Journal of Organic Chemistry p. 1732 - 1737 (1985)
Update date:2022-08-12
Topics:
Jeffs, Peter W.
Abou-Donia, Amina
Campau, Dale
The isolation and characterization of the major crystalline alkaloids of three Crinum species, C. defixum, C. scabrum, and C. latifolium, are reported.A new alkaloid, 5α-hydroxyhomolycorine (1) has been isolated from C. defixum.The latter plant also contains an alkaloid identified as 9-O-demethylhomolycorine which differs in physical properties from that previously reported for this compound.Evidence is provided for the structure of 9-O-demethylhomolycorine by 1H and 13C NMR studies.In the latter, the exploitation of long-range 1H coupling in the 13C spectra of lactones in this series is found to be diagnostically useful in assigning aromatic substitution patterns.A survey of the CD spectra of lactone alkaloids of the benzopyrano<3,4-g>indole system indicates that this technique can provide useful structural information.
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