Skip to main content
Log in

Anthocyanins from Nitraria tangutorun: qualitative and quantitative analyses, antioxidant and anti-inflammatory activities and their stabilities as affected by some phenolic acids

  • Original Paper
  • Published:
Journal of Food Measurement and Characterization Aims and scope Submit manuscript

Abstract

This study aimed to develop a UPLC-DAD-MS/MS method for the qualitative and quantitative analysis of anthocyanins from Nitraria tangutorun Bobr. fruit, investigate their antioxidant and anti-inflammatory activities, and evaluate the effects of gallic/ferulic/caffeic acids on their stabilities in beverages. A work-safe and efficient UPLC-DAD-MS/MS method was developed for the analysis of N. tangutorun anthocyanins using ethanol and a 0.1% formic acid solution as mobile phases, and 17 anthocyanins were determined within 12 min. N. tangutorun anthocyanins not only exhibited strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) (IC50 = 0.5174 mg/mL), hydroxyl radical (·OH) (IC50 = 0.4538 mg/mL) and superoxide radical (O) (IC50 = 0.9929 mg/mL) scavenging capacities, but more importantly they potently inhibited the release of pro-inflammatory cytokines, including nitric oxide, tumor necrosis factor-α (TNF-α) and interleukin-1β (IL-1β), in LPS-stimulated RAW 264.7 macrophage cells. Additionally, the degradation of cyanidin-3-O-(trans-p-coumaroyl)-diglucoside (MA) and total anthocyanins (TA) from N. tangutorun fruit ideally followed a first-order model (R2 > 0.97) in beverages with or without phenolic acid addition. Gallic acid can effectively stabilize MA and TA in beverages, and 80 mg/100 mL of gallic acid increased the t1/2 values of MA and TA by 30.0% and 39.1%, respectively; however, adding/increasing the concentration of ferulic and caffeic acids accelerated anthocyanin degradation.

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

Access this article

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

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

Abbreviations

MA:

Cyanidin-3-O-(trans-p-coumaroyl)-diglucoside

TA:

Total anthocyanins

C3G:

Cyanidin-3-O-glucoside

References

  1. A. Castañeda-Ovando, M. de Lourdes, M.E. Pacheco-Hernández, J.A. Rodríguez, C.A. Galán-Vidal, Food Chem. 113, 859 (2009)

    Article  CAS  Google Scholar 

  2. H.E. Khoo, A. Azlan, S.T. Tang, S.M. Lim, Food Nutr. Res. 61, 1 (2017)

    Article  CAS  Google Scholar 

  3. D. Fratantonio, A. Speciale, D. Ferrari, M. Cristani, A. Saija, F. Cimino, Toxicol. Lett. 239, 152 (2015)

    Article  CAS  PubMed  Google Scholar 

  4. D. Ferrari, A. Speciale, M. Cristani, D. Fratantonio, M.S. Molonia, G. Ranaldi, A. Saija, F. Cimino, Toxicol. Lett. 264, 51 (2016)

    Article  CAS  PubMed  Google Scholar 

  5. S. Sivasinprasasn, R. Pantan, S. Thummayot, J. Tocharus, A. Suksamrarn, C. Tocharus, Chem.-Biol. Interact. 260, 67 (2016)

    Article  CAS  Google Scholar 

  6. S.G. Lee, B. Kim, Y. Yang, T.X. Pham, Y. Park, J. Manatou, S.I. Koo, O.K. Chun, J. Lee, J. Nutr. Biochem. 25, 404 (2014)

    Article  CAS  PubMed  Google Scholar 

  7. K. Appel, P. Meiser, M. Millán, J.A. Collado, T. Rose, C.C. Gras, R. Carle, E. Muñoz, Fitoterapia 105, 73 (2015)

    Article  CAS  PubMed  Google Scholar 

  8. Y. Jo, H. Park, S. Choi, S. Kim, C. Bao, H.W. Kim, H. Choi, H.J. Lee, J. Auh, J. Agric. Food Chem. 63, 5449 (2015)

    Article  CAS  PubMed  Google Scholar 

  9. J. Zheng, H. Li, C. Ding, Y. Suo, L. Wang, H. Wang, Food Res. Int. 44, 2041 (2011)

    Article  CAS  Google Scholar 

  10. J. Sang, Q. Ma, B. Li, C. Li, J. Food Meas. Charact. 12, 45 (2018)

    Article  Google Scholar 

  11. T. Ma, N. Hu, C. Ding, Q. Zhang, W. Li, Y. Suo, H. Wang, B. Bai, C. Ding, Food Chem. 194, 296 (2016)

    Article  CAS  PubMed  Google Scholar 

  12. M. Zhang, J. Ma, H. Bi, J. Song, H. Yang, Z. Xia, Y. Du, Y. Gao, L. Wei, Food Funct. 8, 2771 (2017)

    Article  CAS  PubMed  Google Scholar 

  13. I. Fernandes, A. Faria, C. Calhau, V. de Freitas, N. Mateus, J. Funct. Foods 7, 54 (2014)

    Article  CAS  Google Scholar 

  14. C.R. Welch, Q. Wu, J.E. Simon, Curr. Anal. Chem. 4, 75 (2008)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  15. Z. Gao, Y. Wang, Y. Chang, Protein Peptide Lett. 23, 424 (2016)

    Article  CAS  Google Scholar 

  16. J. Rana, S.R. Missler, K. Persons, J. Han, T. Li, J. AOAC Inter. 99, 1219 (2016)

    Article  CAS  Google Scholar 

  17. J. Sang, Q. Ma, M. Ren, S. He, D. Feng, X. Yan, C. Li, J. Food Meas. Charact. 12, 937 (2018)

    Article  Google Scholar 

  18. J. Płotka, M. Tobiszewski, A.M. Sulej, M. Kupska, T. Górecki, J. Namiesnik, J. Chromatogr. A 1307, 1 (2013)

    Article  CAS  PubMed  Google Scholar 

  19. M.A. Korany, H. Mahgoub, R.S. Haggag, M.A.A. Ragab, O.A. Elmallah, J. Liq. Chromatogr. Relat. Technol. 40, 839 (2017)

    Article  CAS  Google Scholar 

  20. M.M. Giusti, R.E. Wrolstad, Biochem. Eng. J. 14, 217 (2003)

    Article  CAS  Google Scholar 

  21. R.E. Wrolstad, R.W. Durstb, J. Lee, Trends Food Sci. Technol. 16, 423 (2003)

    Article  CAS  Google Scholar 

  22. B. Qian, J. Liu, S. Zhao, J. Cai, P. Jing, Food Chem. 228, 526 (2017)

    Article  CAS  PubMed  Google Scholar 

  23. C. Chung, T. Rojanasasithara, W. Mutilangi, D.J. McClements, Food Chem. 218, 277 (2017)

    Article  CAS  PubMed  Google Scholar 

  24. B. He, J. Ge, P. Yue, X. Yue, R. Fu, J. Liang, X. Gao, Food Chem. 221, 1671 (2017)

    Article  CAS  PubMed  Google Scholar 

  25. B. Zhang, F. He, P. Zhou, Y. Liu, C. Duan, Food Res. Int. 78, 313 (2015)

    Article  CAS  PubMed  Google Scholar 

  26. R. Jamei, F. Babaloo, Int. J. Food Prop. 20, 2128 (2017)

    Article  CAS  Google Scholar 

  27. J. Sang, J. Sang, Q. Ma, X. Hou, C. Li, Food Chem. 218, 386 (2017)

    Article  CAS  PubMed  Google Scholar 

  28. L. Meng, S. Sun, R. Li, Z. Shen, P. Wang, X. Jiang, Carbohyd. Polym. 117, 452 (2015)

    Article  CAS  Google Scholar 

  29. C.K. Balavigneswaran, T.S.J. Kumar, R.M. Packiaraj, A. Veeraraj, S. Prakash, Int. J. Biol. Macromol. 60, 100 (2013)

    Article  CAS  PubMed  Google Scholar 

  30. C. Pergola, A. Rossi, P. Dugo, S. Cuzzocrea, L. Sautebin, Nitric Oxide 15, 30 (2006)

    Article  CAS  PubMed  Google Scholar 

  31. H. Zhang, R. Liu, R.J. Tsao, Funct. Foods 38, 675 (2016)

    Google Scholar 

  32. T. Tierno, J.I.R. de Galarreta, J. Food Process. Pres. 40, 1020 (2016)

    Article  CAS  Google Scholar 

  33. A.C. Pedro, D. Granato, N.D. Rosso, Food Chem. 191, 12 (2016)

    Article  CAS  PubMed  Google Scholar 

  34. S. Roidoung, K.D. Dolan, M. Siddiq, Food Res. Int. 94, 29 (2017)

    Article  CAS  PubMed  Google Scholar 

  35. E.F. Gris, E.A. Ferreira, L.D. Falcão, M.T. Bordignon-Luiz, Int. J. Food Sci. Technol. 42, 992 (2007)

    Article  CAS  Google Scholar 

  36. F. Weber, K. Boch, A. Schieber, LWT-Food Sci. Technol. 75, 72 (2017)

    Article  CAS  Google Scholar 

  37. V. Shikov, D.R. Kammerer, K. Mihalev, P. Mollov, R. Carle, J. Agric. Food Chem. 56, 8521 (2008)

    Article  CAS  PubMed  Google Scholar 

  38. U.A. Fischer, R. Carle, D.R. Kammerer, Food Chem. 138, 1800 (2013)

    Article  CAS  PubMed  Google Scholar 

  39. F. Sari, J. Food Process. Pres. 40, 422 (2016)

    Article  CAS  Google Scholar 

  40. J. Darias-Martín, B. Martín-Luis, M. Carrillo-López, R. Lamuela-Raventós, C. Díaz-Romero, R. Boulton, J. Agric. Food Chem. 50, 2062 (2002)

    Article  CAS  PubMed  Google Scholar 

  41. Z. Yan, W. Wang, Farm Prod. Process. 11, 1 (2015)

    CAS  Google Scholar 

  42. F. Chen, J. Sang, Y. Zhang, J. Sang, Int. J. Food Sci. Technol. 53, 1494 (2018)

    Article  CAS  Google Scholar 

  43. Y. Zhang, J. Sang, F. Chen, J. Sang, C. Li, J. Food Meas. Charact. (2018) https://doi.org/10.1007/s11694-018-9864-7

    Article  Google Scholar 

Download references

Acknowledgements

This work was supported by the Fundamental Research Funds for the Central Universities (GK201706009) and the Shaanxi Province Industry-University-Research Cooperative Innovation Project (2017XT-007). We also thank Prof. Zhe-zhi Wang for his generosity in sharing his lab facilities.

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Jun Sang or Cui-qin Li.

Ethics declarations

Conflict of interest

All authors declare that they have no conflict of interest.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 20 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sang, J., Zhang, Y., Sang, J. et al. Anthocyanins from Nitraria tangutorun: qualitative and quantitative analyses, antioxidant and anti-inflammatory activities and their stabilities as affected by some phenolic acids. Food Measure 13, 421–430 (2019). https://doi.org/10.1007/s11694-018-9956-4

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11694-018-9956-4

Keywords

Navigation