Late stages in the biosynthesis of abnormal erythrina alkaloids

Bhakuni, Dewan S. ; Jain, Sudha (1980) Late stages in the biosynthesis of abnormal erythrina alkaloids Tetrahedron, 36 (14). pp. 2153-2156. ISSN 0040-4020

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The incorporation of (±)-, N-norprotosinomenine, N-nor-orientaline, N-nor-reticuline, norlaudanosoline, protosinomenine, and N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-2-(4-hydroxyphenyl) ethylamine into coccuvine has been studied, and the specific utilisation of the (±)-norprotosinomenine demonstrated. A double labelling experiment with (±)-[1-3H,4'-methoxy-14C]-N-norprotosinomenine showed that the 4'-O-Me group of the precursor is retained in the bioconversion and the erythrinan ring system is not formed by addition of secondary amino function onto an ortho-quinone system. Feeding of (±)-[1-3H, 7-methoxy-14C]norprotosinomenine established that O-demethylation is the terminal step in the biosynthesis of coccuvine. Feeding of labelled abnormal Erythrina alkaloids revealed that isococculidine is converted into coccoline via coccuvinine and isococculine into coccolinine via coccuvine.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:2291
Deposited On:07 Oct 2010 11:25
Last Modified:16 May 2011 07:38

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