Synthesis and Antileishmanial Activity of Some Functionalized Peptoids

Author(s)

Previdi, Daniel ^[1] ; Rodrigues, Stephanie ^[1] ; Coelho, Mike G. ^[1] ; Candido, Ana Carolina B. B. ^[2] ; Magalhaes, Lizandra G. ^[2] ; Donate, Paulo M. ^[1]

Affiliation

^[1] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Ribeirao Preto, SP - Brazil

^[2] Univ Franca, Nucleo Pesquisa Ciencias Exatas & Tecnol, Ave Dr Armando Salles de Oliveira 201, BR-14404600 Franca, SP - Brazil

• Document type: Journal article
• Source: Journal of the Brazilian Chemical Society; v. 30, n. 6, p. 1334-1340, JUN 2019.
• Web of Science Citations: 0

Abstract

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). (AU)

• FAPESP's process: 15/05627-7 - Use of multicomponent reactions for the synthesis of new peptoids of biological interest
• Grantee: Stephanie Rodrigues
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• FAPESP's process: 16/04896-7 - Multicomponent processes to synthesize new compounds of pharmacological interest - Part 2
• Grantee: Paulo Marcos Donate
• Support Opportunities: Regular Research Grants