{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,24]],"date-time":"2026-10-24T01:47:26Z","timestamp":1792806446920,"version":"4.5.0"},"reference-count":70,"publisher":"MDPI AG","issue":"19","license":[{"start":{"date-parts":[[2025,9,25]],"date-time":"2025-09-25T00:00:00Z","timestamp":1758758400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Ministry of Science, TechnologicaL Development and Innovation, Republic of Serbia","award":["451-03-65\/2025-03\/200124"],"award-info":[{"award-number":["451-03-65\/2025-03\/200124"]}],"id":[{"id":"https:\/\/ror.org\/01znas443","id-type":"ROR","asserted-by":"crossref"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Plants"],"abstract":"<jats:p>Micromeria croatica (Pers.) Schott is a Balkan endemic of the Lamiaceae family, valued for its aromatic and medicinal properties, but it is threatened by its limited natural distribution. Micropropagation offers a sustainable method for securing biomass and provides material for chemical studies. In this work, we present the first LC-HRMS profiling of extracts (in methanol, ethyl acetate, and hexane) obtained from both native and micropropagated plants. A total of 29 metabolites were identified. A diverse spectrum of secondary metabolites was identified, including phenolic acids (gallic acid monohydrate, vanillic acid, trans-cinnamic acid), flavonoids (luteolin-7-O-rutinoside, diosmetin-7-O-glucoside, kaempferol-O-rutinoside, eriocitrin), and terpenoids (ursolic acid, tanshinone I, riligustilide). The analysis revealed that all compounds detected in native plants were also present in micropropagated material, demonstrating the preservation of the characteristic phytochemical profile in vitro. Moreover, several compounds, such as apigenin, apigenin-7-O-glucuronide, isomaltopaeoniflorin, and methoxylated flavones, were found exclusively in micropropagated samples, indicating that tissue culture may enhance the chemical diversity of the species. Ethyl acetate extracts showed the highest degree of overlap between native and in vitro plants, whereas methanol and hexane extracts contained a greater number of unique metabolites in micropropagated material. This first comprehensive phytochemical report on M. croatica highlights the importance of micropropagation as a sustainable strategy for conserving rare species while ensuring a reliable source of bioactive metabolites.<\/jats:p>","DOI":"10.3390\/plants14192971","type":"journal-article","created":{"date-parts":[[2025,9,25]],"date-time":"2025-09-25T12:05:13Z","timestamp":1758801913000},"page":"2971","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Conserved and Divergent Phytochemical Profiles in Native and Micropropagated Micromeria croatica (Pers.) Schott: An LC-HRMS Study Across Solvent Extracts"],"prefix":"10.3390","volume":"14","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3403-2740","authenticated-orcid":false,"given":"Svetlana M.","family":"To\u0161i\u0107","sequence":"first","affiliation":[{"name":"Department of Biology and Ecology, Faculty of Sciences and Mathematics, University of Ni\u0161, Vi\u0161egradska 33, 18000 Ni\u0161, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3426-5301","authenticated-orcid":false,"given":"Marija","family":"Ili\u0107","sequence":"additional","affiliation":[{"name":"Veterinary Specialized Institute Ni\u0161, Dimitrija Tucovi\u0107a br. 175, 18106 Ni\u0161, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3219-0860","authenticated-orcid":false,"given":"Ljubica","family":"Svilar","sequence":"additional","affiliation":[{"name":"Centre Cardiovasculaire et Nutrition (C2VN), CRIBIOM, Aix Marseille Universit\u00e9, 13007 Marseille, France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9351-331X","authenticated-orcid":false,"given":"Jelena","family":"Nikoli\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Sciences and Mathematics, University of Ni\u0161, Vi\u0161egradska 33, 18000 Ni\u0161, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1310-0540","authenticated-orcid":false,"given":"Milan","family":"Miti\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Sciences and Mathematics, University of Ni\u0161, Vi\u0161egradska 33, 18000 Ni\u0161, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4121-6492","authenticated-orcid":false,"given":"Violeta","family":"Miti\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Sciences and Mathematics, University of Ni\u0161, Vi\u0161egradska 33, 18000 Ni\u0161, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7885-0476","authenticated-orcid":false,"given":"Vesna P.","family":"Stankov Jovanovi\u0107","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Sciences and Mathematics, University of Ni\u0161, Vi\u0161egradska 33, 18000 Ni\u0161, Serbia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,9,25]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"933","DOI":"10.3732\/ajb.1100549","article-title":"Phylogenetics, biogeography, and staminal evolution in the tribe Mentheae (Lamiaceae)","volume":"99","author":"Drew","year":"2012","journal-title":"Am. J. Bot."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/s00606-005-0303-y","article-title":"Essential oil and its systematic significance in species of Micromeria Bentham from Serbia & Montenegro","volume":"255","author":"Slavkovska","year":"2005","journal-title":"Plant Syst. Evol."},{"key":"ref_3","first-page":"251","article-title":"Essential oil content and composition of Micromeria croatica (Pers.) Schott and Micromeria thymifolia (Scop.) Fritsch","volume":"38","author":"Stanic","year":"1988","journal-title":"Acta Pharm. Jugosl."},{"key":"ref_4","doi-asserted-by":"crossref","unstructured":"Prakash, B., Dubey, N.K., and de S\u00e3o Jos\u00e9, J.F. (2024). Effect of Environmental Factors on Essential Oil Biosynthesis, Chemical Stability, and Yields. Plant Essential Oils, Springer Nature.","DOI":"10.1007\/978-981-99-4370-8"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"883","DOI":"10.21273\/HORTSCI.48.7.883","article-title":"Year-round Variations in Essential Oil Content and Composition of Male and Female Juniper","volume":"48","author":"Zheljazkov","year":"2013","journal-title":"HortScience"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1002\/ffj.1875","article-title":"Factors affecting secondary metabolite production in plants: Volatile components and essential oils","volume":"23","author":"Figueiredo","year":"2008","journal-title":"Flavour Fragr. J."},{"key":"ref_7","first-page":"51","article-title":"Plant metabolomics: From holistic data to biochemical insight","volume":"31","author":"Wolfender","year":"2015","journal-title":"Curr. Opin. Biotechnol."},{"key":"ref_8","first-page":"128","article-title":"Metabolic profiling of Micromeria fruticosa extracts","volume":"279","author":"Jamous","year":"2019","journal-title":"Food Chem."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"101","DOI":"10.1016\/S0734-9750(02)00007-1","article-title":"Plant cell cultures: Chemical factories of secondary metabolites","volume":"20","author":"Ravishankar","year":"2002","journal-title":"Biotechnol. Adv."},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Marcelino, S., Hamdane, S., Gaspar, P.D., and Pa\u00e7o, A. (2023). Sustainable Agricultural Practices for the Production of Medicinal and Aromatic Plants: Evidence and Recommendations. Sustainability, 15.","DOI":"10.20944\/preprints202307.1380.v1"},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"\u0160ediv\u00e1, J., Velebil, J., and Zahradn\u00edk, D. (2023). Micropropagation as a Tool for the Conservation of Autochthonous Sorbus Species of Czechia. Plants, 12.","DOI":"10.3390\/plants12030488"},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Bapat, V.A., Kavi Kishor, P.B., Jalaja, N., Jain, S.M., and Penna, S. (2023). Plant Cell Cultures: Biofactories for the Production of Bioactive Compounds. Agronomy, 13.","DOI":"10.3390\/agronomy13030858"},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"Krol, A., Kokotkiewicz, A., Gorniak, M., Naczk, A.M., Zabiegala, B., Gebalski, J., Graczyk, F., Zaluski, D., Bucinski, A., and Luczkiewicz, M. (2023). Evaluation of the yield, chemical composition and biological properties of essential oil from bioreactor-grown cultures of Salvia apiana microshoots. Sci. Rep., 13.","DOI":"10.1038\/s41598-023-33950-1"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"139","DOI":"10.1007\/s11240-008-9353-5","article-title":"Plant development and synthesis of essential oils in micropropagated and mycorrhiza inoculated plants of Origanum vulgare L. ssp. hirtum (Link) Ietswaart","volume":"93","author":"Avato","year":"2008","journal-title":"Plant Cell Tissue Organ Cult."},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Asensio, E., de Medinacelli Juan-M\u00e9ndez, R., and Juan-Vicedo, J. (2022). In Vitro Propagation and Phytochemistry of Thymol-Producing Plants from a Horticultural Form of Thymus \u00d7 josephi-angeli Mansanet & Aguil. (Lamiaceae). Horticulturae, 8.","DOI":"10.3390\/horticulturae8121188"},{"key":"ref_16","doi-asserted-by":"crossref","unstructured":"Tasheva, K., Georgieva, A., Denev, P., Dimitrova, L., Dimitrova, M., Misheva, S., Petkova-Kirova, P., Lazarova, M., and Petrova, M. (2023). Antioxidant and Antitumor Potential of Micropropagated Balkan Endemic Sideritis scardica Griseb. Plants, 12.","DOI":"10.3390\/plants12233924"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"548","DOI":"10.1016\/j.biotechadv.2008.07.001","article-title":"Plant in vitro culture for the production of antioxidants- a review","volume":"26","author":"Matkowski","year":"2008","journal-title":"Biotechnol. Adv."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"173","DOI":"10.5424\/sjar\/2013111-3201","article-title":"Review. Elimination of viruses in plants: Twenty years of progress","volume":"11","author":"Panattoni","year":"2013","journal-title":"Span. J. Agric. Res."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1454","DOI":"10.3390\/molecules16021454","article-title":"Antioxidant Activities and Polyphenolic Contents of Three Selected Micromeria Species from Croatia","volume":"16","author":"Alegro","year":"2011","journal-title":"Molecules"},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"Mladenova, T., Stoyanov, P., Denev, P., Dimitrova, S., Katsarova, M., Teneva, D., Todorov, K., and Bivolarska, A. (2021). Phytochemical Composition, Antioxidant and Antimicrobial Activity of the Balkan Endemic Micromeria frivaldszkyana (Degen) Velen. (Lamiaceae). Plants, 10.","DOI":"10.3390\/plants10040710"},{"key":"ref_21","first-page":"1934578X1985168","article-title":"Micromeria myrtifolia: Essential oil composition and biological activity","volume":"14","author":"Ceylan","year":"2019","journal-title":"Nat. Prod. Commun."},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Lee, J.-E., Jayakody, J.T.M., Kim, J.-I., Jeong, J.-W., Choi, K.-M., Kim, T.-S., Seo, C., Azimi, I., Hyun, J., and Ryu, B. (2024). The influence of solvent choice on the extraction of bioactive compounds from Asteraceae: A comparative review. Foods, 13.","DOI":"10.3390\/foods13193151"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"127","DOI":"10.1016\/j.jpba.2009.03.039","article-title":"Identification and determination of the major constituents in Traditional Chinese Medicinal formula Danggui-Shaoyao-San by HPLC\u2013DAD\u2013ESI-MS\/MS","volume":"50","author":"Chen","year":"2009","journal-title":"J. Pharm. Biomed. Anal."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"556","DOI":"10.1016\/j.jsbmb.2010.03.030","article-title":"Highly sensitive and specific analysis of sterol profiles in biological samples by HPLC\u2013ESI\u2013MS\/MS","volume":"121","author":"Honda","year":"2010","journal-title":"J. Steroid Biochem. Mol. Biol."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"950","DOI":"10.1016\/j.jpba.2011.08.019","article-title":"Characterization of seventy polymethoxylated flavonoids (PMFs) in the leaves of Murraya paniculata by on-line high-performance liquid chromatography coupled to photodiode array detection and electrospray tandem mass spectrometry","volume":"56","author":"Zhang","year":"2011","journal-title":"J. Pharm. Biomed. Anal."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"3945","DOI":"10.1021\/jf800211k","article-title":"Characterization of phytoecdysteroid glycosides in meadowfoam (Limnanthes alba) seed meal by positive and negative ion LC-MS\/MS","volume":"56","author":"Stevens","year":"2008","journal-title":"J. Agric. Food Chem."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"298","DOI":"10.1002\/pca.1127","article-title":"Comparison of the phenolic component profiles of skullcap (Scutellaria lateriflora) and germander (Teucrium canadense and T. chamaedrys), a potentially hepatotoxic adulterant","volume":"20","author":"Lin","year":"2009","journal-title":"Phytochem. Anal."},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Kachlicki, P., and Stobiecki, M. (2016). Structural characterization of flavonoid glycoconjugates and their derivatives with mass spectrometric techniques. Molecules, 21.","DOI":"10.3390\/molecules21111494"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"11201","DOI":"10.1021\/jf303267e","article-title":"Characterization of apigenin and luteolin derivatives from oil palm (Elaeis guineensis Jacq.) leaf using LC\u2212ESI-MS\/MS","volume":"60","author":"Tahir","year":"2012","journal-title":"J. Agric. Food Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"131","DOI":"10.1002\/rcm.2288","article-title":"Determination of salvinorins and divinatorins in Salvia divinorum leaves by liquid chromatography\/multistage mass spectrometry","volume":"20","author":"Medana","year":"2006","journal-title":"Rapid Commun. Mass Spectrom."},{"key":"ref_31","doi-asserted-by":"crossref","unstructured":"Fu, L., Han, B., Zhou, Y., Ren, J., Cao, W., Patel, G., Kai, G., and Zhang, J. (2020). The anticancer properties of tanshinones and the pharmacological effects of their active ingredients. Front. Pharmacol., 11.","DOI":"10.3389\/fphar.2020.00193"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"5609","DOI":"10.1016\/j.sjbs.2021.05.077","article-title":"Metabolic profiling and biological activities of the aerial parts of Micromeria imbricata Forssk. growing in Saudi Arabia","volume":"28","author":"Fantoukh","year":"2021","journal-title":"Saudi J. Biol. Sci."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"9940","DOI":"10.1021\/jf052137k","article-title":"Phenolic antioxidants (hydrolyzable tannins, flavonols, and anthocyanins) identified by LC-ESI-MS and MALDI-QIT-TOF MS from Rosa chinensis flowers","volume":"53","author":"Cai","year":"2005","journal-title":"J. Agric. Food Chem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1002\/jms.988","article-title":"ESI-QqTOF-MS\/MS and APCI-IT-MS\/MS analysis of steroid saponins from the rhizomes of Dioscorea panthaica","volume":"41","author":"Li","year":"2006","journal-title":"J. Mass Spectrom."},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Kefi, S., Essid, R., Papetti, A., Abid, G., Bouslama, L., Aouani, E., Tabbene, O., and Limam, F. (2023). Antioxidant, Antibacterial, and Antileishmanial Potential of Micromeria nervosa Extracts and Molecular Mechanism of Action of the Bioactive Compound. J. Appl. Microbiol., 134.","DOI":"10.1093\/jambio\/lxad007"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"87","DOI":"10.1016\/S0021-9673(00)00149-7","article-title":"Liquid chromatography\u2013electrospray ionization mass spectrometry study of the flavonoids of the roots of Astragalus mongholicus and A. membranaceus","volume":"876","author":"Lin","year":"2000","journal-title":"J. Chromatogr. A"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"528","DOI":"10.3390\/info2030528","article-title":"Pearson-Fisher Chi-Square Statistic Revisited","volume":"2","author":"Pamfil","year":"2011","journal-title":"Information"},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"1365","DOI":"10.1007\/s00425-018-03071-5","article-title":"Phytochemical composition and biological activities of native and in vitro-propagated Micromeria croatica (Pers.) Schott (Lamiaceae)","volume":"249","author":"Slavkovska","year":"2019","journal-title":"Planta"},{"key":"ref_39","first-page":"1770","article-title":"Flavonoid profiles and antioxidant capacity of wild Micromeria croatica (Pers.) Schott populations","volume":"29","author":"Gruz","year":"2015","journal-title":"Nat. Prod. Res."},{"key":"ref_40","first-page":"55","article-title":"Chemical composition, antioxidant and antimicrobial activities of micropropagated and native Micromeria pulegium (Lamiaceae) extracts","volume":"38","year":"2015","journal-title":"Oxid. Commun."},{"key":"ref_41","first-page":"2345","article-title":"Flavonoid glycoside variation in wild and micropropagated Micromeria croatica\u2014An ethyl acetate extract study","volume":"29","author":"Gruz","year":"2024","journal-title":"Molecules"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"45","DOI":"10.1016\/j.phytol.2023.01.010","article-title":"Neo-clerodanes from Teucrium divaricatum subsp. divaricatum and their biological activity assessment","volume":"54","author":"Ali","year":"2023","journal-title":"Phytochem. Lett."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"789","DOI":"10.1111\/1440-1681.13802","article-title":"Diosmetin-7-O-\u03b2-D-glucopyranoside suppresses endothelial-mesenchymal transformation through endoplasmic reticulum stress in cardiac fibrosis","volume":"50","author":"Wang","year":"2023","journal-title":"Clin. Exp. Pharmacol. Physiol."},{"key":"ref_44","doi-asserted-by":"crossref","unstructured":"Gunia-Krzy\u017cak, A., S\u0142oczy\u0144ska, K., Popi\u00f3\u0142, J., Koczurkiewicz, P., Marona, H., and P\u0119kala, E. (2018). Cinnamic acid derivatives in cosmetics\u2014Current use and future prospects. Int. J. Cosmet. Sci.","DOI":"10.1111\/ics.12471"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"116383","DOI":"10.1016\/j.ecoenv.2024.116383","article-title":"Biological effects of vanillic acid, iso-vanillic acid, and orto-vanillic acid as environmental pollutants","volume":"277","author":"Matejczyk","year":"2024","journal-title":"Ecotoxicol. Environ. Saf."},{"key":"ref_46","doi-asserted-by":"crossref","unstructured":"Magiera, A., Ko\u0142odziejczyk-Czepas, J., and Olszewska, M.A. (2025). Antioxidant and anti-inflammatory effects of vanillic acid in human plasma, human neutrophils, and non-cellular models in vitro. Molecules, 30.","DOI":"10.3390\/molecules30030467"},{"key":"ref_47","doi-asserted-by":"crossref","unstructured":"Sathya, S., and Devi, K.P. (2018). Chapter 15\u2014The use of polyphenols for the treatment of Alzheimer\u2019s disease. Role of the Mediterranean Diet in the Brain and Neurodegenerative Diseases, Academic Press.","DOI":"10.1016\/B978-0-12-811959-4.00015-8"},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"654","DOI":"10.1159\/000494186","article-title":"Riligustilide attenuated renal injury by the blockade of renin","volume":"50","author":"Kong","year":"2018","journal-title":"Cell. Physiol. Biochem."},{"key":"ref_49","doi-asserted-by":"crossref","unstructured":"Bi, X., Wang, P., Ma, Q., Han, L., Wang, X., Mu, Y., Guan, P., Qu, X., Wang, Z., and Huang, X. (2017). Anti-inflammatory activities and liver protection of Alisol F and 25-anhydroalisol F through the inhibition of MAPK, STAT3, and NF-\u03baB activation in vitro and in vivo. Molecules, 22.","DOI":"10.3390\/molecules22060951"},{"key":"ref_50","doi-asserted-by":"crossref","unstructured":"Hua, F., Li, J.Y., Zhang, M., Zhou, P., Wang, L., Ling, T.J., and Bao, G.H. (2022). Kaempferol-3-O-rutinoside Exerts Cardioprotective Effects through NF-\u03baB\/NLRP3\/Caspase-1 Pathway in Ventricular Remodeling after Acute Myocardial Infarction. J. Food Biochem., 46.","DOI":"10.1111\/jfbc.14305"},{"key":"ref_51","doi-asserted-by":"crossref","unstructured":"Alrumaihi, F., Almatroodi, S.A., Alharbi, H.O.A., Alwanian, W.M., Alharbi, F.A., Almatroudi, A., and Rahmani, A.H. (2024). Pharmacological Potential of Kaempferol, a Flavonoid in the Management of Pathogenesis via Modulation of Inflammation and Other Biological Activities. Molecules, 29.","DOI":"10.3390\/molecules29092007"},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"2241","DOI":"10.2147\/DDDT.S369111","article-title":"Paeoniflorin ameliorates BiPN by reducing IL6 levels and regulating PARKIN-mediated mitochondrial autophagy","volume":"16","author":"Sun","year":"2022","journal-title":"Drug Des. Devel. Ther."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"100179","DOI":"10.1016\/j.phyplu.2021.100179","article-title":"Comprehensive review on therapeutic and phytochemical exploration of diosmetin: A promising moiety","volume":"2","author":"Garg","year":"2022","journal-title":"Phytomed. Plus"},{"key":"ref_54","doi-asserted-by":"crossref","unstructured":"Elloumi, W., Mahmoudi, A., Ortiz, S., Boutefnouchet, S., Chamkha, M., and Sayadi, S. (2022). Wound healing potential of quercetin-3-O-rhamnoside and myricetin-3-O-rhamnoside isolated from Pistacia lentiscus distilled leaves in rat models. Biomed. Pharmacother., 146.","DOI":"10.1016\/j.biopha.2021.112574"},{"key":"ref_55","doi-asserted-by":"crossref","unstructured":"Carrillo-Martinez, E.J., Flores-Hern\u00e1ndez, F.Y., Salazar-Montes, A.M., Nario-Chaidez, H.F., and Hern\u00e1ndez-Ortega, L.D. (2024). Quercetin, a flavonoid with great pharmacological capacity. Molecules, 29.","DOI":"10.20944\/preprints202402.0029.v1"},{"key":"ref_56","doi-asserted-by":"crossref","unstructured":"Bai, J., Zhang, Y., Tang, C., Hou, Y., Ai, X., Chen, X., Zhang, Y., Wang, X., and Meng, X. (2021). Gallic acid: Pharmacological activities and molecular mechanisms involved in inflammation-related diseases. Biomed. Pharmacother., 133.","DOI":"10.1016\/j.biopha.2020.110985"},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"3935","DOI":"10.1021\/ol016820d","article-title":"Salvinorin C, a new neoclerodane diterpene from a bioactive fraction of the hallucinogenic Mexican mint Salvia divinorum","volume":"3","author":"Chang","year":"2001","journal-title":"Org. Lett."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1016\/bs.apha.2019.10.001","article-title":"Pharmacological properties of tanshinones, the natural products from Salvia miltiorrhiza","volume":"87","author":"Wang","year":"2020","journal-title":"Adv. Pharmacol."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"361","DOI":"10.1194\/jlr.M061978","article-title":"Evaluation of plasma cholestane-3\u03b2,5\u03b1,6\u03b2-triol and 7-ketocholesterol in inherited disorders related to cholesterol metabolism","volume":"57","author":"Boenzi","year":"2016","journal-title":"J. Lipid Res."},{"key":"ref_60","doi-asserted-by":"crossref","unstructured":"Fontana, G., Bruno, M., Sottile, F., and Badalamenti, N. (2023). The chemistry and the anti-inflammatory activity of polymethoxyflavonoids from Citrus genus. Antioxidants, 12.","DOI":"10.3390\/antiox12010023"},{"key":"ref_61","doi-asserted-by":"crossref","unstructured":"Lv, J., Song, X., Luo, Z., Huang, D., Xiao, L., and Zou, K. (2025). Luteolin: Exploring its therapeutic potential and molecular mechanisms in pulmonary diseases. Front. Pharmacol., 16.","DOI":"10.3389\/fphar.2025.1535555"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"e1015","DOI":"10.1002\/iid3.1015","article-title":"Effects of albiflorin on oxidative stress and inflammatory responses in rats with acute spinal cord injury","volume":"11","author":"Fang","year":"2023","journal-title":"Immun. Inflamm. Dis."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"148","DOI":"10.17221\/194\/2012-CJFS","article-title":"Antioxidative activity of five flavone glycosides from corn silk (Stigma maydis)","volume":"31","author":"Ren","year":"2013","journal-title":"Czech J. Food Sci."},{"key":"ref_64","doi-asserted-by":"crossref","unstructured":"Chen, S., Wang, X., Cheng, Y., Gao, H., and Chen, X. (2023). A review of classification, biosynthesis, biological activities and potential applications of flavonoids. Molecules, 28.","DOI":"10.3390\/molecules28134982"},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"126930","DOI":"10.1016\/j.foodchem.2020.126930","article-title":"LC-MS\/MS profiles and interrelationships between the enzyme inhibition activity, total phenolic content and antioxidant potential of Micromeria nervosa extracts","volume":"328","author":"Sarikurkcu","year":"2020","journal-title":"Food Chem."},{"key":"ref_66","doi-asserted-by":"crossref","unstructured":"Stavrakeva, K., Metodieva, K., Benina, M., Bivolarska, A., Dimov, I., Choneva, M., Kokova, V., Alseekh, S., Ivanova, V., and Vatov, E. (2024). Metabolic composition of methanolic extract of the Balkan endemic species Micromeria frivaldszkyana (Degen) Velen. and its anti-inflammatory effect on male Wistar rats. Int. J. Mol. Sci., 25.","DOI":"10.3390\/ijms25105396"},{"key":"ref_67","doi-asserted-by":"crossref","unstructured":"Y\u0131lmaz, M.A., \u00c7ak\u0131r, O., Zengin, G., \u0130zol, E., and Beh\u00e7et, L. (2024). The uprisal of a lost endemic edible species, Micromeria cymuligera: Comprehensive elucidation of its biological activities and phytochemical composition. Food Biosci., 61.","DOI":"10.1016\/j.fbio.2024.104690"},{"key":"ref_68","doi-asserted-by":"crossref","unstructured":"Li, W., Pan, J., Chen, X., Guo, S., and Ouyang, X. (2025). The chemical composition, pharmacological activity, quality control, toxicity, and pharmacokinetics of the genus Clinopodium L.. Molecules, 30.","DOI":"10.3390\/molecules30112425"},{"key":"ref_69","first-page":"121","article-title":"Antioxidant activity of Micromeria croatica grown in plant tissue culture in vitro versus natural habitats","volume":"3","year":"2015","journal-title":"Chem. Naissensis"},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"78","DOI":"10.1016\/j.jpba.2015.03.015","article-title":"Secondary metabolites of Seseli rigidum: Chemical composition plus antioxidant, antimicrobial and cholinesterase inhibition activity","volume":"111","author":"Tabet","year":"2015","journal-title":"J. Pharm. Biomed. Anal."}],"container-title":["Plants"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2223-7747\/14\/19\/2971\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,9]],"date-time":"2025-10-09T18:49:36Z","timestamp":1760035776000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2223-7747\/14\/19\/2971"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,9,25]]},"references-count":70,"journal-issue":{"issue":"19","published-online":{"date-parts":[[2025,10]]}},"alternative-id":["plants14192971"],"URL":"https:\/\/doi.org\/10.3390\/plants14192971","relation":{},"ISSN":["2223-7747"],"issn-type":[{"value":"2223-7747","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,9,25]]}}}