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Determination of anthocyanins in cherry and cranberry by high-performance liquid chromatography–electrospray ionization–mass spectrometry

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Abstract

Anthocyanins are a group of widespread natural phenolic compounds in vegetables and fruits. The anthocyanins have a wide range of applications due to the antioxidant, anticancer and anti-inflammatory properties. In this study, anthocyanins (delphinidin-3-o-glucoside, cyanidin-3-o-glucoside, pelargonidin-3-o-glucoside and malvidin-3-o-glucoside) in cherry and cranberry were determined using high-performance liquid chromatography–electrospray ionization–mass spectrometry (HPLC–ESI–MS). The anthocyanins were separated using gradient elution and a reserved-phase analytical column before identification by high-performance liquid chromatography–electrospray ionization–mass spectrometry. A high-performance liquid chromatography–electrospray ionization–mass spectrometry method was optimized for the determination of anthocyanins in cherry and cranberry. Furthermore, in this study, we investigated extraction conditions of fruit samples as well as determination of optimum HPLC–ESI–MS conditions. This study is novel in terms of simultaneously examining both optimization of HPLC parameters and extraction conditions. Obtained optimum conditions were used for the determination as the quantitative and qualitative analysis of anthocyanins in cherry and cranberry. The content of anthocyanins on the basis of wet weight in cherry and cranberry samples was determined for delphinidin-3-o-glucoside <d.l. (detection limit) and <d.l., for cyanidin-3-o-glucoside varied from 3.5 ± 0.4 to 8.3 ± 1.1 mg kg−1 (average 5.8 ± 0.8 mg kg−1) and 9.8 ± 1.4 to 18 ± 3.0 mg kg−1 (average 13.2 ± 1.8 mg kg−1), for pelargonidin-3-o-glucoside <d.l. and varied from 136 ± 19 to 233 ± 35 mg kg−1 (average 185.3 ± 28 mg kg−1), for malvidin-3-o-glucoside <d.l. and <d.l., respectively.

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References

  1. Rommel A, Wrolstad RE, Heatherbell DA (1992) Blackberry juice and wine: processing and storage effects on anthocyanin composition, color and appearance. J Food Sci 57:385–391

    Article  CAS  Google Scholar 

  2. Andersen OM, Markham KR (2006) Flavonoids: chemistry, biochemistry and applications. CRC Press, Boca Raton, FL, pp 452–471

    Google Scholar 

  3. Kong JM, Chia LS, Goh NK, Chia TF, Brouillard R (2003) Analysis and biological activities of anthocyanins. Phytochemistry 64:923–933

    Article  CAS  Google Scholar 

  4. Rein M (2005) Copigmentation reactions and color stability of berry anthocyanins. University of Helsinki, Helsinki, pp 10–14

    Google Scholar 

  5. Clifford MN (2000) Anthocyanins-nature, occurrence and dietary burden. J Sci Food Agric 80:1063–1072

    Article  CAS  Google Scholar 

  6. Robards K, Antolovich M (1997) Analytical chemistry of fruit bioflavonoids review. Analyst 122:11R–34R

    Article  CAS  Google Scholar 

  7. Veitch NC, Grayer RJ (2008) Flavonoids and their glycosides, including anthocyanins. Nat Prod Rep 25:555–611

    Article  CAS  Google Scholar 

  8. Veitch NC, Grayer RJ (2011) Flavonoids and their glycosides, including anthocyanins. Nat Prod Rep 28:1626–1695

    Article  CAS  Google Scholar 

  9. Seeram NP, Nair MG (2002) Inhibition of lipid peroxidation and structure-activity-related studies of the dietary constituents, anthocyanins, anthocyanidins and catechins. J Agric Food Chem 50:5308–5312

    Article  CAS  Google Scholar 

  10. Seeram NP, Zhang Y, Nair MG (2003) Inhibition of proliferation of human cancer cell lines and cyclooxygenase enzymes by anthocyanidins and catechins. Nutr Canc 46:101–106

    Article  CAS  Google Scholar 

  11. Konczak I, Zhang W (2004) Anthocyanins-more than nature’s colours. J Biomed Biotech 5:239–240

    Article  Google Scholar 

  12. Nichenametla SN, Taruscio TG, Barney DL, Exon JH (2006) A review of the effects and mechanisms of polyphenolics in cancer. Crit Rev Food Sci Nutr 46:161–183

    Article  CAS  Google Scholar 

  13. Lule SU, Xia W (2005) Food phenolics, pros and cons: a review. Food Rev Intern 21:367–388

    Article  Google Scholar 

  14. Stintzing FC, Carle R (2004) Functional properties of anthocyanins and betalains in plants, food, and in human nutrition. Trend Food Sci Tech 15:19–38

    Article  CAS  Google Scholar 

  15. Giusti MM, Wrolstad RE (2003) Acylated anthocyanins from edible sources and their applications in food systems. Biochem Eng J 14:217–225

    Article  CAS  Google Scholar 

  16. Harborne JB, Williams CA (2000) Advances in flavonoid research since 1992. Phytochemistry 55:481–504

    Article  CAS  Google Scholar 

  17. Cooper-Driver GA (2001) Contributions of jeffrey harborne and co-workers to the study of anthocyanins. Phytochemistry 56:229–236

    Article  CAS  Google Scholar 

  18. Harborne JB, Williams CA (1998) Anthocyanins and other flavonoids. Nat Prod Rep 15:631–652

    Article  CAS  Google Scholar 

  19. Brouillard R, Chassaing S, Fougerousse A (2003) Why are grape/fresh wine anthocyanins so simple and why is it that red wine color lasts so long? Phytochemistry 64:1179–1186

    Article  CAS  Google Scholar 

  20. Wrolstad RE, Durst RW, Lee J (2005) Tracking color and pigment changes in anthocyanin products. Trend Food Sci Tech 16:423–428

    Article  CAS  Google Scholar 

  21. Martens S, Knott J, Seitz CA, Janvari L, Yu SN, Forkmann G (2003) Impact of biochemical pre-studies on specific metabolic engineering strategies of flavonoid biosynthesis in plant tissues. Biochem Eng J 14:227–235

    Article  CAS  Google Scholar 

  22. Da Costa CT, Horton D, Margolis SA (2000) Analysis of anthocyanins in foods by liquid chromatography, liquid chromatography–mass spectrometry and capillary electrophoresis. J Chromatogr A 881:403–410

    Article  Google Scholar 

  23. Simmonds MSJ (2003) Flavonoid–insect interactions: recent advances in our knowledge. Phytochemistry 64:21–30

    Article  CAS  Google Scholar 

  24. Castaneda-Ovando A, Pacheco-Hernandez ML, Paez-Hernandez ME, Rodriguez JA, Galan-Vidal CA (2009) Chemical studies of anthocyanins: a review. Food Chem 113:859–871

    Article  CAS  Google Scholar 

  25. Kaplan O, Kaya G, Ozcan C, Ince M, Yaman M (2009) Acrylamide concentrations in grilled foodstuffs of Turkish kitchen by high performance liquid chromatography-mass spectrometry. Microchem J 93:173–179

    Article  CAS  Google Scholar 

  26. Versari A, Barbanti D, Biesenbruch S, Farnell PJ (1997) Analysis of anthocyanins in red fruits by use of HPLC/spectral array detection. Ital J Food Sci 9:141–148

    CAS  Google Scholar 

  27. Nyman NA, Kumpulainen JT (2001) Determination of anthocyanidins in berries and red wine by high-performance liquid chromatography. J Agric Food Chem 49:4183–4187

    Article  CAS  Google Scholar 

  28. Doka O, Ficzek G, Bicanic D, Spruijt R, Luterotti S, Toth M, Buijnsters JG, Vegvari G (2011) Direct photothermal techniques for rapid quantification of total anthocyanin content in sour cherry cultivars. Talanta 84:341–346

    Article  CAS  Google Scholar 

  29. White BL, Howard LR, Prior RL (2010) Proximate and polyphenolic characterization of cranberry pomace. J Agric Food Chem 58:4030–4036

    Article  CAS  Google Scholar 

  30. Usenik V, Fabric J, Stampar F (2008) Sugars, organic acids, phenolic composition and antioxidant activity of sweet cherry (Prunus avium L.). Food Chem 107:185–192

    Article  CAS  Google Scholar 

  31. Bonerz D, Würth K, Dietrich H, Will F (2007) Analytical characterization and the impact of ageing on anthocyanin composition and degradation in juices from five sour cherry cultivars. Eur Food Res Technol 224:355–364

    Article  CAS  Google Scholar 

  32. Mitic MN, Obradovic MV, Kostic DA, Micic RJ, Pecev ET (2012) Polyphenol content and antioxidant activity of sour cherries from Serbia. Chem Ind Chem Eng Q 18:53–62

    Article  CAS  Google Scholar 

  33. Arakawa O, Hori Y, Ogata R (1985) Relative effectiveness and interaction of ultraviolet-B, red and blue light in anthocyanin synthesis of apple fruit. Physio Plant 64:323–327

    Article  CAS  Google Scholar 

  34. Faragher JD (1983) Temperature regulation of anthocyanin accumulation in apple skin. J Exp Bot 34:1291–1298

    Article  CAS  Google Scholar 

  35. Can NO, Arli G, Atkosar Z (2012) Rapid determination of free anthocyanins in foodstuffs using high performance liquid chromatography. Food Chem 130:1082–1089

    Article  CAS  Google Scholar 

  36. Simunic V, Kovac S, Gaso-Sokac D, Pfannhauser W, Murkovic M (2005) Determination of anthocyanins in four Croatian cultivars of sour cherries (Prunus cerasus). Eur Food Res Technol 220:575–578

    Article  CAS  Google Scholar 

  37. Grigoras CG, Destandau E, Zubrzycki S, Elfakir C (2012) Sweet cherries anthocyanins: an environmental friendly extraction and purification method. Sep Purif Technol 100:51–58

    Article  CAS  Google Scholar 

  38. Yilmaz FM, Karaaslan M, Vardin H (2015) Optimization of extraction parameters on the isolation of phenolic compounds from sour cherry (Prunus cerasus L.) pomace. J Food Sci Technol 52(5):2851–2859

    Article  CAS  Google Scholar 

  39. Cesoniene L, Jasutiene I, Sarkinas A (2009) Phenolics and anthocyanins in berries of European cranberry and their antimicrobial activity. Medicina (Kaunas) 45:992–999

    Google Scholar 

  40. Wu XL, Prior RL (2005) Systematic identification and characterization of anthocyanins by HPLC-ESI-MS/MS in common foods in the United States: fruits and berries. J Agric Food Chem 53:2589–2599

    Article  CAS  Google Scholar 

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Acknowledgments

This work was financially supported by scientific research projects units of Firat University (Project Number: FF.11.02).

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Correspondence to Nagihan M. Karaaslan.

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Karaaslan, N.M., Yaman, M. Determination of anthocyanins in cherry and cranberry by high-performance liquid chromatography–electrospray ionization–mass spectrometry. Eur Food Res Technol 242, 127–135 (2016). https://doi.org/10.1007/s00217-015-2524-9

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  • DOI: https://doi.org/10.1007/s00217-015-2524-9

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