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Anthocyanin-rich extracts from Cornelian cherry pomace as a natural food colorant: a spectroscopic and LC-QTOF-MS study

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Abstract

The objective of this study was the production of green extracts from Cornelian cherry pomace and the valorization of their anthocyanin content for their potential use as food colorants. Aqueous solutions of β-cyclodextrin were used both as green extraction solvents as well as means of anthocyanins’ stabilization. The extracts were analyzed by a novel liquid chromatographic method coupled to triple quadrupole time-of-flight mass spectrometry analytical methodology (LC-QTOF-MS) to assess their anthocyanin content. FTIR spectroscopy was used to investigate possible interactions between cyclodextrin and Cornelian cherry’s anthocyanins. The stability of anthocyanins was evaluated under different pH conditions and in the presence of metal ion Fe+2. The extracts were finally evaluated as colorants in two different food systems. The results showed that the color of β-cyclodextrin extract was preserved through storage. Additionally, the combination of β-cyclodextrin extraction and storage at low temperature contributes to the development of a stable acidic non-carbonated red beverage.

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References

  1. Szczepaniak OM, Kobus-Cisowska J, Kusek W, Przeor M (2019) Functional properties of Cornelian cherry (Cornus mas L.): a comprehensive review. Eur Food Res Technol 245:2071–2087. https://doi.org/10.1007/s00217-019-03313-0

    Article  CAS  Google Scholar 

  2. Pantelidis GE, Vasilakakis M, Manganaris GA, Diamantidis G (2007) Antioxidant capacity, phenol, anthocyanin and ascorbic acid contents in raspberries, blackberries, red currants, gooseberries and Cornelian cherries. Food Chem 102:777–783. https://doi.org/10.1016/j.foodchem.2006.06.021

    Article  CAS  Google Scholar 

  3. Yilmaz K, Ercisli S, Zengin Y et al (2009) Preliminary characterisation of cornelian cherry (Cornus mas L.) genotypes for their physico-chemical properties. Food Chem 114:408–412. https://doi.org/10.1016/j.foodchem.2008.09.055

    Article  CAS  Google Scholar 

  4. Koley TK, Singh S, Khemariya P et al (2014) Evaluation of bioactive properties of Indian carrot (Daucus carota L.): a chemometric approach. Food Res Int 60:76–85. https://doi.org/10.1016/j.foodres.2013.12.006

    Article  CAS  Google Scholar 

  5. Ahmadiani N, Robbins RJ, Collins TM, Giusti MM (2014) Anthocyanins contents, profiles, and color characteristics of red cabbage extracts from different cultivars and maturity stages. J Agric Food Chem 62:7524–7531. https://doi.org/10.1021/jf501991q

    Article  CAS  PubMed  Google Scholar 

  6. Moldovan B, David L (2014) Influence of temperature and preserving agents on the stability of cornelian cherries anthocyanins. Molecules 19:8177–8188. https://doi.org/10.3390/molecules19068177

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  7. Dumitraşcu L, Stănciuc N, Borda D et al (2021) Microencapsulation of bioactive compounds from cornelian cherry fruits using different biopolymers with soy proteins. Food Biosci. https://doi.org/10.1016/j.fbio.2021.101032

    Article  Google Scholar 

  8. Chatham LA, Howard JE, Juvik JA (2020) A natural colorant system from corn: flavone-anthocyanin copigmentation for altered hues and improved shelf life. Food Chem 310:125734. https://doi.org/10.1016/j.foodchem.2019.125734

    Article  CAS  PubMed  Google Scholar 

  9. Chung C, Rojanasasithara T, Mutilangi W, McClements DJ (2016) Stabilization of natural colors and nutraceuticals: Inhibition of anthocyanin degradation in model beverages using polyphenols. Food Chem 212:596–603. https://doi.org/10.1016/j.foodchem.2016.06.025

    Article  CAS  PubMed  Google Scholar 

  10. Trouillas P, Sancho-García JC, De Freitas V et al (2016) Stabilizing and modulating color by copigmentation: insights from theory and experiment. Chem Rev 116:4937–4982. https://doi.org/10.1021/acs.chemrev.5b00507

    Article  CAS  PubMed  Google Scholar 

  11. Gençdağ E, Özdemir EE, Demirci K et al (2022) Copigmentation and stabilization of anthocyanins using organic molecules and encapsulation techniques. Curr Plant Biol. https://doi.org/10.1016/j.cpb.2022.100238

    Article  Google Scholar 

  12. Chung C, Rojanasasithara T, Mutilangi W, McClements DJ (2015) Enhanced stability of anthocyanin-based color in model beverage systems through whey protein isolate complexation. Food Res Int 76:761–768. https://doi.org/10.1016/j.foodres.2015.07.003

    Article  CAS  PubMed  Google Scholar 

  13. Tutunchi P, Roufegarinejad L, Hamishehkar H, Alizadeh A (2019) Extraction of red beet extract with β-cyclodextrin-enhanced ultrasound assisted extraction: a strategy for enhancing the extraction efficacy of bioactive compounds and their stability in food models. Food Chem 297:124994. https://doi.org/10.1016/j.foodchem.2019.124994

    Article  CAS  PubMed  Google Scholar 

  14. Cai R, Yuan Y, Cui L et al (2018) Cyclodextrin-assisted extraction of phenolic compounds: current research and future prospects. Trends Food Sci Technol 79:19–27. https://doi.org/10.1016/j.tifs.2018.06.015

    Article  CAS  Google Scholar 

  15. Howard LR, Brownmiller C, Prior RL, Mauromoustakos A (2013) Improved stability of chokeberry juice anthocyanins by β-cyclodextrin addition and refrigeration. J Agric Food Chem 61:693–699. https://doi.org/10.1021/jf3038314

    Article  CAS  PubMed  Google Scholar 

  16. Quan W, He W, Qie X et al (2020) Effects of β-cyclodextrin, whey protein, and soy protein on the thermal and storage stability of anthocyanins obtained from purple-fleshed sweet potatoes. Food Chem 320:126655. https://doi.org/10.1016/j.foodchem.2020.126655

    Article  CAS  PubMed  Google Scholar 

  17. Kritikou E, Kalogiouri NP, Kolyvira L, Thomaidis NS (2020) Target and suspect HRMS metabolomics for the 13 varieties of olive leaves and drupes from Greece. Molecules. https://doi.org/10.3390/molecules25214889

    Article  PubMed  PubMed Central  Google Scholar 

  18. Martins N, Roriz CL, Morales P et al (2016) Food colorants: challenges, opportunities and current desires of agro-industries to ensure consumer expectations and regulatory practices. Trends Food Sci Technol 52:1–15. https://doi.org/10.1016/j.tifs.2016.03.009

    Article  CAS  Google Scholar 

  19. Mourtzinos I, Prodromidis P, Grigorakis S et al (2018) Natural food colorants derived from onion wastes: application in a yoghurt product. Electrophoresis 39:1975–1983. https://doi.org/10.1002/elps.201800073

    Article  CAS  Google Scholar 

  20. Pinasseau L, Vallverdú-Queralt A, Verbaere A et al (2017) Cultivar diversity of grape skin polyphenol composition and changes in response to drought investigated by LC-MS based metabolomics. Front Plant Sci 8:1–24. https://doi.org/10.3389/fpls.2017.01826

    Article  Google Scholar 

  21. Kucharska AZ, Szumny A, Sokól-Letowska A et al (2015) Iridoids and anthocyanins in cornelian cherry (Cornus mas L.) cultivars. J Food Compos Anal 40:95–102. https://doi.org/10.1016/j.jfca.2014.12.016

    Article  CAS  Google Scholar 

  22. Eeram NAPS, Chutzki ROS, Handra AMC, Air MUGN (2002) Anthocyanins in Cornus species. J Agric Food Chem 50:2519–2523

    Article  Google Scholar 

  23. Giusti MM, Wrolstad RE (2005) Characterization and measurement of anthocyanins by UV-visible spectroscopy. Handb Food Anal Chem 2–2:19–31. https://doi.org/10.1002/0471709085.ch18

    Article  Google Scholar 

  24. Patras A, Brunton NP, O’Donnell C, Tiwari BK (2010) Effect of thermal processing on anthocyanin stability in foods; mechanisms and kinetics of degradation. Trends Food Sci Technol 21:3–11. https://doi.org/10.1016/j.tifs.2009.07.004

    Article  CAS  Google Scholar 

  25. Aguilera Y, Mojica L, Rebollo-Hernanz M et al (2016) Black bean coats: new source of anthocyanins stabilized by β-cyclodextrin copigmentation in a sport beverage. Food Chem 212:561–570. https://doi.org/10.1016/j.foodchem.2016.06.022

    Article  CAS  PubMed  Google Scholar 

  26. Horai H, Arita M, Kanaya S et al (2010) MassBank: a public repository for sharing mass spectral data for life sciences. J Mass Spectrom 45:703–714. https://doi.org/10.1002/jms.1777

    Article  CAS  PubMed  Google Scholar 

  27. Homoki JR, Nemes A, Fazekas E et al (2016) Anthocyanin composition, antioxidant efficiency, and α-amylase inhibitor activity of different Hungarian sour cherry varieties (Prunus cerasus L.). Food Chem 194:222–229. https://doi.org/10.1016/j.foodchem.2015.07.130

    Article  CAS  PubMed  Google Scholar 

  28. Popović BM, Blagojević B, Latković D et al (2021) A one step enhanced extraction and encapsulation system of cornelian cherry (Cornus mas L.) polyphenols and iridoids with β-cyclodextrin. LWT. https://doi.org/10.1016/j.lwt.2021.110884

    Article  Google Scholar 

  29. Rakić V, Rinnan Å, Polak T et al (2019) pH-induced structural forms of cyanidin and cyanidin 3-O-β-glucopyranoside. Dye Pigment 165:71–80. https://doi.org/10.1016/J.DYEPIG.2019.02.012

    Article  Google Scholar 

  30. Tang P, Monica Giusti M (2020) Metal chelates of petunidin derivatives exhibit enhanced color and stability. Foods 9:11–15. https://doi.org/10.3390/foods9101426

    Article  CAS  Google Scholar 

  31. Andrés-Bello A, Barreto-Palacios V, García-Segovia P et al (2013) Effect of pH on color and texture of food products. Food Eng Rev 5:158–170. https://doi.org/10.1007/s12393-013-9067-2

    Article  CAS  Google Scholar 

  32. Fernandes A, Sousa A, Azevedo J et al (2013) Effect of cyclodextrins on the thermodynamic and kinetic properties of cyanidin-3-O-glucoside. Food Res Int 51:748–755. https://doi.org/10.1016/j.foodres.2013.01.037

    Article  CAS  Google Scholar 

  33. Li X-D, Li J, Wang M, Jiang H (2016) Copigmentation effects and thermal degradation kinetics of purple sweet potato anthocyanins with metal ions and sugars. Appl Biol Chem 59:15–24. https://doi.org/10.1007/s13765-015-0140-9

    Article  CAS  Google Scholar 

  34. Sigurdson GT, Robbins RJ, Collins TM, Giusti MM (2016) Evaluating the role of metal ions in the bathochromic and hyperchromic responses of cyanidin derivatives in acidic and alkaline pH. Food Chem 208:26–34. https://doi.org/10.1016/j.foodchem.2016.03.109

    Article  CAS  PubMed  Google Scholar 

  35. Molaeafard S, Jamei R, Poursattar Marjani A (2021) Co-pigmentation of anthocyanins extracted from sour cherry (Prunus cerasus L.) with some organic acids: Color intensity, thermal stability, and thermodynamic parameters. Food Chem 339:128070. https://doi.org/10.1016/j.foodchem.2020.128070

    Article  CAS  PubMed  Google Scholar 

  36. Rostamizadeh E, Iranbakhsh A, Majd A et al (2020) Green synthesis of Fe2O3 nanoparticles using fruit extract of Cornus mas L. and its growth-promoting roles in Barley. J Nanostructure Chem 10:125–130. https://doi.org/10.1007/s40097-020-00335-z

    Article  CAS  Google Scholar 

  37. Ahmad M, Ashraf B, Gani A, Gani A (2018) Microencapsulation of saffron anthocyanins using β glucan and β cyclodextrin: Microcapsule characterization, release behaviour & antioxidant potential during in-vitro digestion. Int J Biol Macromol 109:435–442. https://doi.org/10.1016/j.ijbiomac.2017.11.122

    Article  CAS  PubMed  Google Scholar 

  38. Kalantari S, Roufegarinejad L, Pirsa S et al (2021) β-Cyclodextrin-assisted extraction of phenolic compounds from pomegranate (Punica granatum L) peel: a new strategy for anthocyanin copigmentation. Lwt 151:112136. https://doi.org/10.1016/j.lwt.2021.112136

    Article  CAS  Google Scholar 

  39. Sigurdson GT, Robbins RJ, Collins TM, Giusti MM (2017) Spectral and colorimetric characteristics of metal chelates of acylated cyanidin derivatives. Food Chem 221:1088–1095. https://doi.org/10.1016/j.foodchem.2016.11.052

    Article  CAS  PubMed  Google Scholar 

  40. Patras A (2019) Stability and colour evaluation of red cabbage waste hydroethanolic extract in presence of different food additives or ingredients. Food Chem 275:539–548. https://doi.org/10.1016/j.foodchem.2018.09.100

    Article  CAS  PubMed  Google Scholar 

  41. Guan Y, Zhong Q (2015) The improved thermal stability of anthocyanins at pH 5.0 by gum arabic. LWT Food Sci Technol 64:706–712. https://doi.org/10.1016/j.lwt.2015.06.018

    Article  CAS  Google Scholar 

  42. Tachibana N, Kimura Y, Ohno T (2014) Examination of molecular mechanism for the enhanced thermal stability of anthocyanins by metal cations and polysaccharides. Food Chem 143:452–458. https://doi.org/10.1016/j.foodchem.2013.08.017

    Article  CAS  PubMed  Google Scholar 

  43. Carpenter R, O’Grady MN, O’Callaghan YC et al (2007) Evaluation of the antioxidant potential of grape seed and bearberry extracts in raw and cooked pork. Meat Sci 76:604–610. https://doi.org/10.1016/j.meatsci.2007.01.021

    Article  CAS  PubMed  Google Scholar 

  44. Garrido MD, Auqui M, Martí N, Linares MB (2011) Effect of two different red grape pomace extracts obtained under different extraction systems on meat quality of pork burgers. LWT Food Sci Technol 44:2238–2243. https://doi.org/10.1016/j.lwt.2011.07.003

    Article  CAS  Google Scholar 

  45. Prommachart R, Belem TS, Uriyapongson S et al (2020) The effect of black rice water extract on surface color, lipid oxidation, microbial growth, and antioxidant activity of beef patties during chilled storage. Meat Sci 164:108091. https://doi.org/10.1016/j.meatsci.2020.108091

    Article  CAS  PubMed  Google Scholar 

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Acknowledgements

Authors would like to thank Physis Ingredients (Serres, Greece) for providing the Cornelian cherry pomace as well as Interdisciplinary Agri‐Food Center (KEAGRO), Aristotle University of Thessaloniki for providing access to the equipment of the unit.

Funding

This research did not receive any specific grant from funding agencies in the public, commercial, or not-for-profit sectors.

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AL: writing—original draft, methodology, investigation. SC: writing—review and editing, formal analysis. NPK: methodology, investigation, writing—review and editing. UMS: writing—review and editing IM: conceptualization, writing—review and editing.

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Correspondence to Ioannis Mourtzinos.

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Loukri, A., Christaki, S., Kalogiouri, N.P. et al. Anthocyanin-rich extracts from Cornelian cherry pomace as a natural food colorant: a spectroscopic and LC-QTOF-MS study. Eur Food Res Technol 248, 2901–2912 (2022). https://doi.org/10.1007/s00217-022-04099-4

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