Author | Neuenschwander, Alexandra | |
Author | Rocha, Vinicius P. C. | |
Author | Bastos, Tanira M. | |
Author | Marcourt, Laurence | |
Author | Morin, Hugo | |
Author | Rocha, Cláudia Quintino da | |
Author | Grimaldi, Gabriela B. | |
Author | Sousa, Karoline A. F. de | |
Author | Borges, Jadson N. | |
Author | Minten, Elisabeth Rivara | |
Author | Wolfender, Jean-Luc | |
Author | Soares, Milena Botelho Pereira | |
Author | Queiroz, Emerson F. | |
Access date | 2021-01-27T12:24:19Z | |
Available date | 2021-01-27T12:24:19Z | |
Document date | 2020 | |
Citation | NEUENSCHWANDER, Alexandra et al. Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract. Journal of Natural Products, v. 83, p. 2631−2640, 2020. | pt_BR |
ISSN | 0163-3864 | pt_BR |
URI | https://www.arca.fiocruz.br/handle/icict/45838 | |
Sponsorship | Supporting Information is available free of charge at
https://pubs.acs.org/doi/10.1021/acs.jnatprod.0c00433. which aims to improve the natural products chemodiversity
(SNSF grant 205321_182438/1, E.F.Q.), and the Fundação de
Amparo à Pesquisa do Estado da Bahia for the financial
support (grant no. PNX0002/2014, M.B.P.S.). The School of
Pharmaceutical Sciences of the University of Geneva (J.-L.W.)
is thankful to the Swiss National Science Foundation for the
support in the acquisition of the NMR 600 MHz (SNSF R’Equip grant 316030_164095). | pt_BR |
Language | eng | pt_BR |
Publisher | American Chemical Society | pt_BR |
Rights | open access | pt_BR |
Subject in Portuguese | Antiparasitários | pt_BR |
Subject in Portuguese | Raizes de plantas | pt_BR |
Subject in Portuguese | Leishmania amazonensis | pt_BR |
Subject in Portuguese | Trypanosoma cruzi | pt_BR |
Subject in Portuguese | Halogenação | pt_BR |
Title | Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract | pt_BR |
Type | Article | pt_BR |
DOI | 10.1021/acs.jnatprod.0c00433 | |
Abstract | Direct halogenation of phenolic compounds present
in the CH2Cl2 extract of the roots of Arrabidaea brachypoda was
investigated to enhance chemodiversity. The approach is based on
eco-friendly reactions using NaBr, NaI, and NaCl in aqueous
media to generate multiple “unnatural” halogenated natural
products from crude extracts. The halogenation reactions,
monitored by UHPLC-PDA-ELSD-MS, were optimized to
generate mono-, di-, or trihalogenated derivatives. To isolate
these compounds, the reactions were scaled up and the
halogenated analogues were isolated by semipreparative HPLCUV
and fully characterized by NMR and HR-MS data. All of the
original 16 halogenated derivatives were evaluated for their
antiparasitic activities against the parasites Leishmania amazonensis
and Trypanosoma cruzi. Compounds presenting selective antiparasitic activities against one or both parasites with IC50 values
comparable to the reference were identified. | pt_BR |
Affilliation | University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland . | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil. | pt_BR |
Affilliation | University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland . | pt_BR |
Affilliation | University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland . | pt_BR |
Affilliation | Centro de Ciência Exatas e Tecnologia. Departamento de Química. Laboratório de Produtos Naturais. São Luis, MA, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil. | pt_BR |
Affilliation | University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland . | pt_BR |
Affilliation | University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland . | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil. | pt_BR |
Affilliation | University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland . | pt_BR |
Subject | Antiparasitic Agents | pt_BR |
Subject | Plant Roots | pt_BR |
Subject | Trypanosoma cruzi | pt_BR |
Subject | Trypanosoma cruzi | pt_BR |
Subject | Halogenation | pt_BR |