The biosynthesis of laurifinine

Bhakuni, Dewan S. ; Jain, Sudha (1981) The biosynthesis of laurifinine Tetrahedron, 37 (18). pp. 3171-3174. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)98850-7

Abstract

The incorporation of (±)-nor-laudanosoline, (±)-N-nor-protosinomenine, (±)-N-nor-orientaline, (±)-N-nor-reticuline, and N-[2-(3-hydroxy-4-methoxyphenyl) ethyl]-2-(4'-hydroxyphenyl) ethylamine into laurifinine has been studied and the specific utilisation of the (±)-N-norprotosinomenine demonstrated. Double labelling experiments with (±)-[1-3H, 4'-methoxy-14C]-, and (±)-[1-3H, 7-methoxy-14C]-N-norprotosinomenines showed that 4' and 7, OMe groups and the H atom at the asymmetric centre of the precursor are retained in the bioconversion into laurifinine. Parallel experiments with (+)- and (-)-N-norprotosinomenine demonstrated specific utilisation of (+)-isomer into laurifinine.

Item Type:Article
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Deposited On:07 Oct 2010 16:52
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