{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,4]],"date-time":"2025-11-04T23:52:58Z","timestamp":1762300378840,"version":"build-2065373602"},"reference-count":24,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2023,5,24]],"date-time":"2023-05-24T00:00:00Z","timestamp":1684886400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Ministry of Science, Technological Development and Innovations of Serbia","award":["451-03-47\/2023-01\/200124"],"award-info":[{"award-number":["451-03-47\/2023-01\/200124"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Plants"],"abstract":"<jats:p>Although ethnopharmacologically renowned, wax constituents of Dianthus species were sporadically studied. A combination of GC-MS analysis, synthesis, and chemical transformations enabled the identification of 275 constituents of diethyl-ether washings of aerial parts and\/or flowers of six Dianthus taxa (Dianthus carthusianorum, D. deltoides, D. giganteus subsp. banaticus, D. integer subsp. minutiflorus, D. petraeus, and D. superbus) and one Petrorhagia taxon (P. prolifera) from Serbia. Seventeen of these constituents (nonacosyl benzoate, additional 12 benzoates with anteiso-branched 1-alkanols, eicosyl tiglate, triacontane-14,16-dione, dotriacontane-14,16-dione, and tetratriacontane-16,18-dione) and two additional synthesized eicosyl esters (angelate and senecioate) represent completely new compounds. The structures of the tentatively identified \u03b2-ketones were confirmed by analysis of the mass fragmentation of the corresponding pyrazoles and silyl enol ethers obtained by transformations of crude extracts and extract fractions. Silylation allowed the identification of 114 additional constituents, including a completely new natural product (30-methylhentriacontan-1-ol). The results obtained by multivariate statistical analyses showed that the chemical profile of Dianthus taxa\u2019s surface waxes is subject to both genetic and ecological factors, whereas the latter seemingly takes a more important role for the studied Dianthus samples.<\/jats:p>","DOI":"10.3390\/plants12112094","type":"journal-article","created":{"date-parts":[[2023,5,25]],"date-time":"2023-05-25T02:00:55Z","timestamp":1684980055000},"page":"2094","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Wax Composition of Serbian Dianthus spp. (Caryophyllaceae): Identification of New Metabolites and Chemotaxonomic Implications"],"prefix":"10.3390","volume":"12","author":[{"given":"Marko Z.","family":"Mladenovi\u0107","sequence":"first","affiliation":[{"name":"Department of Chemistry, Faculty of Sciences and Mathematics, University of Ni\u0161, Vi\u0161egradska 33, 18000 Ni\u0161, Serbia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Milenko N.","family":"Risti\u0107","sequence":"additional","affiliation":[{"name":"Faculty of Natural Science and Mathematics, University of Pri\u0161tina, Lole Ribara 29, 38220 Kosovska Mitrovica, Serbia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andrija I.","family":"Bogdanovi\u0107","sequence":"additional","affiliation":[{"name":"Department of Biology and Ecology, Faculty of Sciences and Mathematics, University of Ni\u0161, Vi\u0161egradska 33, 18000 Ni\u0161, Serbia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Novica R.","family":"Risti\u0107","sequence":"additional","affiliation":[{"name":"Faculty of Natural Science and Mathematics, University of Pri\u0161tina, Lole Ribara 29, 38220 Kosovska Mitrovica, Serbia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5531-1787","authenticated-orcid":false,"given":"Fabio","family":"Boylan","sequence":"additional","affiliation":[{"name":"School of Pharmacy and Pharmaceutical Sciences, Panoz Institute, and Trinity Biomedical Sciences Institute, Trinity College Dublin, D02 PN40 Dublin, Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1342-7567","authenticated-orcid":false,"given":"Niko S.","family":"Radulovi\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":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,5,24]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"91","DOI":"10.3897\/phytokeys.196.77940","article-title":"Taxonomy of Dianthus (Caryophyllaceae)\u2014overall phylogenetic relationships and assessment of species diversity based on a first comprehensive checklist of the genus","volume":"196","author":"Fassou","year":"2022","journal-title":"PhytoKeys"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"123","DOI":"10.1016\/j.imr.2015.06.004","article-title":"Medicinal plants of the family Caryophyllaceae: A review of ethno-medicinal uses and pharmacological properties","volume":"4","author":"Chandra","year":"2015","journal-title":"Integr. 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