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Title: Studies in alkaloid biosynthesis
Author: Bhakuni, Dewan Singh
Awarding Body: University of London
Current Institution: Imperial College London
Date of Award: 1965
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The biosynthesis of alkaloids derived from the 1- benzylisoquinoline skeleton is reviewed in the light of recent tracer studies. The chemistry of the proaporphine alkaloids is briefly described and evidence for the positions of the functional groups in crotonosine is presented. Hypothetical phenolic precursors for crotonosine have been synthesised containing carbon-14 and tritium. The distribution of tritium in coclaurine has been determined. The resolution of coclaurine is described and the absolute configuration of the enantiomers has been determined. Degradation of the biologically derived crotonosine has been carried out to locate the labelled atoms. The biosynthesis of crotonosine and roemerine is discussed in the light of results from tracer experiments with coclaurine derivatives. The oxidative coupling step in the synthesis of thebaine from reticuline has been investigated. A direct correlation between the configurations of the benzylisoquinoline and morphine alkaloids has been accomplished.
Supervisor: Barton, D, H. R. Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available