Journal
MOLECULES
Volume 24, Issue 19, Pages -Publisher
MDPI
DOI: 10.3390/molecules24193479
Keywords
Dittrichia viscosa; Orobanche cumana; sesquiterpenoids; inuloxin E; inuloxin D derivatives; broomrapes seed germination stimulants
Funding
- Programme STAR 2017 - UniNA
- Compagnia di San Paolo [E62F16001250003]
- Spanish Ministry of Science, Innovation and Universities [AGL2017-87693-R, RYC-2015-18961]
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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 alpha -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.
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