{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,5]],"date-time":"2026-09-05T05:47:20Z","timestamp":1788587240248,"version":"build-2803163510"},"reference-count":40,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2022,4,2]],"date-time":"2022-04-02T00:00:00Z","timestamp":1648857600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Considering medicinal plants as an inexhaustible source of active ingredients that may be easily isolated using simple and inexpensive techniques, phytotherapy is becoming increasingly popular. Various experimental approaches and analytical methods have been used to demonstrate that the genus Calendula (Asteraceae) has a particular richness in active ingredients, especially phenolic compounds, which justifies the growing interest in scientific studies on this genus\u2019 species. From a chemical and biological viewpoint, Calendula aegyptiaca is a little-studied plant. For the first time, high-performance liquid chromatography combined with negative electrospray ionization mass spectrometry (HPLC-HESI-MS) was used to analyze methanolic extracts of Calendula aegyptiaca (C. aegyptiaca) fruits. Thirty-five molecules were identified. Flavonoids (47.87%), phenolic acids (5.18%), and saponins (6.47%) formed the majority of these chemicals. Rutin, caffeic acid hexoside, and Soyasaponin \u03b2g\u2019 were the most abundant molecules in the fruit methanolic extract, accounting for 17.49% of total flavonoids, 2.32 % of total phenolic acids, and 0.95% of total saponins, respectively. The antioxidant activity of the fruit extracts of C. aegyptiaca was investigated using FRAP, TAC, and DPPH as well as flavonoids and total phenols content. Because the phenolic components were more extractable using polar solvents, the antioxidant activity of the methanolic extract was found to be higher than that of the dichloromethane and hexane extracts. The IC50 value for DPPH of methanolic extract was found to be 0.041 mg\u00b7mL\u22121. Our findings showed that C. aegyptiaca is an important source of physiologically active compounds.<\/jats:p>","DOI":"10.3390\/molecules27072314","type":"journal-article","created":{"date-parts":[[2022,4,3]],"date-time":"2022-04-03T02:59:52Z","timestamp":1648954792000},"page":"2314","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":53,"title":["HESI-MS\/MS Analysis of Phenolic Compounds from Calendula aegyptiaca Fruits Extracts and Evaluation of Their Antioxidant Activities"],"prefix":"10.3390","volume":"27","author":[{"given":"Wafa","family":"Grati","sequence":"first","affiliation":[{"name":"Laboratory of Organic Chemistry LR17ES08, Natural Substances Team, Faculty of Sciences of Sfax, University of Sfax, P.O. Box 1171, Sfax 3000, Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sonda","family":"Samet","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry LR17ES08, Natural Substances Team, Faculty of Sciences of Sfax, University of Sfax, P.O. Box 1171, Sfax 3000, Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bouthaina","family":"Bouzayani","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry LR17ES08, Natural Substances Team, Faculty of Sciences of Sfax, University of Sfax, P.O. Box 1171, Sfax 3000, Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Amani","family":"Ayachi","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry LR17ES08, Natural Substances Team, Faculty of Sciences of Sfax, University of Sfax, P.O. Box 1171, Sfax 3000, Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michel","family":"Treilhou","sequence":"additional","affiliation":[{"name":"Equipe BTSB-EA 7417, Institut National Universitaire Jean-Fran\u00e7ois Champollion, Universit\u00e9 de Toulouse, Place de Verdun, 81012 Albi, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3958-8182","authenticated-orcid":false,"given":"Nathan","family":"T\u00e9n\u00e9","sequence":"additional","affiliation":[{"name":"Equipe BTSB-EA 7417, Institut National Universitaire Jean-Fran\u00e7ois Champollion, Universit\u00e9 de Toulouse, Place de Verdun, 81012 Albi, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Raoudha","family":"Mezghani-Jarraya","sequence":"additional","affiliation":[{"name":"Laboratory of Organic Chemistry LR17ES08, Natural Substances Team, Faculty of Sciences of Sfax, University of Sfax, P.O. Box 1171, Sfax 3000, Tunisia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,4,2]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1007\/s40415-015-0135-0","article-title":"Anticancer potential of medicinal plants and their phytochemicals: A review","volume":"38","author":"Shukla","year":"2015","journal-title":"Braz. J. Bot."},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"Rolnik, A., and Olas, B. (2021). The plants of the Asteraceae family as agents in the protection of human health. Int. J. Mol. Sci., 22.","DOI":"10.3390\/ijms22063009"},{"key":"ref_3","first-page":"769","article-title":"Calendula officinalis\u2014An important medicinal plant with potential biological properties","volume":"83","author":"Jan","year":"2017","journal-title":"Proc. Indian Natl. Sci. Acad."},{"key":"ref_4","doi-asserted-by":"crossref","unstructured":"Bouzayani, B., Koubaa, I., Frikha, D., Samet, S., Ben Younes, A., Chawech, R., Maalej, S., Allouche, N., and Mezghani Jarraya, R. (2022). Spectrometric analysis, phytoconstituents isolation and evaluation of in vitro antioxidant and antimicrobial activities of Tunisian Cistanche violacea (Desf). Chem. Pap., 1\u201320.","DOI":"10.1007\/s11696-022-02082-7"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"203","DOI":"10.1016\/j.indcrop.2011.09.007","article-title":"Comparative assessment of antioxidant and cholinesterase inhibitory properties of the marigold extracts from Calendula arvensis L. and Calendula officinalis L.","volume":"36","author":"Ercetin","year":"2012","journal-title":"Ind. Crops Prod."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"10576","DOI":"10.1021\/jf102042g","article-title":"Characterization of phenolic composition in Lamiaceae spices by LC-ESI-MS\/MS","volume":"58","author":"Hossain","year":"2010","journal-title":"J. Agric. Food Chem."},{"key":"ref_7","doi-asserted-by":"crossref","unstructured":"Salomon, L., Lorenz, P., Ehrmann, B., Spring, O., Stintzing, F.C., and Kammerer, D.R. (2021). Impact of environmental conditions on growth and the phenolic profile of Achillea atrata L.. Processes, 9.","DOI":"10.3390\/pr9050853"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"030079","DOI":"10.1063\/1.4991183","article-title":"Identification of nonvolatile compounds in clove (Syzygium aromaticum) from Manado","volume":"1862","author":"Fathoni","year":"2017","journal-title":"AIP Conf. Proc."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"11490","DOI":"10.3390\/molecules200611490","article-title":"Antioxidant capacities and analysis of phenolic compounds in three endemic Nolana species by HPLC-PDA-ESI-MS","volume":"20","author":"Simirgiotis","year":"2015","journal-title":"Molecules"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1957","DOI":"10.1007\/s13197-015-2144-1","article-title":"Characterization of aroma-active and phenolic profiles of wild thyme (Thymus serpyllum) by GC-MS-Olfactometry and LC-ESI-MS\/MS","volume":"53","author":"Sonmezdag","year":"2016","journal-title":"J. Food Sci. Technol."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"3821","DOI":"10.1021\/jf050046h","article-title":"Discriminating between the six isomers of dicaffeoylquinic acid by LC-MS n","volume":"53","author":"Clifford","year":"2005","journal-title":"J. Agric. Food Chem."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"3530","DOI":"10.1038\/s41598-020-60076-5","article-title":"UHPLC-QTOF-MS\/MS based phytochemical characterization and anti-hyperglycemic prospective of hydro-ethanolic leaf extract of Butea monosperma","volume":"10","author":"Farooq","year":"2020","journal-title":"Sci. Rep."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"254","DOI":"10.1016\/j.jff.2018.04.013","article-title":"Calendula L. species polyphenolic profile and in vitro antifungal activity","volume":"45","author":"Faustino","year":"2018","journal-title":"J. Funct. Foods"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"214","DOI":"10.1016\/j.jpha.2017.01.005","article-title":"Identification and characterization of phenolics and terpenoids from ethanolic extracts of Phyllanthus species by HPLC-ESI-QTOF-MS\/MS","volume":"7","author":"Kumar","year":"2017","journal-title":"J. Pharm. Anal."},{"key":"ref_15","first-page":"17","article-title":"Identification of flavonol glycosides in winemaking by-products by HPLC with different detectors and hyphenated with mass spectrometry","volume":"20","author":"Silva","year":"2005","journal-title":"Ci\u00eanc. T\u00e9c. Vitivin\u00edc."},{"key":"ref_16","doi-asserted-by":"crossref","unstructured":"Affes, S., Ben Younes, A., Frikha, D., Allouche, N., Treilhou, M., Tene, N., and Mezghani-Jarraya, R. (2021). ESI-MS\/MS analysis of phenolic compounds from Aeonium arboreum leaf extracts and evaluation of their antioxidant and antimicrobial activities. Molecules, 26.","DOI":"10.3390\/molecules26144338"},{"key":"ref_17","doi-asserted-by":"crossref","unstructured":"Villalva, M., Santoyo, S., Salas-P\u00e9rez, L., de la Nieves Siles-S\u00e1nchez, M., Rodr\u00edguez Garc\u00eda-Risco, M., Fornari, T., Reglero, G., and Jaime, L. (2021). Sustainable extraction techniques for obtaining antioxidant and anti-inflammatory compounds from the Lamiaceae and Asteraceae species. Foods, 10.","DOI":"10.3390\/foods10092067"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"805","DOI":"10.1093\/chromsci\/bmw016","article-title":"Rapid identification of flavonoid constituents directly from PTP1B inhibitive extract of raspberry (Rubus idaeus L.) leaves by HPLC\u2013ESI\u2013QTOF\u2013MS-MS","volume":"54","author":"Li","year":"2016","journal-title":"J. Chromatogr. Sci."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"215","DOI":"10.1016\/j.foodchem.2016.05.052","article-title":"Identification and characterization of phenolic compounds in hydromethanolic extracts of Sorghum wholegrains by LC-ESI-MSn","volume":"211","author":"Kang","year":"2016","journal-title":"Food Chem."},{"key":"ref_20","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_21","doi-asserted-by":"crossref","first-page":"127","DOI":"10.1016\/j.aca.2012.02.051","article-title":"Simultaneous qualitative assessment and quantitative analysis of flavonoids in various tissues of lotus (Nelumbo nucifera) using high performance liquid chromatography coupled with triple quad mass spectrometry","volume":"724","author":"Chen","year":"2012","journal-title":"Anal. Chim. Acta"},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"63","DOI":"10.1016\/j.jfca.2018.03.005","article-title":"Characterization of phenolic compounds in mature Moroccan Medjool date palm fruits (Phoenix dactylifera) by HPLC-DAD-ESI-MS","volume":"70","author":"Khallouki","year":"2018","journal-title":"J. Food Compos. Anal."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"979","DOI":"10.1016\/j.foodchem.2015.07.111","article-title":"Characterisation and identification of triterpene saponins in the roots of red beets (Beta vulgaris L.) using two HPLC\u2013MS systems","volume":"192","author":"Kachlicki","year":"2016","journal-title":"Food Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"12397","DOI":"10.1021\/jf303952x","article-title":"Triterpene saponin content in the roots of red beet (Beta vulgaris L.) cultivars","volume":"60","author":"Mroczek","year":"2012","journal-title":"J. Agric. Food Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1462","DOI":"10.1021\/np200218r","article-title":"Metabolite profiling of triterpene saponins in Medicago truncatula hairy roots by liquid chromatography Fourier transform ion cyclotron resonance mass spectrometry","volume":"74","author":"Pollier","year":"2011","journal-title":"J. Nat. Prod."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"80","DOI":"10.1016\/j.indcrop.2015.02.014","article-title":"HPLC-ESI-MSn characterization of phenolic compounds, terpenoid saponins, and other minor compounds in Bituminaria bituminosa","volume":"69","author":"Gouveia","year":"2015","journal-title":"Ind. Crops Prod."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"307","DOI":"10.1016\/j.jfca.2009.01.014","article-title":"A study of oxidation products of free polyunsaturated fatty acids in mechanically deboned meat","volume":"22","author":"Raudsepp","year":"2009","journal-title":"J. Food Compos. Anal."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"1538","DOI":"10.1039\/C3AY41817K","article-title":"Coupling neutral desorption sampling to dielectric barrier discharge ionization mass spectrometry for direct oil analysis","volume":"6","author":"Zhou","year":"2014","journal-title":"Anal. Methods"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"2168","DOI":"10.1002\/rcm.1170","article-title":"Targeted lipidomics using electron capture atmospheric pressure chemical ionization mass spectrometry","volume":"17","author":"Lee","year":"2003","journal-title":"Rapid Commun. Mass Spectrom."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"133","DOI":"10.1365\/s10337-009-1142-8","article-title":"Identification of multiple constituents in the TCM-formula Shexiang Baoxin pill by LC coupled with DAD-ESI-MS-MS","volume":"70","author":"Jiang","year":"2009","journal-title":"Chromatographia"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"279","DOI":"10.1021\/jf00038a010","article-title":"Saponins from sugar beet and the floc problem","volume":"42","author":"Ridout","year":"1994","journal-title":"J. Agric. Food Chem."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"1073","DOI":"10.1002\/med.21457","article-title":"Toward an understanding of structural insights of xanthine and aldehyde oxidases: An overview of their inhibitors and role in various diseases","volume":"38","author":"Kumar","year":"2018","journal-title":"Med. Res. Rev."},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Nascimento, Y.M., Abreu, L.S., Lima, R.L., Costa, V.C.O., Melo, J.I.M.D., Braz-Filho, R., Sobral Silva, M., and Tavares, J.F. (2019). Rapid characterization of triterpene saponins from Zornia brasiliensis by HPLC-ESI-MS\/MS. Molecules, 24.","DOI":"10.3390\/molecules24142519"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"64","DOI":"10.5530\/pj.2018.1.13","article-title":"Phytochemical composition and evaluation of the antioxidant activity of the ethanolic extract of Calendula suffruticosa subsp. suffruticosa Vahl","volume":"10","author":"Ismahene","year":"2018","journal-title":"Pharmcogn. J."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"287","DOI":"10.3906\/bot-1410-29","article-title":"Plant diversity and relationships with environmental factors after rangeland exclosure in arid Tunisia","volume":"40","author":"Mseddi","year":"2016","journal-title":"Turk. J. Bot."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"342","DOI":"10.1016\/j.fct.2010.11.003","article-title":"Antioxidant and antitumor activities of Artemisia campestris and Thymelaea hirsuta from southern Tunisia","volume":"49","author":"Akrout","year":"2011","journal-title":"Food Chem. Toxicol."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"765","DOI":"10.1016\/j.foodchem.2008.10.010","article-title":"Polyphenol content and antiradical activity of Cichorium intybus L. from biodynamic and conventional farming","volume":"114","author":"Heimler","year":"2009","journal-title":"Food Chem."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"2226","DOI":"10.1021\/jf990092f","article-title":"2, 2-Diphenyl-1-picrylhydrazyl radical-scavenging active components from Polygonum multiflorum thunb","volume":"47","author":"Chen","year":"1999","journal-title":"J. Agric. Food Chem."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"337","DOI":"10.1006\/abio.1999.4019","article-title":"Spectrophotometric quantitation of antioxidant capacity through the formation of a phosphomolybdenum complex","volume":"269","author":"Prieto","year":"1999","journal-title":"Anal. Biochem."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"1731","DOI":"10.1016\/j.fct.2007.03.006","article-title":"Effect of Lactarius piperatus fruiting body maturity stage on antioxidant activity measured by several biochemical assays","volume":"45","author":"Barros","year":"2007","journal-title":"Food Chem. Toxicol."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/7\/2314\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T22:49:11Z","timestamp":1760136551000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/27\/7\/2314"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,4,2]]},"references-count":40,"journal-issue":{"issue":"7","published-online":{"date-parts":[[2022,4]]}},"alternative-id":["molecules27072314"],"URL":"https:\/\/doi.org\/10.3390\/molecules27072314","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,4,2]]}}}