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Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves
Limonoids, quinolone alkaloids and chromones have been reported as constituents of Dictyoloma vandellianum Adr. Juss. (Rutaceae). Although those compounds are known for their biological activities, only the anti-inflammatory activity of chromones isolated from the underground parts has been evaluate...
Autores principales: | , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Public Library of Science
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6818767/ https://www.ncbi.nlm.nih.gov/pubmed/31661523 http://dx.doi.org/10.1371/journal.pone.0224575 |
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author | Abreu, Lucas Silva Alves, Iura Muniz do Espírito Santo, Renan Fernandes do Nascimento, Yuri Mangueira Dantas, César Augusto Gonçalves dos Santos, Gisele Graça Leite Le Hyaric, Mireille Guedes, Maria Lenise Silva da Silva, Marcelo Sobral Villarreal, Cristiane Flora Velozo, Eudes da Silva Tavares, Josean Fechine |
author_facet | Abreu, Lucas Silva Alves, Iura Muniz do Espírito Santo, Renan Fernandes do Nascimento, Yuri Mangueira Dantas, César Augusto Gonçalves dos Santos, Gisele Graça Leite Le Hyaric, Mireille Guedes, Maria Lenise Silva da Silva, Marcelo Sobral Villarreal, Cristiane Flora Velozo, Eudes da Silva Tavares, Josean Fechine |
author_sort | Abreu, Lucas Silva |
collection | PubMed |
description | Limonoids, quinolone alkaloids and chromones have been reported as constituents of Dictyoloma vandellianum Adr. Juss. (Rutaceae). Although those compounds are known for their biological activities, only the anti-inflammatory activity of chromones isolated from the underground parts has been evaluated. There are no studies of the pharmacological properties of the aerial parts of D. vandellianum. The present study was carried out to determine the phytochemical profile and antinociceptive activity of the methanol extract, fractions and isolated compounds of leaves of D. vandellianum. The phytochemical profile was performed by HLPC-DAD-ESIMS(n) and pure substances obtained were characterized by MS and NMR spectroscopy. The antinociceptive activity was assessed using the formalin assay in mice, and the motor function in the rotarod test. ME and all the fractions obtained from ME produced antinociceptive effects. Among them, the ethyl ether fraction was the most active. Data from HPLC-DAD-ESIMS(n) showed that the ethyl ether fraction presented 42 compounds. The major compounds isolated from this fraction—gallic acid, methyl gallate and 1,2,6-tri-O-galloyl-β-d-glucopyranose–were tested and produced antinociceptive effects. Gallic acid, methyl gallate and 1,2,6-tri-O-galloyl-β-d-glucopyranose at antinociceptive doses did not affect the motor performance in mice in the rotarod test. This work is the first report of the occurrence of gallotanins in D. vandellianum. In addition, the pharmacological study showed that D. vandellianum leaves present antinociceptive activity, probably induced by gallic acid, methyl gallate and 1,2,6-tri-O-galloyl-β-d-glucopyranose. |
format | Online Article Text |
id | pubmed-6818767 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Public Library of Science |
record_format | MEDLINE/PubMed |
spelling | pubmed-68187672019-11-01 Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves Abreu, Lucas Silva Alves, Iura Muniz do Espírito Santo, Renan Fernandes do Nascimento, Yuri Mangueira Dantas, César Augusto Gonçalves dos Santos, Gisele Graça Leite Le Hyaric, Mireille Guedes, Maria Lenise Silva da Silva, Marcelo Sobral Villarreal, Cristiane Flora Velozo, Eudes da Silva Tavares, Josean Fechine PLoS One Research Article Limonoids, quinolone alkaloids and chromones have been reported as constituents of Dictyoloma vandellianum Adr. Juss. (Rutaceae). Although those compounds are known for their biological activities, only the anti-inflammatory activity of chromones isolated from the underground parts has been evaluated. There are no studies of the pharmacological properties of the aerial parts of D. vandellianum. The present study was carried out to determine the phytochemical profile and antinociceptive activity of the methanol extract, fractions and isolated compounds of leaves of D. vandellianum. The phytochemical profile was performed by HLPC-DAD-ESIMS(n) and pure substances obtained were characterized by MS and NMR spectroscopy. The antinociceptive activity was assessed using the formalin assay in mice, and the motor function in the rotarod test. ME and all the fractions obtained from ME produced antinociceptive effects. Among them, the ethyl ether fraction was the most active. Data from HPLC-DAD-ESIMS(n) showed that the ethyl ether fraction presented 42 compounds. The major compounds isolated from this fraction—gallic acid, methyl gallate and 1,2,6-tri-O-galloyl-β-d-glucopyranose–were tested and produced antinociceptive effects. Gallic acid, methyl gallate and 1,2,6-tri-O-galloyl-β-d-glucopyranose at antinociceptive doses did not affect the motor performance in mice in the rotarod test. This work is the first report of the occurrence of gallotanins in D. vandellianum. In addition, the pharmacological study showed that D. vandellianum leaves present antinociceptive activity, probably induced by gallic acid, methyl gallate and 1,2,6-tri-O-galloyl-β-d-glucopyranose. Public Library of Science 2019-10-29 /pmc/articles/PMC6818767/ /pubmed/31661523 http://dx.doi.org/10.1371/journal.pone.0224575 Text en © 2019 Abreu et al http://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. |
spellingShingle | Research Article Abreu, Lucas Silva Alves, Iura Muniz do Espírito Santo, Renan Fernandes do Nascimento, Yuri Mangueira Dantas, César Augusto Gonçalves dos Santos, Gisele Graça Leite Le Hyaric, Mireille Guedes, Maria Lenise Silva da Silva, Marcelo Sobral Villarreal, Cristiane Flora Velozo, Eudes da Silva Tavares, Josean Fechine Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves |
title | Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves |
title_full | Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves |
title_fullStr | Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves |
title_full_unstemmed | Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves |
title_short | Antinociceptive compounds and LC-DAD-ESIMS(n) profile from Dictyoloma vandellianum leaves |
title_sort | antinociceptive compounds and lc-dad-esims(n) profile from dictyoloma vandellianum leaves |
topic | Research Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6818767/ https://www.ncbi.nlm.nih.gov/pubmed/31661523 http://dx.doi.org/10.1371/journal.pone.0224575 |
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