Separation and NMR studies on lignans of Raulinoa echinata.
Investigation of the leaves of Raulinoa echinata Cowan (Rutaceae) has led to the isolation of several furofuran (2,6-diaryl-3,7-dioxabicyclo[3.3.0]-octane) lignan derivatives, namely (+)-sesamin, (+)-eudesmin, (+)-methylpiperitol (= kobusin), (+)-piperitol-gamma,gamma-dimethylallylether and the corresponding epi compounds: (+)-asarinin, (+)-epieudesmin, (+)-methylxanthoxylol, (+)-methylpluviatilol, (+)-xanthoxylol-gamma,gamma-dimethylallylether and (+)-pluviatilol-gamma,gamma-dimethylallylether. This is the first report of the chromatographic separation of the epimers (+)-methylxanthoxylol/(+)-methylpluviatilol and (+)-xanthoxylol-gamma,gamma-dimethylallylether/(+)-pluviatilol-gamma,gamma- dimethylallylether and of their NMR nOe difference studies.
Biavatti
M W
MW
Departamento de Química, Universidade Federal de São Carlos, CP 676, 13565-905, São Carlos, SP, Brazil.
Vieira
P C
PC
da Silva
M F
MF
Fernandes
J B
JB
Degani
A L
AL
Cass
Q B
QB
Schefer
A B
AB
Ferreira
A G
AG
D004149:Dioxoles / Q000032:analysis / Q000737:chemistry; D005663:Furans / Q000737:chemistry* / Q000302:isolation & purification; D017705:Lignans / Q000032:analysis / Q000737:chemistry* / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D010636:Phenols / Q000737:chemistry* / Q000302:isolation & purification; D010944:Plants / Q000737:chemistry*
D004149:Dioxoles; D005663:Furans; D017705:Lignans; D010636:Phenols; C442492:methylpluviatilol; C442491:methylxanthoxylol; C054125:sesamin