{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,11]],"date-time":"2026-09-11T19:58:45Z","timestamp":1789156725232,"version":"build-2803163510"},"reference-count":45,"publisher":"MDPI AG","issue":"24","license":[{"start":{"date-parts":[[2024,12,13]],"date-time":"2024-12-13T00:00:00Z","timestamp":1734048000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100005778","name":"Central University of Technology operational expenses and the National Research Foundation (NRF), South Africa","doi-asserted-by":"publisher","award":["CSRP200429517876"],"award-info":[{"award-number":["CSRP200429517876"]}],"id":[{"id":"10.13039\/501100005778","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Background: Inflammation is a natural body\u2019s defense mechanism against harmful stimuli such as pathogens, chemicals, or irradiation. But when the inflammatory response becomes permanent, it can lead to serious health problems. In the present study, the antioxidant and anti-inflammatory potentials of the Eriosema montanum methanolic extract (EMME), as well as its isolated fractions (FA-FJ) and compounds (1\u20137), were evaluated by using in vitro and cellular models. Methods: The total phenolic and flavonoid contents were determined using, respectively, Folin\u2013Ciocalteu and aluminum chloride colorimetric methods, while 2,2\u2032-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS), 2,2\u2032-diphenyl-1-picrylhy-drazyl (DPPH), and ferric ion reducing antioxidant power (FRAP) were used to determine the antioxidant activity. Thin Layer Chromatography (TLC) and column chromatography (CC) were used to isolate and purify the compounds and their elucidation using their NMR spectroscopic data. Results:\u00a0EMME had moderate antioxidant and anti-inflammatory activities, while fraction FF showed much higher efficacy with IC50 values of 34.64, 30.60, 16.43, and 77.29 \u03bcg\/mL against DPPH, ABTS, NO, and 15-LOX inhibitory activities, respectively. The EMME fraction was found to be very rich in flavonoids and phenolic compounds, with 82.11 mgQE\/g and 86.77 mgGAE\/g of dry extract, respectively. Its LC-MS profiling allowed us to identify genistin (5) as the most concentrated constituent in this plant species, which was further isolated together with six other known compounds, namely, n-hexadecane (1), heptacosanoic acid (2), tricosan-1-ol (3), lupinalbin A (4), d-pinitol (6), and stigmasterol glucoside (7). Given these compounds, genistin (5) showed moderate activity against reactive oxygen species (ROS) and NO production in LPS-stimulated RAW264.7 cells compared to EMME, which suggested a synergy of (5) with other compounds. To the best of our knowledge, compounds (1), (2), and (3) were isolated for the first time from this plant species.<\/jats:p>","DOI":"10.3390\/molecules29245885","type":"journal-article","created":{"date-parts":[[2024,12,13]],"date-time":"2024-12-13T05:55:45Z","timestamp":1734069345000},"page":"5885","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["The Antioxidant and Anti-Inflammatory Activities of the Methanolic Extract, Fractions, and Isolated Compounds from Eriosema montanum Baker f. (Fabaceae)"],"prefix":"10.3390","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8977-1052","authenticated-orcid":false,"given":"Ga\u00e9tan Tchangou","family":"Tabakam","sequence":"first","affiliation":[{"name":"Centre for Quality of Health and Living, Faculty of Health and Environmental Sciences, Central University of Technology, Bloemfontein 9300, South Africa"},{"name":"Natural Products Chemistry Research Unit, Department of Chemistry, Faculty of Science, University of Dschang, Dschang P.O. Box 67, Cameroon"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1163-7202","authenticated-orcid":false,"given":"Emmanuel Mfotie","family":"Njoya","sequence":"additional","affiliation":[{"name":"Centre for Quality of Health and Living, Faculty of Health and Environmental Sciences, Central University of Technology, Bloemfontein 9300, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3739-2258","authenticated-orcid":false,"given":"Chika Ifeanyi","family":"Chukwuma","sequence":"additional","affiliation":[{"name":"Centre for Quality of Health and Living, Faculty of Health and Environmental Sciences, Central University of Technology, Bloemfontein 9300, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6339-4807","authenticated-orcid":false,"given":"Samson Sitheni","family":"Mashele","sequence":"additional","affiliation":[{"name":"Centre for Quality of Health and Living, Faculty of Health and Environmental Sciences, Central University of Technology, Bloemfontein 9300, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6543-2734","authenticated-orcid":false,"given":"Yves Martial Mba","family":"Nguekeu","sequence":"additional","affiliation":[{"name":"Natural Products Chemistry Research Unit, Department of Chemistry, Faculty of Science, University of Dschang, Dschang P.O. Box 67, Cameroon"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6420-9087","authenticated-orcid":false,"given":"Mathieu","family":"Tene","sequence":"additional","affiliation":[{"name":"Natural Products Chemistry Research Unit, Department of Chemistry, Faculty of Science, University of Dschang, Dschang P.O. Box 67, Cameroon"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4259-7103","authenticated-orcid":false,"given":"Maurice Ducret","family":"Awouafack","sequence":"additional","affiliation":[{"name":"Natural Products Chemistry Research Unit, Department of Chemistry, Faculty of Science, University of Dschang, Dschang P.O. Box 67, Cameroon"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8335-9611","authenticated-orcid":false,"given":"Tshepiso Jan","family":"Makhafola","sequence":"additional","affiliation":[{"name":"Centre for Quality of Health and Living, Faculty of Health and Environmental Sciences, Central University of Technology, Bloemfontein 9300, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2024,12,13]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Ateba, S.B., Njamen, D., and Krenn, L. (2021). The Genus Eriosema (Fabaceae): From the Ethnopharmacology to an Evidence-Based Phytotherapeutic Perspective?. Front. Pharmacol., 12.","DOI":"10.3389\/fphar.2021.641225"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"338","DOI":"10.1016\/j.jep.2015.07.028","article-title":"Medicinal plants used by Burundian traditional healers for the treatment of microbial diseases","volume":"173","author":"Ngezahayo","year":"2015","journal-title":"J. Ethnopharmacol."},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Tomani, J.C.D., Bonnet, O., Nyirimigabo, A., Deschamps, W., Tchinda, A.T., Jansen, O., Ledoux, A., Mukazayire, M.J., Vanhamme, L., and Frederich, M. (2021). In Vitro Antiplasmodial and Cytotoxic Activities of Compounds from the Roots of Eriosema montanum Baker f. (Fabaceae). Molecules, 26.","DOI":"10.3390\/molecules26092795"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"104809","DOI":"10.1016\/j.fitote.2020.104809","article-title":"Antibacterial and cytotoxic prenylated dihydrochalcones from Eriosema montanum","volume":"149","author":"Umereweneza","year":"2021","journal-title":"Fitoterapia"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"82","DOI":"10.1016\/j.phytol.2021.07.019","article-title":"A new caffeic acid ester and a new ceramide from the roots of Eriosema glomeratum","volume":"45","author":"Tabakam","year":"2021","journal-title":"Phytochem. Lett."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"186","DOI":"10.1080\/14786419.2022.2111563","article-title":"Cytotoxic potential of dihydrochalcones from Eriosema glomeratum and their semi-synthetic derivatives","volume":"38","author":"Tabakam","year":"2022","journal-title":"Nat. Prod. Res."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"20","DOI":"10.1016\/j.phytol.2018.06.024","article-title":"A new coumaronochromone and a new alkanoyl-dihydrofuranoflavone glycoside from Eriosema robustum (Fabaceae)","volume":"27","author":"Awouafack","year":"2018","journal-title":"Phytochem. Lett."},{"key":"ref_8","first-page":"178","article-title":"Estimation of total flavonoid content in propolis by two complementary colorimetric methods","volume":"10","author":"Chang","year":"2002","journal-title":"J. Food Drug Anal."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"152","DOI":"10.1016\/S0076-6879(99)99017-1","article-title":"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_10","doi-asserted-by":"crossref","first-page":"445","DOI":"10.1007\/s10811-006-9048-4","article-title":"A simple 96-well microplate method for estimation of total polyphenol content in seaweeds","volume":"18","author":"Zhang","year":"2006","journal-title":"J. Appl. Phycol."},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Mfotie Njoya, E., Tabakam, G.T., Chukwuma, C.I., Mashele, S.S., and Makhafola, T.J. (2024). Phytoconstituents of Androstachys johnsonii Prain Prevent Reactive Oxygen Species Production and Regulate the Expression of Inflammatory Mediators in LPS-Stimulated RAW 264.7 Macrophages. Antioxidants, 13.","DOI":"10.3390\/antiox13040401"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"407","DOI":"10.1042\/cs0840407","article-title":"A novel method for measuring antioxidant capacity and its application to monitoring the antioxidant status in premature neonates","volume":"84","author":"Miller","year":"1993","journal-title":"Clin. Sci."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"1231","DOI":"10.1016\/S0891-5849(98)00315-3","article-title":"Antioxidant activity applying an improved ABTS radical cation decolorization assay","volume":"26","author":"Re","year":"1999","journal-title":"Free Radic. Biol. Med."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1016\/S0023-6438(95)80008-5","article-title":"Use of a free radical method to evaluate antioxidant activity","volume":"28","author":"Cuvelier","year":"1995","journal-title":"LWT Food Sci. Technol."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"70","DOI":"10.1006\/abio.1996.0292","article-title":"The ferric reducing ability of plasma (FRAP) as a measure of \u201cantioxidant power\u201d: The FRAP assay","volume":"239","author":"Benzie","year":"1996","journal-title":"Anal. Biochem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"5956","DOI":"10.1021\/jf070537x","article-title":"Determination of lipoxygenase activity in plant extracts using a modified ferrous oxidation-xylenol orange assay","volume":"55","author":"Pinto","year":"2007","journal-title":"J. Agric. Food Chem."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/0022-1759(83)90303-4","article-title":"Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays","volume":"65","author":"Mosmann","year":"1983","journal-title":"J. Immunol. Methods"},{"key":"ref_18","doi-asserted-by":"crossref","unstructured":"Mfotie Njoya, E., Ndemangou, B., Akinyelu, J., Munvera, A.M., Chukwuma, C.I., Mkounga, P., Mashele, S.S., Makhafola, T.J., and McGaw, L.J. (2023). In Vitro antiproliferative, anti-inflammatory effects and molecular docking studies of natural compounds isolated from Sarcocephalus pobeguinii (Hua ex Pobeg). Front. Pharmacol., 14.","DOI":"10.3389\/fphar.2023.1205414"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"53","DOI":"10.1038\/nmeth.4512","article-title":"Identifying metabolites by integrating metabolome databases with mass spectrometry cheminformatics","volume":"15","author":"Lai","year":"2018","journal-title":"Nat. Methods"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"523","DOI":"10.1038\/nmeth.3393","article-title":"MS-DIAL: Data-independent MS\/MS deconvolution for comprehensive metabolome analysis","volume":"12","author":"Tsugawa","year":"2015","journal-title":"Nat. Methods"},{"key":"ref_21","doi-asserted-by":"crossref","unstructured":"Rumpf, J., Burger, R., and Schulze, M. (2023). Statistical evaluation of DPPH, ABTS, FRAP, and Folin-Ciocalteu assays to assess the antioxidant capacity of lignins. Int. J. Biol. Macromol., 233.","DOI":"10.1016\/j.ijbiomac.2023.123470"},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Venkatesan, T., Choi, Y.W., and Kim, Y.K. (2019). Impact of Different Extraction Solvents on Phenolic Content and Antioxidant Potential of Pinus densiflora Bark Extract. BioMed Res. Int., 2019.","DOI":"10.1155\/2019\/3520675"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"9639","DOI":"10.3390\/cimb46090573","article-title":"Investigating the Phytochemical Composition, Antioxidant, and Anti-Inflammatory Potentials of Cassinopsis ilicifolia (Hochst.) Kuntze Extract against Some Oxidative Stress and Inflammation Molecular Markers","volume":"46","author":"McGaw","year":"2024","journal-title":"Curr. Issues Mol. Biol."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"865","DOI":"10.1007\/BF02977006","article-title":"In Vitro antioxidant activity of some selected Prunus species in Korea","volume":"25","author":"Jung","year":"2002","journal-title":"Arch. Pharmacal Res."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"431081","DOI":"10.1155\/2012\/431081","article-title":"Antioxidant and Antityrosinase Activity of Flemingia macrophylla and Glycine tomentella Roots","volume":"2012","author":"Wang","year":"2012","journal-title":"Evid. Based Complement. Altern. Med."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"471","DOI":"10.1080\/10286020902819822","article-title":"Inhibitory activity of isoflavones of Pueraria flowers on nitric oxide production from lipopolysaccharide-activated primary rat microglia","volume":"11","author":"Yuan","year":"2009","journal-title":"J. Asian Nat. Prod. Res."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"5381290","DOI":"10.1155\/2016\/5381290","article-title":"Cardioprotective Effects of Genistin in Rat Myocardial Ischemia-Reperfusion Injury Studies by Regulation of P2X7\/NF-kappaB Pathway","volume":"2016","author":"Gu","year":"2016","journal-title":"Evid. Based Complement. Altern. Med."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"395","DOI":"10.1007\/s12272-020-01233-2","article-title":"The potential health benefits of the isoflavone glycoside genistin","volume":"43","author":"Islam","year":"2020","journal-title":"Arch. Pharmacal Res."},{"key":"ref_29","doi-asserted-by":"crossref","unstructured":"Goh, Y.X., Jalil, J., Lam, K.W., Husain, K., and Premakumar, C.M. (2022). Genistein: A Review on its Anti-Inflammatory Properties. Front. Pharmacol., 13.","DOI":"10.3389\/fphar.2022.820969"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"846","DOI":"10.1002\/ptr.6567","article-title":"Protective effects of Genistein on the cognitive deficits induced by chronic sleep deprivation","volume":"34","author":"Lu","year":"2020","journal-title":"Phytother. Res."},{"key":"ref_31","doi-asserted-by":"crossref","unstructured":"Zhao, X., Chen, R., Shi, Y., Zhang, X., Tian, C., and Xia, D. (2020). Antioxidant and Anti-Inflammatory Activities of Six Flavonoids from Smilax glabra Roxb. Molecules, 25.","DOI":"10.3390\/molecules25225295"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"227","DOI":"10.1016\/j.fct.2018.02.041","article-title":"Astilbin ameliorates cisplatin-induced nephrotoxicity through reducing oxidative stress and inflammation","volume":"114","author":"Wang","year":"2018","journal-title":"Food Chem. Toxicol. Int. J. Publ. Br. Ind. Biol. Res. Assoc."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"891","DOI":"10.1211\/jpp.59.6.0016","article-title":"An extract of Apium graveolens var. dulce leaves: Structure of the major constituent, apiin, and its anti-inflammatory properties","volume":"59","author":"Mencherini","year":"2007","journal-title":"J. Pharm. Pharmacol."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Mou, L.-Y., Guo, J.-Y., Jiang, W., Zhang, F.-M., and Li, J.-L. (2021). Phytochemical and chemotaxonomic investigation from the roots of Anemone vitifolia Buch.-Ham. (Ranunculaceae). Biochem. Syst. Ecol., 97.","DOI":"10.1016\/j.bse.2021.104306"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"1843","DOI":"10.1155\/2011\/630375","article-title":"Phytochemical Investigations of Caesalpinia digyna Root","volume":"8","author":"Srinivasan","year":"2011","journal-title":"J. Chem."},{"key":"ref_36","first-page":"29","article-title":"Phytoconstituents from the Leaves of Adenanthera Pavonina Linn and Erythrina variegata L. (Syn.= Erythrina indica Lam)","volume":"10","author":"Mujahid","year":"2016","journal-title":"Curr. Trends Biotechnol. Pharm."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"20","DOI":"10.1016\/j.bse.2008.11.021","article-title":"A new coumaronochromone and phenolic constituents from the leaves of Iris bungei Maxim","volume":"37","author":"Shu","year":"2009","journal-title":"Biochem. Syst. Ecol."},{"key":"ref_38","first-page":"1775","article-title":"New coumaronochromones from white lupin, Lupinus albus L. (Leguminosae)","volume":"49","author":"Tahara","year":"1985","journal-title":"Agric. Biol. Chem."},{"key":"ref_39","doi-asserted-by":"crossref","unstructured":"Sordon, S., Poplonski, J., Tronina, T., and Huszcza, E. (2017). Microbial Glycosylation of Daidzein, Genistein and Biochanin A: Two New Glucosides of Biochanin A. Molecules, 22.","DOI":"10.3390\/molecules22010081"},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"5","DOI":"10.3329\/dujs.v60i1.10327","article-title":"Sterols and sterol glucoside from Phyllanthus species","volume":"60","author":"Khatun","year":"2012","journal-title":"Dhaka Univ. J. Sci."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"5","DOI":"10.1016\/j.phytochem.2016.03.020","article-title":"Rare phenolic structures found in the aerial parts of Eriosema laurentii De Wild","volume":"128","author":"Ateba","year":"2016","journal-title":"Phytochemistry"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"298","DOI":"10.1016\/j.jep.2013.08.050","article-title":"Eriosema laurentii De Wild (Leguminosae) methanol extract has estrogenic properties and prevents menopausal symptoms in ovariectomized Wistar rats","volume":"150","author":"Ateba","year":"2013","journal-title":"J. Ethnopharmacol."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"353","DOI":"10.1016\/j.phytochem.2013.06.004","article-title":"Eriosema chinense: A rich source of antimicrobial and antioxidant flavonoids","volume":"96","author":"Thongnest","year":"2013","journal-title":"Phytochemistry"},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"1087","DOI":"10.1016\/S0031-9422(99)00180-6","article-title":"Phenolic glycosides from Eriosema tuberosum","volume":"51","author":"Ma","year":"1999","journal-title":"Phytochemistry"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"50","DOI":"10.1055\/s-2007-993782","article-title":"Antimicrobial prenylated dihydrochalcones from Eriosema glomerata","volume":"74","author":"Awouafack","year":"2008","journal-title":"Planta Medica"}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/29\/24\/5885\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T16:54:16Z","timestamp":1760115256000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/29\/24\/5885"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,12,13]]},"references-count":45,"journal-issue":{"issue":"24","published-online":{"date-parts":[[2024,12]]}},"alternative-id":["molecules29245885"],"URL":"https:\/\/doi.org\/10.3390\/molecules29245885","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,12,13]]}}}