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. 2015 Mar 5;20(3):4204-24.
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

Nayana Bruna Nery Monção  1 , Bruno Quirino Araújo  2 , Jurandy do Nascimento Silva  3 , Daisy Jereissati Barbosa Lima  4 , Paulo Michel Pinheiro Ferreira  5   6 , Flavia Pereira da Silva Airoldi  7 , Cláudia Pessoa  8   9 , Antonia Maria das Graças Lopes Citó  10
Affiliations

Assessing chemical constituents of Mimosa caesalpiniifolia stem bark: possible bioactive components accountable for the cytotoxic effect of M. caesalpiniifolia on human tumour cell lines

Nayana Bruna Nery Monção et al. Molecules. .

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.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Chemical constituents isolated from the hexane fraction of the ethanolic stem bark extract of Mimosa caesalpiniifolia.
Figure 2
Figure 2
Total ion chromatogram (TIC) of hexane and dichloromethane fractions of Mimosa caesalpiniifolia in GC-qMS analysis.
Figure 3
Figure 3
High-resolution fingerprint profile of ethanolic stem bark extract of Mimosa caesalpiniifolia. (A) MSn spectra of caffeoyl hexoside derivative (m/z 377.08 [M−H]−) and (B) MSn spectra of caffeoyl hexoside (m/z 341.11 [M−H]−).
Figure 4
Figure 4
Percent inhibition of cell proliferation of extract and fractions of Mimosa caesalpiniifolia stem bark on cancer cell lines. HCT-116 (colon carcinoma), OVCAR-8 (ovarian carcinoma) and SF-295 (glioblastoma). EtOH (ethanolic extract), Hex (hexane fraction), DCM (dichloromethane fraction), BA (betulinic acid, isolated from hexane fraction), EtOAc (ethyl acetate fraction) and AquO (aqueous fraction). Asterisks (**) indicate no significant differences (p > 0.05, one-way ANOVA).
See this image and copyright information in PMC

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