Synthesis, characterization and evaluation of antileishmanial activity of copper(II) with fluorinated α-hydroxycarboxylate ligands.
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.
da Silva Maffei
Rodrigo
R
Instituto de Química, Universidade de São Paulo, Av. Lineu Prestes 748, São Paulo 05508-000, Brazil.
Yokoyama-Yasunaka
Jenicer K U
JK
Miguel
Danilo Ciccone
DC
Uliana
Silvia Reni Bortolin
SR
Espósito
Breno Pannia
BP
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
D000981:Antiprotozoal Agents; D006885:Hydroxybutyrates; D008024:Ligands; D019344:Lactic Acid; D003300:Copper; C008039:2-hydroxyisobutyric acid; D005459:Fluorides