title: Photoinduced reactivity of doxorubicin: catalysis and degradation.
abstract: Doxorubicin exhibits unusual photoreactivity in aqueous solutions. Our data show that there are two distinct photoreactive pathways for doxorubicin. One is a two-step process that leads to the formation of 3-methoxysalicylic acid, a stable degradation product. The other pathway is a photoreduction of doxorubicin to form the corresponding dihydroquinone, which undergoes spontaneous oxidation mediated by dissolved oxygen to recover doxorubicin with the formation of hydrogen peroxide. Our data account for the known nonlinear dependence of doxorubicin fluorescence intensity on concentration.
authors.affiliation: Department of Chemistry, University of Warsaw, Pasteura 1, Warsaw 02-093, Poland.
authors.forename: Krzysztof
authors.initials: K
authors.lastname: Nawara
authors.forename: Pawel
authors.initials: P
authors.lastname: Krysinski
authors.forename: G J
authors.initials: GJ
authors.lastname: Blanchard
mesh_terms: D002384:Catalysis; D004317:Doxorubicin / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry; D015394:Molecular Structure; D055668:Photochemical Processes; D017382:Reactive Oxygen Species / Q000737:chemistry; D012459:Salicylates / Q000138:chemical synthesis / Q000737:chemistry; D014466:Ultraviolet Rays
chemical_list: D017382:Reactive Oxygen Species; D012459:Salicylates; C523953:3-methoxysalicylic acid; D004317:Doxorubicin; D006861:Hydrogen Peroxide