Conoliferine and isoconoliferine, structurally novel alkaloid-lignan conjugates from Tabernaemontana corymbosa

Conoliferine and isoconoliferine, structurally novel alkaloid-lignan conjugates from Tabernaemontana corymbosa

Conoliferine and isoconoliferine were isolated from Tabernaemontana corymbosa as an unresolvable mixture of (1′ S, 2′ S)- and (1′ R, 2′ R)-diastereomers. These novel natural products are constituted from the union of an iboga alkaloid, ibogaine, and a lignan moiety, and represent the first instance...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 50; no. 27; pp. 3756 - 3759
Main Authors: Lim, Kuan-Hon, Kam, Toh-Seok
Format: Journal Article
Language:English
Published: Elsevier Ltd 08-07-2009
Subjects:
Alkaloid-lignan conjugate
Apocynaceae
NMR
Tabernaemontana
Apocynaceae
NMR
Alkaloid-lignan conjugate
Tabernaemontana
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Summary:Conoliferine and isoconoliferine were isolated from Tabernaemontana corymbosa as an unresolvable mixture of (1′ S, 2′ S)- and (1′ R, 2′ R)-diastereomers. These novel natural products are constituted from the union of an iboga alkaloid, ibogaine, and a lignan moiety, and represent the first instance of such an alkaloid-lignan conjugate. The structure was determined by spectroscopic methods, including the extensive use of NOE experiments for assignment of stereochemistry.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.02.075