title: [Sesquiterpenelactones of Achillea setacea with antiphlogistic activity].
abstract: From the aerial parts of Achillea setacea W. & K. (Asteraceae) the main sesquiterpenes were isolated. Their structures were determined by means of 2D-NMR and MS as 11,13-dehydrodeacetylmatricarin (1) (= 14-deoxylactucin), rupicolin A (2), and rupicolin B (3). These are the first compounds with an alpha-methylene-gamma-lactone structure isolated from a species belonging to the Achillea millefolium aggregate. Achillicin, achillin, 8-hydroxyachillin, 8-acetoxyachillin, and matricin could not be detected in A. setacea. For both rupicolin B and 11,13-dehydrodeacetylmatricarin an anti-inflammatory activity was found in the croton oil ear test.
authors.affiliation: Institut für Botantik und Lebensmittelkunde, Veterinärmedizinischen Universität Wien, Austria.
authors.forename: K
authors.initials: K
authors.lastname: Zitterl-Eglseer
authors.forename: J
authors.initials: J
authors.lastname: Jurenitsch
authors.forename: S
authors.initials: S
authors.lastname: Korhammer
authors.forename: E
authors.initials: E
authors.lastname: Haslinger
authors.forename: S
authors.initials: S
authors.lastname: Sosa
authors.forename: R
authors.initials: R
authors.lastname: Della Loggia
authors.forename: W
authors.initials: W
authors.lastname: Kubelka
authors.forename: C
authors.initials: C
authors.lastname: Franz
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D015394:Molecular Structure; D010704:Phorbols; D010944:Plants / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D007783:Lactones; D010704:Phorbols; D012717:Sesquiterpenes; C073420:rupicolin A; C073421:rupicolin B; C073423:14-deoxylactucin
vernacular_title: Entzündungshemmende Sesquiterpenlactone von Achillea setacea. Sesquiterpenelactones of Achillea setacea with Antiphlogistic activity.