic potential of polyphenols in amyotrophic lateral sclerosis and drontotemporal Dementia. Antioxidants, 10.","DOI":"10.3390\/antiox10081328"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"6633","DOI":"10.1002\/fsn3.1956","article-title":"Flavonoids mitigate neurodegeneration in aged Caenorhabditis elegans by mitochondrial uncoupling","volume":"8","author":"Cho","year":"2020","journal-title":"Food Sci. Nutr."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"97","DOI":"10.2174\/18756190MTA2nNDk81","article-title":"The protective roles and molecular mechanisms of troxerutin (vitamin P4) for the treatment of chronic diseases: A mechanistic review","volume":"19","author":"Zamanian","year":"2021","journal-title":"Curr. Neuropharmacol."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"75","DOI":"10.1007\/s12013-009-9043-x","article-title":"A review of the antioxidant mechanisms of polyphenol compounds related to iron binding","volume":"53","author":"Perron","year":"2009","journal-title":"Cell Biochem. Biophys."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Isemura, M. (2019). Catechin in human health and disease. Molecules, 24.","DOI":"10.3390\/molecules24030528"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"821","DOI":"10.2174\/1389557521666210902162120","article-title":"Pharmacological actions and underlying mechanisms of catechin: A review","volume":"22","author":"Baranwal","year":"2021","journal-title":"Mini Rev. Med. Chem."},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Mucha, P., Skoczy\u0144ska, A., Ma\u0142ecka, M., Hikisz, P., and Budzisz, E. (2021). Overview of the antioxidant and anti-inflammatory activities of selected plant compounds and their metal ions complexes. Molecules, 26.","DOI":"10.3390\/molecules26164886"},{"key":"ref_37","doi-asserted-by":"crossref","unstructured":"Ferenczyov\u00e1, K., Kindernay, L., Vlkovi\u010dov\u00e1, J., Kalo\u010dayov\u00e1, B., Rajt\u00edk, T., and Bartekov\u00e1, M. (2021). Pharmacology of catechins in ischemia-reperfusion injury of the heart. Antioxidants, 10.","DOI":"10.3390\/antiox10091390"},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Ramis, M.R., Sarubbo, F., Moranta, D., Tejada, S., Llad\u00f3, J., Miralles, A., and Esteban, S. (2021). Neurochemical and cognitive beneficial effects of moderate physical activity and catechin in aged rats. Antioxidants, 10.","DOI":"10.3390\/antiox10040621"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"468","DOI":"10.4161\/cib.3.5.12559","article-title":"Catechin secretion and phytotoxicity: Fact not fiction","volume":"3","author":"Bais","year":"2010","journal-title":"Commun. Integr. Biol."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"980","DOI":"10.1007\/s10886-009-9681-x","article-title":"(+\/\u2212)-Catechin: Chemical weapon, antioxidant, or stress regulator?","volume":"35","author":"Chobot","year":"2009","journal-title":"J. Chem. Ecol."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"97","DOI":"10.1179\/135100004225003897","article-title":"Antioxidant properties of complexes of flavonoids with metal ions","volume":"9","year":"2004","journal-title":"Redox Rep."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"229","DOI":"10.1021\/jf60049a004","article-title":"Fungitoxicity of the 8-quinolinols","volume":"3","author":"Block","year":"1955","journal-title":"J. Agric. Food Chem."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"1444","DOI":"10.1515\/chem-2020-0180","article-title":"Antimicrobial and antifungal activities of bifunctional copper(II) complexes with non-steroidal anti-inflammatory drugs, flufenamic, mefenamic and tolfenamic acids and 1,10-phenanthroline","volume":"18","author":"Hudecova","year":"2020","journal-title":"Open Chem."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"1199","DOI":"10.1080\/1071576021000016463","article-title":"Interactions of flavonoids with iron and copper ions: A mechanism for their antioxidant activity","volume":"36","author":"Mira","year":"2002","journal-title":"Free Radic. Res."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"693","DOI":"10.1016\/j.jinorgbio.2011.02.003","article-title":"In vitro analysis of iron chelating activity of flavonoids","volume":"105","author":"Mladenka","year":"2011","journal-title":"J. Inorg. Biochem."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/j.electacta.2014.07.046","article-title":"Electrochemical study of the increased antioxidant capacity of flavonoids through complexation with iron(II) ions","volume":"141","author":"Ferreira","year":"2014","journal-title":"Electrochim. Acta"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"423","DOI":"10.1002\/tox.2530060407","article-title":"Detection of toxicity of cyanobacteria by Artemia salina bioassay","volume":"6","author":"Kiviranta","year":"1991","journal-title":"Environ. Toxicol. Water Qual."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"756","DOI":"10.3390\/81100756","article-title":"Synthesis and biological evaluation of quinazoline-4-thiones","volume":"8","author":"Kubicova","year":"2003","journal-title":"Molecules"},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"194","DOI":"10.1016\/j.fitote.2006.01.001","article-title":"Phototoxic activity of a thiophene polyacetylene from Leuzea carthamoides","volume":"77","author":"Chobot","year":"2006","journal-title":"Fitoterapia"},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"297","DOI":"10.1016\/j.bbrc.2018.06.019","article-title":"Effects of intracellular iron overload on cell death and identification of potent cell death inhibitors","volume":"503","author":"Fang","year":"2018","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"279","DOI":"10.1021\/tx100435c","article-title":"Chelators to the rescue: Different horses for different courses!","volume":"24","author":"Kovacevic","year":"2011","journal-title":"Chem. Res. Toxicol."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"2088","DOI":"10.1021\/jf902395k","article-title":"Simultaneous detection of pro- and antioxidative effects in the variants of the deoxyribose degradation assay","volume":"58","author":"Chobot","year":"2010","journal-title":"J. Agric. Food Chem."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"92","DOI":"10.1016\/j.jelechem.2005.07.015","article-title":"Catechin antioxidant action at various pH studied by cyclic voltammetry and PM3 semi-empirical calculations","volume":"584","author":"Martinez","year":"2005","journal-title":"J. Electroanal. Chem."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"109","DOI":"10.1016\/j.aca.2004.05.038","article-title":"Catechin electrochemical oxidation mechanisms","volume":"518","author":"Janeiro","year":"2004","journal-title":"Anal. Chim. Acta"},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"601","DOI":"10.1016\/0278-6915(95)00024-V","article-title":"The characterization of antioxidants","volume":"33","author":"Halliwell","year":"1995","journal-title":"Food Chem. Toxicol."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"79","DOI":"10.2203\/dose-response.09-028.Hadacek","article-title":"Hormesis and a chemical raison d\u2019\u00eatre for secondary plant metabolites","volume":"9","author":"Hadacek","year":"2011","journal-title":"Dose-Response"},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"308","DOI":"10.4103\/1673-5374.290897","article-title":"Potential of kynurenine metabolites in drug development against neurodegenerative diseases","volume":"16","author":"Kubicova","year":"2021","journal-title":"Neural Regen. Res."},{"key":"ref_58","doi-asserted-by":"crossref","unstructured":"Shubina, V.S., Kozina, V.I., and Shatalin, Y.V. (2021). Comparison of antioxidant properties of a conjugate of taxifolin with glyoxylic acid and selected flavonoids. Antioxidants, 10.","DOI":"10.3390\/antiox10081262"},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"2584","DOI":"10.1016\/j.foodchem.2012.06.107","article-title":"Iron reduction potentiates hydroxyl radical formation only in flavonols","volume":"135","author":"Trejtnar","year":"2012","journal-title":"Food Chem."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"195","DOI":"10.1023\/A:1009252919854","article-title":"Iron and activated oxygen species in biology: The basic chemistry","volume":"12","author":"Pierre","year":"1999","journal-title":"Biometals"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"20023","DOI":"10.3390\/molecules191220023","article-title":"Effects of selected dietary secondary metabolites on reactive oxygen species production caused by iron(II) autoxidation","volume":"19","author":"Chobot","year":"2014","journal-title":"Molecules"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"9982","DOI":"10.1039\/c0dt00752h","article-title":"Kinetics of iron oxidation upon polyphenol binding","volume":"39","author":"Perron","year":"2010","journal-title":"Dalton Trans."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"692","DOI":"10.1016\/j.foodchem.2018.11.109","article-title":"Dietary antioxidants as a source of hydrogen peroxide","volume":"278","author":"Grzesik","year":"2019","journal-title":"Food Chem."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"567","DOI":"10.1016\/j.foodchem.2018.06.076","article-title":"Antioxidant properties of ferrous flavanol mixtures","volume":"268","author":"Grzesik","year":"2018","journal-title":"Food Chem."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"2275","DOI":"10.1002\/elan.200704004","article-title":"Direct electrochemical sensing and detection of natural antioxidants and antioxidant capacity in vitro systems","volume":"19","author":"Blasco","year":"2007","journal-title":"Electroanalysis"},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"1419","DOI":"10.1002\/elan.202060600","article-title":"Electrochemical methods to evaluate the antioxidant activity and capacity of foods: A review","volume":"33","author":"Haque","year":"2021","journal-title":"Electroanalysis"},{"key":"ref_67","doi-asserted-by":"crossref","unstructured":"Chobot, V., Hadacek, F., Bachmann, G., Weckwerth, W., and Kubicova, L. (2020). In vitro evaluation of pro- and antioxidant effects of flavonoid tricetin in comparison to myricetin. Molecules, 25.","DOI":"10.3390\/molecules25245850"},{"key":"ref_68","doi-asserted-by":"crossref","unstructured":"Chobot, V., Hadacek, F., Bachmann, G., Weckwerth, W., and Kubicova, L. (2016). Pro- and antioxidant activity of three selected flavan type flavonoids: Catechin, eriodictyol and taxifolin. Int. J. Mol. Sci., 17.","DOI":"10.3390\/ijms17121986"},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"365","DOI":"10.1016\/j.pathophys.2018.07.002","article-title":"Catechin, quercetin and taxifolin improve redox and biochemical imbalances in rotenone-induced hepatocellular dysfunction: Relevance for therapy in pesticide-induced liver toxicity?","volume":"25","author":"Akinmoladun","year":"2018","journal-title":"Pathophysiology"},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"152","DOI":"10.1016\/j.neulet.2008.12.003","article-title":"Neuroprotective effects of (+\/\u2212)-catechin against 1-methyl-4-phenyl-1,2,3, 6-tetrahydropyridine (MPTP)-induced dopaminergic neurotoxicity in mice","volume":"450","author":"Ruan","year":"2009","journal-title":"Neurosci. Lett."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"639","DOI":"10.1007\/s12035-012-8318-1","article-title":"Defective autophagy in Parkinson\u2019s disease: Role of oxidative stress","volume":"46","author":"Janda","year":"2012","journal-title":"Mol. Neurobiol."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"37","DOI":"10.1016\/j.freeradbiomed.2020.07.013","article-title":"Ascorbic acid: The chemistry underlying its antioxidant properties","volume":"159","author":"Njus","year":"2020","journal-title":"Free Radic. Biol. Med."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"123","DOI":"10.1016\/0165-0173(93)90010-W","article-title":"Ascorbic acid in the brain","volume":"18","author":"Grunewald","year":"1993","journal-title":"Brain Res. Rev."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"11037","DOI":"10.1073\/pnas.0806433105","article-title":"Vitamin C and cancer revisited","volume":"105","author":"Frei","year":"2008","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"24197","DOI":"10.1021\/jp0549430","article-title":"Radical scavenging and catalytic activity of metal-phenolic complexes","volume":"109","author":"Mahal","year":"2005","journal-title":"J. Phys. Chem. B"},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"175","DOI":"10.1016\/S0304-3835(98)00175-X","article-title":"The kinetics and cytotoxicity of cisplatin and its monohydrated complex","volume":"132","author":"Yachnin","year":"1998","journal-title":"Cancer Lett."},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"677","DOI":"10.1089\/dia.2006.8.677","article-title":"Clinical studies on chromium picolinate supplementation in diabetes mellitus\u2014A review","volume":"8","author":"Broadhurst","year":"2006","journal-title":"Diabetes Technol. Ther."},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"919","DOI":"10.1016\/0891-5849(94)00205-X","article-title":"Artemia salina as a test organism for measuring superoxide-mediated toxicity","volume":"18","author":"Matthews","year":"1995","journal-title":"Free Radic. Biol. Med."},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"715","DOI":"10.1055\/s-1999-14049","article-title":"A bioassay using Artemia salina for detecting phototoxicity of plant coumarins","volume":"65","author":"Ojala","year":"1999","journal-title":"Planta Med."},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"453","DOI":"10.1016\/j.envpol.2005.12.037","article-title":"Use of the genus Artemia in ecotoxicity testing","volume":"144","author":"Nunes","year":"2006","journal-title":"Environ. Pollut."},{"key":"ref_81","doi-asserted-by":"crossref","first-page":"685364","DOI":"10.3389\/fcell.2021.685364","article-title":"Role of flavonoids in the treatment of iron overload","volume":"9","author":"Wang","year":"2021","journal-title":"Front. Cell Dev. Biol."},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"107","DOI":"10.1016\/S0021-9150(00)00377-4","article-title":"Catechin in the Mediterranean diet: Vegetable, fruit or wine?","volume":"153","author":"Ruidavets","year":"2000","journal-title":"Atherosclerosis"},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"1917","DOI":"10.1007\/s11694-018-9806-4","article-title":"Bioaccessibility and bioavailability of Moringa oleifera seed flour polyphenols","volume":"12","author":"Swetha","year":"2018","journal-title":"J. Food Meas. Charact."},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"3151","DOI":"10.1084\/jem.20171406","article-title":"Alzheimer\u2019s disease: A matter of blood-brain barrier dysfunction?","volume":"214","author":"Montagne","year":"2017","journal-title":"J. Exp. Med."},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"1219","DOI":"10.3233\/JAD-200067","article-title":"N-Acetyl cysteine and catechin-derived polyphenols: A path toward multi-target compounds against Alzheimer\u2019s disease","volume":"75","author":"Andrade","year":"2020","journal-title":"J. Alzheimers Dis."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"30095","DOI":"10.1021\/acsomega.0c04512","article-title":"Efficient chemical synthesis of (epi)catechin glucuronides: Brain-targeted metabolites for treatment of Alzheimer\u2019s disease and other neurological disorders","volume":"5","author":"Liao","year":"2020","journal-title":"ACS Omega"},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"99","DOI":"10.1007\/s12263-011-0255-5","article-title":"Do polyphenols enter the brain and does it matter? Some theoretical and practical considerations","volume":"7","author":"Schaffer","year":"2012","journal-title":"Genes Nutr."},{"key":"ref_88","doi-asserted-by":"crossref","first-page":"2055","DOI":"10.4103\/1673-5374.241429","article-title":"Polyphenols-gut microbiota interplay and brain neuromodulation","volume":"13","author":"Filosa","year":"2018","journal-title":"Neural Regen. Res."},{"key":"ref_89","doi-asserted-by":"crossref","first-page":"1737","DOI":"10.4103\/1673-5374.332144","article-title":"The second brain in Parkinson\u2019s disease: Fact or fantasy?","volume":"17","author":"Yemula","year":"2022","journal-title":"Neural Regen. Res."}],"container-title":["Cells"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2073-4409\/11\/6\/958\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T22:34:44Z","timestamp":1760135684000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2073-4409\/11\/6\/958"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,3,11]]},"references-count":89,"journal-issue":{"issue":"6","published-online":{"date-parts":[[2022,3]]}},"alternative-id":["cells11060958"],"URL":"https:\/\/doi.org\/10.3390\/cells11060958","relation":{},"ISSN":["2073-4409"],"issn-type":[{"value":"2073-4409","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,3,11]]}}}