Skip to main content
SpringerLink
Log in

Tannins analysis from different medicinal plants extracts using MALDI-TOF and MEKC

  • Original Paper
  • Published:
Chemical Papers Aims and scope Submit manuscript

Abstract

The matrix-assisted laser desorption/ionisation time-of-flight mass spectrometry (MALDI-TOF) and micellar electrokinetic chromatography (MEKC) methods were used to identify and quantify five tannins, (+)-catechin, (−)-epigallocatechin, (−)-epigallocatechin gallate, (−)-epicatechin gallate and (−)-epicatechin, from aqueous, ethanolic and acetonic extracts of Calendula officinalis, Hy-pericum, perforatum, Galium verum and Origanum vulgare. The MALDI-TOF technique was used for screening tannins monomers and oligomers in plant extracts. The sandwich method and matrix 2,5-dihydroxybenzoic acid with a concentration of 10 mg mL−1 in acetonitrile/ultrapure water/trifluoroacetic acid (20: 80: 0.1, vol.) were used. The electrophoretic method developed for the separation and quantification of 5 catechins in 15 min exhibited good efficiency and precision, low limits of detection (0.0032–0.0153 μ.g mL-1) and quantification (0.0096–0.0466 μ.g mL−1). The correlation coefficients (R2) exceeded 0.9986 and the recovery values ranged between 94.25 % and 102.50 %. The present work provides new information on some of the less studied compounds present in plants frequently used in traditional medicine.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Ananingsih, V. K., Sharma, A., & Zhou, W. B. (2013). Green tea catechins during food processing and storage: A review on stability and detection. Food Research International, 50, 469–479. DOI: 10.1016/j.foodres.2011.03.004.

    Article  CAS  Google Scholar 

  • Arce, L., Rios, A., & Valcarcel, M. (1998). Determination of anti-carcinogenic polyphenols present in green tea using capillary electrophoresis coupled to a flow injection system. Journal of Chromatography A, 827, 113–120. DOI: 10.1016/s0021-9673(98)00737-7.

    Article  CAS  Google Scholar 

  • Bilia, A. R., Bergonzi, M. C., Morgenni, F., Mazzi, G., & Vincieri, F. F. (2001). Evaluation of chemical stability of St. John’s wort commercial extract and some preparations. In-ternational Journal of Pharmaceutics, 213, 199–208. DOI: 10.1016/s0378-5173(00)00660-8.

    Article  CAS  Google Scholar 

  • Bonoli, M., Colabufalo, P., Pelillo, M., Toschi, T. G., & Lercker, G. (2003). Fast determination of catechins and xanthines in tea beverages by micellar electrokinetic chromatography. Journal of Agricultural and Food Chemistry, 51, 1141–1147. DOI: 10.1021/jf020907b.

    Article  CAS  Google Scholar 

  • Chang, C. L., & Wu, R. T. (2011). Quantification of (+)–catechin and (−)-epicatechin in coconut water by LC-MS. Food Chemistry, 126, 710–717. DOI: 10.1016/j.foodchem. 2010.11.034.

    Article  CAS  Google Scholar 

  • Chen, Q. S., Zhao, J. W., Chaitep, S. P., & Guo, Z. M. (2009). Simultaneous analysis of main catechins contents in green tea (Camellia sinensis (L.)) by Fourier transform near in-frared reflectance (FT-NIR) spectroscopy. Food Chemistry, 113, 1272–1277. DOI: 10.1016/j.foodchem.2008.08.042.

    Article  CAS  Google Scholar 

  • Council of Europe (2010). European pharmacopoeia, (7th ed.) Strasbourg, France: Council of Europe.

    Google Scholar 

  • Danila, A. O., Gatea, F., & Radu, G. L. (2011). Polyphenol composition and antioxidant activity of selected medicinal herbs. Chemistry of Natural Compounds, 47, 22–26. DOI: 10.1007/s10600-011-9822-7.

    Article  CAS  Google Scholar 

  • De Falco, E., Mancini, E., Roscigno, G., Mignola, E., Taglialatela-Scafati, O., & Senatore, F. (2013). Chemical composi-tion and biological activity of essential oils of Origanum vulgare L. subsp. vulgare L. under different growth conditions. Molecules, 18, 14948–14960. DOI: 10.3390/molecules181214 948.

    Article  Google Scholar 

  • Del Rio, D., Stewart, A. J., Mullen, W., Burns, J., Lean, M. E. J., Brighenti, F., & Crozier, A. (2004). HPLC-MS n analysis of phenolic compounds and purine alkaloids in green and black tea. Journal of Agricultural and Food Chemistry, 52, 2807–2815. DOI: 10.1021/jf0354848.

    Article  Google Scholar 

  • Flamini, R. (2003). Mass spectrometry in grape and wine chemistry. Part I: Polyphenols. Mass Spectrometry Reviews, 22, 218–250. DOI: 10.1002/mas.10052.

    Article  CAS  Google Scholar 

  • Glavnik, V., Simonovska, B., & Vovk, I. (2009). Densitometric determination of (+)-catechin and (−)-epicatechin by 4-dimethylaminocinnamaldehyde reagent. Journal of Chromatography A, 1216, 4485–4491. DOI: 10.1016/j.chroma. 2009.03.026.

    Article  CAS  Google Scholar 

  • Gürbüz, O., Göçmen, D., Dağdelen, F., Gursoy, M., Aydin, S., Şahin, I., Büyükuysal, L., & Usta, M. (2007). Determination of flavan-3-ols and trans-resveratrol in grapes and wine using HPLC with fluorescence detection. Food Chemistry, 100, 518–525. DOI: 10.1016/j.foodchem.2005.10.008.

    Article  Google Scholar 

  • Hoong, Y. B., Pizzi, A., Tahir, P. M., & Pasch, H. (2010). Characterization of Acacia mangium polyflavonoid tannins by MALDI-TOF mass spectrometry and CP-MAS 13C NMR. European Polymer Journal, 46, 1268–1277. DOI: 10.1016/j.eurpolymj.2010.03.002.

    Article  CAS  Google Scholar 

  • Horie, H., & Kohata, K. (2000). Analysis of tea compo-nents by high-performance liquid chromatography and high-performance capillary electrophoresis. Journal of Chromatography A, 881, 425–438. DOI: 10.1016/s0021-9673(99) 01345-x.

    Article  CAS  Google Scholar 

  • Horie, N., Hirabayashi, N., Takahashi, Y., Miyauchi, Y., Taguchi, H., & Takeishi, K. (2005). Synergistic effect of green tea catechins on cell growth and apoptosis induction in gastric carcinoma cells. Biological & Pharmaceutical Bulletin, 28, 574–579. DOI: 10.1248/bpb.28.574.

    Article  CAS  Google Scholar 

  • Jáč, P., Polášek, M., & Pospíšilová, M. (2006). Recent trends in the determination of polyphenols by electromigration methods. Journal of Pharmaceutical and Biomedical Analysis, 40, 805–814. DOI: 10.1016/j.jpba.2005.12.008.

    Article  Google Scholar 

  • Khan, N., & Mukhtar, H. (2008). Multitargeted therapy of can-cer by green tea polyphenols. Cancer Letters, 269, 269–280. DOI: 10.1016/j.canlet.2008.04.014.

    Article  CAS  Google Scholar 

  • Khanbabaee, K., & van Ree, T. (2001). Tannins: Classification and definition. Natural Product Reports, 18, 641–649. DOI: 10.1039/b101061l.

    Article  CAS  Google Scholar 

  • Kolouchová-Hanzlíková, I., Melzoch, K., Filip, V., & Smidrkal, J. (2004). Rapid method for resveratrol determination by HPLC with electrochemical and UV detections in wines. Food Chemistry, 87, 151–158. DOI: 10.1016/j.foodchem. 2004.01.028.

    Article  Google Scholar 

  • Lakić, N., Mimica-Dukić, N., Isak, J., & Božin, B., (2010). Antioxidant properties of Galium verum L. (Rubiaceae) ex-tracts. Open Life Sciences, 5, 331–337. DOI: 10.2478/s11535-010-0022-4.

    Google Scholar 

  • Li, Y. G., Tanner, G., & Larkin, P. (1996). The DMACA-HCl protocol and the threshold proanthocyanidin content for bloat safety in forage legumes. Journal of the Science of Food and Agriculture, 70, 89–101. DOI: 10.1002/(sici)1097-0010(199601)70:1<89::aid-jsfa470>3.0.co;2-n.

    Article  CAS  Google Scholar 

  • Liu, C. M., Chen, C. Y., & Lin, Y. M. (2014). Estimation of tea catechin levels using micellar electrokinetic chromatogra-phy: A quantitative approach. Food Chemistry, 150, 145–150. DOI: 10.1016/j.foodchem.2013.10.140.

    Article  CAS  Google Scholar 

  • López, M. M. C., Vilarino, J. M. L., Rodriguez, M. V. G., & Losada, L. F. B. (2011). Development, validation and ap-plication of micellar electrokinetic capillary chromatography method for routine analysis of catechins, quercetin and thymol in natural samples. Microchemical Journal, 99, 461–469. DOI: 10.1016/j.microc.2011.06.023.

    Article  Google Scholar 

  • Matei, A. O., Gatea, F., & Radu, G. L. (2015). Analysis of phenolic compounds in some medicinal herbs by LC-MS. Journal of Chromatographic Science, 53, 1147–1154. DOI: 10.1093/chromsci/bmu177.

    Article  CAS  Google Scholar 

  • Menet, M. C., Sang, S. M., Yang, C. S., Ho, C. T., & Rosen, R. T. (2004). Analysis of theaflavins and thearubigins from black tea extract by MALDI-TOF mass spectrometry. Journal of Agricultural and Food Chemistry, 52, 2455–2461. DOI: 10.1021/jf035427e.

    Article  CAS  Google Scholar 

  • Merken, H. M., & Beecher, G. R. (2000). Liquid chromato-graphic method for the separation and quantification of prominent flavonoid aglycones. Journal of Chromatography A, 897, 177–184. DOI: 10.1016/s0021-9673(00)00826-8.

    Article  CAS  Google Scholar 

  • Mirza, M., Najafpour, N. M., & Dini, M. (2004). Essential oil of Galium verum L. from Iran. Iranian Journal of Pharmaceutical Research, 3, 88–88.

    Google Scholar 

  • Navarrete, P., Pizzi, A., Pasch, H., Rode, K., & Delmotte, L. (2010). MALDI-TOF and 13C NMR characterization of maritime pine industrial tannin extract. Industrial Crops and Products, 32, 105–110. DOI: 10.1016/j.indcrop.2010.03.010.

    Article  CAS  Google Scholar 

  • Olofson, T. C., Alstefjord, M., Nilson, B., Butler, E., & Vasquez, A. (2014). Lactobacillus apinorum sp. nov., Lactobacillus mellifer sp. nov., Lactobacillus mellis sp. nov., Lactobacillus melliventris sp. nov., Lactobacillus kimbladii sp. nov., Lactobacillus helsingborgensis sp. nov. and Lactobacillus kullabergensis sp. nov., isolated from the honey stomach of the honeybee Apis mellifera. International Journal of Systematic and Evolutionary Microbiology, 64, 3109–3119. DOI: 10.1099/ijs.0.059600-0.

    Article  Google Scholar 

  • Pizzi, A. (1983). Wood adhesives: Chemistry and technology (pp. 174–244). New York, NY, USA: Marcel Dekker.

    Google Scholar 

  • Pomponio, R., Gotti, R., Luppi, B., & Cavrini, V. (2003). Microemulsion electrokinetic chromatography for the analysis of green tea catechins: Effect of the cosurfactant on the separation selectivity. Electrophoresis, 24, 1658–1667. DOI: 10.1002/elps.200305391.

    Article  CAS  Google Scholar 

  • Quiroga, R. P., Grosso, N. R., Lante, A., Lomolino, G., Zygadlo, J. A., & Nepote, V. (2013). Chemical composition, antioxidant activity and anti-lipase activity of Origanum vulgare and Lippia turbinata essential oils. International Journal of Food Science & Technology, 48, 642–649. DOI: 10.1111/ijfs. 12011.

    Article  CAS  Google Scholar 

  • Rahim, A. A., Nofrizal, S., & Saad, B. (2014). Rapid tea cate-chins and caffeine determination by HPLC using microwave-assisted extraction and silica monolithic column. Food Chemistry, 147, 262–268. DOI: 10.1016/j.foodchem.2013.09.131.

    Article  CAS  Google Scholar 

  • Re, T. A., Mooney, D., Antignac, E., Dufour, E., Bark, I., Srinivasan, V., & Nohynek, G. (2009). Application of the threshold of toxicological concern approach for the safety evaluation of calendula flower (Calendula officinalis) petals and extracts used in cosmetic and personal care products. Food and Chemical Toxicology, 47, 1246–1254. DOI: 10.1016/j.fct.2009.02.016.

    Article  CAS  Google Scholar 

  • Reed, J. D., Krueger, C. G., & Vestling, M. M. (2005). MALDI-TOF mass spectrometry of oligomeric food polyphenols. Phytochemistry, 66, 2248–2263. DOI: 10.1016/j.phytochem. 2005.05.015.

    Article  CAS  Google Scholar 

  • Sang, S. M., Lambert, J. D., Ho, C. T., & Yang, C. S. (2011). The chemistry and biotransformation of tea constituents. Pharmacological Research, 64, 87–99. DOI: 10.1016/j.phrs.2011.02.007.

    Article  CAS  Google Scholar 

  • Tabrez, S., Priyadarshini, M., Urooj, M., Shakil, S., Ashraf, G. M., Khan, M. S., Kamal, M. A., Alam, Q., Jabir, N. R., Abuzenadah, A. M., Chaudhary, A. G. A., & Damanhouri, G. A. (2013). Cancer chemoprevention by polyphenols and their potential application as nanomedicine. Journal of Environmental Science and Health, Part C, 31, 67–98. DOI: 10.1080/10590501.2013.763577.

    Article  CAS  Google Scholar 

  • Tan, H. P., Xu, W. P., Zhao, A. P., Zhou, L. L., Liu, M. D., Tan, F. Y., Zou, Y., & Wang, Y. J. (2012). Determination of catechins and purine alkaloids in tea by high performance liquid chromatography. Analytical Letters, 45, 2530–2537. DOI: 10.1080/00032719.2012.694130.

    Article  CAS  Google Scholar 

  • Terabe, S., Otsuka, K., Ichikawa, K., Tsuchiya, A., & Ando, T. (1984). Electrokinetic separations with micellar solutions and open-tubular capillaries. Analytical Chemistry, 56, 111–113. DOI: 10.1021/ac00265a031.

    Article  CAS  Google Scholar 

  • Tsanova-Savova, S., Ribarova, F., & Gerova, M. (2005). (+)–Catechin and (−)-epicatechin in Bulgarian fruits. Journal of Food Composition and Analysis, 18, 691–698. DOI: 10.1016/j.jfca.2004.06.008.

    Article  CAS  Google Scholar 

  • Vázquez, G., Pizzi, A., Freire, M. S., Santos, J., Antorrena, G., & González-Álvarez, J. (2012). MALDI-TOF, HPLC-ESI-TOF and 13C-NMR characterization of chestnut (Castanea sativa) shell tannins for wood adhesives. Wood Science and Technology, 47, 523–535. DOI: 10.1007/s00226-012-0513-8.

    Article  Google Scholar 

  • Weiss, D. J., & Anderton, C. R. (2003). Determination of catechins in matcha green tea by micellar electrokinetic chromatography. Journal of Chromatography A, 1011, 173–180. DOI: 10.1016/s0021-9673(03)01133-6.

    Article  CAS  Google Scholar 

  • Yang, B., Arai, K., & Kusu, F. (2000). Determination of catechins in human urine subsequent to tea ingestion by high-performance liquid chromatography with electrochemical detection. Analytical Biochemistry, 283, 77–82. DOI: 10.1006/abio.2000.4624.

    Article  CAS  Google Scholar 

  • Ye, N. S., Li, J., Wang, Y. X., & Ma, J. C. (2014). Determination of catechins in tea by micellar electrokinetic chromatography with a grapheme oxide-coated capillary. Instrumentation Science & Technology, 42, 605–617. DOI: 10.1080/10739149.2014.930876.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. National Institute for Biological Science, Splaiul Independentei 296, 060031, Bucharest, Romania

    Alina Oana Matei, Florentina Gatea & Eugenia Dumitra Teodor

  2. Department of Analytical Chemistry and Environmental Engineering, Politehnica University of Bucharest, 1-7 Polizu Street, 011061, Bucharest, Romania

    Gabriel Lucian Radu

Authors
  1. Alina Oana Matei
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Florentina Gatea
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Eugenia Dumitra Teodor
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Gabriel Lucian Radu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Gabriel Lucian Radu.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Matei, A.O., Gatea, F., Teodor, E.D. et al. Tannins analysis from different medicinal plants extracts using MALDI-TOF and MEKC. Chem. Pap. 70, 515–522 (2016). https://doi.org/10.1515/chempap-2015-0222

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1515/chempap-2015-0222

Key words

Search

Navigation