title: New approach towards the synthesis of selenosemicarbazones, useful compounds for Chagas' disease.
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.
authors.affiliation: Departamento de Química Orgánica, Laboratorio de Química Farmacéutica Universidad de la República (UdelaR), Avda. General Flores 2124, CC1157, Montevideo, Uruguay.
authors.forename: Chiara
authors.initials: C
authors.lastname: Pizzo
authors.affiliation: Unidad de Biología Molecular, Institut Pasteur de Montevideo, Mataojo 2020, Montevideo, Uruguay.
authors.forename: Paula
authors.initials: P
authors.lastname: Faral-Tello
authors.affiliation: Departamento de Medicina Tropical, Instituto de Ciencias de la Salud, Universidad Nacional de Asunción, Paraguay.
authors.forename: Gloria
authors.initials: G
authors.lastname: Yaluff
authors.affiliation: Departamento de Medicina Tropical, Instituto de Ciencias de la Salud, Universidad Nacional de Asunción, Paraguay.
authors.forename: Elva
authors.initials: E
authors.lastname: Serna
authors.affiliation: Departamento de Medicina Tropical, Instituto de Ciencias de la Salud, Universidad Nacional de Asunción, Paraguay.
authors.forename: Susana
authors.initials: S
authors.lastname: Torres
authors.affiliation: Departamento de Medicina Tropical, Instituto de Ciencias de la Salud, Universidad Nacional de Asunción, Paraguay.
authors.forename: Ninfa
authors.initials: N
authors.lastname: Vera
authors.affiliation: Departamento de Química Orgánica, Laboratorio de Química Farmacéutica Universidad de la República (UdelaR), Avda. General Flores 2124, CC1157, Montevideo, Uruguay.
authors.forename: Cecilia
authors.initials: C
authors.lastname: Saiz
authors.affiliation: Unidad de Biología Molecular, Institut Pasteur de Montevideo, Mataojo 2020, Montevideo, Uruguay.
authors.forename: Carlos
authors.initials: C
authors.lastname: Robello
authors.affiliation: Departamento de Química Orgánica, Laboratorio de Química Farmacéutica Universidad de la República (UdelaR), Avda. General Flores 2124, CC1157, Montevideo, Uruguay. Electronic address: gmahler@fq.edu.uy.
authors.forename: Graciela
authors.initials: G
authors.lastname: Mahler
mesh_terms: D000208:Acute Disease; D000818:Animals; D014355:Chagas Disease / Q000188:drug therapy*; D060326:Chemistry Techniques, Synthetic; D015195:Drug Design; D008297:Male; D051379:Mice; D008807:Mice, Inbred BALB C; D016566:Organoselenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D012664:Semicarbazones / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: D016566:Organoselenium Compounds; D012664:Semicarbazones; D014344:Trypanocidal Agents
keywords: Chagas' disease; Iminochloride; Ishihara reagent; Selenosemicarbazone