Synthesis and Antileishmanial Activity of Some Functionalized Peptoids

• Autor(a) principal: Previdi,Daniel
• Data de Publicação: 2019
• Outros Autores: Rodrigues,Stephanie, Coelho,Mike G., Candido,Ana Carolina B. B., Magalhães,Lizandra G., Donate,Paulo M.
• Tipo de documento: Relatório
• Idioma: eng
• Título da fonte: Journal of the Brazilian Chemical Society (Online)
• Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000601334
• topic: peptoid; multicomponent reaction; Ugi reaction; microwave-assisted synthesis; Leishmania (Leishmania) amazonensis

We describe the microwave-assisted synthesis of thirteen functionalized peptoids and evaluate their in vitro antileishmanial activity against forms of Leishmania (Leishmania) amazonensis promastigotes. Synthesis via the Ugi four-component reaction (Ugi 4CR) reaction furnished the compounds of interest in 55-80% yield; reactions were conducted in a microwave reactor and lasted only 10 min. We then screened the antileishmanial activity of the synthesized compounds in vitro. To determine the IC50 (inhibitory concentration necessary to inhibit the growth of 50% of parasites) values, we selected the compounds that inhibited L. (L.) amazonensis growth by more than 50%. The seven selected compounds displayed IC50 values ranging from 2.6 to 72 µM after incubation for 48 h. Three peptoids gave IC50 values between 2.6 and 7.9 µM and can be considered as bioreactive molecules (hit criteria).