Edinburgh Research Archive logo

Edinburgh Research Archive

University of Edinburgh homecrest
View Item 
  •   ERA Home
  • Chemistry, School of
  • Chemistry thesis and dissertation collection
  • View Item
  •   ERA Home
  • Chemistry, School of
  • Chemistry thesis and dissertation collection
  • View Item
  • Login
JavaScript is disabled for your browser. Some features of this site may not work without it.

Synthetic and biosynthetic studies on the polyketide metabolites LL-D253a and averufin

View/Open
ChandlerIM_1987redux.pdf (17.02Mb)
Date
1987
Author
Chandler, Ian Michael
Metadata
Show full item record
Abstract
 
 
In Chapter 1 a brief outline of the range of naturally-occurring oxygen heterocycles is presented. This is follow ed by a com prehensive review of non-flavanoid naturally-occurring chromanones, including reference to any im portant biosynthetic studies. This is follow ed by a review of the synthesis of such compounds, concentrating on more recent developments
 
Chapter 2 concerns the biosynthesis of the chrom anone LL-D253a, a metabolite of P. p ig m e ntivora . A review of previous studies is presented, followed by a brief account of the existence of the phenonium ion, though t to be an intermediate in the biosynthesis of LL-D253a. The incorporation of sodium [2 - 2H3,13C]-acetate, and of diethyl [ 2 - 13C]-malonate, into LL-D253a give an insight into the mechanism of its form ation. Chemical manipulation of deuterium labelled LL-D253a derivatives has supported the existence of a "phenonium'' intermediate. Chemical synthesis of some postulated prrecursors to Ll-D253a was undertaken.
 
Chapter 3 concerns the biosynthesis of averufin, known to be a precursor to aflatoxin B-|. An overview of aflatoxin biosynthesis is presented, and includes a detailed review of relevant studies reported since 1980. The incorporation of [ 2 - 2H2]-hexanoic acid, and of diethyl [ 2 - 13C]-malonate, into averufin is reported. These results confirm that averufin is a decaketide, but during its biosynthesis it is able to exchange with endogenous hexanoate. Attem pted chemical manipulation of averufin, and incorporation of [7 - 2H2]-averufin into aflatoxin B-, is discussed.
 
URI
http://hdl.handle.net/1842/27780
Collections
  • Chemistry thesis and dissertation collection

Library & University Collections HomeUniversity of Edinburgh Information Services Home
Privacy & Cookies | Takedown Policy | Accessibility | Contact
Privacy & Cookies
Takedown Policy
Accessibility
Contact
feed RSS Feeds

RSS Feed not available for this page

 

 

All of ERACommunities & CollectionsBy Issue DateAuthorsTitlesSubjectsPublication TypeSponsorSupervisorsThis CollectionBy Issue DateAuthorsTitlesSubjectsPublication TypeSponsorSupervisors
LoginRegister

Library & University Collections HomeUniversity of Edinburgh Information Services Home
Privacy & Cookies | Takedown Policy | Accessibility | Contact
Privacy & Cookies
Takedown Policy
Accessibility
Contact
feed RSS Feeds

RSS Feed not available for this page