Phytotoxic Withanolides from Jaborosa rotacea

Twelve new withanolides were isolated from the aerial part of Jaborosa rotacea: five had a spiranoid δ-lactone (1-5); one contained a 26,12-δ-lactone and a C-12-C-23 bond (6); five corresponded to trechonolide-type withanolides with configuration at C-23 opposite of those previously isolated (7, 8,...

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Detalles Bibliográficos
Autores: Nicotra, Viviana Estela, Ramacciotti, Natalia S., Gil, Roberto R., Oberti, Juan Carlos María, Feresin, Gabriela Egly, Guerrero, Cecilia, Baggio, Ricardo F., Garland, María Teresa, Burton, Gerardo
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2006
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/32933
Acceso en línea:http://hdl.handle.net/11336/32933
Access Level:acceso abierto
Palabra clave:Phytotoxic Withanolides
Jaborosa Rotaceae
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:Twelve new withanolides were isolated from the aerial part of Jaborosa rotacea: five had a spiranoid δ-lactone (1-5); one contained a 26,12-δ-lactone and a C-12-C-23 bond (6); five corresponded to trechonolide-type withanolides with configuration at C-23 opposite of those previously isolated (7, 8, 10-12); two of these have an additional oxido-bridge between C-21 and C-24; finally a withanolide with a hemiketal ring formed between a 21-hydroxyl and a 12-ketone (13) and the closely related jaborosalactone R were also isolated. New compounds were fully characterized by a combination of spectroscopic methods (1D and 2D NMR and MS). The structures of the spiranoid withanolide and of the epimer of trechonolide A were confirmed by X-ray diffraction studies. Compounds 4, 5, 6, and 8 showed selective phytotoxicity toward monocotyledoneous and dicotyledoneous species.