| Author | Silva Júnior, Eufrânio N. da | |
| Author | Jardim, Guilherme A. M. | |
| Author | Jacob, Claus | |
| Author | Dhawa, Uttam | |
| Author | Ackermann, Lutz | |
| Author | Castro, Solange L. de | |
| Access date | 2020-03-12T14:09:25Z | |
| Available date | 2020-03-12T14:09:25Z | |
| Document date | 2019 | |
| Citation | SILVA JÚNIOR, Eufrânio N. da et al. Synthesis of quinones with highlighted biological applications: A critical update on the strategies towards bioactive compounds with emphasis on lapachones. European Journal of Medicinal Chemistry, v. 179, p. 863-915, 2019. | pt_BR |
| ISSN | 0223-5234 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/40290 | |
| Language | eng | pt_BR |
| Publisher | Elsevier | pt_BR |
| Rights | restricted access | |
| Subject in Portuguese | Naftoquinonas | pt_BR |
| Subject in Portuguese | Estratégias sintéticas | pt_BR |
| Subject in Portuguese | Doença de Chagas | pt_BR |
| Subject in Portuguese | Leishmaniose | pt_BR |
| Subject in Portuguese | Atividade anticâncer | pt_BR |
| Subject in Portuguese | b-Lapachone | pt_BR |
| Title | Synthesis of quinones with highlighted biological applications: A critical update on the strategies towards bioactive compounds with emphasis on lapachones | pt_BR |
| Type | Article | |
| DOI | 10.1016/j.ejmech.2019.06.056 | |
| Abstract | Naphthoquinones are of key importance in organic synthesis and medicinal chemistry. In the last few years, various synthetic routes have been developed to prepare bioactive compounds derived or based on lapachones. In this sense, this review is mainly focused on the synthetic aspects and strategies used for the design of these compounds on the basis of their biological activities for the development of drugs against the neglected diseases leishmaniases and Chagas disease and also cancer. Three strategies used to develop bioactive quinones are discussed and categorized: (i) C-ring modification, (ii) redox centre modification and (iii) A-ring modification. Framed within these strategies for the development of naphthoquinoidal compounds against T. cruzi. Leishmania and cancer, reactions including copper-catalyzed azide-alkyne cycloaddition (click chemistry), palladium-catalysed cross couplings, C-H activation reactions, Ullmann couplings and heterocyclisations reported up to July 2019 will be discussed. The aim of derivatisation is the generation of novel molecules that can potentially inhibit cellular organelles/processes, generate reactive oxygen species and increase lipophilicity to enhance penetration through the plasma membrane. Modified lapachones have emerged as promising prototypes for the development of drugs against leishmaniases, Chagas disease and cancer. | 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 / Georg-August-Universität Göttingen. Institut für Organische und Biomolekulare Chemie. Göttingen, Germany. | 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 / Universidade Federal de Santa Catarina. Florianópolis, SC, Brasl. | pt_BR |
| Affilliation | Saarland University. School of Pharmacy. Division of Bioorganic Chemistry. Saarbruecken, Germany. | pt_BR |
| Affilliation | Institut für Organische und Biomolekulare Chemie. Göttingen, Germany. | pt_BR |
| Affilliation | Institut für Organische und Biomolekulare Chemie. Göttingen, Germany. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ, 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 | 2025-01-01 | |
| xmlui.metadata.dc.subject.ods | 03 Saúde e Bem-Estar | |
