Reference : Revision of the Structure of Strychnochromine
Scientific journals : Article
Physical, chemical, mathematical & earth Sciences : Chemistry
http://hdl.handle.net/2268/14429
Revision of the Structure of Strychnochromine
English
Quetin-Leclercq, Joëlle [ > > ]
Angenot, Luc mailto [Université de Liège - ULg > Département de pharmacie > Pharmacognosie >]
Dupont, Léon [ > > ]
Dideberg, Otto [ > > ]
Warin, Roger [ > > ]
Delaude, Clément [ > > ]
Coune, Claude [ > > ]
1991
Tetrahedron Letters
Elsevier
32
34
4295-4298
Yes (verified by ORBi)
International
0040-4039
Oxford
United Kingdom
[en] quinoline alkaloids ; Strychnos gosweileri ; 2D-NMR ; X-Ray diffraction ; strychnochromine ; p-bromobenzoyl ester
[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..).
http://hdl.handle.net/2268/14429

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