title: Studies relating to the synthesis, enzymatic reduction and cytotoxicity of a series of nitroaromatic prodrugs.
abstract: A series of N-nitroarylated-3-chloromethyl-1,2,3,4-tetrahydroisoquinoline derivatives, several of which also possessed a trifluoromethyl substituent, were prepared and assessed as potential nitroaromatic prodrugs. The enzymatic reduction of these compounds and their cytotoxicities were studied. The compounds were cytotoxic, but this is probably not related to their enzymatic reduction.
authors.affiliation: Morvus Technology Ltd, Llanvetherine Court, Llanvetherine, Abergavenny NP7 8NL, UK.
authors.forename: Philip J
authors.initials: PJ
authors.lastname: Burke
authors.affiliation: Department of Applied Sciences, University of Northumbria, Newcastle-upon-Tyne NE1 8ST, UK.
authors.forename: Lai Chun
authors.initials: LC
authors.lastname: Wong
authors.affiliation: Morvus Technology Ltd, Llanvetherine Court, Llanvetherine, Abergavenny NP7 8NL, UK.
authors.forename: Terence C
authors.initials: TC
authors.lastname: Jenkins
authors.affiliation: Morvus Technology Ltd, Llanvetherine Court, Llanvetherine, Abergavenny NP7 8NL, UK.
authors.forename: Richard J
authors.initials: RJ
authors.lastname: Knox
authors.affiliation: Department of Applied Sciences, University of Northumbria, Newcastle-upon-Tyne NE1 8ST, UK.
authors.forename: Ian T
authors.initials: IT
authors.lastname: Meikle
authors.affiliation: Department of Applied Sciences, University of Northumbria, Newcastle-upon-Tyne NE1 8ST, UK. Electronic address: steven.stanforth@northumbria.ac.uk.
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Stanforth
mesh_terms: D000818:Animals; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004926:Escherichia coli / Q000201:enzymology*; D006801:Humans; D015394:Molecular Structure; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000037:antagonists & inhibitors* / Q000378:metabolism; D009601:Nitroreductases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D011355:Prodrugs / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013329:Structure-Activity Relationship; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D004791:Enzyme Inhibitors; D011355:Prodrugs; D044005:Tetrahydroisoquinolines; C014843:1,2,3,4-tetrahydroisoquinoline; D016660:NAD(P)H Dehydrogenase (Quinone); C447479:NQO1 protein, human; D009601:Nitroreductases
keywords: CB 1954; NQO1; Nitroaromatic prodrugs; Nitrogen mustards; Nitroreductase