Diterpenoids from cascarilla (Croton eluteria Bennet)

Ernesto Fattorusso; Orazio Taglialatela-Scafati; Claudio Campagnuolo; Federico U. Santelia; Giovanni Appendino; Paola Spagliardi

doi:10.1021/jf0203693

Diterpenoids from cascarilla (Croton eluteria Bennet)

Ernesto Fattorusso
, Orazio Taglialatela-Scafati
, Claudio Campagnuolo
, Federico U. Santelia
, Giovanni Appendino
, Paola Spagliardi

Research output: Contribution to journal › Article › peer-review

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, 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 γ-lactols and not a γ-hydroxyaldehyde as previously reported.

Original language	English
Pages (from-to)	5131-5138
Number of pages	8
Journal	Journal of Agricultural and Food Chemistry
Volume	50
Issue number	18
DOIs	https://doi.org/10.1021/jf0203693
Publication status	Published - 28 Aug 2002
Externally published	Yes

Keywords

Bitter compounds
Cascarilla
Clerodane
Croton eluteria
Diterpenes
Eluterins
NMR spectroscopy

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10.1021/jf0203693

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title = "Diterpenoids from cascarilla (Croton eluteria Bennet)",

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, 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 γ-lactols and not a γ-hydroxyaldehyde as previously reported.",

keywords = "Bitter compounds, Cascarilla, Clerodane, Croton eluteria, Diterpenes, Eluterins, NMR spectroscopy",

author = "Ernesto Fattorusso and Orazio Taglialatela-Scafati and Claudio Campagnuolo and Santelia, \{Federico U.\} and Giovanni Appendino and Paola Spagliardi",

year = "2002",

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doi = "10.1021/jf0203693",

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TY - JOUR

T1 - Diterpenoids from cascarilla (Croton eluteria Bennet)

AU - Fattorusso, Ernesto

AU - Taglialatela-Scafati, Orazio

AU - Campagnuolo, Claudio

AU - Santelia, Federico U.

AU - Appendino, Giovanni

AU - Spagliardi, Paola

PY - 2002/8/28

Y1 - 2002/8/28

N2 - 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 γ-lactols and not a γ-hydroxyaldehyde as previously reported.

AB - 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 γ-lactols and not a γ-hydroxyaldehyde as previously reported.

KW - Bitter compounds

KW - Cascarilla

KW - Clerodane

KW - Croton eluteria

KW - Diterpenes

KW - Eluterins

KW - NMR spectroscopy

UR - https://www.scopus.com/pages/publications/0037189863

U2 - 10.1021/jf0203693

DO - 10.1021/jf0203693

M3 - Article

SN - 0021-8561

VL - 50

SP - 5131

EP - 5138

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

IS - 18

ER -

Diterpenoids from cascarilla (Croton eluteria Bennet)

Abstract

Keywords

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