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Microencapsulation of a Natural Antioxidant from Coffee—Chlorogenic Acid (3-Caffeoylquinic Acid)

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Abstract

Chlorogenic acids, the main polyphenolic group present in coffee, which include the caffeoylquinic acids, are recognized as antioxidants with growing interest in pharmacological, cosmetic, and food applications. However, they can be easily oxidized and they are also very unstable when exposed to high temperatures. Therefore, they can suffer transesterification reactions during storage or food processing, limiting their applications. Nevertheless, this situation can be overcome or minimized by microencapsulation. The purpose of the present study was to prepare by a spray-drying process sodium alginate and modified chitosan microparticles with chlorogenic acid (3-CQA), characterize them (morphological analysis), and evaluate the release profile of 3-CQA from the microparticles in in vitro studies. Furthermore, their antioxidant activity and moisture content were determined. The results address the success of chlorogenic acid microencapsulation, resulting in stable microparticles with controlled release properties and good antioxidant activity, suggesting increasing applications in food and pharmaceutical industry.

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References

  • Ayelign, A., & Sabally, K. (2013). Determination of chlorogenic acids (CGA) in coffee beans using HPLC. American Journal of Research Communication, 1(2), 78–91.

    Google Scholar 

  • de Azeredo, H. M. C. (2005). Encapsulação: aplicação à tecnologia de alimentos. Alim. Nutr. Araraquara, 89–97.

  • Belay, A., & Gholap, A. V. (2009). Characterization and determination of chlorogenic acids (CGA) in coffee beans by UV-Vis spectroscopy. African Journal of Pure and Applied Chemistry, 3(11), 234–240. doi:10.5897/AJPAC.

    CAS  Google Scholar 

  • Bradley Jr., R. L. (2010). Moisture and total solids analysis. In Food Analysis (pp. 85–215) doi:10.1007/978-1-4419-1478-1_6

  • Cano-Marquina, A., Tarín, J. J., & Cano, A. (2013). The impact of coffee on health. Maturitas, 75(1), 7–21. doi:10.1016/j.maturitas.2013.02.002.

    Article  CAS  Google Scholar 

  • Carvalho, I. T., Estevinho, B. N., & Santos, L. (2015). Application of microencapsulated essential oils in cosmetic and personal health care products—a review. International Journal of Cosmetic Science, n/a-n/a. doi:10.1111/ics.12232.

    Google Scholar 

  • Casanova, F., Estevinho, B. N., & Santos, L. (2016). Preliminary studies of rosmarinic acid microencapsulation with chitosan and modified chitosan for topical delivery. Powder Technology, 297, 44–49. doi:10.1016/j.powtec.2016.04.014.

    Article  CAS  Google Scholar 

  • Đorđević, V., Balanč, B., Belščak-Cvitanović, A., Lević, S., Trifković, K., Kalušević, A., et al. (2014). Trends in encapsulation technologies for delivery of food bioactive compounds. Food Engineering Reviews. doi:10.1007/s12393-014-9106-7.

    Google Scholar 

  • Duarte, G. S., Pereira, A. A., & Farah, A. (2010). Chlorogenic acids and other relevant compounds in Brazilian coffees processed by semi-dry and wet post-harvesting methods. Food Chemistry, 118(3), 851–855. doi:10.1016/j.foodchem.2009.05.042.

    Article  CAS  Google Scholar 

  • Estevinho, B. M. A. N., Rocha, F. A. N., Santos, L. M. D. S., & Alves, M. A. C. (2013a). Using water-soluble chitosan for flavour microencapsulation in food industry. Journal of Microencapsulation, 30(6), 571–579. doi:10.3109/02652048.2013.764939.

    Article  CAS  Google Scholar 

  • Estevinho, B. N., Rocha, F., Santos, L., & Alves, A. (2013b). Microencapsulation with chitosan by spray drying for industry applications—a review. Trends in Food Science and Technology, 31(2), 138–155. doi:10.1016/j.tifs.2013.04.001.

    Article  CAS  Google Scholar 

  • Estevinho, B. N., Damas, A. M., Martins, P., & Rocha, F. (2014a). Microencapsulation of β-galactosidase with different biopolymers by a spray-drying process. Food Research International, 64, 134–140. doi:10.1016/j.foodres.2014.05.057.

    Article  CAS  Google Scholar 

  • Estevinho, B. N., Damas, A. M., Martins, P., & Rocha, F. (2014b). The influence of microencapsulation with a modified chitosan (water soluble) on β-galactosidase activity. Drying Technology, 32, 1575–1586. doi:10.1080/07373937.2014.909843.

    Article  CAS  Google Scholar 

  • Estevinho, B. N., Ramos, I., & Rocha, F. (2015). Effect of the pH in the formation of β-galactosidase microparticles produced by a spray-drying process. International Journal of Biological Macromolecules, 78, 238–242. doi:10.1016/j.ijbiomac.2015.03.049.

    Article  CAS  Google Scholar 

  • Estevinho, B. N., & Rocha, F. (2016). Microencapsulation in food biotechnology by a spray-drying process. In Ravishankar Rai V. (Ed.), Advances in Food Biotechnology (pp. 593–606). John Wiley & Sons, Ltd. doi:10.1002/9781118864463.ch36

  • Estevinho, B. N., Carlan, I., Blaga, A., & Rocha, F. (2016). Soluble vitamins (vitamin B12 and vitamin C) microencapsulated with different biopolymers by a spray drying process. Powder Technology, 289, 71–78. doi:10.1016/j.powtec.2015.11.019.

    Article  CAS  Google Scholar 

  • Fang, Z., & Bhandari, B. (2010). Encapsulation of polyphenols—a review. Trends in Food Science & Technology, 21(10), 510–523. doi:10.1016/j.tifs.2010.08.003.

    Article  CAS  Google Scholar 

  • Farah, A., & Donangelo, C. M. (2006). Phenolic compounds in coffee. Brazilian Journal of Plant Physiology, 18(1), 23–36. doi:10.1590/S1677-04202006000100003.

    Article  CAS  Google Scholar 

  • Farah, A., & Duarte, G. (2015). Bioavailability and metabolism of chlorogenic acids from coffee. In Coffee in Health and Disease Prevention (pp. 789–801).

  • Farah A, Monteiro M, Donangelo CM, Lafay S (2008). 5-O-caffeoylquinic acid (5-CQA) from green coffee extract are highly bioavailable in humans. Journal of Nutrition, (September), 2309–2315. doi:10.3945/jn.108.095554.Federal

  • Gharsallaoui, A., Roudaut, G., Chambin, O., Voilley, A., & Saurel, R. (2007). Applications of spray-drying in microencapsulation of food ingredients: an overview. Food Research International, 40(9), 1107–1121. doi:10.1016/j.foodres.2007.07.004.

    Article  CAS  Google Scholar 

  • Gonçalves, A., Estevinho, B. N., & Rocha, F. (2016). Microencapsulation of vitamin A: a review. Trends in Food Science & Technology, 51, 76–87. doi:10.1016/j.tifs.2016.03.001.

    Article  Google Scholar 

  • Gonçalves, A., Estevinho, B. N., & Rocha, F. (2017). Design and characterization of controlled-release vitamin A microparticles prepared by a spray-drying process. Powder Technology, 305, 411–417. doi:10.1016/j.powtec.2016.10.010.

    Article  Google Scholar 

  • Komes, D., & Bušić, A. (2014). 3. Antioxidants in coffee. In Processing and Impact on Antioxidants in Beverages (pp. 25–32).

  • Kumar, G. P., & Krishna, L. S. (2014). Formulation and evaluation of Vildagliptin sustained release microspheres. International Journal of Chemical and Natural Science, 2(6), 189–194. doi:10.1017/CBO9781107415324.004.

    Google Scholar 

  • Lorentz, C., Pencreac’H, G., Soultani-Vigneron, S., Rondeau-Mouro, C., De Carvalho, M., Pontoire, B., et al. (2012). Coupling lipophilization and amylose complexation to encapsulate chlorogenic acid. Carbohydrate Polymers, 90, 152–158. doi:10.1016/j.carbpol.2012.05.008.

    Article  CAS  Google Scholar 

  • Moeenfard, M., Rocha, L., & Alves, A. (2014). Quantification of caffeoylquinic acids in coffee brews by HPLC-DAD. Journal of Analytical Methods in Chemistry, 2014. doi:10.1155/2014/965353.

  • Monteiro, M. C., & Farah, A. (2012). Chlorogenic acids in Brazilian Coffea arabica cultivars from various consecutive crops. Food Chemistry, 134(1), 611–614. doi:10.1016/j.foodchem.2012.02.118.

    Article  CAS  Google Scholar 

  • Munin, A., & Edwards-Lévy, F. (2011). Encapsulation of natural polyphenolic compounds; a review. Pharmaceutics, 3(4), 793–829. doi:10.3390/pharmaceutics3040793.

    Article  CAS  Google Scholar 

  • Nallamuthu, I., Devi, A., & Khanum, F. (2014). Chlorogenic acid loaded chitosan nanoparticles with sustained release property, retained antioxidant activity and enhanced bioavailability. Asian Journal of Pharmaceutical Sciences, 10(3), 203–211. doi:10.1016/j.ajps.2014.09.005.

    Article  Google Scholar 

  • Nesterenko, A., Alric, I., Silvestre, F., & Durrieu, V. (2013). Vegetable proteins in microencapsulation: a review of recent interventions and their effectiveness. Industrial Crops and Products, 42, 469–479. doi:10.1016/j.indcrop.2012.06.035.

    Article  CAS  Google Scholar 

  • Niseteo, T., Komes, D., Belščak-Cvitanović, A., Horžić, D., & Budeč, M. (2012). Bioactive composition and antioxidant potential of different commonly consumed coffee brews affected by their preparation technique and milk addition. Food Chemistry, 134(4), 1870–1877. doi:10.1016/j.foodchem.2012.03.095.

    Article  CAS  Google Scholar 

  • Perrone, D., Farah, A., Donangelo, C. M., de Paulis, T., & Martin, P. R. (2008). Comprehensive analysis of major and minor chlorogenic acids and lactones in economically relevant Brazilian coffee cultivars. Food Chemistry, 106(2), 859–867. doi:10.1016/j.foodchem.2007.06.053.

    Article  CAS  Google Scholar 

  • Qi, L., Shao-qian, C., Si-yi, L., Ying, Z., Li, G., & Si-yi, P. (2010). Microencapsulation of chlorogenic acid in yeast cells. Food Science, 31(10), 137–141.

    Google Scholar 

  • Ramírez-Ambrosi, M., Caldera, F., Trotta, F., Berrueta, L. Á., & Gallo, B. (2014). Encapsulation of apple polyphenols in β-CD nanosponges. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 80(1), 85–92. doi:10.1155/2013/251754.

    Article  Google Scholar 

  • Sato, Y., Itagaki, S., Kurokawa, T., Ogura, J., Kobayashi, M., Hirano, T., et al. (2011). In vitro and in vivo antioxidant properties of chlorogenic acid and caffeic acid. International Journal of Pharmaceutics, 403(1–2), 136–138. doi:10.1016/j.ijpharm.2010.09.035.

    Article  CAS  Google Scholar 

  • Shi, G., Rao, L., Yu, H., Xiang, H., Pen, G., Long, S., & Yang, C. (2007). Yeast-cell-based microencapsulation of chlorogenic acid as a water-soluble antioxidant. Journal of Food Engineering, 80(4), 1060–1067. doi:10.1016/j.jfoodeng.2006.06.038.

    Article  CAS  Google Scholar 

  • Thaipong, K., Boonprakob, U., Crosby, K., Cisneros-Zevallos, L., & Hawkins Byrne, D. (2006). Comparison of ABTS, DPPH, FRAP, and ORAC assays for estimating antioxidant activity from guava fruit extracts. Journal of Food Composition and Analysis, 19(6–7), 669–675. doi:10.1016/j.jfca.2006.01.003.

    Article  CAS  Google Scholar 

  • De Vos, P., Faas, M. M., Spasojevic, M., & Sikkema, J. (2010). Encapsulation for preservation of functionality and targeted delivery of bioactive food components. International Dairy Journal, 20(4), 292–302. doi:10.1016/j.idairyj.2009.11.008.

    Article  Google Scholar 

  • Yoo, S.-H., Song, Y.-B., Chang, P.-S., & Lee, H. G. (2006). Microencapsulation of alpha-tocopherol using sodium alginate and its controlled release properties. International Journal of Biological Macromolecules, 38(1), 25–30. doi:10.1016/j.ijbiomac.2005.12.013.

    Article  CAS  Google Scholar 

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Acknowledgements

This work was financially supported by the Project UID/EQU/00511/2013-LEPABE (Laboratory for Process Engineering, Environment, Biotechnology and Energy—EQU/00511) by FEDER funds through Programa Operacional Competitividade e Internacionalização—COMPETE2020 and by national funds through FCT—Fundação para a Ciência e a Tecnologia.

The authors want to thank FCT for the Postdoctoral grant SFRH/BPD/73865/2010 (B. N. Estevinho) and for the PhD grant SFRH/BD/79318/2011 (M. Moeenfard).

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Authors and Affiliations

  1. LEPABE, Departamento de Engenharia Química, Faculdade de Engenharia da Universidade do Porto, Rua Dr. Roberto Frias, 4200-465, Porto, Portugal

    B. Gonçalves, M. Moeenfard, F. Rocha, A. Alves, B. N. Estevinho & L. Santos

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  1. B. Gonçalves
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  2. M. Moeenfard
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  3. F. Rocha
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  4. A. Alves
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  5. B. N. Estevinho
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  6. L. Santos
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Correspondence to B. N. Estevinho.

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Gonçalves, B., Moeenfard, M., Rocha, F. et al. Microencapsulation of a Natural Antioxidant from Coffee—Chlorogenic Acid (3-Caffeoylquinic Acid). Food Bioprocess Technol 10, 1521–1530 (2017). https://doi.org/10.1007/s11947-017-1919-y

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