Síntese de chalconas e flavonas e avaliação dos potenciais inibitórios frente às isoformas de ATP-difosfohidrolase de S. mansoni

Abstract

Schistosomiasis is a common parasitic disease in tropical and subtropical areas and it is one of the most neglected diseases in the world. The search for alternatives has aroused a lot of interest since, so far, only one drug (PZQ) is used in the treatment of schistosomiasis and because of this, several consequences are appearing as resistance to its use and non-prevention against reinfection or against immature forms of the parasite. Therefore, in this work twenty-eight compounds were prepared, fourteen chalcones and fourteen flavones which only two flavones are unpublished. Chalcones were obtained by reaction of five alkyl aldehydes and nine commercial aldehydes with 2-hydroxyacetophenone via the Claisen-Schimdt condensation reaction. The corresponding fourteen flavones were obtained through the oxidative cyclization reaction of chalcones in the presence of I2 and DMSO. All chalcones were obtained in their E configuration and all compounds synthesized were characterized by ¹H and ¹³C NMR. Also, the infrared spectroscopy was obtained for the flavones. Four flavones were tested for their schistosomicidal in vitro activity and showed great potential as antiparasitics. In addition, these flavones were tested for their enzymatic activity against the ATP-diphosphohydrolase enzyme, which four of them showed an interesting potential against the inhibition of this enzyme.