title: Sesquiterpenes, flavonoids, shikimic acid derivatives and pyrrolizidine alkaloids from Senecio kingii Hook.
abstract: Twenty-four compounds including eleven eremophilanolides (1-11), one eremophilane (13), five shikimic acid derivatives (14-18), six flavonoids (19-24), and the macrocyclic unsaturated pyrrolizidine alkaloid integerrimine (25) were isolated from Senecio kingii, an endemic species from the Magallanes Region (Chile). Compounds 3, 5, 6, 8-11 and 13-18 have not been previously reported as natural products. Their molecular structures were determined by NMR spectroscopic analysis and comparison with published NMR data. An X-ray-analysis of compound 3 has been performed. Their insecticidal and antifungal activities were tested, being compound 3 the strongest insect antifeedant. Compounds 6, 9 and 18 were moderate antifungals.
authors.affiliation: Instituto de Productos Naturales y Agrobiología, CSIC, Avda. Astrof. Francisco Sánchez 3, ES-38206 La Laguna, Tenerife, Spain.
authors.forename: Liliana
authors.initials: L
authors.lastname: Ruiz-Vásquez
authors.affiliation: Instituto de Productos Naturales y Agrobiología, CSIC, Avda. Astrof. Francisco Sánchez 3, ES-38206 La Laguna, Tenerife, Spain. Electronic address: mreina@ipna.csic.es.
authors.forename: Matías
authors.initials: M
authors.lastname: Reina
authors.affiliation: Instituto Universitario de Bio-Orgánica Antonio González, Universidad de La Laguna (ULL), ES-38206 Tenerife, Spain.
authors.forename: M
authors.initials: M
authors.lastname: López-Rodríguez
authors.affiliation: UDI Fitopatología, Facultad de Biología, Universidad de La Laguna (ULL), ES-38206 La Laguna, Tenerife, Spain.
authors.forename: Cristina
authors.initials: C
authors.lastname: Giménez
authors.affiliation: UDI Fitopatología, Facultad de Biología, Universidad de La Laguna (ULL), ES-38206 La Laguna, Tenerife, Spain.
authors.forename: Raimundo
authors.initials: R
authors.lastname: Cabrera
authors.affiliation: Facultad de Ciencias, Universidad de Magallanes (UMAG), Avda. Bulnes, 01855 Punta Arenas, Chile.
authors.forename: Pedro
authors.initials: P
authors.lastname: Cuadra
authors.affiliation: Facultad de Ciencias, Universidad de Magallanes (UMAG), Avda. Bulnes, 01855 Punta Arenas, Chile.
authors.forename: Víctor
authors.initials: V
authors.lastname: Fajardo
authors.affiliation: Instituto de Ciencias Agrarias, CSIC, Serrano 115-dpdo, 28006 Madrid, Spain.
authors.forename: Azucena
authors.initials: A
authors.lastname: González-Coloma
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology*; D001042:Aphids / Q000187:drug effects; D002677:Chile; D018360:Crystallography, X-Ray; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005419:Flavonoids / Q000737:chemistry* / Q000494:pharmacology; D005670:Fusarium / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D011763:Pyrrolizidine Alkaloids / Q000737:chemistry* / Q000494:pharmacology; D012674:Senecio / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry* / Q000494:pharmacology; D012765:Shikimic Acid / Q000737:chemistry; D018411:Spodoptera / Q000187:drug effects
chemical_list: D000935:Antifungal Agents; D005419:Flavonoids; D007306:Insecticides; D010936:Plant Extracts; D011763:Pyrrolizidine Alkaloids; D012717:Sesquiterpenes; D012765:Shikimic Acid
keywords: Asteraceae; Eremophilanolides; Flavonoids; Pyrrolizidine alkaloids; Senecio kingii; Shikimic acid derivatives; Structure–activity