Bhakuni, Dewan S. ; Mangla, Virendra K. ; Singh, Awadhesh N. ; Kapil, Randhir S. (1978) Biosynthesis of the morphinandienone alkaloid, sebiferine ournal of Chemical Soceity,Perkin Transactions 1 . pp. 267-269. ISSN 0300-922X
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Official URL: http://www.rsc.org/publishing/journals/P1/article....
Related URL: http://dx.doi.org/10.1039/P19780000267
The incorporation of (±)-nor-reticuline, (±)-reticuline, (±)-nor-orientaline, and (±)-laudanosine into sebiferine (O-methylflavinantine) in Cocculus laurifolius DC has been studied and the specific utilization of reticuline demonstrated. A double-labelling experiment involving the 4-O-methyl group of (±)-nor-reticuline showed that the methoxy-function is retained in the bioconversion of the precursor into sebiferine and there was considerable loss of tritium at C-1. Parallel experiments with (+)- and (-)-reticulines showed that the stereospecificity is not maintained in the biosynthesis of sebiferine from 1-benzylisoquinoline precursors. Feeding experiments also demonstrated that the plants can also efficiently convert flavinantine into sebiferine.
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