title: Hypoxia-driven elimination of thiopurines from their nitrobenzyl prodrugs.
abstract: A novel bioreductive prodrug of 6-thioguanine, 2-amino-6-[2-(4-nitrophenyl)prop-2-ylsulfanyl]-9H-purine, containing a gem-dimethyl thioether linkage, was synthesised and compared with its unsubstituted analogue. In A549 whole cell experiments hypoxia selective release of 6-thioguanine was observed with the substituted prodrug only.
authors.affiliation: University of Oxford, Gray Cancer Institute, Mount Vernon Hospital, Northwood, Middlesex HA6 2JR, UK. thomson@gci.ac.uk
authors.forename: Peter
authors.initials: P
authors.lastname: Thomson
authors.forename: Matthew A
authors.initials: MA
authors.lastname: Naylor
authors.forename: Michael R L
authors.initials: MR
authors.lastname: Stratford
authors.forename: Gemma
authors.initials: G
authors.lastname: Lewis
authors.forename: Sally
authors.initials: S
authors.lastname: Hill
authors.forename: Kantilal B
authors.initials: KB
authors.lastname: Patel
authors.forename: Peter
authors.initials: P
authors.lastname: Wardman
authors.forename: Peter D
authors.initials: PD
authors.lastname: Davis
mesh_terms: D015687:Cell Hypoxia; D002460:Cell Line; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011355:Prodrugs / Q000737:chemistry*; D011687:Purines / Q000737:chemistry*
chemical_list: D011355:Prodrugs; D011687:Purines