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Molecules 2015, 20(3), 4204-4224; doi:10.3390/molecules20034204

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

1
Department of Chemistry, Federal University of Piauí, Teresina 64049-550, PI, Brazil
2
Postgraduate Program in Pharmaceutical Sciences, Federal University of Piauí, Teresina 64049-550, PI, Brazil
3
Department of Physiology and Pharmacology, Federal University of Ceará, Fortaleza 60430-270, CE, Brazil
4
Department of Biophysics and Physiology, Federal University of Piauí, Teresina 64049-550, PI, Brazil
5
Laboratory of Organic Geochemistry, University of Campinas, São Paulo 13083-970, SP, Brazil
6
Oswald Cruz Foundation, Fortaleza 60180-900, CE, Brazil
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 21 November 2014 / Revised: 4 January 2015 / Accepted: 26 January 2015 / Published: 5 March 2015
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [783 KB, uploaded 5 March 2015]   |  

Abstract

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. View Full-Text
Keywords: Mimosa caesalpiniifolia; phenolic compounds; cytotoxicity; betulinic acid Mimosa caesalpiniifolia; phenolic compounds; cytotoxicity; betulinic acid
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Monção, N.B.N.; Araújo, B.Q.; Silva, J.N.; Lima, D.J.B.; Ferreira, P.M.P.; Airoldi, F.P.S.; Pessoa, C.; Citó, A.M.G.L. Assessing Chemical Constituents of Mimosa caesalpiniifolia Stem Bark: Possible Bioactive Components Accountable for the Cytotoxic Effect of M. caesalpiniifolia on Human Tumour Cell Lines. Molecules 2015, 20, 4204-4224.

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