Synthesis and Trypanocidal Activity of Novel 2,4,5-Triaryl-N-Hydroxylimidazole Derivatives

Molecules

Ramon Borges da Silva⁴  Vanessa Brandão Loback⁴  Kelly Salomão³  Solange Lisboa de Castro³  James L. Wardell¹  Solange M. S. V. Wardell²  Thadeu Estevam Moreira Maramaldo Costa⁴  Carmen Penido⁴  Maria das Gra๺s Muller de Oliveira Henriques⁴  Samir Aquino Carvalho⁴  Edson Ferreira da Silva⁴ 

[1] Centro de Desenvolvimento Tecnológico em Saúde (CDTS), Fundação Oswaldo Cruz, 21040-900, Rio de Janeiro, RJ, Brazil; E-Mail:;CHEMSOL, 1 Harcourt Road, Aberdeen AB15 5NY, Scotland, UK; E-Mail:;Laboratório de Biologia Celular, Instituto Oswaldo Cruz, Fundação Oswaldo Cruz, 21040-900, Rio de Janeiro, RJ, Brazil; E-Mails:;Instituto de Tecnologia em Fármacos — Farmanguinhos, Fundação Oswaldo Cruz, 21041-250, Rio de Janeiro, RJ, Brazil; E-Mails:

关键词: 2;    4;    5-triaryl-N-hydroxyimidazole;    Trypanosoma cruzi;    Chagas disease;    trypanocidal activity;   

DOI  :  10.3390/molecules18033445

来源: mdpi

【 摘 要 】

Herein, we report the design, synthesis and trypanocidal activity of some novel trisubstituted imidazole derivatives. These heterocyclic derivatives were structurally planned by exploring the concept of molecular hybridisation between two arylhydrazones derived from megazol, which has potent trypanocidal activity. The trypanocidal activity of these triarylimidazole derivatives was evaluated against infective trypomastigote forms of T. cruzi and the derivative 2'-(4-bromophenyl)-1-methyl-5'-phenyl-1H,3'H-2,4'-biimidazol-3'-ol showed moderate biological activity (IC₅₀ = 23.9 µM) when compared to benznidazole, a standard trypanocidal drug. These compounds did not present cytotoxic effects at concentrations near the trypanocidal IC₅₀, being considered a good starting point for the development of new anti-Chagas drug candidates.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.