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Dehydro-brachylaenolide: an eudesmane-type sesquiterpene lactone.


ABSTRACT: The three-ring eudesmanolide, C(15)H(16)O(3), is a natural product isolated from Dicoma anomala Sond. (Asteraceae). The compound contains an endo-exo cross conjugated methyl-enecyclo-hexenone ring with an envelope conformation trans-fused with cyclo-hexane and trans-annelated with an ?-methyl-ene ?-lactone. The absolute structure was assigned by optical rotation measurements compared to those from the synthetic compound with known stereochemistry. The crystal packing is consolidated by C-H?O interactions.

SUBMITTER: Rademeyer M 

PROVIDER: S-EPMC2968103 | biostudies-literature | 2008 Dec

REPOSITORIES: biostudies-literature

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Dehydro-brachylaenolide: an eudesmane-type sesquiterpene lactone.

Rademeyer M M   van Heerden F R FR   van der Merwe M M MM  

Acta crystallographica. Section E, Structure reports online 20081224 Pt 1


The three-ring eudesmanolide, C(15)H(16)O(3), is a natural product isolated from Dicoma anomala Sond. (Asteraceae). The compound contains an endo-exo cross conjugated methyl-enecyclo-hexenone ring with an envelope conformation trans-fused with cyclo-hexane and trans-annelated with an α-methyl-ene γ-lactone. The absolute structure was assigned by optical rotation measurements compared to those from the synthetic compound with known stereochemistry. The crystal packing is consolidated by C-H⋯O int  ...[more]

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