title: Desferrioxamine-caffeine (DFCAF) as a cell permeant moderator of the oxidative stress caused by iron overload.
abstract: Desferrioxamine (DFO) is a potent iron chelator used in the treatment of iron overload (IO) disorders. However, due to its low cell permeability and fast clearance, DFO administration is usually prolonged and of limited use for the treatment of IO in tissues such as the brain. Caffeine is a safe, rapidly absorbable molecule that can be linked to other compounds to improve their cell permeability. In this work, we successfully prepared and described DFO-caffeine, a conjugate with iron scavenging ability, antioxidant properties and enhanced permeation in the HeLa cell model.
authors.affiliation: Department of Chemistry, University of São Paulo, São Paulo, Brazil.
authors.forename: Elizabeth Carmen Pastrana
authors.initials: EC
authors.lastname: Alta
authors.forename: Dibakar
authors.initials: D
authors.lastname: Goswami
authors.forename: M Teresa
authors.initials: MT
authors.lastname: Machini
authors.forename: Daniel Menezes
authors.initials: DM
authors.lastname: Silvestre
authors.forename: Cassiana Seimi
authors.initials: CS
authors.lastname: Nomura
authors.forename: Breno Pannia
authors.initials: BP
authors.lastname: Espósito
mesh_terms: D000975:Antioxidants / Q000008:administration & dosage / Q000494:pharmacology; D002110:Caffeine / Q000008:administration & dosage / Q000494:pharmacology*; D002463:Cell Membrane Permeability; D003676:Deferoxamine / Q000008:administration & dosage / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D005290:Ferric Compounds / Q000378:metabolism / Q000633:toxicity; D005452:Fluoresceins / Q000032:analysis; D005456:Fluorescent Dyes / Q000032:analysis; D006367:HeLa Cells; D006801:Humans; D007502:Iron Chelating Agents / Q000008:administration & dosage / Q000494:pharmacology*; D019190:Iron Overload / Q000188:drug therapy*; D015394:Molecular Structure; D009571:Nitrilotriacetic Acid / Q000031:analogs & derivatives / Q000378:metabolism / Q000633:toxicity; D018384:Oxidative Stress / Q000187:drug effects*
chemical_list: D000975:Antioxidants; D005290:Ferric Compounds; D005452:Fluoresceins; D005456:Fluorescent Dyes; D007502:Iron Chelating Agents; C085925:calcein AM; D002110:Caffeine; D003676:Deferoxamine; D009571:Nitrilotriacetic Acid; C020326:ferric nitrilotriacetate