| Author | Castro, Solange L. de | |
| Author | Emery, Flavio S. | |
| Author | Silva Júnior, Eufrânio N. da | |
| Access date | 2018-07-03T16:12:20Z | |
| Available date | 2018-07-03T16:12:20Z | |
| Document date | 2013 | |
| Citation | CASTRO, Solange L. de; EMERY, Flavio S.; SILVA JUNIOR, Eufrânio N. da. Synthesis of quinoidal molecules: Strategies towards bioactive compounds with an emphasis on lapachones. European Journal of Medicinal Chemistry, v. 69, p.678-700, 2013. | pt_BR |
| ISSN | 0223-5234 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/27240 | |
| Language | eng | pt_BR |
| Publisher | Elsevier | pt_BR |
| Rights | restricted access | |
| Subject in Portuguese | Naftoquinonas | pt_BR |
| Subject in Portuguese | Doença de Chagas | pt_BR |
| Subject in Portuguese | Leishmaniose | pt_BR |
| Subject in Portuguese | Atividade anticancerígena | pt_BR |
| Subject in Portuguese | Estratégias sintéticas | pt_BR |
| Title | Synthesis of quinoidal molecules: strategies towards bioactive compounds with an emphasis on lapachones | pt_BR |
| Type | Article | |
| DOI | 10.1016/j.ejmech.2013.07.057 | |
| Abstract | Naphthoquinoidal compounds are of great interest in medicinal chemistry. In recent years, several synthetic routes have been developed to obtain bioactive molecules derived from lapachones. In this mini-review, we focus on the synthetic aspects and strategies used to design these compounds and on the biological activities of these substances for the development of drugs against the neglected diseases leishmaniasis and Chagas disease as well as malaria, tuberculosis and cancer. Three strategies used to develop bioactive naphthoquinoidal compounds are discussed: (i) C-ring modification, (ii) redox centre modification and (iii) A-ring modification. Among these strategies, reactions such as copper-catalysed azide-alkyne cycloaddition (click chemistry), palladium-catalysed cross couplings, and heterocyclisations will be discussed for the development of naphthoquinoidal compounds against Trypanosoma cruzi, Leishmania and cancer. The aim of derivatisation is the generation of novel molecules that inhibit cellular organelles/processes, generate reactive oxygen species (ROS) and increase lipophilicity to enhance penetration through the plasma membrane. Modified lapachones have emerged as promising prototypes for the development of drugs against neglected diseases and cancer. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ. Brasil. | pt_BR |
| Affilliation | Universidade de São Paulo. Faculdade de Ciências Farmacêuticas de Ribeirão Preto. São Paulo, SP, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Laboratório de Química Sintética e Heterocíclica. Belo Horizonte, MG, Brasil. | pt_BR |
| Subject | Naphthoquinones | pt_BR |
| Subject | b-Lapachone | pt_BR |
| Subject | Chagas Disease | pt_BR |
| Subject | leishmaniasis | pt_BR |
| Subject | Anticancer activity | pt_BR |
| Subject | Synthetic strategies | pt_BR |
| e-ISSN | 1768-3254 | |
| Embargo date | 2030-01-01 | |
| xmlui.metadata.dc.subject.ods | 03 Saúde e Bem-Estar | |
