{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T19:23:47Z","timestamp":1787081027693,"version":"build-2736575974"},"reference-count":45,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2025,9,25]],"date-time":"2025-09-25T00:00:00Z","timestamp":1758758400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002850","name":"TWAS-CSIR 2015 PhD Fellowship Award","doi-asserted-by":"publisher","award":["3240059"],"award-info":[{"award-number":["3240059"]}],"id":[{"id":"10.13039\/501100002850","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Universidad de La Frontera","award":["3240059"],"award-info":[{"award-number":["3240059"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Antioxidants"],"abstract":"<jats:p>The present study investigates the antioxidant potential of the stem bark of Elaeocarpus floribundus Blume through an integrated approach involving phytochemical isolation, in vitro radical scavenging assays, ADMET-based safety profiling, and molecular docking. Bioassay-guided fractionation of the ethanolic extract into hexane, chloroform, and ethyl acetate fractions revealed the ethyl acetate fraction to possess the highest antioxidant activity, with an IC50 value of 6.19 \u03bcg\/mL in the DPPH assay, surpassing that of ascorbic acid (IC50 = 9.74 \u03bcg\/mL). Subsequent isolation and characterization from the ethyl acetate fraction of the stem bark yielded five known compounds from this plant part for the first time, including gallic acid and epigallocatechin gallate. Both compounds showed potent radical scavenging activity in vitro. Among these, gallic acid exhibited superior pharmacokinetic and safety profiles based on in silico ADMET predictions, no Lipinski\u2019s rule violations, and no predicted toxicity. Molecular docking studies showed that gallic acid had high binding affinities for glutathione reductase (GR) and superoxide dismutase (SOD), exceeding those of their reference inhibitors. A docking analysis further revealed stable interactions with catalytically relevant residues, suggesting a stabilizing modulatory effect on redox homeostasis. These findings identify E. floribundus stem bark as a novel source of antioxidant compounds and highlight gallic acid as a promising therapeutic candidate for oxidative stress-related disorders.<\/jats:p>","DOI":"10.3390\/antiox14101161","type":"journal-article","created":{"date-parts":[[2025,9,25]],"date-time":"2025-09-25T07:46:49Z","timestamp":1758786409000},"page":"1161","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Gallic Acid from Elaeocarpus floribundus Stem Bark: A Potent Natural Antioxidant with Enzymatic and Pharmacokinetic Validation"],"prefix":"10.3390","volume":"14","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4738-7276","authenticated-orcid":false,"given":"Ayorinde Victor","family":"Ogundele","sequence":"first","affiliation":[{"name":"Laboratory of Natural Products & Drug Discovery, Center CEBIM, Department of Basic Sciences, Faculty of Medicine, Universidad de La Frontera, Temuco 4780000, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Archana Moni","family":"Das","sequence":"additional","affiliation":[{"name":"Natural Products Chemistry Group, Chemical Science and Technology Division, CSIR-North East Institute of Science and Technology, Jorhat 785006, India"},{"name":"Academy of Scientific and Innovative Research, Ghaziabad 201002, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4668-4984","authenticated-orcid":false,"given":"Cristian","family":"Paz","sequence":"additional","affiliation":[{"name":"Laboratory of Natural Products & Drug Discovery, Center CEBIM, Department of Basic Sciences, Faculty of Medicine, Universidad de La Frontera, Temuco 4780000, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,9,25]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Olufunmilayo, E.O., Gerke-Duncan, M.B., and Holsinger, R.M.D. (2023). Oxidative Stress and Antioxidants in Neurodegenerative Disorders. Antioxidants, 12.","DOI":"10.3390\/antiox12020517"},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"Rudrapal, M., Rakshit, G., Singh, R.P., Garse, S., Khan, J., and Chakraborty, S. (2024). Dietary Polyphenols: Review on Chemistry\/Sources, Bioavailability\/Metabolism, Antioxidant Effects, and Their Role in Disease Management. Antioxidants, 13.","DOI":"10.3390\/antiox13040429"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"377","DOI":"10.1007\/s40495-023-00329-9","article-title":"An Overview on the Ethnopharmacological, Nutritional, and Phytochemical Perspectives of Elaeocarpus floribundus Blume","volume":"9","author":"Jegadeshwari","year":"2023","journal-title":"Curr. Pharmacol. Rep."},{"key":"ref_4","first-page":"P-591","article-title":"Phytochemicals of Elaeocarpus with Their Therapeutic Value: A Review","volume":"4","year":"2013","journal-title":"Int. J. Pharma Bio Sci."},{"key":"ref_5","first-page":"125","article-title":"Ethnobotany and Pharmacological Uses of Elaeocarpus floribundus Blume (Elaeocarpaceae)","volume":"Volume 1","author":"Ozturk","year":"2018","journal-title":"BT\u2014Plant and Human Health"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"100511","DOI":"10.1016\/j.hermed.2021.100511","article-title":"Antimicrobial Activities of Extract, Fractions and Isolated Compounds from the Fruits of Elaeocarpus floribundus Growing in North-East India","volume":"30","author":"Ogundele","year":"2021","journal-title":"J. Herb. Med."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"330","DOI":"10.1007\/s43450-021-00152-7","article-title":"Antimicrobial and \u03b1-Amylase Inhibitory Activities of Constituents from Elaeocarpus floribundus","volume":"31","author":"Ogundele","year":"2021","journal-title":"Rev. Bras. Farmacogn."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"141","DOI":"10.1515\/znc-2020-0114","article-title":"Elaeocarpus floribundus Bl. Seeds as a New Source of Bioactive Compounds with Promising Antioxidant and Antimicrobial Properties","volume":"76","author":"Ogundele","year":"2021","journal-title":"Z. F\u00fcr Naturforschung C"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"517","DOI":"10.1080\/14786419.2019.1637870","article-title":"Chemical Constituents from the Leaves of Elaeocarpus floribundus","volume":"35","author":"Ogundele","year":"2021","journal-title":"Nat. Prod. Res."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"4995447","DOI":"10.1155\/2024\/4995447","article-title":"Phytotoxicity and Identification of Active Compounds from Elaeocarpus floribundus Blume Plant for Controlling Weeds","volume":"2024","author":"Hossen","year":"2024","journal-title":"Sci. World J."},{"key":"ref_11","first-page":"245","article-title":"Phenolic Contents, Antioxidant and Cytotoxic Activities of Elaeocarpus floribundus Blume","volume":"26","author":"Utami","year":"2013","journal-title":"Pak. J. Pharm. Sci."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"152","DOI":"10.1016\/S0076-6879(99)99017-1","article-title":"[14] Analysis of Total Phenols and Other Oxidation Substrates and Antioxidants by Means of Folin-Ciocalteu Reagent","volume":"299","author":"Singleton","year":"1999","journal-title":"Methods Enzymol."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"2222","DOI":"10.5504\/BBEQ.2011.0020","article-title":"Total Phenolic Content, Flavonoid Concentrations and Antioxidant Activity, of the Whole Plant and Plant Parts Extracts from Teucrium montanum L. Var. Montanum, F. Supinum (L.) Reichenb","volume":"25","author":"Stankovic","year":"2011","journal-title":"Biotechnol. Biotechnol. Equip."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"7771","DOI":"10.1021\/jf501952e","article-title":"In Vitro and In Vivo Studies on Adlay-Derived Seed Extracts: Phenolic Profiles, Antioxidant Activities, Serum Uric Acid Suppression, and Xanthine Oxidase Inhibitory Effects","volume":"62","author":"Zhao","year":"2014","journal-title":"J. Agric. Food Chem."},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Daina, A., Michielin, O., and Zoete, V. (2017). SwissADME: A Free Web Tool to Evaluate Pharmacokinetics, Drug-Likeness and Medicinal Chemistry Friendliness of Small Molecules. Sci. Rep., 7.","DOI":"10.1038\/srep42717"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"W513","DOI":"10.1093\/nar\/gkae303","article-title":"ProTox 3.0: A Webserver for the Prediction of Toxicity of Chemicals","volume":"52","author":"Banerjee","year":"2024","journal-title":"Nucleic Acids Res."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1186\/1758-2946-3-33","article-title":"Open Babel: An Open Chemical Toolbox","volume":"3","author":"Banck","year":"2011","journal-title":"J. Cheminform."},{"key":"ref_18","doi-asserted-by":"crossref","unstructured":"Alves, P.E., Preet, G., Dias, L., Oliveira, M., Silva, R., Castro, I., Silva, G., J\u00fanior, J., Lima, N., and Silva, D.H. (2022). The Free Radical Scavenging Property of the Leaves, Branches, and Roots of Mansoa hirsuta DC: In Vitro Assessment, 3D Pharmacophore, and Molecular Docking Study. Molecules, 27.","DOI":"10.3390\/molecules27186016"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"455","DOI":"10.1002\/jcc.21334","article-title":"AutoDock Vina: Improving the Speed and Accuracy of Docking with a New Scoring Function, Efficient Optimization, and Multithreading","volume":"31","author":"Trott","year":"2010","journal-title":"J. Comput. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"171","DOI":"10.1016\/j.phytochem.2014.05.008","article-title":"Rare Biscoumarin Derivatives and Flavonoids from Hypericum riparium","volume":"105","author":"Tanemossu","year":"2014","journal-title":"Phytochemistry"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"132","DOI":"10.20307\/nps.2018.24.2.132","article-title":"Phytochemical Constituents of Capsella bursa-Pastoris and Their Anti-Inflammatory Activity","volume":"24","author":"Cha","year":"2018","journal-title":"Nat. Prod. Sci."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"2319","DOI":"10.1080\/14786419.2018.1531406","article-title":"Anti-Inflammatory and Anticancer Activities of Erythrodiol-3-Acetate and 2,4-Di-Tert-Butylphenol Isolated from Humboldtia unijuga","volume":"34","author":"Nair","year":"2020","journal-title":"Nat. Prod. Res."},{"key":"ref_23","first-page":"146","article-title":"Isolation and Identification of Gallic Acid from the Elaeagnus Angustifolia Leaves and Determination of Total Phenolic, Flavonoids Contents and Investigation of Antioxidant Activity","volume":"4","author":"Abri","year":"2016","journal-title":"Iran. Chem. Commun."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"13216","DOI":"10.3390\/molecules200713216","article-title":"Separation of Polyphenols and Caffeine from the Acetone Extract of Fermented Tea Leaves (Camellia sinensis) Using High-Performance Countercurrent Chromatography","volume":"20","author":"Choi","year":"2015","journal-title":"Molecules"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"60","DOI":"10.1007\/s00894-024-05858-8","article-title":"Evaluation of the Inhibitory Potential of Bioactive Compounds against SARS-CoV-2 by in Silico Approach","volume":"30","author":"Rani","year":"2024","journal-title":"J. Mol. Model."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"e202400792","DOI":"10.1002\/asia.202400792","article-title":"Oxidative Stress Mechanism by Gold Compounds: A Close Look at Total ROS Increase and the Inhibition of Antioxidant Enzymes","volume":"20","author":"Castro","year":"2025","journal-title":"Chem.\u2014Asian J."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"19","DOI":"10.1038\/s41420-024-02278-8","article-title":"Free Radicals and Their Impact on Health and Antioxidant Defenses: A Review","volume":"11","author":"Chandimali","year":"2025","journal-title":"Cell Death Discov."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"118","DOI":"10.46542\/pe.2023.232.118121","article-title":"Total flavonoid content and in vitro study on the sunscreen activity of extracts of leaves of Elaeocarpus floribundus blume","volume":"23","author":"Utami","year":"2023","journal-title":"Pharm. Educ."},{"key":"ref_29","first-page":"273","article-title":"Indian olive, Elaeocarpus floribundus fruit: Perspective to the antioxidative capacity and antibacterial activity","volume":"12","author":"Sircar","year":"2017","journal-title":"EC Microbiol."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"17543","DOI":"10.1021\/acs.jafc.3c04022","article-title":"The chemistry behind the folin\u2013ciocalteu method for the estimation of (poly) phenol content in food: Total phenolic intake in a Mediterranean dietary pattern","volume":"71","year":"2023","journal-title":"J. Agric. Food Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"103503","DOI":"10.1016\/j.algal.2024.103503","article-title":"Comprehensive evaluation of Folin-Ciocalteu assay for total phenolic quantification in algae (Chlorophyta, Phaeophyceae, and Rhodophyta)","volume":"80","author":"Torres","year":"2024","journal-title":"Algal Res."},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Nicolescu, A., Bunea, C.I., and Mocan, A. (2025). Total flavonoid content revised: An overview of past, present, and future determinations in phytochemical analysis. Anal. Biochem., 700.","DOI":"10.1016\/j.ab.2025.115794"},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"243","DOI":"10.1016\/B978-0-323-91250-1.00006-9","article-title":"Chapter 6\u2014Plant Polyphenols as Potent Antioxidants: Highlighting the Mechanism of Antioxidant Activity and Synthesis\/Development of Some Polyphenol Conjugates","volume":"75","author":"Bhuyan","year":"2022","journal-title":"Stud. Nat. Prod. Chem."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Zhou, Y., Zheng, J., Li, Y., Xu, D.P., Li, S., Chen, Y.M., and Li, H.B. (2016). Natural polyphenols for prevention and treatment of cancer. Nutrients, 8.","DOI":"10.3390\/nu8080515"},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Chen, P., Zou, F., and Liu, W. (2025). Recent advancement in prevention against hepatotoxicity, molecular mechanisms, and bioavailability of gallic acid, a natural phenolic compound: Challenges and perspectives. Front. Pharmacol., 16.","DOI":"10.3389\/fphar.2025.1549526"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"27540","DOI":"10.1039\/C5RA01911G","article-title":"Gallic acid: A versatile antioxidant with promising therapeutic and industrial applications","volume":"5","author":"Badhani","year":"2015","journal-title":"RSC Adv."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"8709","DOI":"10.1021\/acsomega.5c00192","article-title":"Aromatic Residue F443 Modulates the Dimer Interface and Activity of Pseudomonas mandelii Glutathione Reductase","volume":"10","author":"Ho","year":"2025","journal-title":"ACS Omega"},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Zheng, M., Liu, Y., Zhang, G., Yang, Z., Xu, W., and Chen, Q. (2023). The Applications and Mechanisms of Superoxide Dismutase in Medicine, Food, and Cosmetics. Antioxidants, 12.","DOI":"10.3390\/antiox12091675"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"542","DOI":"10.1080\/17415993.2023.2200142","article-title":"Assessment of Antioxidant and DPPH Free Radical Scavenging Activity of 1,2-Dithiole-3-Thione Derivatives by Using Cyclic Voltammetry, Spectroscopic, and Molecular Docking Studies","volume":"44","author":"Lanez","year":"2023","journal-title":"J. Sulfur Chem."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"696","DOI":"10.1111\/1750-3841.16440","article-title":"Stability and Antioxidant Activity of Phenolic Compounds during in Vitro Digestion","volume":"88","author":"Li","year":"2023","journal-title":"J. Food Sci."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"200","DOI":"10.1016\/j.mrfmmm.2005.03.023","article-title":"Phenolics as potential antioxidant therapeutic agents: Mechanism and actions","volume":"579","author":"Soobrattee","year":"2005","journal-title":"Mutat. Res.\/Fundam. Mol. Mech. Mutagen."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"586","DOI":"10.1002\/anie.201000044","article-title":"Plant polyphenols: Chemical properties, biological activities, and synthesis","volume":"50","author":"Quideau","year":"2011","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"298","DOI":"10.1007\/s12229-020-09229-9","article-title":"A review on taxonomy, phytochemistry, pharmacology, threats and conservation of Elaeocarpus L. (Elaeocarpaceae)","volume":"86","author":"Prasannan","year":"2020","journal-title":"Bot. Rev."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"412","DOI":"10.1016\/j.foodchem.2008.12.020","article-title":"Antioxidant properties of 1, 2, 3, 4, 6-penta-O-galloyl-\u03b2-d-glucose from Elaeocarpus sylvestris var. ellipticus","volume":"115","author":"Piao","year":"2009","journal-title":"Food Chem."},{"key":"ref_45","first-page":"12","article-title":"A comprehensive analysis on the ecosystem services of Elaeocarpus L. (Elaeocarpaceae): A review","volume":"15","author":"Sharma","year":"2023","journal-title":"J. Phytol."}],"container-title":["Antioxidants"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2076-3921\/14\/10\/1161\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,9]],"date-time":"2025-10-09T18:49:17Z","timestamp":1760035757000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2076-3921\/14\/10\/1161"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,9,25]]},"references-count":45,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2025,10]]}},"alternative-id":["antiox14101161"],"URL":"https:\/\/doi.org\/10.3390\/antiox14101161","relation":{},"ISSN":["2076-3921"],"issn-type":[{"value":"2076-3921","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,9,25]]}}}