Synthesis and biological testing of 5-methyl-2'-deoxycytidine analogues and Perfluoroalkylation reactions of amines

Chapter one describes efficient syntheses of an array of 5-methyl-2’-deoxycytidine nucleoside analogues, designed to target the TET family of enzymes. Prepared compounds were tested on a cytotoxicity assay against several different cell lines and a highly toxic difluorinated compound was discovered....

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Bibliographic Details
Main Author: Scollan, Alexander
Format: Thesis (University of Nottingham only)
Language:English
Published: 2021
Subjects:
Online Access:https://eprints.nottingham.ac.uk/64472/
Description
Summary:Chapter one describes efficient syntheses of an array of 5-methyl-2’-deoxycytidine nucleoside analogues, designed to target the TET family of enzymes. Prepared compounds were tested on a cytotoxicity assay against several different cell lines and a highly toxic difluorinated compound was discovered. One compound was additionally prepared in the phosphoramidite form for solid phase DNA synthesis. Chapter two explores the synthesis of perfluoroalkyl amines. A highly successful catalyst-free method of fluoroalkylation was achieved mediated by phenylsilane and is able to prepare primary, secondary and tertiary 1,1-dihydroperfluoroalkylamines, imines and anilines in a catalyst free procedure with a generalised set of conditions, to prepare compounds containing between five and twenty-three fluorine atoms.