{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T09:11:02Z","timestamp":1760173862766,"version":"build-2065373602"},"reference-count":71,"publisher":"MDPI AG","issue":"2","license":[{"start":{"date-parts":[[2020,2,1]],"date-time":"2020-02-01T00:00:00Z","timestamp":1580515200000},"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>This research was designed to investigate the metabolite profiling, phenolics, and flavonoids content as well as the potential antioxidant and antibacterial, properties of orange-yellow resin from Zuccagnia punctata Cav (ZpRe). Metabolite profiling was obtained by a ultrahigh resolution liquid chromatography orbitrap MS analysis (UHPLC-ESI-OT-MS-MS). The antioxidant properties were screened by four methods: 2,2-diphenyl-1-picrylhydrazyl assay (DPPH), trolox equivalent antioxidant activity assay (TEAC), ferric-reducing antioxidant power assay (FRAP), and lipid peroxidation in erythrocytes (LP)). The antibacterial activity was evaluated according to the Clinical and Laboratory Standards Institute (CLSI) rules. The resin displayed a strong DPPH scavenging activity (IC50 = 25.72 \u00b5g\/mL) and showed a percentage of inhibition of LP close to that of the reference compound catechin (70% at 100 \u00b5g ZpRe\/mL), while a moderated effect was observed in the FRAP and TEAC assays. The resin showed a content of phenolic and flavonoid compounds of 391 mg GAE\/g and 313 mg EQ\/g respectively. Fifty phenolics compounds were identified by ultrahigh resolution liquid chromatography orbitrap MS analysis (UHPLC-PDA-OT-MS) analysis. Thirty-one compounds are reported for the first time, updating the knowledge on the chemical profile of this species. The importance of the biomolecules identified support traditional use of this endemic plant. Furthermore, additional pharmacological data is presented that increase the potential interest of this plant for industrial sustainable applications.<\/jats:p>","DOI":"10.3390\/antiox9020123","type":"journal-article","created":{"date-parts":[[2020,2,3]],"date-time":"2020-02-03T11:28:31Z","timestamp":1580729311000},"page":"123","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["UHPLC-HESI-OT-MS-MS Biomolecules Profiling, Antioxidant and Antibacterial Activity of the \u201cOrange-Yellow Resin\u201d from Zuccagnia punctata Cav."],"prefix":"10.3390","volume":"9","author":[{"given":"Jessica","family":"G\u00f3mez","sequence":"first","affiliation":[{"name":"Instituto de Biotecnolog\u00eda-Instituto de Ciencias B\u00e1sicas, Universidad Nacional de San Juan, Av. Libertador General San Mart\u00edn 1109 (O), San Juan CP 5400, Argentina"},{"name":"CONICET (Consejo Nacional de Ciencia y Tecnolog\u00eda), CABA, Buenos Aires C1405DJR, Argentina"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4552-3123","authenticated-orcid":false,"given":"Mario J.","family":"Simirgiotis","sequence":"additional","affiliation":[{"name":"Instituto de Farmacia, Facultad de Ciencias, Universidad Austral de Chile, Campus Isla Teja, Valdivia 5090000, Chile"},{"name":"Center for Interdisciplinary Studies on the Nervous System (CISNe), Universidad Austral de Chile, Valdivia 5090000, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sof\u00eda","family":"Manrique","sequence":"additional","affiliation":[{"name":"Instituto de Biotecnolog\u00eda-Instituto de Ciencias B\u00e1sicas, Universidad Nacional de San Juan, Av. Libertador General San Mart\u00edn 1109 (O), San Juan CP 5400, Argentina"},{"name":"CONICET (Consejo Nacional de Ciencia y Tecnolog\u00eda), CABA, Buenos Aires C1405DJR, Argentina"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Beatriz","family":"Lima","sequence":"additional","affiliation":[{"name":"Instituto de Biotecnolog\u00eda-Instituto de Ciencias B\u00e1sicas, Universidad Nacional de San Juan, Av. Libertador General San Mart\u00edn 1109 (O), San Juan CP 5400, Argentina"},{"name":"CONICET (Consejo Nacional de Ciencia y Tecnolog\u00eda), CABA, Buenos Aires C1405DJR, Argentina"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jorge","family":"B\u00f3rquez","sequence":"additional","affiliation":[{"name":"Laboratorio de Productos Naturales Depto. de Qu\u00edmica, Facultad de Ciencias, Universidad de Antofagasta, Av. Coloso S-N, Antofagasta 1240000, Chile"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4076-3999","authenticated-orcid":false,"given":"Gabriela E.","family":"Feresin","sequence":"additional","affiliation":[{"name":"Instituto de Biotecnolog\u00eda-Instituto de Ciencias B\u00e1sicas, Universidad Nacional de San Juan, Av. Libertador General San Mart\u00edn 1109 (O), San Juan CP 5400, Argentina"},{"name":"CONICET (Consejo Nacional de Ciencia y Tecnolog\u00eda), CABA, Buenos Aires C1405DJR, Argentina"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alejandro","family":"Tapia","sequence":"additional","affiliation":[{"name":"Instituto de Biotecnolog\u00eda-Instituto de Ciencias B\u00e1sicas, Universidad Nacional de San Juan, Av. Libertador General San Mart\u00edn 1109 (O), San Juan CP 5400, Argentina"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2020,2,1]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1039","DOI":"10.1016\/j.foodres.2017.11.051","article-title":"Biological properties and pharmacological potential of plant exudates","volume":"105","author":"Malik","year":"2018","journal-title":"Food Res. Int."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"4625","DOI":"10.3390\/molecules14114625","article-title":"Study of the chemical composition of the resinous exudate isolated from Heliotropium sclerocarpum and evaluation of the antioxidant properties of the phenolic compounds and the resin","volume":"14","author":"Modak","year":"2009","journal-title":"Molecules"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"194","DOI":"10.1021\/jf902991t","article-title":"Argentinean Propolis from Zuccagniapunctata Cav. (Caesalpinieae) Exudates: Phytochemical Characterization and Antifungal Activity","volume":"58","author":"Gonzalez","year":"2010","journal-title":"J. Agric. Food Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"450","DOI":"10.1016\/j.jep.2005.07.005","article-title":"Antibacterial activity of Zuccagnia punctata Cav. ethanolic extracts","volume":"102","author":"Zampini","year":"2005","journal-title":"J. Ethnopharmacol."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"330","DOI":"10.1016\/j.jep.2007.10.007","article-title":"Evaluation of genotoxic and antigenotoxic effects of hydroalcoholic extracts of Zuccagnia punctata Cav.","volume":"115","author":"Zampini","year":"2007","journal-title":"J. Ethnopharmacol."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"3297","DOI":"10.1021\/jf035213x","article-title":"Antifungal chalcones and new cafeic acid esters from Zuccagnia punctata acting against soybean infecting fungi","volume":"52","author":"Svetaz","year":"2004","journal-title":"J. Agric. Food Chem."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1074","DOI":"10.1055\/s-2007-981561","article-title":"Antifungal activity of chalcones from Zuccagnia punctata Cav. acting against clinically important fungi and studies of mechanism of action","volume":"73","author":"Svetaz","year":"2007","journal-title":"Planta Med."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"666","DOI":"10.1016\/j.phymed.2015.04.004","article-title":"Synergistic antifungal fixed-ratio combinations of Zuccagnia punctata Cav. and Larrea nitida Cav., using Mixed-Effects Loewe (MixLow) method","volume":"22","author":"Butassi","year":"2015","journal-title":"Phytomedicine"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"291","DOI":"10.1016\/j.phymed.2018.06.045","article-title":"Approaches to the mechanism of antifungal activity of Zuccagnia punctata-Larrea nitida bi-herbal combination","volume":"54","author":"Butassi","year":"2019","journal-title":"Phytomedicine"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"425","DOI":"10.1016\/j.jff.2017.04.003","article-title":"Use of a LC-DAD-QTOF system for the characterization of the phenolic profile of the argentinean plant Zuccagnia punctata and of the related propolis: New biomarkers","volume":"33","author":"Solorzano","year":"2017","journal-title":"J. Funct. Foods"},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Cornejo, A., Salgado, F., Caballero, J., Vargas, R., Simirgiotis, M., and Areche, C. (2016). Secondary metabolites in Ramalina terebrata detected by UHPLC\/ESI\/MS\/MS and identification of parietin as tau protein inhibitor. Int. J. Mol. Sci., 17.","DOI":"10.3390\/ijms17081303"},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Quispe, C., B\u00f3rquez, J., Villalobos, M., and Simirgiotis, M. (2018). Chemical Composition and Antioxidant Activity of Aloe vera from the Pica Oasis (Tarapac\u00e1, Chile) by UHPLC-Q\/Orbitrap\/MS\/MS. J. Chem., 1\u201312.","DOI":"10.1155\/2018\/6123850"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"179","DOI":"10.1016\/j.bjp.2016.10.002","article-title":"UHPLC high resolution orbitrapmetabolomic fingerprinting of the unique species Ophryosporus triangularis meyen from the atacama desert, Northern Chile","volume":"27","author":"Simirgiotis","year":"2017","journal-title":"Rev. Bras. Farmacogn."},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Luna, L., Simirgiotis, M.J., Lima, B., B\u00f3rquez, J., Feresin, G.E., and Tapia, A. (2018). UHPLC-MS metabolome fingerprinting: The isolation of main compounds and antioxidant activity of the andean species Tetraglochin ameghinoi (Speg.) Speg.. Molecules, 23.","DOI":"10.3390\/molecules23040793"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"G\u00f3mez, J., Simirgiotis, M.J., Lima, B., Paredes, J.D., Villegas Gabutti, C.M., Gamarra-Luques, C., B\u00f3rquez, J., Luna, L., Wendel, G.H., and Maria, A.O. (2019). Antioxidant, Gastroprotective, Cytotoxic Activities and UHPLC-PDA-Q Orbitrap Mass Spectrometry Identification of Metabolites in Baccharis grisebachii Decoction. Molecules, 24.","DOI":"10.3390\/molecules24061085"},{"key":"ref_16","doi-asserted-by":"crossref","unstructured":"Simirgiotis, M.J., Quispe, C., Areche, C., and Sepulveda, B. (2016). Phenolic Compounds in Chilean Mistletoe (Quintral, Tristerix tetrandus) Analyzed by UHPLC-Q\/Orbitrap\/MS\/MS and Its Antioxidant Properties. Molecules, 21.","DOI":"10.3390\/molecules21030245"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1016\/j.indcrop.2016.02.054","article-title":"Fast high resolution Orbitrap MS fingerprinting of the resin of Heliotropium taltalense Phil. from the Atacama Desert","volume":"85","author":"Simirgiotis","year":"2016","journal-title":"Ind. Crop. Prod."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"593","DOI":"10.3390\/antiox8120593","article-title":"UHPLC\u2013Q\/Orbitrap\/MS\/MS Fingerprinting, Free Radical Scavenging, and Antimicrobial Activity of Tessaria absinthiodes (Hook. &Arn.) DC. (Asteraceae) Lyophilized Decoction from Argentina and Chile","volume":"8","author":"Simirgiotis","year":"2019","journal-title":"Antioxidants"},{"key":"ref_19","doi-asserted-by":"crossref","unstructured":"Cifuentes, F., Palacios, J., Nwokocha, C.R., B\u00f3rquez, J., Simirgiotis, M.J., Norambuena, I., Chiong, M., and Paredes, A. (2019). Polyphenolic Composition and Hypotensive Effects of Parastrephia quadrangularis (Meyen) Cabrera in Rat. Antioxidants, 8.","DOI":"10.3390\/antiox8120591"},{"key":"ref_20","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_21","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_22","unstructured":"Clinical and Laboratory Standards Institute (2013). Performance Standards for Antimicrobial Susceptibility Testing; Twenty-Third Informational Supplement, Clinical and Laboratory Standards Institute. CLSI document M100-S23 (ISBN 1-56238-865-7 [Print]; ISBN 1-56238-866-5 [Electronic])."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"3679","DOI":"10.1021\/jf030813h","article-title":"Separation and Characterization of Phenolic Compounds in Fennel (Foeniculum vulgare) Using Liquid Chromatography\u2212Negative Electrospray Ionization Tandem Mass Spectrometry","volume":"52","author":"Parejo","year":"2004","journal-title":"J. Agric. Food Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"121924","DOI":"10.1016\/j.jchromb.2019.121924","article-title":"Spectrum-effect relationship for anti-tumor activity of shikonins and shikonofurans in medicinal Zicao by UHPLC-MS\/MS and chemometric approaches","volume":"1136","author":"Liao","year":"2019","journal-title":"J. Chromatogr. B"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1073","DOI":"10.1016\/0031-9422(92)80083-Q","article-title":"(+)-Afzelechin 3-Rhamnoside from Cassipourea gerrardzi","volume":"31","author":"Drewes","year":"1992","journal-title":"Phytochemlstry"},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"King, F.E., Clark-Lewis, J.W., and Forbes, W.F. (1955). The Chemistry of Extractives from Hardwoods. Part XXV, (\u2013)-epiAfzelechin, a New Member of the Catechin Series. J. Chem. Soc., 2948\u20132956.","DOI":"10.1039\/JR9550002948"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"1960","DOI":"10.1139\/v62-171","article-title":"Gas-liquid chromatography of some flavonoid compounds and hydroxydiphenyls","volume":"40","author":"Narasimhachari","year":"1962","journal-title":"Can. J. Chem."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"1153","DOI":"10.1016\/S0031-9422(99)00348-9","article-title":"The novelavan-3-ol, (2R,3S)-guibourtinidol and its diastereomers","volume":"52","author":"Nel","year":"1999","journal-title":"Phytochemistry"},{"key":"ref_29","first-page":"1237","article-title":"Simultaneous determination of seven flavonoids in Nerviliafordii with HPLC","volume":"46","author":"Zhang","year":"2011","journal-title":"ActaPharm. Sin. B."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"1056","DOI":"10.1248\/cpb.42.1056","article-title":"Chemical studies of chinese licorice-roots. I. Elucidaton of Five New Flavonoid Constituents from the roots of Glycyrrhiza glabra L. Collected in Xinjiang","volume":"42","author":"Kitagawa","year":"1994","journal-title":"Chem. Pharm. Bull."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"1394","DOI":"10.1248\/cpb.26.1394","article-title":"Studies on the constituents of the cultivated Mulberry tree. I. Three new prenylflavones from the root bark of Morusalba L.","volume":"26","author":"Nomura","year":"1978","journal-title":"Chem Pharm. Bull."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"2576","DOI":"10.1039\/p19720002576","article-title":"Calonectrin and 15-deacetylcalonectrin, new trichothecanes from Calo-nectrianivalis","volume":"1","author":"Gardner","year":"1972","journal-title":"J. Chem. Soc. Perkin Trans."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"3503","DOI":"10.1016\/0031-9422(89)80373-5","article-title":"Biphenanthrenes from Bletillastriata","volume":"28","author":"Yamaki","year":"1989","journal-title":"Phytochemistry"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"1439","DOI":"10.1016\/0031-9422(92)80315-6","article-title":"Vedelianin, a hexahydroxanthene derivative isolated from Macarangavedeliana","volume":"31","author":"Thoison","year":"1992","journal-title":"Phytochemistry"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"825","DOI":"10.1016\/S0031-9422(97)00001-0","article-title":"Prenylatedflavanones from Derris reticulata","volume":"45","author":"Mahidol","year":"1997","journal-title":"Phytochemistry"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"78","DOI":"10.1080\/10408390601079975","article-title":"In vitro activity of vitamins, flavanoids, and natural phenolic antioxidants against the oxidative deterioration of oil-based systems","volume":"48","author":"Kiokias","year":"2008","journal-title":"Crit. Rev. Food Sci. Nutr."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1016\/j.lfs.2018.10.066","article-title":"Pharmacokinetic, pharmacodynamic and formulations aspects of Naringenin: An update","volume":"215","author":"Joshi","year":"2018","journal-title":"Life Sci."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"35","DOI":"10.1016\/j.tifs.2018.06.012","article-title":"A recent review of citrus flavanone naringenin on metabolic diseases and its potential sources for high yield-production","volume":"79","author":"Karim","year":"2018","journal-title":"Trends Food Sci. Technol."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"725","DOI":"10.1016\/j.apjtb.2017.07.019","article-title":"Antibacterial activity of naringenin-rich fraction of pigeon pea leaves toward Salmonella thypi","volume":"7","author":"Agus","year":"2017","journal-title":"Asian. Pac. J. Trop. Biomed."},{"key":"ref_40","first-page":"308","article-title":"Influence ofnaringenin adaptation and shockon resistance of Staphylococcus aureus and Escherichia coli to pulsed electric fields","volume":"107","author":"Wang","year":"2019","journal-title":"Food Sci. Technol."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"103327","DOI":"10.1016\/j.fm.2019.103327","article-title":"Inactivation of Escherichia coli O157:H7 in apple cider by resveratrol and naringenin","volume":"86","author":"Nair","year":"2020","journal-title":"Food Microbiol."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"148","DOI":"10.1016\/j.lfs.2018.11.013","article-title":"Antinociceptive and anti-inflammatory effect of Naringenin in different nociceptive and inflammatory mice models","volume":"217","author":"Xue","year":"2019","journal-title":"Life Sci."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"974","DOI":"10.1016\/j.biopha.2018.09.092","article-title":"Antioxidative effect of flavonoid naringenin in the lenses of type 1 diabetic rats","volume":"108","author":"Wojnar","year":"2018","journal-title":"Biomed. Pharmacother."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.jff.2019.05.021","article-title":"Effects of naringenin on renal expression of organic cation transporter 1 and 2 proteins and metformin disposition in diabetic rats","volume":"59","author":"Mato","year":"2019","journal-title":"J. Funct. Foods"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"103224","DOI":"10.1016\/j.etap.2019.103224","article-title":"Neuroprotective role of naringenin against methylmercury induced cognitive impairment and mitochondrial damage in a mouse model","volume":"71","author":"Chandran","year":"2019","journal-title":"Environ. Toxicol. Pharmacol."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"1685","DOI":"10.1055\/s-0033-1350934","article-title":"Pharmacological Properties of Shikonin\u2014A Review of Literature since 2002","volume":"79","author":"Giner","year":"2013","journal-title":"Planta Med."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"262","DOI":"10.1002\/1521-4184(200208)335:6<262::AID-ARDP262>3.0.CO;2-Y","article-title":"Alkannin and Shikonin: Effect on Free Radical Processes and on Inflammation. A Preliminary Pharmacochemical Investigation","volume":"6","author":"Kourounakisa","year":"2002","journal-title":"Arch. Pharm. Pharm. Med. Chem."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"433","DOI":"10.1016\/j.foodchem.2003.12.017","article-title":"Antioxidant activities of alkannin, shikonin and Alkanna tinctoria root extracts in oil substrates","volume":"87","author":"Assimopoulou","year":"2004","journal-title":"Food Chem."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"141","DOI":"10.1002\/ptr.1645","article-title":"Radical scavenging activity of Alkanna tinctoria root extracts and their main constituents, hydroxynaphthoquinones","volume":"19","author":"Assimopoulou","year":"2005","journal-title":"Phytother Res."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"1401","DOI":"10.1007\/s00894-011-1170-9","article-title":"Theoretical investigation of the radical scavenging activity of shikonin and acylshikonin derivatives","volume":"18","author":"Jin","year":"2012","journal-title":"J. Mol. Model."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"211","DOI":"10.1016\/j.ejphar.2010.06.027","article-title":"Shikonin protects mouse brain against cerebral ischemia\/reperfusion injury through its antioxidant activity","volume":"643","author":"Wang","year":"2010","journal-title":"Eur. J. Pharmacol."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"322","DOI":"10.1016\/j.bcp.2014.01.041","article-title":"Shikonin suppresses tumor growth and synergizes with gemcitabine in a pancreatic cancer xenograft model: Involvement of NF-kB signaling pathway","volume":"88","author":"Wang","year":"2014","journal-title":"Biochem. Pharmacol."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"804","DOI":"10.1007\/BF02977346","article-title":"Neuroprotective and Free Radical Scavenging Activities of Phenolic Compounds from Hovenia dulcis","volume":"28","author":"Li","year":"2005","journal-title":"Arch Pharm. Res."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"1163","DOI":"10.3390\/12051163","article-title":"Flavanol Derivatives from Rhizophora stylosa and Their DPPH Radical Scavenging Activity","volume":"12","author":"Li","year":"2007","journal-title":"Molecules"},{"key":"ref_55","first-page":"100","article-title":"Polypharmacological activities of Bergenia species","volume":"13","author":"Ruby","year":"2012","journal-title":"Int. J. Pharm. Sci. Rev. Res."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"4282","DOI":"10.3390\/molecules18044282","article-title":"Antioxidant Activity and Proanthocyanidin Profile of Selliguea feei Rhizomes","volume":"18","author":"Fu","year":"2013","journal-title":"Molecules"},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"1028","DOI":"10.1248\/bpb.29.1028","article-title":"Anti-angiogenic and Anti-tumor Activities of 2 -Hydroxy-4-Methoxychalcone","volume":"29","author":"Lee","year":"2006","journal-title":"Biol. Pharm. Bull."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"e22047","DOI":"10.1002\/jbt.22047","article-title":"Evaluation of chalcones as inhibitors of glutathione S-transferase","volume":"32","author":"Hatice","year":"2018","journal-title":"J. Biochem. Mol. Toxicol."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"339","DOI":"10.1097\/FJC.0b013e3182440486","article-title":"2-Hydroxy-4\u2032-Methoxychalcone Inhibits Proliferation and Inflammation of Human Aortic Smooth Muscle Cells by Increasing the Expression of Peroxisome Proliferator\u2013Activated Receptor Gamma","volume":"59","author":"Liu","year":"2012","journal-title":"J. Cardiovasc. Pharmacol."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"1628","DOI":"10.1016\/j.tetlet.2011.01.137","article-title":"First total synthesis of (+)-vedelianin, a potent antiproliferative agent","volume":"52","author":"Topczewski","year":"2011","journal-title":"Tetrahedron Lett."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"151","DOI":"10.1016\/j.fitote.2019.02.019","article-title":"Bioassay-guided isolation and structure elucidation of cytotoxic stilbenes and flavonols from the leaves of Macaranga barteri","volume":"134","author":"Ogbolea","year":"2019","journal-title":"Fitoterapia"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"236","DOI":"10.1016\/j.bbrc.2008.05.023","article-title":"Morusin induces apoptosis and suppresses NF-jB activity in human colorectal cancer HT-29 cells","volume":"372","author":"Won","year":"2008","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"194","DOI":"10.1016\/j.bbrc.2018.09.085","article-title":"Induction of apoptosis by morusin in human non-small cell lung cancer cells by suppression of EGFR\/STAT3 activation","volume":"505","author":"Park","year":"2018","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"307","DOI":"10.1248\/bpb.33.307","article-title":"The Influence of Tribenoside on Expression and Deposition of Epidermal Laminins in HaCaT Cells","volume":"33","author":"Kikkawa","year":"2010","journal-title":"Biol. Pharm. Bull."},{"key":"ref_65","first-page":"2742","article-title":"Tribenoside and lidocaine in the local treatment of hemorrhoids: An overview of clinical evidence","volume":"20","author":"Lorenc","year":"2016","journal-title":"Eur. Rev. Med. Pharmacol. Sci."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"38","DOI":"10.1016\/j.jep.2017.11.007","article-title":"A proanthocyanidin-rich extract from Cassia abbreviate exhibits antioxidant and hepatoprotective activities in vivo","volume":"213","author":"Sobeh","year":"2018","journal-title":"J. Ethnopharmacol."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"9090","DOI":"10.1073\/pnas.93.17.9090","article-title":"Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-KB (tumor necrosis factor\/okadaic acid\/ceramide\/phorbol ester\/hydrogen peroxide)","volume":"93","author":"Natarajan","year":"1996","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"361","DOI":"10.1016\/j.ejmech.2017.11.066","article-title":"Discovery of caffeic acid phenethyl ester derivatives as novel myeloid differentiation protein 2 inhibitors for treatment of acute lung injury","volume":"14","author":"Chen","year":"2018","journal-title":"Eur. J. Med."},{"key":"ref_69","first-page":"361","article-title":"Caffeic acid phenethyl ester (CAPE) reverses fibrosis caused by chronic colon inflammation in murine model of colitis","volume":"143","author":"Tambuwala","year":"2018","journal-title":"Eur. J. Med."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"125","DOI":"10.1016\/j.jfoodeng.2018.11.008","article-title":"Nanoencapsulation of caffeic acid phenethyl ester in sucrose fatty acid esters to improve activities against cancer cells","volume":"246","author":"Guan","year":"2019","journal-title":"J. Food Eng."},{"key":"ref_71","doi-asserted-by":"crossref","unstructured":"Murtaza, G., Karim, S., Akram, M.R., Khan, S.A., Azhar, S., Mumtaz, A., and Bin Asad, M.H.H. (2014). Caffeic Acid Phenethyl Ester and Therapeutic Potentials. Bio. Med. Res. Int., 1\u20139.","DOI":"10.1155\/2014\/145342"}],"container-title":["Antioxidants"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2076-3921\/9\/2\/123\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T08:53:44Z","timestamp":1760172824000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2076-3921\/9\/2\/123"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,2,1]]},"references-count":71,"journal-issue":{"issue":"2","published-online":{"date-parts":[[2020,2]]}},"alternative-id":["antiox9020123"],"URL":"https:\/\/doi.org\/10.3390\/antiox9020123","relation":{},"ISSN":["2076-3921"],"issn-type":[{"type":"electronic","value":"2076-3921"}],"subject":[],"published":{"date-parts":[[2020,2,1]]}}}