STRUCTURES OF THE NATURAL ALKALOIDS VINCADIFFORMINE AND 8-OXOTABERSONINE

Authors
PALMISANO G PILATI T
Citation
G. Palmisano et T. Pilati, STRUCTURES OF THE NATURAL ALKALOIDS VINCADIFFORMINE AND 8-OXOTABERSONINE, Acta crystallographica. Section C, Crystal structure communications, 49, 1993, pp. 1688-1691
Citations number
14
Categorie Soggetti
Crystallography
Journal title
Acta crystallographica. Section C, Crystal structure communications → ACNP
ISSN journal
01082701
Volume
49
Year of publication
1993
Part
9
Pages
1688 - 1691
Database
ISI
SICI code
0108-2701(1993)49:<1688:SOTNAV>2.0.ZU;2-K
Abstract
The structures of two indole alkaloids, vincadifformine [methyl 9'R)-2 ,3-didehydroaspidospermid-ine-3-carboxylate] and 8-oxotabersonine (5'R ,-12aR, tetradehydro-8-oxoaspidospermid-ine-3-carboxylate] have been e stablished and are compared. The main difference between the two molec ules is in the conformation of the six-membered heterocyclic ring whic h exhibits a chair conformation in vincadifformine but presents a more flattened sofa conformation in 8-oxotabersonine as a result of the pr esence of a double bond and an oxo group.