The absolute configuration of 1-(3',4'-dihydroxycinnamoyl)cyclopentane-2,3-diol from the amazonian tree Chimarrhis turbinata.
J Nat Prod
; 69(7): 1046-50, 2006 Jul.
Article
en En
| MEDLINE
| ID: mdl-16872142
ABSTRACT
An antioxidant, 1-(3',4'-dihydroxycinnamoyl)cyclopentane-2,3-diol [or (E)-2,3-dihydroxycyclopentyl-3-(3',4'-dihydroxyphenyl)acrylate (1)], and two known trans- and cis-chlorogenic acid methyl esters were isolated from the ethanolic extract of the leaves of Chimarrhis turbinata. The relative configuration of 1 was determined by NMR and by comparison of the circular dichroic spectrum (CD) with those of the enantiomers of synthetic 3',4'-dimethoxycinnamoyl analogues. The absolute configuration of one of the synthetic enantiomers was determined using the CD exciton chirality method. This established the structure of naturally occurring 1 as (E)-2,3-dihydroxycyclopentyl-3-(3',4'-dihydroxyphenyl)acrylate.
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Bases de datos:
MEDLINE
Métodos Terapéuticos y Terapias MTCI:
Terapias_biologicas
Asunto principal:
Plantas Medicinales
/
Árboles
/
Ciclopentanos
/
Antioxidantes
Idioma:
En
Revista:
J Nat Prod
Año:
2006
Tipo del documento:
Article
País de afiliación:
Brasil