{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,28]],"date-time":"2026-07-28T12:48:24Z","timestamp":1785242904669,"version":"3.55.0"},"reference-count":47,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2021,6,18]],"date-time":"2021-06-18T00:00:00Z","timestamp":1623974400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Antioxidants"],"abstract":"<jats:p>More than a year ago, the first case of infection by a new coronavirus was identified, which subsequently produced a pandemic causing human deaths throughout the world. Much research has been published on this virus, and discoveries indicate that oxidative stress contributes to the possibility of getting sick from the new SARS-CoV-2. It follows that free radical scavengers may be useful for the treatment of coronavirus 19 disease (COVID-19). This report investigates the antioxidant properties of nine antivirals, two anticancer molecules, one antibiotic, one antioxidant found in orange juice (Hesperidin), one anthelmintic and one antiparasitic (Ivermectin). A molecule that is apt for scavenging free radicals can be either an electron donor or electron acceptor. The results I present here show Valrubicin as the best electron acceptor (an anticancer drug with three F atoms in its structure) and elbasvir as the best electron donor (antiviral for chronic hepatitis C). Most antiviral drugs are good electron donors, meaning that they are molecules capable of reduzing other molecules. Ivermectin and Molnupiravir are two powerful COVID-19 drugs that are not good electron acceptors, and the fact that they are not as effective oxidants as other molecules may be an advantage. Electron acceptor molecules oxidize other molecules and affect the conditions necessary for viral infection, such as the replication and spread of the virus, but they may also oxidize molecules that are essential for life. This means that the weapons used to defend us from COVID-19 may also harm us. This study posits the idea that oxide reduction balance may help explain the toxicity or efficacy of these drugs. These results represent a further advance on the road towards understanding the action mechanisms of drugs used as possible treatments for COVID-19. Looking ahead, clinical studies are needed to define the importance of antioxidants in treating COVID-19.<\/jats:p>","DOI":"10.3390\/antiox10060979","type":"journal-article","created":{"date-parts":[[2021,6,18]],"date-time":"2021-06-18T11:19:20Z","timestamp":1624015160000},"page":"979","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["Electron Donor\u2013Acceptor Capacity of Selected Pharmaceuticals against COVID-19"],"prefix":"10.3390","volume":"10","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0515-1946","authenticated-orcid":false,"given":"Ana","family":"Mart\u00ednez","sequence":"first","affiliation":[{"name":"Departamento de Materiales de Baja Dimensionalidad, Instituto de Investigaciones en Materiales, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Circuito Exterior SN, Ciudad Universitaria, Ciudad de M\u00e9xico CP 04510, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2021,6,18]]},"reference":[{"key":"ref_1","unstructured":"WHO (2005). International Health Regulations, WHA58.3, World Health Organization."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"3195","DOI":"10.1007\/s10067-020-05334-7","article-title":"COVID-19 and rheumatic autoimmune systemic diseases: Report of a large Italian patients series","volume":"39","author":"Ferri","year":"2020","journal-title":"Clin. Rheumatol."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"909","DOI":"10.1021\/acsinfecdis.0c00052","article-title":"Broad spectrum antiviral agent niclosamide and its therapeutic potential","volume":"6","author":"Xu","year":"2020","journal-title":"ACS Infect. Dis."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/s12948-020-00139-0","article-title":"Vitamin D and Covid-19: An update on evidence and potential therapeutic implications","volume":"18","author":"Murdaca","year":"2020","journal-title":"Clin. Mol. Allergy"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"188","DOI":"10.1093\/jac\/dkg319","article-title":"Hydroxychloroquine is much less active than chloroquine against chloroquine-resistant Plasmodium falciparum, in agreement with its physicochemical properties","volume":"52","author":"Warhurst","year":"2003","journal-title":"J. Antimicrob. Chemother."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"539","DOI":"10.1016\/S2213-2600(20)30172-7","article-title":"Hydroxychloroquine in the management of critically ill patients with COVID-19: The need for an evidence base","volume":"8","author":"Taccone","year":"2020","journal-title":"Lancet Respir. Med."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"2282","DOI":"10.1056\/NEJMp2009457","article-title":"Drug evaluation during the Covid-19 Pandemic","volume":"382","author":"Benjamin","year":"2020","journal-title":"N. Engl. J. Med."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"105949","DOI":"10.1016\/j.ijantimicag.2020.105949","article-title":"Hydroxychloroquine and azithromycin as a treatment of COVID-19: Results of an open-label non-randomized clinical trial","volume":"56","author":"Gautret","year":"2020","journal-title":"Int. J. Antimicrob. Agents"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"101663","DOI":"10.1016\/j.tmaid.2020.101663","article-title":"Clinical and microbiological effect of a combination of hydroxychloroquine and azithromycin in 80 COVID-19 patients with at least a six-day follow up: A pilot observational study","volume":"34","author":"Gautret","year":"2020","journal-title":"Travel. Med. Infect. Dis."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"854","DOI":"10.1007\/s00134-020-06022-5","article-title":"Surviving Sepsis Campaign: Guidelines on the management of critically ill adults with Coronavirus Disease 2019 (COVID-19)","volume":"46","author":"Lhazzani","year":"2020","journal-title":"Intensive Care Med."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"255","DOI":"10.1007\/s11523-016-0428-7","article-title":"Carfilzomib triple combination therapy: A review in relapsed multiple myeloma","volume":"11","author":"Hoy","year":"2016","journal-title":"Target. Oncol."},{"key":"ref_12","first-page":"230","article-title":"Cloroquine and Hydroxychloroquine: The Yin-yang of these drugs from a theoretical study","volume":"64","year":"2020","journal-title":"J. Mex. Chem. Soc."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"3277","DOI":"10.1021\/acs.jcim.0c00179","article-title":"Fast identification of possible drug treatment of coronavirus disease-19 (COVID-19) through computational drug repurposing study","volume":"60","author":"Wang","year":"2020","journal-title":"J. Chem. Inf. Model."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"644","DOI":"10.1007\/s10930-020-09935-8","article-title":"Role of oxidative stress on SARS-CoV (SARS) and SARS-CoV-2 (COVID-19) infection: A Review","volume":"39","author":"Suhail","year":"2020","journal-title":"Protein J."},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Hagar, M., Ahmed, H.A., Aljohani, G., and Alhaddad, O.A. (2020). Investigation of some antiviral N-Heterocycles as COVID 19 drug: Molecular docking and DFT Calculations. Int. J. Mol. Sci., 21.","DOI":"10.3390\/ijms21113922"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"117592","DOI":"10.1016\/j.lfs.2020.117592","article-title":"Ribavirin, Remdesivir, Sofosbuvir, Galidesivir, and Tenofovir against SARSCoV-2 RNA dependent RNA polymerase (RdRp): A molecular docking study","volume":"253","author":"Elfiky","year":"2020","journal-title":"Life Sci."},{"key":"ref_17","doi-asserted-by":"crossref","unstructured":"Kory, P., Meduri, U., Iglesias, J., Varon, J., Berkowitz, K., Kornfeld, H., Vinjevoll, E., Mitchell, S., Wagshul, F., and Marik, P.E. (2021, May 12). Review of the Emerging Evidence Demonstrating the Efficacy of Ivermectin in the Prophylaxis and Treatment of COVID-19. Available online: www.flccc.net.","DOI":"10.31219\/osf.io\/wx3zn"},{"key":"ref_18","first-page":"44","article-title":"Global trends in clinical studies of ivermectin in COVID-19","volume":"74","author":"Yagisawa","year":"2021","journal-title":"Jpn. J. Antibiot."},{"key":"ref_19","doi-asserted-by":"crossref","unstructured":"Mudatsir, M., Yufika, A., Nainu, F., Frediansyah, A., Megawati, D., Pranata, A., Mahdani, W., Ichsan, I., Dhama, K., and Harapan, H. (2020). antiviral activity of ivermectin against sars-cov-2: An old-fashioned dog with a new trick. A literature review. Sci. Pharm., 88.","DOI":"10.3390\/scipharm88030036"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"1196","DOI":"10.1016\/S0140-6736(96)06217-4","article-title":"Systematic review of amodiaquine treatment in uncomplicated malaria","volume":"348","author":"Olliaro","year":"1996","journal-title":"Lancet"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"766","DOI":"10.1016\/j.apsb.2020.02.008","article-title":"Analysis of therapeutic targets for SARS-CoV-2 and discovery of potential drugs by computational methods","volume":"10","author":"Wu","year":"2020","journal-title":"Acta Pharm. Sin. B"},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Hajialyani, M., Farzaei, M.H., Echeverr\u00eda, J., Nabav, S.M., Uriarte, E., and Sobarzo-S\u00e1nchez, E. (2019). Hesperidin as a neuroprotective agent: A review of animal and clinical evidence. Molecules, 24.","DOI":"10.3390\/molecules24030648"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"877","DOI":"10.1021\/jf204452y","article-title":"Neuroprotective effects of citrus flavonoids","volume":"60","author":"Hwang","year":"2012","journal-title":"J. Agric. Food Chem."},{"key":"ref_24","doi-asserted-by":"crossref","unstructured":"Tamburin, S., Mantovani, E., De Bernardis, E., Zipeto, D., and Lugoboni, F. (2021). COVID-19 and related symptoms in patients under disulfiram for alcohol use disorder. Intern. Emerg. Med.","DOI":"10.1007\/s11739-021-02633-y"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"6346","DOI":"10.1021\/acs.jmedchem.9b00781","article-title":"Design, synthesis, and anti-RNA virus activity of 6\u2032-fluorinated- aristeromycin analogues","volume":"62","author":"Yoon","year":"2019","journal-title":"J. Med. Chem."},{"key":"ref_26","first-page":"11","article-title":"Therapeutically administered ribonucleoside analogue MK-4482\/EIDD-2801 blocks SARS-CoV-2 transmission in ferrets","volume":"6","author":"Robert","year":"2021","journal-title":"Nat. Microbiol."},{"key":"ref_27","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.J.A., Vreven, T., Kudin, K.N., and Burant, J.C. (2009). Gaussian 09, Gaussian, Inc.. Revision A.08."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"215","DOI":"10.1007\/s00214-007-0310-x","article-title":"The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: Two new functionals and systematic testing of four M06-class functionals and 12 other functionals","volume":"120","author":"Zhao","year":"2008","journal-title":"Theor. Chem. Acc."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"2193","DOI":"10.1063\/1.455064","article-title":"A complete basis set model chemistry. I. The total energies of closed-shell atoms and hydrides of the first-row elements","volume":"89","author":"Petersson","year":"1988","journal-title":"J. Chem. Phys."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"6081","DOI":"10.1063\/1.460447","article-title":"A complete basis set model chemistry. II. Open-shell systems and the total energies of the first-row atoms","volume":"94","author":"Petersson","year":"1991","journal-title":"J. Chem. Phys."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"5639","DOI":"10.1063\/1.438980","article-title":"Contracted Gaussian basis sets for molecular calculations. I. Second row atoms, Z = 11\u201318","volume":"72","author":"McLean","year":"1980","journal-title":"J. Chem. Phys."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"650","DOI":"10.1063\/1.438955","article-title":"Self-Consistent molecular orbital methods. XX. A basis set for correlated wave functions","volume":"72","author":"Krishnan","year":"1980","journal-title":"J. Chem. Phys."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"5","DOI":"10.1007\/s00214-020-2546-7","article-title":"Conceptual density functional theory: Status, prospects, issues","volume":"139","author":"Geerlings","year":"2020","journal-title":"Theor. Chem. Acc."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"1793","DOI":"10.1021\/cr990029p","article-title":"Conceptual Density Functional Theory","volume":"103","author":"Geerlings","year":"2003","journal-title":"Chem. Rev."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"129","DOI":"10.1002\/(SICI)1096-987X(19990115)20:1<129::AID-JCC13>3.0.CO;2-A","article-title":"Chemical reactivity indexes in density functional theory","volume":"20","author":"Chermette","year":"1999","journal-title":"J. Comput. Chem."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"590","DOI":"10.3866\/PKU.WHXB20090332","article-title":"Conceptual Density Functional theory and some recent developments","volume":"25","author":"Liu","year":"2009","journal-title":"Acta Phys. Chem. Sin."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"124","DOI":"10.1007\/s00214-019-2515-1","article-title":"A comparative study to predict regioselectivity, electrophilicity and nucleophilicity with Fukui function and Hirshfeld charge","volume":"138","author":"Wang","year":"2019","journal-title":"Theor. Chem. Acc."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"1966","DOI":"10.1021\/jp065459f","article-title":"Electrodonating and electroaccepting powers","volume":"111","author":"Cedillo","year":"2007","journal-title":"J. Phys. Chem. A"},{"key":"ref_39","first-page":"3","article-title":"Perspectives on the Density Functional Theory of chemical reactivity","volume":"52","year":"2008","journal-title":"J. Mex. Chem. Soc."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"9037","DOI":"10.1021\/jp803218e","article-title":"Donator acceptor map for carotenoids, melatonin and vitamins","volume":"112","author":"Barbosa","year":"2008","journal-title":"J. Phys. Chem. A"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"4915","DOI":"10.1021\/jp8102436","article-title":"Donator acceptor map of psittacofulvins and anthocyanins: Are they good antioxidant substances?","volume":"113","year":"2009","journal-title":"J. Phys. Chem. B"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"21581","DOI":"10.1038\/s41598-020-78446-4","article-title":"New information of dopaminergic agents based on quantum chemistry calculations","volume":"10","author":"Winnberg","year":"2020","journal-title":"Sci. Rep."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"113125","DOI":"10.1016\/j.comptc.2020.113125","article-title":"Analyzing the interaction energy between dopaminergic agents and DRD2: Is there any difference between risperidone (antagonist), aripiprazole (partial agonist) and pramipexole (agonist)?","volume":"1197","author":"Dominguez","year":"2021","journal-title":"Comp. Theor. Chem."},{"key":"ref_44","first-page":"4366","article-title":"density functional theory study of the stability and vibrational spectra of the \u03b2-carotene isomers","volume":"114","author":"Bastida","year":"2010","journal-title":"J. Phys. Chem. B"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"2337","DOI":"10.1007\/s00894-014-2337-y","article-title":"Evaluation of the antiradical activity of hyperjovinol-A utilizing donor-acceptor map","volume":"20","author":"Alfaro","year":"2014","journal-title":"J. Mol. Model."},{"key":"ref_46","first-page":"222","article-title":"Reactivity sites in dopamine depend on its intramolecular hydrogen bond","volume":"61","author":"Garza","year":"2017","journal-title":"J. Mex. Chem. Soc."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"333","DOI":"10.1007\/s10870-008-9327-9","article-title":"Intermolecular interactions in crystalline hydroxychloroquine sulfate in comparison with those in selected antimalarial drugs","volume":"38","author":"Semeniuk","year":"2008","journal-title":"J. Chem. Cryst."}],"container-title":["Antioxidants"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2076-3921\/10\/6\/979\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T06:18:45Z","timestamp":1760163525000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2076-3921\/10\/6\/979"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,6,18]]},"references-count":47,"journal-issue":{"issue":"6","published-online":{"date-parts":[[2021,6]]}},"alternative-id":["antiox10060979"],"URL":"https:\/\/doi.org\/10.3390\/antiox10060979","relation":{},"ISSN":["2076-3921"],"issn-type":[{"value":"2076-3921","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,6,18]]}}}