Dehydro­leucodin: a guaiane-type sesquiterpene lactone

Dehydro­leucodin [systematic name: (1S,6S,2R)-9,13-dimeth­yl-5-methyl­ene-3-oxatricyclo­[8.3.0.0(2,6)]trideca-9,12-diene-4,11-dione], C(15)H(16)O(3), is a guanolide isolated from Artemisia douglasiana. The fused-ring system contains a seven-membered ring that adopts a chair conformation, a fused pla...

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Detalles Bibliográficos
Autores principales: Priestap, Horacio A., Abboud, Khalil A., Velandia, Alvaro E., Lopez, Luis A., Barbieri, Manuel A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239097/
https://www.ncbi.nlm.nih.gov/pubmed/22199945
http://dx.doi.org/10.1107/S1600536811048938
Descripción
Sumario:Dehydro­leucodin [systematic name: (1S,6S,2R)-9,13-dimeth­yl-5-methyl­ene-3-oxatricyclo­[8.3.0.0(2,6)]trideca-9,12-diene-4,11-dione], C(15)H(16)O(3), is a guanolide isolated from Artemisia douglasiana. The fused-ring system contains a seven-membered ring that adopts a chair conformation, a fused planar cyclo­pentenone ring and a five-membered lactone ring fused in envelope conformation. The absolute structure determined by X-ray analysis agrees with that previously assigned to this compound by NMR studies [Bohlmann & Zdero (1972 ▶). Tetra­hedron Lett. 13, 621–624] and also with that of leucodine, a closely related guaianolide [Martinez et al. (1988 ▶). J. Nat. Prod. 51, 221–228].

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