Please use this identifier to cite or link to this item: https://www.arca.fiocruz.br/handle/icict/14309
Title: Synthesis and anti-Trypanosoma cruzi activity of new 3-phenylthio-nor-b-lapachone derivatives
Authors: Cardoso, Mariana F. do Carmo
Salomão, Kelly
Bombaça, Ana Cristina
Rocha, David R. da
Silva, Fernando de C. da
Cavaleiro, José A. S.
Castro, Solange L. de
Ferreira, Vitor F.
Affilliation: Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ, Brasil.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ, Brasil.
Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil.
Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil.
University of Aveiro. cDepartment of Chemistry and QOPNA. Aveiro, Portugal.
Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ, Brasil.
Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil.
Abstract: We report herein a straightforward and efficient one-step reaction to prepare new nor-b-lapachone derivatives tethered with phenylthio groups at position 3 of the furan ring. We have screened the compounds on bloodstream trypomastigotes of Trypanosoma cruzi, the causative agent of Chagas disease, aimed at finding a new prototype with high trypanocidal activity. The new compounds possess a broad range of activity (IC50/24 h from 9.2 to 182.7 lM), higher than the original quinone (391.5 lM) and four of them higher than standard drug benznidazole (103.6 lM). The most active was compound 13b (9.2 lM), being 11 times active than benznidazole and the less toxic derivative to heart muscle cells.
Keywords: Naphthoquinone
Nor-b-lapachone
Thiol derivative
Trypanosoma cruzi
Chagas Disease
DeCS: Doença de Chagas
Trypanosoma cruzi
Sulfidrila
Issue Date: 2015
Publisher: Elsevier
Citation: CARDOSO, Mariana F. do Carmo; et al. Synthesis and anti-Trypanosoma cruzi activity of new 3-phenylthio-nor-b-lapachone derivatives. Bioorganic & Medicinal Chemistry, v.23, n.15, p.4763-4768, Aug. 2015.
DOI: 10.1016/j.bmc.2015.05.039
ISSN: 0968-0896
Copyright: restricted access
Appears in Collections:IOC - Artigos de Periódicos

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