Abstract
The CD spectra of eight guaianolides from the aerial parts of Centaurea scoparia have been investigated. Most of these compounds contain a C-7, C-6 trans-fused α-methylene γ-lactone moiety and display negative cotton effects in the range of 252–271 nm for the nπ ∗ transition of the α-methylene γ-lactone chromophore and a positive Cotton effect between 216–225 nm in case of a second chromophore in 8 S-position for 4′-hydroxymethacrylates and between 241–246 nm for 4′-hydroxytiglates, which may be used for the determination of the absolute configuration of such guaianolides on the basis of spectral correlations with chlorojanerin, the absolute configuration of which was established by X-ray analysis.
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