Cascarilla is a commercially available and cheap source of polyfunctionalized diterpenoids belonging to the clerodane structural type. In addition to the bitter triol cascarillin, ten further novel diterpenoids (eluterins A-J) have been isolated and characterized by spectroscopic means. Structural diversity within cascarilla clerodanes regards mainly the tether 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.
Diterpenoids from cascarilla (Croton eluteria Bennet) / Fattorusso, Ernesto; TAGLIALATELA SCAFATI, Orazio; C., Campagnuolo; F. U., Santelia; G., Appendino; P., Spagliardi. - In: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY. - ISSN 0021-8561. - STAMPA. - 50:18(2002), pp. 5131-5138. [10.1021/jf0203693]
Diterpenoids from cascarilla (Croton eluteria Bennet)
FATTORUSSO, ERNESTO;TAGLIALATELA SCAFATI, ORAZIO;
2002
Abstract
Cascarilla is a commercially available and cheap source of polyfunctionalized diterpenoids belonging to the clerodane structural type. In addition to the bitter triol cascarillin, ten further novel diterpenoids (eluterins A-J) have been isolated and characterized by spectroscopic means. Structural diversity within cascarilla clerodanes regards mainly the tether 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.| File | Dimensione | Formato | |
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