Chiral HPLC separation and CD spectra of the enantiomers of the alkaloid tacamonine and related compounds.
The HPLC enantiomeric separation of racemic indole alkaloids tacamonine, 17 alpha-hydroxytacamonine, deethyleburnamonine, and vindeburnol was accomplished using Chiralpak AD and Chiralcel OD as chiral stationary phases. Small structural differences affect the enantioselectivity ability of these phases. Single enantiomers of tacamonine and vindeburnol were isolated by semipreparative HPLC and their CD spectra and optical rotations were measured.
Caccamese
S
S
Dipartimento di Scienze Chimiche, Università di Catania, Catania, Italy. scaccamese@dipchi.unict.it
Principato
G
G
Jokela
R
R
Tolvanen
A
A
Din Belle
D
D
D002851:Chromatography, High Pressure Liquid / Q000379:methods; D002942:Circular Dichroism; D026121:Indole Alkaloids / Q000737:chemistry* / Q000302:isolation & purification*; D015394:Molecular Structure; D013237:Stereoisomerism; D014749:Vincamine / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification
D026121:Indole Alkaloids; C449743:tacamonine; D014749:Vincamine; C044616:vindeburnol