Naphthoquinoidal [1,2,3]-triazole, a new structural moiety active against Trypanosoma cruzi

Different cell death pathways induced by drugs in Trypanosoma cruzi: An ultrastructural study

“…Three naphthoimidazoles (N1-N3) derived from b-lapachone were the most active derivatives on the parasite (Pinto et al, 1997;Neves-Pinto et al, 2000Moura et al, 2001Moura et al, , 2004Silva et al, 2006Silva et al, , 2008a. These naphthoimidazoles were also effective on intracellular amastigotes and epimastigotes, in this latter form inhibiting DNA duplication (Menna-Barreto et al, 2005.…”

Natural and Synthetic Naphthoquinones Active Against Trypanosoma Cruzi: An Initial Step Towards New Drugs for Chagas Disease

“…Naphthoquinone 26b, which presents important activity against methicillin-resistant bacterial strains [104], showed an activity only two-fold lower than that of benznidazole. In the same experimental conditions, the corresponding IC 50 value for benznidazole is 103.6 ± 0.6 μM [105], and for crystal violet, 536.0 ± 3.0 μM [81]. On the other hand, the authors synthesized a group of arylamines substituted by electron-withdrawing and electron-donating groups and were also evaluated against T. cruzi [104].…”

“…Compounds 27a and 27b were both more active than benznidazole, these results suggest that the functional groups affects the electronic distribution of the system as well as the redox potential of the quinone center. Approaches on the planning of new trypanocidal compounds based on molecular hybridization were made by de Castro et al [105], by preparing the new [1,2,3]-triazolyl naphthoquinones 28a and 28b, from 26c. These compounds proved to be more active against the T. cruzi than their original precursor nor--lapachone 24, and such activity was especially dependent on structural features and on the substituent position on the furane ring.…”

Experimental chemotherapy for Chagas disease: 15 years of research contributions from in vivo and in vitro studies

“…The most active compounds were three ortho naphthofuranquinones with trypanocidal activity higher than that of Bz, the standard drug (Silva et al 2008b). The [1,2,3]-triazole derivatives of nor-β-lapachone were more active than the original quinones, with the apolar phenyl substituted triazole derivative being the most active compound (Silva et al 2008a). Such hybrid molecules obtained from quinones plus a triazole or arylamino group endowed the quinines with redox properties.…”