title: Bleomycin-induced trans lipid formation in cell membranes and in liposome models.
abstract: Cell cultures of NTera-2 cells incubated with bleomycin and liposomes as biomimetic models of cell membranes were used for examining some novel aspects of drug-metal induced reactivity with unsaturated lipids under oxidative conditions. In cell cultures, bleomycin was found for the first time to cause the formation of trans fatty acids. The chemical basis of this transformation was ascertained by liposome experiments, using bleomycin-iron complexes in the presence of thiol as a reducing agent that by incubation at 37 °C gave rise to the thiyl radical-catalysed double bond isomerisation of membrane phospholipids. The effect of oxygen and reagent concentrations on the reaction outcome was studied. An interesting scenario of free radical reactivity is proposed, which can be relevant for understanding the role of membrane lipids in antitumoral treatments and drug carrier interaction.
authors.affiliation: Akdeniz University Medical Faculty, Department of Biochemistry, Dumlupinar Bulvari Campus, 07070 Antalya, Turkey. aysegulcort@gmail.com ozben@akdeniz.edu.tr.
authors.forename: Aysegul
authors.initials: A
authors.lastname: Cort
authors.forename: Tomris
authors.initials: T
authors.lastname: Ozben
authors.forename: Anna
authors.initials: A
authors.lastname: Sansone
authors.forename: Sebastian
authors.initials: S
authors.lastname: Barata-Vallejo
authors.forename: Chryssostomos
authors.initials: C
authors.lastname: Chatgilialoglu
authors.forename: Carla
authors.initials: C
authors.lastname: Ferreri
mesh_terms: D001761:Bleomycin / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002462:Cell Membrane / Q000187:drug effects* / Q000378:metabolism*; D005231:Fatty Acids, Unsaturated / Q000737:chemistry; D006801:Humans; D008081:Liposomes / Q000737:chemistry / Q000378:metabolism*; D008563:Membrane Lipids / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry
chemical_list: D005231:Fatty Acids, Unsaturated; D008081:Liposomes; D008563:Membrane Lipids; D013438:Sulfhydryl Compounds; D001761:Bleomycin