4.7 Article

Diterpenoids from cascarilla (Croton eluteria Bennet)

Journal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 50, Issue 18, Pages 5131-5138

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jf0203693

Keywords

Cascarilia; Croton eluteria; eluterins; bitter compounds; diterpenes; clerodane; NMR spectroscopy

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Cascarilla is a commercially available and cheap source, of polyfunctionalized diterpenoids belonging to the clerodane structural type. In addition to the bitter triol cascarillin, 10 additional new diterpenoids (eluterins A-J) have been isolated and characterized by spectroscopic means. Structural diversity within cascarilla clerodanes involves mainly the linkage between the carbocyclic and the heterocyclic moieties and the functionalization of C-3, C-4 and C-6 of the decalin core. Cascarillin was shown to be a mixture of interconverting gamma-lactols and not a gamma-hydroxyaldehyde as previously reported.

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