Article (Scientific journals)
Revision of the Structure of Strychnochromine
Quetin-Leclercq, Joëlle; Angenot, Luc; Dupont, Léon et al.
1991In Tetrahedron Letters, 32 (34), p. 4295-4298
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Keywords :
quinoline alkaloids; Strychnos gosweileri; 2D-NMR; X-Ray diffraction; strychnochromine; p-bromobenzoyl ester
Abstract :
[en] The structure of strychnochromine, an unusual alkaloid isolated from a new batch of the root bark of Strychnos gossweileri has been revised . To confirm the indoline structure ( proposed in 1988) and to establish the stereochemistry of the compound extensive 2D-NMR experiments were carried out. The COSY experiments mostly confirmed the previous observations but the COLOC maps did not fit the first proposed structure!The problem was solved by single-crystal X-ray analysis of the p-bromobenzoyl ester of strychnochromine. The new structure, with its tetrahydroquinoline ring, is very unusual in Strychnos species but the formation of quinolines from indole alkaloids has already mentioned in some other plants ( Cinchona, Alstonia, Hunteria..).
Disciplines :
Chemistry
Author, co-author :
Quetin-Leclercq, Joëlle
Angenot, Luc  ;  Université de Liège - ULiège > Département de pharmacie > Pharmacognosie
Dupont, Léon
Dideberg, Otto
Warin, Roger
Delaude, Clément ;  Université de Liège - ULiège > Relations académiques et scientifiques (Sciences)
Coune, Claude
Language :
English
Title :
Revision of the Structure of Strychnochromine
Publication date :
1991
Journal title :
Tetrahedron Letters
ISSN :
0040-4039
Publisher :
Elsevier, Oxford, United Kingdom
Volume :
32
Issue :
34
Pages :
4295-4298
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 08 May 2010

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