Mitchellenes A–E, Cyclic Sesquiterpenes from the Australian Plant Eremophila mitchellii

Chemical investigations of the Australian plant Eremophila mitchellii resulted in the isolation of the novel tetracyclic sesquiterpene lactones mitchellenes A–C (1–3), the new sesquiterpene acids mitchellenes D and E (4 and 5), and the previously reported natural products 14-hydroxy-6,12-muuroloadie...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2011-09, Vol.74 (9), p.1888-1893
Main Authors: Barnes, Emma C, Carroll, Anthony R, Davis, Rohan A
Format: Article
Language:English
Subjects:
Australia
Eremophila Plant - chemistry
Lactones - chemistry
Lactones - isolation & purification
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plant Leaves - chemistry
Sesquiterpenes - chemistry
Sesquiterpenes - isolation & purification
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Summary:Chemical investigations of the Australian plant Eremophila mitchellii resulted in the isolation of the novel tetracyclic sesquiterpene lactones mitchellenes A–C (1–3), the new sesquiterpene acids mitchellenes D and E (4 and 5), and the previously reported natural products 14-hydroxy-6,12-muuroloadien-15-oic acid (6), casticin, and centaureidin. The chemical structures of all compounds were determined by extensive 1D/2D NMR and MS data analysis. Mitchellenes A–C are the first tetracyclic sesquiterpene lactones to be reported; a biosynthetic pathway is proposed for these unique secondary metabolites.
ISSN:0163-3864
1520-6025
DOI:10.1021/np2003676