title: Secondary metabolites from the aerial parts of Centaurea pannonica (Heuff.) Simonk. from Serbia and their chemotaxonomic importance.
abstract: The non polar extract of Centaurea pannonica (Heuff.) Simonk., growing wild in Serbia, was studied and twenty-five compounds including 14 sesquiterpene lactones, 7 flavonoids, 3 lignans and 1 phenylpropanoid glycoside were isolated. All compounds were isolated for the first time from this species. Among them, one germacranolide 2α-hydroxy, 8-dehydroxy 15-O-methacrylate salonitenolide (1) and two guaianolides 2α,8α-dihydroxy-dehydrocostus lactone (2) and pannonin (3) are new natural compounds. The structures of the compounds were established on the basis of spectroscopic analyses (UV, IR, HREIMS and 1D & 2D NMR). The chemical profile of C. pannonica, which belongs to the "Centaurea jacea" group, was compared to previously studied taxa of the same group and used to assess the phylogenetic relationships in the group.
authors.affiliation: Department of Pharmacognosy and Chemistry of Natural Products, School of Pharmacy, University of Athens, Panepistimiopolis, Zografou, 15771 Athens, Greece.
authors.forename: Tanja
authors.initials: T
authors.lastname: Milošević Ifantis
authors.forename: Slavica
authors.initials: S
authors.lastname: Solujić
authors.forename: Dragana
authors.initials: D
authors.lastname: Pavlović-Muratspahić
authors.forename: Helen
authors.initials: H
authors.lastname: Skaltsa
mesh_terms: D031179:Centaurea / Q000737:chemistry* / Q000145:classification / Q000378:metabolism; D005419:Flavonoids / Q000032:analysis / Q000737:chemistry; D007783:Lactones / Q000032:analysis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D035261:Plant Components, Aerial / Q000737:chemistry* / Q000378:metabolism; D010936:Plant Extracts / Q000032:analysis / Q000737:chemistry* / Q000302:isolation & purification; D055771:Serbia; D012717:Sesquiterpenes / Q000032:analysis / Q000737:chemistry; D045788:Sesquiterpenes, Germacrane / Q000032:analysis / Q000737:chemistry; D013045:Species Specificity
chemical_list: D005419:Flavonoids; D007783:Lactones; D010936:Plant Extracts; D012717:Sesquiterpenes; D045788:Sesquiterpenes, Germacrane; C432449:germacranolide; C011103:salonitenolide
keywords: C. pannonica (Heuff.) Simonk.; Centaurea L.; Centaurea jacea group; Chemotaxonomy; Flavonoids; Guaianolides; Lignans; NMR