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Gaertn., (tribe Gnaphalieae of Asteraceae family) is known in traditional medicine for treatment of biliary and respiratory ailments, and for its astringent and hemostatic properties. This work aimed at in\u2010depth phytochemical profiling and in\u00a0vitro antioxidant and enzyme inhibition assessment of methanol\u2010aqueous extract from the\n                    <jats:styled-content style=\"fixed-case\">\n                      <jats:italic>A.\u2009dioica<\/jats:italic>\n                    <\/jats:styled-content>\n                    aerial parts integrated with molecular docking study. An ultra\u2010high\u2010performance liquid chromatography coupled to high resolution tandem mass spectrometry (UHPLC\u2010HRMS\/MS) analysis revealed a total of 130 secondary metabolites including 39 acylquinic acids, 26 caffeoylhexaric acids, 34 carboxylic and phenolic acids and coumarins, as well as 31 flavonoids. For the first time, 68 core structures alongside caffeoylglucaric derivatives leontopodic acid A and B are reported in the species. The\n                    <jats:styled-content style=\"fixed-case\">\n                      <jats:italic>A. dioica<\/jats:italic>\n                    <\/jats:styled-content>\n                    extract inhibited\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010amylase and\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010glucosidase (0.45\u2009mmol and 0.11\u2009mmol ACAE\/g, respectively), and acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) (1.93 and 1.14\u2009mmol Galantamine equivalent per gram extract (GALE\/g), respectively). The extract exhibited antioxidant activity in different in\u00a0vitro assays. In search for bioactive compounds, the extract's identified molecules were docked within four target enzymes: AChE (PDB code 4EY7), BChE (PDB code 7AMZ),\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010amylase (PDB code 1Z32), and\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010glucosidase (PDB code 5NN6). Twenty three core structures showed favorable docking scores for\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010amylase and\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010glucosidase, while only 4 of them were relevant for AChE and BChE. Methylbutyryl\u2010 and\n                    <jats:italic>p<\/jats:italic>\n                    \u2010hydroxybenzoyl\u2010tricaffeoylglucaric acid alongside apigenin 7\u2010\n                    <jats:italic>O<\/jats:italic>\n                    \u2010caffeoylglucoside were highlighted to contain potential ligands of\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010amylase and\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010glucosidase. The Absorption, Distribution, Metabolism, Excretion, and Toxicity (ADME\/Tox) properties of the selected compounds were evaluated in silico. Apigenin 7\u2010\n                    <jats:italic>O<\/jats:italic>\n                    \u2010caffeoyl\u2010\n                    <jats:italic>\u03b2<\/jats:italic>\n                    \u2010glucoside was outlined as having good potential for interaction with\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010amylase and\n                    <jats:italic>\u03b1<\/jats:italic>\n                    \u2010glucosidase, and favorable ADME\/Tox properties.\n                  <\/jats:p>","DOI":"10.1002\/fsn3.71854","type":"journal-article","created":{"date-parts":[[2026,5,13]],"date-time":"2026-05-13T11:23:08Z","timestamp":1778671388000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["<i>Antennaria dioica<\/i>\n                    (L.) Gaertn. (Asteraceae): From Metabolite Profiling to Comprehensive Evaluation of In\u00a0Vitro and In Silico Enzyme Inhibitory Activity"],"prefix":"10.1002","volume":"14","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1952-9903","authenticated-orcid":false,"given":"Dimitrina","family":"Zheleva\u2010Dimitrova","sequence":"first","affiliation":[{"name":"Department of Pharmacognosy, Faculty of Pharmacy Medical University  Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6548-7823","authenticated-orcid":false,"given":"Gokhan","family":"Zengin","sequence":"additional","affiliation":[{"name":"Physiology and Biochemistry Research Laboratory, Department of Biology, Science Faculty Selcuk University  Konya Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Iglika","family":"Lessigiarska","sequence":"additional","affiliation":[{"name":"Institute of Biophysics and Biomedical Engineering Bulgarian Academy of Sciences  Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ivanka","family":"Tsakovska","sequence":"additional","affiliation":[{"name":"Institute of Biophysics and Biomedical Engineering Bulgarian Academy of Sciences  Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Radostina","family":"Nikolova\u2010Kejova","sequence":"additional","affiliation":[{"name":"Institute of Biophysics and Biomedical Engineering Bulgarian Academy of Sciences  Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ivayla","family":"Zheleva\u2010Kyuchukova","sequence":"additional","affiliation":[{"name":"Acibadem City Clinic UMBAL Tokuda  Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Georgi","family":"Momekov","sequence":"additional","affiliation":[{"name":"Department of Pharmacology, Pharmacotherapy and Toxicology, Faculty of Pharmacy Medical University  Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Reneta","family":"Gevrenova","sequence":"additional","affiliation":[{"name":"Department of Pharmacognosy, Faculty of Pharmacy Medical University  Sofia Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,5,13]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2019.103491"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.fct.2021.112268"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jtumed.2023.12.003"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bpc.2020.106529"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules23020409"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.3897\/pharmacia.69.e81654"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1155\/2024\/2086167"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/28.1.235"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jasms.2010.06.006"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202200217"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm300871x"},{"issue":"3","key":"e_1_2_8_13_1","first-page":"311","article-title":"Caffeoyl\u2010D\u2010Glucaric Acid Derivatives in the Genus Gnaphalium (Asteraceae: Gnaphalieae)","volume":"6","author":"Cicek S. 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