Synthesis and biological activity against Trypanosoma cruzi of substituted 1,4-naphthoquinones

• Published in: European journal of medicinal chemistry Vol. 60; pp. 51 - 56
• Main Authors: Olímpio da Silva, Adriano, da Silva Lopes, Rosangela, Vieira de Lima, Ricardo, Santos Suniga Tozatti, Camila, Marques, Maria Rita, de Albuquerque, Sérgio, Beatriz, Adilson, Pires de Lima, Dênis
• Format: Journal Article
• Language: English
• Published: France Elsevier Masson SAS 01-02-2013
• Subjects: Alkylation reaction; Antiprotozoal Agents - chemical synthesis; Antiprotozoal Agents - chemistry; Antiprotozoal Agents - pharmacology; Chagas disease; Dose-Response Relationship, Drug; Drug Discovery; Lapachol; Lawsone; Molecular Structure; Naphthoquinones; Naphthoquinones - chemical synthesis; Naphthoquinones - chemistry; Naphthoquinones - pharmacology; Parasitic Sensitivity Tests; Trypanosoma cruzi; Trypanosoma cruzi - drug effects; β-Lapachone; Alkylation reaction; Lapachol; JOXGGARDYLSCAT-KTKRTIGZSA-N; Naphthoquinones; Lawsone; Chagas disease; β-Lapachone; PJEXDIZMYBYENU-HZJYTTRNSA-N; Trypanosoma cruzi
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2012.11.034

The discovery and development of essential drugs for Chagas disease is a major concern worldwide. New substituted 1,4-naphthoquinones were synthesized and tested against the infective bloodstream form of Trypanosoma cruzi, the etiological agent of Chagas disease. These products exhibited substantial activity against T. cruzi, especially 2-((8E,11Z)-heptadeca-8,11-dienyl)-3-hydroxynaphthalene-1,4-dione (9) with IC50 of 7.8 μM.
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► New substituted 1,4-naphthoquinones were synthesized. ► The products exhibited substantial activity against T. cruzi. ► The more active compound 9 showed a IC50 of 7.8 μM against T. cruzi.