Novel 3-Nitrotriazole-Based Amides and Carbinols as Bifunctional Antichagasic Agents

Article in 'Journal of Medicinal Chemistry'

Abstract

3-Nitro-1H-1,2,4-triazole-based amides with a linear, rigid core and 3-nitrotriazole-based fluconazole analogues were synthesized as dual functioning antitrypanosomal agents. Such compounds are excellent substrates for type I nitroreductase (NTR) located in the mitochondrion of trypanosomatids and, at the same time, act as inhibitors of the sterol 14α-demethylase (T. cruzi CYP51) enzyme. Because combination treatments against parasites are often superior to monotherapy, we believe that this emerging class of bifunctional compounds may introduce a new generation of antitrypanosomal drugs. In the present work, the synthesis and in vitro and in vivo evaluation of such compounds is discussed.

Citation

Papadopoulou, M.V.; Bloomer, W.D.; Lepesheva, G.I.; Rosenzweig, H.S.; Kaiser, M.; Aguilera-Venegas, B.; Wilkinson, S.R.; Chatelain, E.; Ioset, J.R. Novel 3-Nitrotriazole-Based Amides and Carbinols as Bifunctional Antichagasic Agents. Journal of Medicinal Chemistry (2015) : 150123090557009. [DOI: 10.1021/jm5015742]

Novel 3-Nitrotriazole-Based Amides and Carbinols as Bifunctional Antichagasic Agents

Updates to this page

Published 1 January 2015