title: Bioactive compounds from transformed root cultures and aerial parts of Bethencourtia hermosae.
abstract: A chemical study of Bethencourtia hermosae, aerial parts and in vitro root cultures, transformed by Agrobacterium rhizogenes, afforded the hitherto unreported sesquiterpenes ceratopicanol angelate (1), 8β-hydroxy-african-4(5)-en-3-one tiglate (4), 8β-hydroxy-african-4(5)-en-3-one 3'-angeloxy-2'-methylbutanoate (5), 1α,8β-dihydroxy-african-4(5)-en-3-one 8β-angelate (7) and 6α,8β-dihydroxy-african-4(5)-en-3-one 8β-angelate (8). In addition, 8β-hydroxy-african-4(5)-en-3-one (6) was isolated for the first time from a natural source, along with the rare sesquiterpenoid senecrassidiol (10) and two jacaranone derivatives 14 and 16. Known pyrrolizidine alkaloids, together with previously unreported hermosine (23), have also been isolated from this plant. The insect antifeedant activities of the extracts and compounds were studied together with their cytotoxic effects against insect (Sf9) and mammalian (CHO) cell lines.
authors.affiliation: Instituto de Productos Naturales and Agrobiología, CSIC, Avda. Astrof. F. Sánchez, 3, 38206 La Laguna, Tenerife, Canary Islands, Spain. Electronic address: bmfraga@ipna.csic.es.
authors.forename: Braulio M
authors.initials: BM
authors.lastname: Fraga
authors.affiliation: Instituto de Productos Naturales and Agrobiología, CSIC, Avda. Astrof. F. Sánchez, 3, 38206 La Laguna, Tenerife, Canary Islands, Spain.
authors.forename: Carmen E
authors.initials: CE
authors.lastname: Díaz
authors.affiliation: Instituto de Productos Naturales and Agrobiología, CSIC, Avda. Astrof. F. Sánchez, 3, 38206 La Laguna, Tenerife, Canary Islands, Spain.
authors.forename: Leonardo J
authors.initials: LJ
authors.lastname: Amador
authors.affiliation: Instituto de Productos Naturales and Agrobiología, CSIC, Avda. Astrof. F. Sánchez, 3, 38206 La Laguna, Tenerife, Canary Islands, Spain.
authors.forename: Matías
authors.initials: M
authors.lastname: Reina
authors.affiliation: Centro de Investigación Agraria de Albaladejito, Cuenca, Spain; Fundación Parque Científico y Tecnológico de Albacete, Spain.
authors.forename: Omar
authors.initials: O
authors.lastname: Santana
authors.affiliation: Instituto de Ciencias Agrarias, CSIC, Serrano 113, 28016 Madrid, Spain.
authors.forename: Azucena
authors.initials: A
authors.lastname: González-Coloma
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019659:Asteraceae / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D007313:Insecta / Q000166:cytology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D011763:Pyrrolizidine Alkaloids / Q000737:chemistry / Q000302:isolation & purification; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013030:Spain
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D011763:Pyrrolizidine Alkaloids; D012717:Sesquiterpenes; C000594875:senecrassidiol
keywords: Africanane; Alkaloids; Bethencourtia hermosae; Ceratopicane; Cytotoxic effects; Insect antifeedants; Senecrassane; Sesquiterpenes; Transformed roots