Second generation of 5-ethenylbenzofuroxan derivatives as inhibitors of Trypanosoma cruzi growth: Synthesis, biological evaluation, and structure–activity relationships

Porcal, Williams; Hernández, Paola; Aguirre, Gabriela; Boiani, Lucı́a; Boiani, Mariana; Merlino, Alicia; Ferreira, Ana Maria da Costa; Maio, Rossanna Di; Castro, Ana; González, Mercedes; Cerecetto, Hugo

doi:10.1016/j.bmc.2007.01.009

Cited by 40 publications

(39 citation statements)

References 29 publications

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“…Nfx data were previously reported. [43] As shown in Table 3, the newly synthesized compounds showed lower selectivity against the parasite than Nfx. The compounds 1 and 17 showed the highest selectivity against the parasite.…”

Section: In Vitro Anti-t Cruzi Activitymentioning

confidence: 96%

Novel quinoxaline 1,4-di-N-oxide derivatives as new potential antichagasic agents

Torres

Moreno‐Viguri

Galiano

et al. 2013

European Journal of Medicinal Chemistry

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ABSTRACT. As a continuation of our research and with the aim of obtaining new agents against Chagas disease, an extremely neglected disease which threatens 100 million people, eighteen new quinoxaline 1,4-di-N-oxide derivatives have been synthesized following the Beirut reaction. The synthesis of the new derivatives was optimized through the use of a new and more efficient microwave-assisted organic synthetic method. The new derivatives showed excellent in vitro biological activity against Trypanosoma cruzi. Compound 17, which was substituted with 2 fluoro groups at the 6-and 7-positions of the quinoxaline ring, was the most active and selective in the cytotoxicity assay. The electrochemical study showed that the most active compounds, which were substituted by electron-withdrawing groups, possessed a greater ease of reduction of the N-oxide groups.

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Section: In Vitro Anti-t Cruzi Activitymentioning

confidence: 96%

Novel quinoxaline 1,4-di-N-oxide derivatives as new potential antichagasic agents

Torres

Moreno‐Viguri

Galiano

et al. 2013

European Journal of Medicinal Chemistry

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“…41 These derivatives were selected regarding its in vitro anti-T. cruzi activities and its widespread structural motives at the heterocycle level …”

Section: In Vitro Unspecific Cytotoxicitymentioning

confidence: 99%

5-Nitrofuranes and 5-nitrothiophenes with anti-Trypanosoma cruzi activity and ability to accumulate squalene

Gerpe

Álvarez

Benítez

et al. 2009

Bioorganic & Medicinal Chemistry

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“…A p-carboxyphenyl unit at the C3 2 -position of 7 was introduced by Wittig reaction between the C3-formyl group of 8 and the corresponding phosphonium salt under similar conditions reported previously [13] to give 9 in 45% yield. Knoevenagel reaction of 8 with cyanoacetic acid in piperidine/ THF gave monocarboxylated chlorin 10 [14], while its reaction with malonic acid in piperidine/pyridine gave dicarboxylated chlorin 11.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of carboxylated chlorophylls and their application as functional materials

Sasaki

Ikeuchi

Tamiaki

2015

J. Porphyrins Phthalocyanines

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Second generation of 5-ethenylbenzofuroxan derivatives as inhibitors of Trypanosoma cruzi growth: Synthesis, biological evaluation, and structure–activity relationships

Cited by 40 publications

References 29 publications

Novel quinoxaline 1,4-di-N-oxide derivatives as new potential antichagasic agents

Novel quinoxaline 1,4-di-N-oxide derivatives as new potential antichagasic agents

5-Nitrofuranes and 5-nitrothiophenes with anti-Trypanosoma cruzi activity and ability to accumulate squalene

Synthesis of carboxylated chlorophylls and their application as functional materials

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