title: In vitro DNA scission activity of heterometallocenes.
abstract: A comparative DNA scission activity study of azaferrocene, N-methyl-azaferrocene iodide and 3,3',4,4'-tetramethyl-1,1'-diphosphaferrocene (featuring iron in a +2 oxidation state), along with ferrocene (iron +2) and ferrocenium (iron +3) cation is described. Experiments indicate a high cleavage activity of azaferrocene and its N-methyl derivative in DMSO. DNA cleavage activity can be slowed down by addition of a free radical scavenger (thiourea) or triggered by addition of a reductive agent (dithiothreitol, DTT). The X-ray crystal structure of the N-methyl-2,5-dimethylazaferrocene cation (iron +2) with hexafluorophosphate as counter anion is also reported.
authors.affiliation: Department of Organic Chemistry, Institute of Chemistry, University of Łódź, Narutowicza 68, 90-136, Łódź, Poland.
authors.forename: Konrad
authors.initials: K
authors.lastname: Kowalski
authors.forename: Natsuko
authors.initials: N
authors.lastname: Suwaki
authors.forename: Janusz
authors.initials: J
authors.lastname: Zakrzewski
authors.forename: Andrew J P
authors.initials: AJ
authors.lastname: White
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Long
authors.forename: David J
authors.initials: DJ
authors.lastname: Mann
mesh_terms: D001372:Aza Compounds / Q000737:chemistry; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D053837:DNA Cleavage / Q000187:drug effects*; D004229:Dithiothreitol / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D004587:Electrophoresis, Agar Gel; D005290:Ferric Compounds / Q000494:pharmacology; D005296:Ferrous Compounds / Q000494:pharmacology*; D005459:Fluorides / Q000737:chemistry; D016166:Free Radical Scavengers / Q000494:pharmacology; D007477:Ions; D000075163:Metallocenes; D009942:Organometallic Compounds / Q000494:pharmacology*; D010710:Phosphates / Q000737:chemistry; D019163:Reducing Agents / Q000494:pharmacology; D013890:Thiourea / Q000494:pharmacology
chemical_list: D001372:Aza Compounds; D005290:Ferric Compounds; D005296:Ferrous Compounds; D016166:Free Radical Scavengers; D007477:Ions; D000075163:Metallocenes; D009942:Organometallic Compounds; D010710:Phosphates; D019163:Reducing Agents; C013108:metallocene; C012980:fluorophosphate; D004247:DNA; D013890:Thiourea; D005459:Fluorides; D004229:Dithiothreitol; C004998:ferrocene