Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana

Detalhes bibliográficos
Autor(a) principal: Ohashi, Leticia Hiromi
Data de Publicação: 2021
Outros Autores: Gontijo, Douglas da Costa, Nascimento, Maria Fernanda Alves do, Margalho, Luciano Ferreira, Brandão, Geraldo Célio, Oliveira, Alaíde Braga de
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFOP
Texto Completo: http://www.repositorio.ufop.br/jspui/handle/123456789/14097
https://doi.org/10.1055/a-1375-6456
Resumo: The present study on Palicourea hoffmannseggiana, which was collected at Marapanim, state of Pará, Brazil, comprises the preparation of different stem and leaf extracts and fractions. Ethanol, hydroethanol, and water extracts were prepared by several methods and evaluated for in vitro activity against resistant Plasmodium falciparum (W2 strain), disclosing a low parasite growth inhibition effect ( < 50 %). Dereplication by UPLC-DAD-ESI −MS of the leaf ethanol extract showed the presence of two known alkaloids, lyalosidic and strictosidinic acids, along with a sinapoyl ester of lyalosidic acid, with m/z 719.33 [M +H] + , which is possibly a new monoterpene indole alkaloid representative. Sequential liquid-liquid acid-base alkaloid separations from the leaf ethanol extract as well as directly from leaf powder afforded fractions of increased parasite growth inhibition, reaching up to 92.5±0.7%. The most bioactive fractions were shown to contain the β-carboline alkaloids harmane and 4-methyl-β-carboline, along with N-methyl-tryptamine and N-acetyl-tryptamine, while monoterpene indole alkaloids were detected in inactive fractions of these processes. The present results demonstrate that these preliminary fractionation methods can lead to significantly active fractions supporting an adequate scale-up to carrying out the isolation of anti-plasmodial compounds.
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spelling Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggianaRubiaceaeMonoterpene indole alkaloidsβ-carboline alkaloidsPlasmodium falciparumThe present study on Palicourea hoffmannseggiana, which was collected at Marapanim, state of Pará, Brazil, comprises the preparation of different stem and leaf extracts and fractions. Ethanol, hydroethanol, and water extracts were prepared by several methods and evaluated for in vitro activity against resistant Plasmodium falciparum (W2 strain), disclosing a low parasite growth inhibition effect ( < 50 %). Dereplication by UPLC-DAD-ESI −MS of the leaf ethanol extract showed the presence of two known alkaloids, lyalosidic and strictosidinic acids, along with a sinapoyl ester of lyalosidic acid, with m/z 719.33 [M +H] + , which is possibly a new monoterpene indole alkaloid representative. Sequential liquid-liquid acid-base alkaloid separations from the leaf ethanol extract as well as directly from leaf powder afforded fractions of increased parasite growth inhibition, reaching up to 92.5±0.7%. The most bioactive fractions were shown to contain the β-carboline alkaloids harmane and 4-methyl-β-carboline, along with N-methyl-tryptamine and N-acetyl-tryptamine, while monoterpene indole alkaloids were detected in inactive fractions of these processes. The present results demonstrate that these preliminary fractionation methods can lead to significantly active fractions supporting an adequate scale-up to carrying out the isolation of anti-plasmodial compounds.2021-12-06T20:14:53Z2021-12-06T20:14:53Z2021info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfOHASHI, L. H. et al. Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana. Planta Medica International Open, v. 8, p. e34-e42, 2021. Disponível em: <https://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-1375-6456>. Acesso em: 10 jun. 2021.2509-9264http://www.repositorio.ufop.br/jspui/handle/123456789/14097https://doi.org/10.1055/a-1375-6456This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons. org/licenses/by-nc-nd/4.0/). Fonte: o PDF do artigo.info:eu-repo/semantics/openAccessOhashi, Leticia HiromiGontijo, Douglas da CostaNascimento, Maria Fernanda Alves doMargalho, Luciano FerreiraBrandão, Geraldo CélioOliveira, Alaíde Braga deengreponame:Repositório Institucional da UFOPinstname:Universidade Federal de Ouro Preto (UFOP)instacron:UFOP2024-11-10T15:02:43Zoai:repositorio.ufop.br:123456789/14097Repositório InstitucionalPUBhttp://www.repositorio.ufop.br/oai/requestrepositorio@ufop.edu.bropendoar:32332024-11-10T15:02:43Repositório Institucional da UFOP - Universidade Federal de Ouro Preto (UFOP)false
dc.title.none.fl_str_mv Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
title Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
spellingShingle Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
Ohashi, Leticia Hiromi
Rubiaceae
Monoterpene indole alkaloids
β-carboline alkaloids
Plasmodium falciparum
title_short Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
title_full Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
title_fullStr Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
title_full_unstemmed Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
title_sort Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana
author Ohashi, Leticia Hiromi
author_facet Ohashi, Leticia Hiromi
Gontijo, Douglas da Costa
Nascimento, Maria Fernanda Alves do
Margalho, Luciano Ferreira
Brandão, Geraldo Célio
Oliveira, Alaíde Braga de
author_role author
author2 Gontijo, Douglas da Costa
Nascimento, Maria Fernanda Alves do
Margalho, Luciano Ferreira
Brandão, Geraldo Célio
Oliveira, Alaíde Braga de
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Ohashi, Leticia Hiromi
Gontijo, Douglas da Costa
Nascimento, Maria Fernanda Alves do
Margalho, Luciano Ferreira
Brandão, Geraldo Célio
Oliveira, Alaíde Braga de
dc.subject.por.fl_str_mv Rubiaceae
Monoterpene indole alkaloids
β-carboline alkaloids
Plasmodium falciparum
topic Rubiaceae
Monoterpene indole alkaloids
β-carboline alkaloids
Plasmodium falciparum
description The present study on Palicourea hoffmannseggiana, which was collected at Marapanim, state of Pará, Brazil, comprises the preparation of different stem and leaf extracts and fractions. Ethanol, hydroethanol, and water extracts were prepared by several methods and evaluated for in vitro activity against resistant Plasmodium falciparum (W2 strain), disclosing a low parasite growth inhibition effect ( < 50 %). Dereplication by UPLC-DAD-ESI −MS of the leaf ethanol extract showed the presence of two known alkaloids, lyalosidic and strictosidinic acids, along with a sinapoyl ester of lyalosidic acid, with m/z 719.33 [M +H] + , which is possibly a new monoterpene indole alkaloid representative. Sequential liquid-liquid acid-base alkaloid separations from the leaf ethanol extract as well as directly from leaf powder afforded fractions of increased parasite growth inhibition, reaching up to 92.5±0.7%. The most bioactive fractions were shown to contain the β-carboline alkaloids harmane and 4-methyl-β-carboline, along with N-methyl-tryptamine and N-acetyl-tryptamine, while monoterpene indole alkaloids were detected in inactive fractions of these processes. The present results demonstrate that these preliminary fractionation methods can lead to significantly active fractions supporting an adequate scale-up to carrying out the isolation of anti-plasmodial compounds.
publishDate 2021
dc.date.none.fl_str_mv 2021-12-06T20:14:53Z
2021-12-06T20:14:53Z
2021
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv OHASHI, L. H. et al. Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana. Planta Medica International Open, v. 8, p. e34-e42, 2021. Disponível em: <https://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-1375-6456>. Acesso em: 10 jun. 2021.
2509-9264
http://www.repositorio.ufop.br/jspui/handle/123456789/14097
https://doi.org/10.1055/a-1375-6456
identifier_str_mv OHASHI, L. H. et al. Extraction and fractionation effects on antiplasmodial activity and phytochemical composition of Palicourea hoffmannseggiana. Planta Medica International Open, v. 8, p. e34-e42, 2021. Disponível em: <https://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-1375-6456>. Acesso em: 10 jun. 2021.
2509-9264
url http://www.repositorio.ufop.br/jspui/handle/123456789/14097
https://doi.org/10.1055/a-1375-6456
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFOP
instname:Universidade Federal de Ouro Preto (UFOP)
instacron:UFOP
instname_str Universidade Federal de Ouro Preto (UFOP)
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institution UFOP
reponame_str Repositório Institucional da UFOP
collection Repositório Institucional da UFOP
repository.name.fl_str_mv Repositório Institucional da UFOP - Universidade Federal de Ouro Preto (UFOP)
repository.mail.fl_str_mv repositorio@ufop.edu.br
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