title: Synthesis, characterization and evaluation of antileishmanial activity of copper(II) with fluorinated α-hydroxycarboxylate ligands.
abstract: In this study, Cu(II) complexes with fluorinated ligands were produced aiming at the development of new, less toxic antileishmanial metallodrugs. Complexes of the general formula CuL2 (L = lactate, trifluorolactate, 2-hydroxyisobutyrate, trifluoro-2-hydroxyisobutyrate) were synthesized in methanolic medium, purified by crystallization and characterized by elemental analysis and electronic and infrared spectroscopies. In vitro experiments with Leishmania amazonensis promastigotes showed that the trifluorolactate derivative more active than its non-fluorinated counterpart. Our results indicate that fluorinated chelators may be interesting to increase metal toxicity and/or open new paths for metallodrug chemotherapy against leishmaniasis.
authors.affiliation: Instituto de Química, Universidade de São Paulo, Av. Lineu Prestes 748, São Paulo 05508-000, Brazil.
authors.forename: Rodrigo
authors.initials: R
authors.lastname: da Silva Maffei
authors.forename: Jenicer K U
authors.initials: JK
authors.lastname: Yokoyama-Yasunaka
authors.forename: Danilo Ciccone
authors.initials: DC
authors.lastname: Miguel
authors.forename: Silvia Reni Bortolin
authors.initials: SR
authors.lastname: Uliana
authors.forename: Breno Pannia
authors.initials: BP
authors.lastname: Espósito
mesh_terms: D000981:Antiprotozoal Agents / Q000032:analysis* / Q000138:chemical synthesis* / Q000627:therapeutic use; D018929:Cell Culture Techniques; D003300:Copper / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D004578:Electron Spin Resonance Spectroscopy; D005459:Fluorides / Q000737:chemistry*; D054879:Halogenation; D006885:Hydroxybutyrates / Q000737:chemistry; D020128:Inhibitory Concentration 50; D019344:Lactic Acid / Q000737:chemistry; D007891:Leishmania / Q000187:drug effects* / Q000254:growth & development; D007896:Leishmaniasis / Q000188:drug therapy; D008024:Ligands; D015394:Molecular Structure; D013055:Spectrophotometry, Infrared
chemical_list: D000981:Antiprotozoal Agents; D006885:Hydroxybutyrates; D008024:Ligands; D019344:Lactic Acid; D003300:Copper; C008039:2-hydroxyisobutyric acid; D005459:Fluorides