title: Semisynthetic derivatives of sesquiterpene lactones by palladium-catalyzed arylation of the alpha-methylene-gamma-lactone substructure.
abstract: The palladium-catalyzed arylation of different alpha-methylene-gamma-lactone-containing sesquiterpene lactones was shown to produce E-olefin coupling products selectively in moderate to excellent yields. Biological evaluation of these semisynthetic sesquiterpene lactone derivatives in HeLa cells showed interesting antiproliferative profiles and provided initial structure-activity data.
authors.affiliation: Department of Medicinal Chemistry and Molecular Pharmacology, Purdue University, West Lafayette, Indiana 47907, USA.
authors.forename: Changho
authors.initials: C
authors.lastname: Han
authors.forename: Francis J
authors.initials: FJ
authors.lastname: Barrios
authors.forename: Mark V
authors.initials: MV
authors.lastname: Riofski
authors.forename: David A
authors.initials: DA
authors.lastname: Colby
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D002384:Catalysis; D006367:HeLa Cells / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010165:Palladium / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000475:Alkenes; D000970:Antineoplastic Agents; D007783:Lactones; D012717:Sesquiterpenes; C416683:methylene-lactone; D010165:Palladium