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New approach towards the synthesis of selenosemicarbazones, useful compounds for Chagas' disease

Chiara Pizzo 1 Paula Faral-Tello 2 Gloria Yaluff 3 Elva Serna 3 Susana Torres 3 Ninfa Vera 3 Cecilia Saiz 1 Carlos Robello 2 Graciela Mahler 1, *
* Corresponding author
1 UCUR - Universidad de la República [Montevideo]
2 Institut Pasteur de Montevideo
3 UNA - Universidad Nacional de Asunción [Paraguay]
Abstract : Herein, we describe a new approach towards the synthesis of selenosemicarbazones. The reaction involves an O-Se exchange of semicarbazones using Ishihara reagent. Eleven selenosemicarbazones were prepared using this methodology, with low to moderate yields. Among the prepared compounds the m-bromo phenyl methyl derivative 1b was selected to be evaluated in vivo, in a murine model of acute Chagas' disease. Compound 1b 10 mg/kg bw/day reduced 50% of parasitaemia profile compared with the control group, but was less effective than Benznidazole (50 mg/kg bw/day reduced 90%) and toxic. These studies are important to guide future Chagas drug design.
Keywords : Ishihara reagent Iminochloride Chagas' disease Selenosemicarbazone
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Journal articles
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https://hal-riip.archives-ouvertes.fr/pasteur-01882348
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Submitted on : Wednesday, September 26, 2018 - 8:21:16 PM
Last modification on : Monday, October 8, 2018 - 5:44:06 PM

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Chiara Pizzo, Paula Faral-Tello, Gloria Yaluff, Elva Serna, Susana Torres, et al.. New approach towards the synthesis of selenosemicarbazones, useful compounds for Chagas' disease. European Journal of Medicinal Chemistry, Elsevier, 2016, 109, pp.107 - 113. ⟨10.1016/j.ejmech.2015.12.040⟩. ⟨pasteur-01882348⟩

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