Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract
| Autor(a) principal: | |
|---|---|
| Data de Publicação: | 2020 |
| Outros Autores: | , , , , , , , , , , , |
| Tipo de documento: | Artigo |
| Idioma: | eng |
| Título da fonte: | Repositório Institucional da FIOCRUZ (ARCA) |
| Texto Completo: | https://www.arca.fiocruz.br/handle/icict/45838 |
Resumo: | 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). |
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Neuenschwander, AlexandraRocha, Vinicius P. C.Bastos, Tanira M.Marcourt, LaurenceMorin, HugoRocha, Cláudia Quintino daGrimaldi, Gabriela B.Sousa, Karoline A. F. deBorges, Jadson N.Minten, Elisabeth RivaraWolfender, Jean-LucSoares, Milena Botelho PereiraQueiroz, Emerson F.2021-01-27T12:24:19Z2021-01-27T12:24:19Z2020NEUENSCHWANDER, 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, 2020.0163-3864https://www.arca.fiocruz.br/handle/icict/4583810.1021/acs.jnatprod.0c00433Supporting 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).University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland .Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil.Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil.University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland .University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland .Centro de Ciência Exatas e Tecnologia. Departamento de Química. Laboratório de Produtos Naturais. São Luis, MA, Brasil.Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil.Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil.Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil.University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland .University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland .Fundação Oswaldo Cruz. Instituto Gonçalo Moniz. Laboratório de Engenharia Tecidual e Imunofarmacologia. Salvador, BA, Brasil.University of Geneva. School of Pharmaceutical Sciences and Institute of Pharmaceutical Sciences of Western Switzerland. Geneva, Switzerland .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.engAmerican Chemical SocietyAntiparasitáriosRaizes de plantasLeishmania amazonensisTrypanosoma cruziHalogenaçãoAntiparasitic AgentsPlant RootsTrypanosoma cruziTrypanosoma cruziHalogenationProduction of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extractinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-83097https://www.arca.fiocruz.br/bitstream/icict/45838/1/license.txt36b51ef91c52b5338d9d29ba0cc807bcMD51ORIGINALNeuenschwander, Alexandra. Production of Highly....pdfNeuenschwander, Alexandra. 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| dc.title.pt_BR.fl_str_mv |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract |
| title |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract |
| spellingShingle |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract Neuenschwander, Alexandra Antiparasitários Raizes de plantas Leishmania amazonensis Trypanosoma cruzi Halogenação Antiparasitic Agents Plant Roots Trypanosoma cruzi Trypanosoma cruzi Halogenation |
| title_short |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract |
| title_full |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract |
| title_fullStr |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract |
| title_full_unstemmed |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract |
| title_sort |
Production of Highly Active Antiparasitic Compounds from the Controlled Halogenation of the Arrabidaea brachypoda Crude Plant Extract |
| author |
Neuenschwander, Alexandra |
| author_facet |
Neuenschwander, Alexandra Rocha, Vinicius P. C. Bastos, Tanira M. Marcourt, Laurence Morin, Hugo Rocha, Cláudia Quintino da Grimaldi, Gabriela B. Sousa, Karoline A. F. de Borges, Jadson N. Minten, Elisabeth Rivara Wolfender, Jean-Luc Soares, Milena Botelho Pereira Queiroz, Emerson F. |
| author_role |
author |
| author2 |
Rocha, Vinicius P. C. Bastos, Tanira M. Marcourt, Laurence Morin, Hugo Rocha, Cláudia Quintino da Grimaldi, Gabriela B. Sousa, Karoline A. F. de Borges, Jadson N. Minten, Elisabeth Rivara Wolfender, Jean-Luc Soares, Milena Botelho Pereira Queiroz, Emerson F. |
| author2_role |
author author author author author author author author author author author author |
| dc.contributor.author.fl_str_mv |
Neuenschwander, Alexandra Rocha, Vinicius P. C. Bastos, Tanira M. Marcourt, Laurence Morin, Hugo Rocha, Cláudia Quintino da Grimaldi, Gabriela B. Sousa, Karoline A. F. de Borges, Jadson N. Minten, Elisabeth Rivara Wolfender, Jean-Luc Soares, Milena Botelho Pereira Queiroz, Emerson F. |
| dc.subject.other.pt_BR.fl_str_mv |
Antiparasitários Raizes de plantas Leishmania amazonensis Trypanosoma cruzi Halogenação |
| topic |
Antiparasitários Raizes de plantas Leishmania amazonensis Trypanosoma cruzi Halogenação Antiparasitic Agents Plant Roots Trypanosoma cruzi Trypanosoma cruzi Halogenation |
| dc.subject.en.pt_BR.fl_str_mv |
Antiparasitic Agents Plant Roots Trypanosoma cruzi Trypanosoma cruzi Halogenation |
| description |
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). |
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2020 |
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2020 |
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2021-01-27T12:24:19Z |
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2021-01-27T12:24:19Z |
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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. |
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https://www.arca.fiocruz.br/handle/icict/45838 |
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0163-3864 |
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10.1021/acs.jnatprod.0c00433 |
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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. 0163-3864 10.1021/acs.jnatprod.0c00433 |
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American Chemical Society |
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American Chemical Society |
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