Partial Synthesis of Novel Trichothecene Mycotoxins

Thomas, Gerard Hugh (1992) Partial Synthesis of Novel Trichothecene Mycotoxins. PhD thesis, University of Glasgow.

Abstract

The partial syntheses of two novel trichotheoene homologues, (13R)-3alpha,4beta, 15-triacetoxy-13-methyl-12,13-epoxy trichothec-9-ene (11) and (13S)-3alpha,4beta-triacetoxy-13-methyl-12,13-epoxytrichothec-9-ene (12), from the readily available trichothecenes DAS (1) (4beta,15-diacetoxy-3alpha-hydroxy-12,13-epoxytrichothec-9-ene) and MAS (2) (3alpha,15-dihydroxy-4beta-acetoxy-12,13-epoxytrichothec-9-ene) are detailed. These were carried out in order to provide further insight into the mode of action of the trichothecene mycotoxins. In addition, a model study was conducted which involved the synthesis of the bicyclo[3.2.1]octane epoxy alcohol (96) and the bicyclo[3.2.1]octane epoxy triethylsilyl ethers (110) and (111) from 2-methyl cyclohexanone.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Additional Information: Adviser: E W Colvin
• Keywords: Organic chemistry, Biochemistry
• Date of Award: 1992
• Depositing User: Enlighten Team
• Unique ID: glathesis:1992-75842
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 19 Dec 2019 09:15
• Last Modified: 19 Dec 2019 09:15
• URI: https://theses.gla.ac.uk/id/eprint/75842