Chemical and microbial transformations of some lanosterol derivatives

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dc.contributor.advisor Professor L.H. Briggs en
dc.contributor.advisor Dr P.S. Rutledge en
dc.contributor.author Bartley, John Peter en
dc.date.accessioned 2009-05-01T03:48:44Z en
dc.date.available 2009-05-01T03:48:44Z en
dc.date.issued 1969 en
dc.identifier.citation Thesis (PhD--Chemistry)--University of Auckland, 1969. en
dc.identifier.uri http://hdl.handle.net/2292/4233 en
dc.description Restricted Item. Print thesis available in the University of Auckland Library or may be available through Interlibrary Loan. en
dc.description.abstract Attempts have been made to transform lanosterol, by both chemical and microbial means, into compounds of potential pharmacological importance. In part I some compounds with heterocyclic rings (pyrazoles, isoxazoles, and furazans) fused to ring-A have been synthesized by chemical methods. These have been tested for cytotoxic properties against lymphoid leukemia L-1210. The equilibria and n.m.r. spectra of some formyl ketones have also been studied. In part II attempts have been made to oxidize some lanosterol derivatives with microbial cultures in pursuit of synthetically useful intermediates. 3β-Hydroxy-11-keto-4, 4, 14α-trimethyl-5α-chol-8-enic acid methyl ester (35e) has been synthesized from lanosterol and transformed by Trichotecium roseum to a dihydroxy-5α-cholenic acid derivative. Extensive chemical transformations have been carried out on lanosterol to prepare substrates for microbial transformation. In particular a new efficient method for the mild degradation of the lanosterol side chain to a 17β-acetyl group has been developed. en
dc.format Scanned from print thesis en
dc.language.iso en en
dc.publisher ResearchSpace@Auckland en
dc.relation.ispartof PhD Thesis - University of Auckland en
dc.relation.isreferencedby UoA216068 en
dc.rights Restricted Item. Print thesis available in the University of Auckland Library or may be available through Interlibrary Loan. en
dc.rights.uri https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm en
dc.title Chemical and microbial transformations of some lanosterol derivatives en
dc.type Thesis en
thesis.degree.discipline Chemistry en
thesis.degree.grantor The University of Auckland en
thesis.degree.level Doctoral en
thesis.degree.name PhD en
dc.subject.marsden Fields of Research::250000 Chemical Sciences en
dc.rights.holder Copyright: The author en
pubs.local.anzsrc 03 - Chemical Sciences en
dc.rights.accessrights http://purl.org/eprint/accessRights/ClosedAccess en
pubs.org-id Faculty of Science en


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