| Author | Louvis, Aline da R. | |
| Author | Silva, Nayane A. A | |
| Author | Semaan, Felipe S. | |
| Author | Silva, Fernando de C. da | |
| Author | Saramago, Gabriela | |
| Author | Souza, Laís C. S. V. de | |
| Author | Ferreira, Bruno L. A. | |
| Author | Castro, Helena C. | |
| Author | Salles, Juliana P. | |
| Author | Souza, André L. A. | |
| Author | Faria, Robson X. | |
| Author | Ferreira, Vitor F. | |
| Author | Masrtins, Daniela de L. | |
| Access date | 2017-03-21T17:59:44Z | |
| Available date | 2017-03-21T17:59:44Z | |
| Document date | 2016 | |
| Citation | LOUVIS, Aline da R. et al. Synthesis, characterization and biological activities of 3-aryl-1,4-naphthoquinones – green palladium-catalysed Suzuki cross coupling. New J. Chem., v.40, p.7643-7656, 2016. | pt_BR |
| ISSN | 1144-0546 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/18108 | |
| Language | eng | pt_BR |
| Publisher | Royal Society of Chemistry | pt_BR |
| Rights | restricted access | |
| Subject in Portuguese | Naftoquinonas | pt_BR |
| Subject in Portuguese | Quinones | pt_BR |
| Subject in Portuguese | Trypanosoma cruzi | pt_BR |
| Subject in Portuguese | Medicamentos | pt_BR |
| Title | Synthesis, characterization and biological activities of 3-aryl-1,4-naphthoquinones – green palladium-catalysed Suzuki cross coupling | pt_BR |
| Type | Article | |
| DOI | 10.1039/c6nj00872k | |
| Abstract | Quinones are important scaffolds that are present in a variety of natural products or synthetic bioactive
molecules. Arylation is an important strategy for accomplishing structural modifications, leading to new
potential candidates for use as drugs. In the present work, palladium-catalysed, ligandless and phosphinefree
Suzuki coupling reactions between 2-hydroxy-3-iodo-1,4-naphthoquinone and boronic acids were
employed to prepare several 2-hydroxy-3-aryl-1,4-naphthoquinones in aqueous conditions using microwave
irradiation or conventional heating. Because of the biological activities of quinones, which are related to their
ability to accept electrons to form semiquinones and hydroquinones, the electrochemical behaviour of the
synthesized molecules was investigated. The Osiris and Molinspiration Cheminformatics programs, utilizing
in silico analyses, imply that these naphthoquinones are candidates for use as drugs which was reinforced
by the outcomes of the in vitro antifungal and trypanocidal activity tests. Our in vitro data indicated a MIC
value of 8 mg mL1 against Candida albicans ATCC 24433 strains, and an EC50 of 0.67 mM with respect
to trypanocidal activity against Trypanosoma cruzi epimastigote strains (Y). | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Analítica. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. instituto de Biologia. Laboratório de Antibióticos, Bioquímica e Modelagem Molecular. Niiterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. instituto de Biologia. Laboratório de Antibióticos, Bioquímica e Modelagem Molecular. Niiterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. instituto de Biologia. Laboratório de Antibióticos, Bioquímica e Modelagem Molecular. Niiterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. instituto de Biologia. Laboratório de Antibióticos, Bioquímica e Modelagem Molecular. Niiterói, RJ, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Toxoplasmoses e outras Protozooses. Rio de Janeiro, RJ. Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Bioquímica de Peptídeos. Rio de Janeiro, RJ. Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Toxoplasmoses e outras Protozooses. Rio de Janeiro, RJ. Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Niterói, RJ, Brasil. | pt_BR |
| Subject | naphthoquinones | pt_BR |
| Subject | Quinones | pt_BR |
| Subject | Trypanosoma cruzi | pt_BR |
| Subject | Drugs | pt_BR |
| e-ISSN | 1369-9261 | |
| Embargo date | 2030-01-01 | |
| xmlui.metadata.dc.subject.ods | 03 Saúde e Bem-Estar | |
