1. Inuloxin E, a New Seco-Eudesmanolide Isolated from Dittrichia viscosa, Stimulating Orobanche cumana Seed Germination
- Author
-
Marco Masi, Mónica Fernández-Aparicio, Roukia Zatout, Angela Boari, Alessio Cimmino, and Antonio Evidente
- Subjects
dittrichia viscosa ,orobanche cumana ,sesquiterpenoids ,inuloxin e ,inuloxin d derivatives ,broomrapes seed germination stimulants ,Organic chemistry ,QD241-441 - Abstract
A new sesquiterpenoid belonging to the subgroup seco-eudesmanolides and named inuloxin E was isolated from Dittrichia viscosa, together with the already known sesquiterpenoids inuloxins A−D and α-costic acid. Inuloxin E was characterized by spectroscopic data (essentially NMR and ESI MS) as 3-methylene-6-(1-methyl-4-oxo-pentyl)-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one. Its relative configuration was determined by comparison with the closely related inuloxin D and chemical conversion of inuloxin E into inuloxin D and by the observed significant correlation in the NOESY spectrum. Both inuloxins D and E induced germination of the parasitic weed Orobanche cumana, but were inactive on the seeds of Orobanche minor and Phelipanche ramosa. The germination activity of some hemisynthetic esters of inuloxin D was also investigated.
- Published
- 2019
- Full Text
- View/download PDF