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Qualitative and semi-quantitative analysis of phenolics in Eucalyptus globulus leaves by high-performance liquid chromatography coupled with diode array detection and electrospray ionisation mass spectrometry.
Phytochem Anal. 2013 Feb; 24(2):162-70.PA

Abstract

INTRODUCTION

Eucalyptus species are widely cultivated in Mediterranean regions. Moreover, plants of this family have been utilized for medicinal purposes. A number of studies have been devoted to the identification of eucalypt phenolics, all of them have focused on specific families of compounds, and no exhaustive profiling has been reported in leaves of this plant.

OBJECTIVE

To develop methods that allows the identification and quantification of different classes of phenolics in Eucalyptus globulus leaf.

METHODOLOGY

Acetonic extract was fractionated by chromatography on a Sephadex LH-20 column using consecutive elution with ethanol, methanol and aqueous acetone (60%). High-performance liquid chromatography coupled with diode array detection and electrospray ionization mass spectrometry (HPLC-DAD-ESI/MS) were applied to determine the structure of different compounds. Quantities were evaluated from peak areas in the HPLC profile, using external calibration curves.

RESULTS

Fractionation of acetonic extract yielded three fractions: F1, F2 and F3. In total 39 phenolic compounds are detected. Among them: 16 hydrolyzable tannins, 3 terpenyl derivatives, 12 ellagic acid derivatives, 5 flavonols, 2 hydroxybenzoic acids and 1 formylated phloroglucinol. 26 compounds described in this study have not previously detected in leaves of this plant and this is the first report of quercetin 3-O-β-galactoside-6"-O-gallate and cypellogin A and B, in E. globulus plant. Quantitatively, ellagic acid derivatives and sideroxylonal A or B are largely predominant.

CONCLUSION

Fractionation of crude extract by chromatography on Sephadex LH-20 was efficient to separate different molecular weight compounds. HPLC-DAD-ESI/MS enabled detection of gallotannin, ellagitannin and flavonol derivatives, in leaves of E. globulus.

Authors+Show Affiliations

Faculté des Sciences de la Nature et de la Vie, Laboratoire 3BS, Université A. Mira de Bejaia, Algérie. lilaboulekbachemakhlouf@yahoo.frNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

22930658

Citation

Boulekbache-Makhlouf, Lila, et al. "Qualitative and Semi-quantitative Analysis of Phenolics in Eucalyptus Globulus Leaves By High-performance Liquid Chromatography Coupled With Diode Array Detection and Electrospray Ionisation Mass Spectrometry." Phytochemical Analysis : PCA, vol. 24, no. 2, 2013, pp. 162-70.
Boulekbache-Makhlouf L, Meudec E, Mazauric JP, et al. Qualitative and semi-quantitative analysis of phenolics in Eucalyptus globulus leaves by high-performance liquid chromatography coupled with diode array detection and electrospray ionisation mass spectrometry. Phytochem Anal. 2013;24(2):162-70.
Boulekbache-Makhlouf, L., Meudec, E., Mazauric, J. P., Madani, K., & Cheynier, V. (2013). Qualitative and semi-quantitative analysis of phenolics in Eucalyptus globulus leaves by high-performance liquid chromatography coupled with diode array detection and electrospray ionisation mass spectrometry. Phytochemical Analysis : PCA, 24(2), 162-70. https://doi.org/10.1002/pca.2396
Boulekbache-Makhlouf L, et al. Qualitative and Semi-quantitative Analysis of Phenolics in Eucalyptus Globulus Leaves By High-performance Liquid Chromatography Coupled With Diode Array Detection and Electrospray Ionisation Mass Spectrometry. Phytochem Anal. 2013;24(2):162-70. PubMed PMID: 22930658.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Qualitative and semi-quantitative analysis of phenolics in Eucalyptus globulus leaves by high-performance liquid chromatography coupled with diode array detection and electrospray ionisation mass spectrometry. AU - Boulekbache-Makhlouf,Lila, AU - Meudec,Emmanuelle, AU - Mazauric,Jean-Paul, AU - Madani,Khodir, AU - Cheynier,Véronique, Y1 - 2012/08/29/ PY - 2011/12/14/received PY - 2012/07/10/revised PY - 2012/07/17/accepted PY - 2012/8/30/entrez PY - 2012/8/30/pubmed PY - 2013/8/21/medline SP - 162 EP - 70 JF - Phytochemical analysis : PCA JO - Phytochem Anal VL - 24 IS - 2 N2 - INTRODUCTION: Eucalyptus species are widely cultivated in Mediterranean regions. Moreover, plants of this family have been utilized for medicinal purposes. A number of studies have been devoted to the identification of eucalypt phenolics, all of them have focused on specific families of compounds, and no exhaustive profiling has been reported in leaves of this plant. OBJECTIVE: To develop methods that allows the identification and quantification of different classes of phenolics in Eucalyptus globulus leaf. METHODOLOGY: Acetonic extract was fractionated by chromatography on a Sephadex LH-20 column using consecutive elution with ethanol, methanol and aqueous acetone (60%). High-performance liquid chromatography coupled with diode array detection and electrospray ionization mass spectrometry (HPLC-DAD-ESI/MS) were applied to determine the structure of different compounds. Quantities were evaluated from peak areas in the HPLC profile, using external calibration curves. RESULTS: Fractionation of acetonic extract yielded three fractions: F1, F2 and F3. In total 39 phenolic compounds are detected. Among them: 16 hydrolyzable tannins, 3 terpenyl derivatives, 12 ellagic acid derivatives, 5 flavonols, 2 hydroxybenzoic acids and 1 formylated phloroglucinol. 26 compounds described in this study have not previously detected in leaves of this plant and this is the first report of quercetin 3-O-β-galactoside-6"-O-gallate and cypellogin A and B, in E. globulus plant. Quantitatively, ellagic acid derivatives and sideroxylonal A or B are largely predominant. CONCLUSION: Fractionation of crude extract by chromatography on Sephadex LH-20 was efficient to separate different molecular weight compounds. HPLC-DAD-ESI/MS enabled detection of gallotannin, ellagitannin and flavonol derivatives, in leaves of E. globulus. SN - 1099-1565 UR - https://www.unboundmedicine.com/medline/citation/22930658/Qualitative_and_semi_quantitative_analysis_of_phenolics_in_Eucalyptus_globulus_leaves_by_high_performance_liquid_chromatography_coupled_with_diode_array_detection_and_electrospray_ionisation_mass_spectrometry_ DB - PRIME DP - Unbound Medicine ER -