title: Sesquiterpene lactones from Dimerostemma species (Asteraceae) and in vitro potential anti-inflammatory activities.
abstract: Two Brazilian species of Dimerostemma (Asteraceae) were chemically investigated. Two known sesquiterpene lactones (STLs), a germacrolide and an eudesmanolide, were isolated from D. episcopale while D. brasilianum afforded the new germacranolide 1beta,5beta/10alpha-trihy-droxy-8alpha-angeloyloxy-germacra-3,11(13)-dien-6alpha,12-olide in addition to a known one. Structure identification based on NMR and MS analyses. 1beta,10alpha,4alpha,5beta-Diepoxy-8alpha-angeloyloxy-costunolide isolated from D. brasilianum was studied for its anti-inflammatory activity. This STL completely inhibited DNA binding of the transcription factor NF-kappaB at a concentration of 5 microm and 10 microM in Jurkat T and Raw 264.7 cells, respectively. Elastase release from human neutrophils was reduced to 50% at a concentrations of 23 microM after stimulation with PAF and of 27 microM after stimulation with fMLP without showing cytotoxic effects. Additionally, elastase was also directly inhibited.
authors.affiliation: Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo (USP), Departamento de Química, Av. Bandeirantes 3.900, 14040-901, Ribeirão Preto, SP, Brazil.
authors.forename: Ricardo
authors.initials: R
authors.lastname: Stefani
authors.forename: Karin
authors.initials: K
authors.lastname: Schorr
authors.forename: Juliana Maria
authors.initials: JM
authors.lastname: Tureta
authors.forename: Walter
authors.initials: W
authors.lastname: Vichnewski
authors.forename: Irmgard
authors.initials: I
authors.lastname: Merfort
authors.forename: Fernando B
authors.initials: FB
authors.lastname: da Costa
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000302:isolation & purification* / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D002460:Cell Line; D006098:Granulocytes / Q000187:drug effects / Q000502:physiology; D006801:Humans; D007783:Lactones / Q000302:isolation & purification* / Q000494:pharmacology; D008264:Macrophages / Q000166:cytology / Q000187:drug effects; D051379:Mice; D010196:Pancreatic Elastase / Q000097:blood; D010936:Plant Extracts / Q000302:isolation & purification* / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D007783:Lactones; D010936:Plant Extracts; D012717:Sesquiterpenes; D010196:Pancreatic Elastase