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Autor | Silva Júnior, Eufrânio N. da | |
Autor | Jardim, Guilherme A. M. | |
Autor | Jacob, Claus | |
Autor | Dhawa, Uttam | |
Autor | Ackermann, Lutz | |
Autor | Castro, Solange L. de | |
Fecha de acceso | 2020-03-12T14:09:25Z | |
Fecha de disponibilización | 2020-03-12T14:09:25Z | |
Fecha de publicación | 2019 | |
Referencia | 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 | |
Idioma | eng | pt_BR |
Editor | Elsevier | pt_BR |
Derechos de autor | restricted access | pt_BR |
Palabras clave en Portugués | Naftoquinonas | pt_BR |
Palabras clave en Portugués | Estratégias sintéticas | pt_BR |
Palabras clave en Portugués | Doença de Chagas | pt_BR |
Palabras clave en Portugués | Leishmaniose | pt_BR |
Palabras clave en Portugués | Atividade anticâncer | pt_BR |
Palabras clave en Portugués | b-Lapachone | pt_BR |
Título | Synthesis of quinones with highlighted biological applications: A critical update on the strategies towards bioactive compounds with emphasis on lapachones | pt_BR |
Tipo del documento | Article | pt_BR |
DOI | 10.1016/j.ejmech.2019.06.056 | |
Resumen en Inglés | 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 |
Afiliación | 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 |
Afiliación | 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 |
Afiliación | Saarland University. School of Pharmacy. Division of Bioorganic Chemistry. Saarbruecken, Germany. | pt_BR |
Afiliación | Institut für Organische und Biomolekulare Chemie. Göttingen, Germany. | pt_BR |
Afiliación | Institut für Organische und Biomolekulare Chemie. Göttingen, Germany. | pt_BR |
Afiliación | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ, Brasil. | pt_BR |
Palavras clave en Inglês | Naphthoquinones | pt_BR |
Palavras clave en Inglês | b-Lapachone | pt_BR |
Palavras clave en Inglês | Chagas disease | pt_BR |
Palavras clave en Inglês | Leishmaniasis | pt_BR |
Palavras clave en Inglês | Anticancer activity | pt_BR |
Palavras clave en Inglês | Synthetic strategies | pt_BR |
e-ISSN | 1768-3254 | |
Fecha de embargo | 2025-01-01 |
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