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Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines

Mimosa caesalpiniifolia is a native plant of the Brazilian northeast, and few studies have investigated its chemical composition and biological significance. This work describes the identification of the first chemical constituents in the ethanolic extract and fractions of M. caesalpiniifolia stem b...

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Autores principales: Monção, Nayana Bruna Nery, Araújo, Bruno Quirino, Silva, Jurandy do Nascimento, Lima, Daisy Jereissati Barbosa, Ferreira, Paulo Michel Pinheiro, Airoldi, Flavia Pereira da Silva, Pessoa, Cláudia, Citó, Antonia Maria das Graças Lopes
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272184/
https://www.ncbi.nlm.nih.gov/pubmed/25751783
http://dx.doi.org/10.3390/molecules20034204
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author Monção, Nayana Bruna Nery
Araújo, Bruno Quirino
Silva, Jurandy do Nascimento
Lima, Daisy Jereissati Barbosa
Ferreira, Paulo Michel Pinheiro
Airoldi, Flavia Pereira da Silva
Pessoa, Cláudia
Citó, Antonia Maria das Graças Lopes
author_facet Monção, Nayana Bruna Nery
Araújo, Bruno Quirino
Silva, Jurandy do Nascimento
Lima, Daisy Jereissati Barbosa
Ferreira, Paulo Michel Pinheiro
Airoldi, Flavia Pereira da Silva
Pessoa, Cláudia
Citó, Antonia Maria das Graças Lopes
author_sort Monção, Nayana Bruna Nery
collection PubMed
description Mimosa caesalpiniifolia is a native plant of the Brazilian northeast, and few studies have investigated its chemical composition and biological significance. This work describes the identification of the first chemical constituents in the ethanolic extract and fractions of M. caesalpiniifolia stem bark based on NMR, GC-qMS and HRMS analyses, as well as an assessment of their cytotoxic activity. GC-qMS analysis showed fatty acid derivatives, triterpenes and steroid substances and confirmed the identity of the chemical compounds isolated from the hexane fraction. Metabolite biodiversity in M. caesalpiniifolia stem bark revealed the differentiated accumulation of pentacyclic triterpenic acids, with a high content of betulinic acid and minor amounts of 3-oxo and 3β-acetoxy derivatives. Bioactive analysis based on total phenolic and flavonoid content showed a high amount of these compounds in the ethanolic extract, and ESI-(−)-LTQ-Orbitrap-MS identified caffeoyl hexose at high intensity, as well as the presence of phenolic acids and flavonoids. Furthermore, the evaluation of the ethanolic extract and fractions, including betulinic acid, against colon (HCT-116), ovarian (OVCAR-8) and glioblastoma (SF-295) tumour cell lines showed that the crude extract, hexane and dichloromethane fractions possessed moderate to high inhibitory activity, which may be related to the abundance of betulinic acid. The phytochemical and biological study of M. caesalpiniifolia stem bark thus revealed a new alternative source of antitumour compounds, possibly made effective by the presence of betulinic acid and by chemical co-synergism with other compounds.
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spelling pubmed-62721842018-12-31 Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines Monção, Nayana Bruna Nery Araújo, Bruno Quirino Silva, Jurandy do Nascimento Lima, Daisy Jereissati Barbosa Ferreira, Paulo Michel Pinheiro Airoldi, Flavia Pereira da Silva Pessoa, Cláudia Citó, Antonia Maria das Graças Lopes Molecules Article Mimosa caesalpiniifolia is a native plant of the Brazilian northeast, and few studies have investigated its chemical composition and biological significance. This work describes the identification of the first chemical constituents in the ethanolic extract and fractions of M. caesalpiniifolia stem bark based on NMR, GC-qMS and HRMS analyses, as well as an assessment of their cytotoxic activity. GC-qMS analysis showed fatty acid derivatives, triterpenes and steroid substances and confirmed the identity of the chemical compounds isolated from the hexane fraction. Metabolite biodiversity in M. caesalpiniifolia stem bark revealed the differentiated accumulation of pentacyclic triterpenic acids, with a high content of betulinic acid and minor amounts of 3-oxo and 3β-acetoxy derivatives. Bioactive analysis based on total phenolic and flavonoid content showed a high amount of these compounds in the ethanolic extract, and ESI-(−)-LTQ-Orbitrap-MS identified caffeoyl hexose at high intensity, as well as the presence of phenolic acids and flavonoids. Furthermore, the evaluation of the ethanolic extract and fractions, including betulinic acid, against colon (HCT-116), ovarian (OVCAR-8) and glioblastoma (SF-295) tumour cell lines showed that the crude extract, hexane and dichloromethane fractions possessed moderate to high inhibitory activity, which may be related to the abundance of betulinic acid. The phytochemical and biological study of M. caesalpiniifolia stem bark thus revealed a new alternative source of antitumour compounds, possibly made effective by the presence of betulinic acid and by chemical co-synergism with other compounds. MDPI 2015-03-05 /pmc/articles/PMC6272184/ /pubmed/25751783 http://dx.doi.org/10.3390/molecules20034204 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Monção, Nayana Bruna Nery
Araújo, Bruno Quirino
Silva, Jurandy do Nascimento
Lima, Daisy Jereissati Barbosa
Ferreira, Paulo Michel Pinheiro
Airoldi, Flavia Pereira da Silva
Pessoa, Cláudia
Citó, Antonia Maria das Graças Lopes
Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines
title Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines
title_full Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines
title_fullStr Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines
title_full_unstemmed Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines
title_short Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines
title_sort assessing chemical constituents of mimosa caesalpiniifolia stem bark: possible bioactive components accountable for the cytotoxic effect of m. caesalpiniifolia on human tumour cell lines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272184/
https://www.ncbi.nlm.nih.gov/pubmed/25751783
http://dx.doi.org/10.3390/molecules20034204
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