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Synthesis, characterization and evaluation of antileishmanial activity of copper(II) with fluorinated α-hydroxycarboxylate ligands

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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.

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Acknowledgments

Authors are thankful for financial support from CNPq and FAPESP (Brazilian funding agencies).

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Authors and Affiliations

  1. Instituto de Química, Universidade de São Paulo, Av. Lineu Prestes 748, São Paulo, 05508-000, Brazil

    Rodrigo da Silva Maffei & Breno Pannia Espósito

  2. Instituto de Ciências Biomédicas, Universidade de São Paulo, Av. Lineu Prestes 1374, São Paulo, 05508-000, Brazil

    Jenicer K. U. Yokoyama-Yasunaka, Danilo Ciccone Miguel & Silvia Reni Bortolin Uliana

Authors
  1. Rodrigo da Silva Maffei
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  2. Jenicer K. U. Yokoyama-Yasunaka
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  3. Danilo Ciccone Miguel
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  4. Silvia Reni Bortolin Uliana
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  5. Breno Pannia Espósito
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Correspondence to Breno Pannia Espósito.

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da Silva Maffei, R., Yokoyama-Yasunaka, J.K.U., Miguel, D.C. et al. Synthesis, characterization and evaluation of antileishmanial activity of copper(II) with fluorinated α-hydroxycarboxylate ligands. Biometals 22, 1095–1101 (2009). https://doi.org/10.1007/s10534-009-9260-1

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  • DOI: https://doi.org/10.1007/s10534-009-9260-1

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