{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,23]],"date-time":"2026-08-23T14:58:42Z","timestamp":1787497122628,"version":"build-2736575974"},"reference-count":92,"publisher":"MDPI AG","issue":"3","license":[{"start":{"date-parts":[[2022,2,1]],"date-time":"2022-02-01T00:00:00Z","timestamp":1643673600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004564","name":"Ministry of Education, Science and Technological Development of the Republic of Serbia","doi-asserted-by":"publisher","award":["451-03-68\/2020-14\/200007"],"award-info":[{"award-number":["451-03-68\/2020-14\/200007"]}],"id":[{"id":"10.13039\/501100004564","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Plants"],"abstract":"<jats:p>French marigold is an aromatic plant rich in polyphenolic secondary metabolites, which pesticidal potential was examined in this study. Ultra-high-performance liquid chromatography (UHPLC) connected with OrbiTrap mass spectrometer (MS) identified 113 phenolics and revealed the most detailed phytochemistry of French marigold published so far. Depending on plant material (flowers or leaves) and solvents used for extraction (water, methanol, dichloromethane), the phenolic composition varied. Methanol extract of flowers, with 89 identified phenolics and high antioxidant activity statistically comparable with positive control Trolox, was chosen for testing of antifeedant potential against the 3rd and 4th instars of Colorado potato beetle (CPB). A significant reduction in final body mass of 4th larval stage fed with potato leaves coated with methanol extract of flowers in the concentration of 10 mg\/mL was observed (157.67 mg vs. 182.26 mg of controls fed with non-treated leaves). This caused delayed molting since treated larvae reached the maximal mass a day after controls and this delay persisted during the entire larval development. Continuous feeding caused a 25% decline in digestive proteolytic activity of the 4th instar in comparison to controls. The results suggest that French marigold methanol extract of flowers could be proposed as a promising antifeedant for CPB management, with an impact on the reduction in the environmental footprint associated with synthetic pesticide application.<\/jats:p>","DOI":"10.3390\/plants11030407","type":"journal-article","created":{"date-parts":[[2022,2,1]],"date-time":"2022-02-01T22:16:18Z","timestamp":1643753778000},"page":"407","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["UHPLC-OrbiTrap MS Characterization of Phenolic Profiles in French Marigold Extracts and Analysis of Their Antifeedant Activity against Colorado Potato Beetle"],"prefix":"10.3390","volume":"11","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2981-3606","authenticated-orcid":false,"given":"Nina","family":"Devrnja","sequence":"first","affiliation":[{"name":"Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11060 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5384-8396","authenticated-orcid":false,"given":"Uro\u0161","family":"Ga\u0161i\u0107","sequence":"additional","affiliation":[{"name":"Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11060 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sanja","family":"\u0160ajkuni\u0107","sequence":"additional","affiliation":[{"name":"Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11060 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aleksandar","family":"Cingel","sequence":"additional","affiliation":[{"name":"Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11060 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7754-2970","authenticated-orcid":false,"given":"Sofija","family":"Stupar","sequence":"additional","affiliation":[{"name":"Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11060 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1899-0116","authenticated-orcid":false,"given":"Ljiljana","family":"Tubi\u0107","sequence":"additional","affiliation":[{"name":"Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11060 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jelena","family":"Savi\u0107","sequence":"additional","affiliation":[{"name":"Institute for Biological Research \u201cSini\u0161a Stankovi\u0107\u201d\u2014National Institute of Republic of Serbia, University of Belgrade, Bulevar despota Stefana 142, 11060 Belgrade, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,2,1]]},"reference":[{"key":"ref_1","unstructured":"FAO, IFAD, UNICEF, WFP, and WHO (2020). The State of Food Security and Nutrition in the World 2020. Transforming Food Systems for Affordable Healthy Diets, FAO."},{"key":"ref_2","unstructured":"FAOSTAT (2021, May 21). Statistical Databases. Food and Agricultural Organization of the United Nations, Rome. Available online: https:\/\/www.fao.org\/faostat\/en\/#data\/RP."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"420","DOI":"10.1016\/j.jenvman.2014.07.020","article-title":"Scope of the worldwide effort to regulate pesticide contamination in surface soils","volume":"146","author":"Jennings","year":"2014","journal-title":"J. Environ. Manag."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1016\/j.jeem.2017.05.006","article-title":"Pesticide use and health outcomes: Evidence from agricultural water pollution in China","volume":"86","author":"Lai","year":"2017","journal-title":"J. Environ. Econ. Manag."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"990","DOI":"10.1016\/j.chemosphere.2017.10.115","article-title":"Pyrethroid pesticide residues in the global environment: An overview","volume":"191","author":"Tang","year":"2018","journal-title":"Chemosphere"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"177","DOI":"10.3389\/fenvs.2019.00177","article-title":"Biodiversity decline as a consequence of an inappropriate environmental risk assessment of pesticides","volume":"7","author":"Zaller","year":"2019","journal-title":"Front. Environ. Sci."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"547","DOI":"10.1007\/s10654-011-9574-5","article-title":"Parkinson\u2019s disease risk from ambient exposure to pesticides","volume":"26","author":"Wang","year":"2011","journal-title":"Eur. J. Epidemiol."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1875","DOI":"10.1186\/s12889-020-09939-0","article-title":"The global distribution of acute unintentional pesticide poisoning: Estimations based on a systematic review","volume":"20","author":"Boedeker","year":"2020","journal-title":"BMC Public Health"},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"Cingel, A., Savi\u0107, J., Lazarevi\u0107, J., \u0106osi\u0107, T., Raspor, M., Smigocki, A., and Ninkovi\u0107, S. (2016). Extraordinary adaptive plasticity of Colorado potato beetle: \u201cTen-striped Spearman\u201d in the era of biotechnological warfare. Int. J. Mol. Sci., 17.","DOI":"10.3390\/ijms17091538"},{"key":"ref_10","first-page":"186","article-title":"Biopesticides: An ecofriendly approach for pest control","volume":"3","author":"Gupta","year":"2010","journal-title":"J. Biopestic."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"113012","DOI":"10.1016\/j.indcrop.2020.113012","article-title":"The aromatic ginger Kaempferia galanga L. (Zingiberaceae) essential oil and its main compounds are effective larvicidal agents against Aedes vittatus and Anopheles maculatus without toxicity on the non-target aquatic fauna","volume":"158","author":"AlSalhi","year":"2020","journal-title":"Ind. Crops Prod."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"940","DOI":"10.1016\/j.foodchem.2007.04.038","article-title":"Antioxidant activity and phenolic compounds in 32 selected herbs","volume":"105","author":"Czemerys","year":"2007","journal-title":"Food Chem."},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"Kiokias, S., Proestos, C., and Oreopoulou, V. (2020). Phenolic acids of plant origin\u2014A review on their antioxidant activity in vitro (o\/w emulsion systems) along with their in vivo health biochemical properties. Food, 9.","DOI":"10.3390\/foods9040534"},{"key":"ref_14","first-page":"208","article-title":"Plants as potential sources of pesticidal agents: A review","volume":"Volume 10","author":"Soundararajan","year":"2012","journal-title":"Pesticides\u2013Advances in Chemical and Botanical Pesticides"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"104383","DOI":"10.1016\/j.micpath.2020.104383","article-title":"Antiviral, antifungal, and insecticidal activities of Eucalyptus bark extract: HPLC analysis of polyphenolic compounds","volume":"147","author":"Abdelkhalek","year":"2020","journal-title":"Microb. Pathog."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1080\/07352680802053908","article-title":"Phytochemicals and insect control: An antifeedant approach","volume":"27","author":"Koul","year":"2008","journal-title":"Crit. Rev. Plant Sci."},{"key":"ref_17","first-page":"81","article-title":"The feeding effect of polyphenolic compounds on the Colorado potato beetle (Leptinotarsa decemlineata Say)","volume":"1","author":"Pavela","year":"2007","journal-title":"Pest Technol."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"887","DOI":"10.1007\/s00436-009-1511-0","article-title":"Larvicidal effects of some Euro-Asiatic plants against Culex quinquefasciatus Say larvae (Diptera: Culicidae)","volume":"105","author":"Pavela","year":"2009","journal-title":"Parasitol. Res."},{"key":"ref_19","first-page":"55","article-title":"Antifeedant activity of Spilanthes acmella flower head extract against Spodoptera litura (Fabricius)","volume":"33","author":"Rani","year":"2009","journal-title":"J. Entomol. Res."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"400","DOI":"10.1076\/phbi.40.5.400.8459","article-title":"Antifungal activity of Tagetes patula extracts","volume":"40","author":"Mares","year":"2002","journal-title":"Pharm. Biol."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1235","DOI":"10.1016\/j.biortech.2004.10.020","article-title":"Larvicidal activity of Tagetes patula essential oil against three mosquito species","volume":"96","author":"Dharmagadda","year":"2005","journal-title":"Bioresour. Technol."},{"key":"ref_22","first-page":"32","article-title":"Chemical composition and antibacterial activity of the essential oil of Tagetes patula L. (Asteraceae) collected from the Venezuela Andes","volume":"34","author":"Rondon","year":"2006","journal-title":"Rev. Latinoam. Qu\u00edm."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"415","DOI":"10.1007\/s00436-016-5305-x","article-title":"Insecticidal activity of an essential oil of Tagetes patula L. (Asteraceae) on common bed bug Cimex lectularius L. and molecular docking of major compounds at the catalytic site of ClAChE1","volume":"116","author":"Politi","year":"2017","journal-title":"Parasitol. Res."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"e0233511","DOI":"10.1371\/journal.pone.0233511","article-title":"Insecticidal activity of marigold Tagetes patula plants and foliar extracts against the hemipteran pests, Lygus hesperus and Bemisia tabaci","volume":"15","author":"Fabrick","year":"2020","journal-title":"PLoS ONE"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"15","DOI":"10.1016\/j.micpath.2016.02.016","article-title":"Antifungal, antiradical and cytotoxic activities of extractives obtained from Tagetes patula L. (Asteraceae), a potential acaricide plant species","volume":"95","author":"Politi","year":"2016","journal-title":"Microb. Pathog."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"713","DOI":"10.1016\/0031-9422(80)87053-1","article-title":"Quercetagetin 5-methyl ether from the petals of Tagetes patula","volume":"19","author":"Bhardwaj","year":"1980","journal-title":"Phytochemistry"},{"key":"ref_27","first-page":"555","article-title":"Flavonoids in Tagetes patula","volume":"64","author":"Ivancheva","year":"1993","journal-title":"Fitoterapia"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1016\/S0960-8524(97)00101-6","article-title":"Tagetes: A multipurpose plant","volume":"62","author":"Vasudevan","year":"1997","journal-title":"Bioresour. Technol."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"516","DOI":"10.3109\/13880209.2010.523006","article-title":"Bioassay-guided isolation of antioxidant agents with analgesic properties from flowers of Tagetes patula","volume":"49","author":"Faizi","year":"2011","journal-title":"Pharm. Biol."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"9080","DOI":"10.1021\/jf201611b","article-title":"Isolation of nematicidal compounds from Tagetes patula L. yellow flowers: Structure-activity relationship studies against cyst nematode Heterodera zeae infective stage larvae","volume":"59","author":"Faizi","year":"2011","journal-title":"J. Agr. Food Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"576","DOI":"10.1016\/j.bjp.2014.10.001","article-title":"Extraction of flavonoids from Tagetes patula: Process optimization and screening for biological activity","volume":"24","author":"Munhoz","year":"2014","journal-title":"Rev. Bras. Farmacogn."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"833","DOI":"10.1093\/jmedent\/31.6.833","article-title":"Toxicity of extracts from three Tagetes against adults and larvae of yellowfever mosquito and Anopheles stephensi (Diptera: Culicidae)","volume":"31","author":"Perich","year":"1994","journal-title":"J. Med. Entomol."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"128","DOI":"10.1080\/10440040802394992","article-title":"Evaluation of marigolds and entomopathogenic nematodes for control of the cabbage maggot Delia radicum","volume":"33","author":"Leger","year":"2009","journal-title":"J. Sustain. Agric."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"985","DOI":"10.1111\/j.1420-9101.2007.01310.x","article-title":"The genetic architecture of a niche: Variation and covariation in host use traits in the Colorado potato beetle","volume":"20","author":"Forister","year":"2007","journal-title":"J. Evol. Biol."},{"key":"ref_35","unstructured":"Alyokhin, A., Vincent, C., and Giordanengo, P. (2013). Insect Pests of Potato: Global Perspectives on Biology and Management, Academic Press. [1st ed.]."},{"key":"ref_36","unstructured":"Arthropod Pesticide Resistance Database (APRD) (2021, September 01). Leptinotarsa decemlineata\u2014Shown Resistance to Active Ingredient(s). Available online: https:\/\/www.pesticideresistance.org\/display.php?page=species&arId=141."},{"key":"ref_37","first-page":"13","article-title":"History of Colorado potato beetle control","volume":"23","author":"Gauthier","year":"1981","journal-title":"Adv. Potato Pest Manag."},{"key":"ref_38","first-page":"165","article-title":"Evaluation of the repellency effect of neem (Melia azedarach) plant extracts based on the Mittler & Dadd method","volume":"6","author":"Bina","year":"2017","journal-title":"J. Agric. Chem. Environ."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"351","DOI":"10.1080\/01448765.2006.9755336","article-title":"An evaluation of companion planting and botanical extracts as alternative pest controls for the Colorado potato beetle","volume":"23","author":"Moreau","year":"2006","journal-title":"Biol. Agric. Hortic."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"1403","DOI":"10.1002\/1873-3468.13741","article-title":"Rotenone-induced reactive oxygen species signal the recruitment of STAT3 to mitochondria","volume":"594","author":"Mohammed","year":"2020","journal-title":"FEBS Lett."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"866","DOI":"10.1289\/ehp.1002839","article-title":"Rotenone, Paraquat and Parkinson\u2019s disease","volume":"119","author":"Tanner","year":"2011","journal-title":"Environ. Health Perspect."},{"key":"ref_42","first-page":"441","article-title":"Contact and residual toxicities of 30 plant extracts to Colorado potato beetle larvae","volume":"6","author":"Whalon","year":"2007","journal-title":"Arch. Phytopathol. Pflanzenschutz."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"312","DOI":"10.1002\/jms.586","article-title":"Characterization of the interglycosidic linkage in di-, tri-, tetra- and pentaglycosylated flavonoids and differentiation of positional isomers by liquid chromatography\/electrospray ionization tandem mass spectrometry","volume":"39","author":"Ferreres","year":"2004","journal-title":"J. Mass Spectrom."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"1203","DOI":"10.1002\/jms.224","article-title":"Structure characterization of flavonoid O-diglycosides by positive and negative nano-electrospray ionization ion trap mass spectrometry","volume":"36","author":"Cuyckens","year":"2001","journal-title":"J. Mass Spectrom."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1016\/j.chroma.2015.08.033","article-title":"An on-line high-performance liquid chromatography-diode-array detector-electrospray ionization-ion-trap-time-of-flight-mass spectrometry-total antioxidant capacity detection system applying two antioxidant methods for activity evaluation of the edible flowers from Prunus mume","volume":"1414","author":"Zhang","year":"2015","journal-title":"J. Chromatogr. A."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"352","DOI":"10.1002\/jms.995","article-title":"Structural characterization of flavonol 3,7-di-O-glycosides and determination of the glycosylation position by using negative ion electrospray ionization tandem mass spectrometry","volume":"41","author":"Ablajan","year":"2006","journal-title":"J. Mass Spectrom."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1016\/j.ijms.2005.09.011","article-title":"A comparison of flavonoid glycosides by electrospray tandem mass spectrometry","volume":"248","author":"March","year":"2006","journal-title":"Int. J. Mass Spectrom."},{"key":"ref_48","first-page":"399","article-title":"The effects of solvents polarity on the phenolic contents and antioxidant activity of three Mentha species extracts","volume":"3","author":"Barchan","year":"2014","journal-title":"Int. J. Curr. Microbiol. Appl. Sci."},{"key":"ref_49","first-page":"196","article-title":"A review on the extraction methods use in medicinal plants, principle, strength, and limitation","volume":"4","author":"Azwanida","year":"2015","journal-title":"Med. Aromat. Plants"},{"key":"ref_50","doi-asserted-by":"crossref","unstructured":"Altemimi, A., Lakhssassi, N., Baharlouei, A., Watson, D.G., and Lightfoot, D.A. (2017). Phytochemicals: Extraction, isolation, and identification of bioactive compounds from plant extracts. Plants, 6.","DOI":"10.3390\/plants6040042"},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"7880","DOI":"10.1021\/acs.jafc.0c02042","article-title":"Influence of harvest date and postharvest treatment on carotenoid and flavonoid composition in French marigold flowers","volume":"68","author":"Bhave","year":"2020","journal-title":"J. Agric. Food Chem."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"295","DOI":"10.1186\/1756-3305-5-295","article-title":"Acaricidal activity of ethanolic extract from aerial parts of Tagetes patula L. (Asteraceae) against larvae and engorged adult females of Rhipicephalus sanguineus (Latreille, 1806)","volume":"5","author":"Politi","year":"2012","journal-title":"Parasites Vectors"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1002\/jms.398","article-title":"Study of the collision-induced radical cleavage of flavonoid glycosides using negative electrospray ionization tandem quadrupole mass spectrometry","volume":"38","author":"Hvattum","year":"2003","journal-title":"J. Mass Spectrom."},{"key":"ref_54","first-page":"93","article-title":"Flavonoids from the flowers of Tagetes erecta L. Alex","volume":"18","author":"Hammoda","year":"2004","journal-title":"J. Pharm. Sci."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"141","DOI":"10.1016\/j.phytol.2016.04.004","article-title":"Tagenols A and B: New lipoxygenase inhibitor flavonols from Tagetes minuta","volume":"16","author":"Mohamed","year":"2016","journal-title":"Phytochem. Lett."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"1079","DOI":"10.3390\/91201079","article-title":"Quantitative structure\u2014Antioxidant activity relationships of flavonoid compounds","volume":"9","author":"Farkas","year":"2004","journal-title":"Molecules"},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"2994","DOI":"10.1007\/s12161-017-0871-9","article-title":"Comparative study of the antioxidant capacity of four stilbenes using ORAC, ABTS+, and FRAP techniques","volume":"10","author":"Matencio","year":"2017","journal-title":"Food Anal. Method."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"128","DOI":"10.1016\/j.foodchem.2015.08.003","article-title":"Structure\u2014antioxidant activity relationships of o-hydroxyl, o-methoxy, and alkyl ester derivatives of p-hydroxybenzoic acid","volume":"194","author":"Farhoosh","year":"2016","journal-title":"Food Chem."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"2611","DOI":"10.1038\/s41598-020-59451-z","article-title":"Structure-antioxidant activity relationship of methoxy, phenolic hydroxyl, and carboxylic acid groups of phenolic acids","volume":"10","author":"Chen","year":"2020","journal-title":"Sci. Rep."},{"key":"ref_60","first-page":"1","article-title":"Cytotoxic and antioxidant properties of phenolic compounds from Tagetes patula flower","volume":"53","author":"Kashif","year":"2014","journal-title":"Pharm. Biol."},{"key":"ref_61","doi-asserted-by":"crossref","unstructured":"Alvarado-Sansininea, J., Luis S\u00e1nchez-S\u00e1nchez, L., L\u00f3pez-Mu\u00f1oz, H., Escobar, M.L., Flores-Guzm\u00e1n, F., Tavera-Hern\u00e1ndez, R., and Jim\u00e9nez-Estrada, M. (2018). Quercetagetin and patuletin: Antiproliferative, necrotic and apoptotic activity in tumor cell lines. Molecules, 23.","DOI":"10.3390\/molecules23102579"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"309","DOI":"10.1080\/13880200801887476","article-title":"Antibacterial and antifungal activities of different parts of Tagetes patula: Preparation of patuletin derivatives","volume":"46","author":"Faizi","year":"2008","journal-title":"Pharm. Biol."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"232","DOI":"10.1016\/j.intimp.2016.04.034","article-title":"Anti-TNF-\u03b1 and anti-arthritic effect of patuletin: A rare flavonoid from Tagetes patula","volume":"36","author":"Jabeen","year":"2016","journal-title":"Int. Immunopharmacol."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"12","DOI":"10.1016\/j.ajps.2017.08.004","article-title":"Bioactive flavonoids in medicinal plants: Structure, activity and biological fate","volume":"13","author":"Wang","year":"2018","journal-title":"Asian J. Pharm. Sci."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"969","DOI":"10.1007\/s10886-005-4242-4","article-title":"Phenolic compounds in red oak and sugar maple leaves have prooxidant activities in the midgut fluids of Malacosoma disstria and Orgyia leucostigma caterpillars","volume":"31","author":"Barbehenn","year":"2005","journal-title":"J. Chem. Ecol."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"32","DOI":"10.1002\/arch.20079","article-title":"Fenton-type reactions and iron concentrations in the midgut fluids of tree-feeding caterpillars","volume":"60","author":"Barbehenn","year":"2005","journal-title":"Arch. Insect Biochem. Physiol."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"2091","DOI":"10.3390\/ijms13022091","article-title":"Antioxidant-induced stress","volume":"13","author":"Villanueva","year":"2012","journal-title":"Int. J. Mol. Sci."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1016\/0304-3835(94)90269-0","article-title":"Kaempferol-induced nuclear DNA damage and lipid peroxidation","volume":"85","author":"Sahu","year":"1994","journal-title":"Cancer Lett."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"75","DOI":"10.1016\/0304-3835(91)90026-E","article-title":"Quercetin-induced lipid peroxidation and DNA damage in isolated rat-liver nuclei","volume":"58","author":"Sahu","year":"1991","journal-title":"Cancer Lett."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"343","DOI":"10.1093\/ee\/14.3.343","article-title":"Colorado potato beetle temperature depended growth and feeding rates","volume":"14","author":"Ferro","year":"1985","journal-title":"Environ. Entomol."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1016\/j.indcrop.2010.04.010","article-title":"Antifeedant activity of plant extracts on Leptinotarsa decemlineata Say. and Spodoptera littoralis Bois. larvae","volume":"32","author":"Pavela","year":"2010","journal-title":"Ind. Crops Prod."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"1040","DOI":"10.1093\/jee\/81.4.1040","article-title":"Feeding inhibition and mortality effects of neem-seed extract on the Colorado potato beetle (Coleoptera, Chrysomelidae)","volume":"81","author":"Zehnder","year":"1988","journal-title":"J. Econ. Entomol."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"223","DOI":"10.1007\/s10340-006-0138-5","article-title":"Combinations of several insecticides used for integrated control of Colorado potato beetle (Leptinotarsa decemlineata, Say, Coleoptera: Chrysomelidae)","volume":"79","author":"Bezjak","year":"2006","journal-title":"J. Pest. Sci."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"15252","DOI":"10.1074\/jbc.M110496200","article-title":"Flavonoid inhibition of sodium-dependent vitamin C transporter 1 (SVCT1) and glucose transporter isoform 2 (GLUT2), intestinal transporters for vitamin C and Glucose","volume":"277","author":"Song","year":"2002","journal-title":"J. Biol. Chem."},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"5618","DOI":"10.1021\/jf0006832","article-title":"Green tea polyphenols inhibit the sodium-dependent glucose transporter of intestinal epithelial cells by a competitive mechanism","volume":"48","author":"Kobayashi","year":"2000","journal-title":"J. Agric. Food Chem."},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/S0012-1606(03)00276-8","article-title":"The control of body size in insects","volume":"261","author":"Nijhout","year":"2003","journal-title":"Dev. Biol."},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"787","DOI":"10.1016\/j.apjtm.2017.08.003","article-title":"Growth inhibitory effect of phenolic extracts of Ziziphus jujuba Mill. in dengue vector Aedes aegypti (L) in parent and F1 generation","volume":"10","author":"Devi","year":"2017","journal-title":"Asian Pac. J. Trop. Med."},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"2458","DOI":"10.1271\/bbb.64.2458","article-title":"Inhibition of \u03ac-glucosidase and \u03ac-amylase by luteolin, a flavonoid","volume":"64","author":"Kim","year":"2000","journal-title":"Biosci. Biotechnol. Biochem."},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"954","DOI":"10.1016\/j.foodres.2013.02.009","article-title":"A review on protein\u2013phenolic interactions and associated changes","volume":"51","author":"Ozdal","year":"2013","journal-title":"Food Res. Int."},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"556","DOI":"10.1016\/j.foodchem.2014.12.013","article-title":"Interactions of polyphenols with carbohydrates, lipids and proteins","volume":"175","author":"Jakobek","year":"2015","journal-title":"Food Chem."},{"key":"ref_81","doi-asserted-by":"crossref","unstructured":"\u0160ukovi\u0107, D., Kne\u017eevi\u0107, B., Ga\u0161i\u0107, U., Sredojevi\u0107, M., \u0106iri\u0107, I., Todi\u0107, S., Muti\u0107, J., and Te\u0161i\u0107, \u017d. (2020). Phenolic profiles of leaves, grapes and wine of grapevine variety Vranac (Vitis vinifera L.) from Montenegro. Foods, 9.","DOI":"10.3390\/foods9020138"},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"757","DOI":"10.1016\/j.jff.2012.05.002","article-title":"Changes in colour, antioxidant activities and carotenoids (lycopene, \u03b2-carotene, lutein) of marigold flower (Tagetes erecta L.) resulting from different drying processes","volume":"4","author":"Siriamornpun","year":"2012","journal-title":"J. Func. Food."},{"key":"ref_83","doi-asserted-by":"crossref","unstructured":"Wang, Y.M., Ran, X.K., Riaz, M., Yu, M., Cai, Q., Dou, D.Q., Metwaly, A.M., Kang, T.G., and Cai, D.C. (2019). Chemical constituents of stems and leaves of Tagetes patula L. and its fingerprint. Molecules, 24.","DOI":"10.3390\/molecules24213911"},{"key":"ref_84","doi-asserted-by":"crossref","unstructured":"Burlec, A.F., Pecio, \u0141., Kozachok, S., Mircea, C., Corciov\u0103, A., Vere\u0219tiuc, L., Cioanc\u0103, O., Oleszek, W., and H\u0103ncianu, M. (2021). Phytochemical profile, antioxidant activity, and cytotoxicity assessment of Tagetes erecta L. flowers. Molecules, 26.","DOI":"10.3390\/molecules26051201"},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"144","DOI":"10.5344\/ajev.1965.16.3.144","article-title":"Colorimetry of total phenolics with phosphomolybdic-phosphotungstic acid reagents","volume":"16","author":"Singleton","year":"1965","journal-title":"Am. J. Enol. Vitic."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1016\/S0023-6438(95)80008-5","article-title":"Use a free radical method to evaluate antioxidative activity","volume":"28","author":"Cuvelier","year":"1995","journal-title":"LWT\u2014Food Sci. Technol."},{"key":"ref_87","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 decolorisation assay","volume":"26","author":"Re","year":"1999","journal-title":"Free Radic. Biol. Med."},{"key":"ref_88","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_89","doi-asserted-by":"crossref","first-page":"241","DOI":"10.1002\/(SICI)1520-6327(1997)36:4<241::AID-ARCH1>3.0.CO;2-V","article-title":"Dietrelated plasticity of the digestive proteolytic system in larvae of the Colorado potato beetle (Leptinotarsa decemlineata Say)","volume":"36","author":"Overney","year":"1997","journal-title":"Arch. Insect Biochem. Physiol."},{"key":"ref_90","doi-asserted-by":"crossref","first-page":"248","DOI":"10.1016\/0003-2697(76)90527-3","article-title":"A rapid and sensitive method for the quantification of microgram quantities of protein using the principle of dye binding","volume":"72","author":"Bradford","year":"1976","journal-title":"Anal. Biochem."},{"key":"ref_91","doi-asserted-by":"crossref","first-page":"155","DOI":"10.1021\/bp00026a004","article-title":"Production of Oryzacystatins I and II in Escherichia coli using the glutathione S-transferase gene fusion system","volume":"10","author":"Michaud","year":"1994","journal-title":"Biotechnol. Prog."},{"key":"ref_92","doi-asserted-by":"crossref","first-page":"112747","DOI":"10.1016\/j.indcrop.2020.112747","article-title":"UHPLC-LTQ OrbiTrap MS analysis and biological properties of Origanum vulgare subsp. viridulum obtained by different extraction methods","volume":"154","author":"Zengin","year":"2020","journal-title":"Ind. Crops Prod."}],"container-title":["Plants"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2223-7747\/11\/3\/407\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T22:12:47Z","timestamp":1760134367000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2223-7747\/11\/3\/407"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,2,1]]},"references-count":92,"journal-issue":{"issue":"3","published-online":{"date-parts":[[2022,2]]}},"alternative-id":["plants11030407"],"URL":"https:\/\/doi.org\/10.3390\/plants11030407","relation":{},"ISSN":["2223-7747"],"issn-type":[{"value":"2223-7747","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,2,1]]}}}