Skip to main content
Log in

Physicochemical stability and antibacterial mechanism of theabrownins prepared from tea polyphenols catalyzed by polyphenol oxidase and peroxidase

  • Research Article
  • Published:
Food Science and Biotechnology Aims and scope Submit manuscript

Abstract

Tea polyphenols were used as substrates and oxidized successively by polyphenol oxidase and peroxidase to prepare theabrownins (TBs-dE). The conversion rate of catechins to TBs-dE was 90.91%. The ultraviolet and infrared spectroscopic properties and zeta potential of TBs-dE were characterized. TBs-dE is more stable at pH 5.0–7.0, about 25 °C or in dark environment. Ultraviolet light and sunlight can deepen its color due to the further oxidative polymerization. Mg2+, Cu2+, and Al3+ had a significant effect on the stability of TBs-dE. The inhibitory rates of TBs-dE (1 mg/mL) against Staphylococcus aureus and Escherichia coli DH5α were 51.45% and 45.05%, respectively. After TBs-dE treatment, the cell morphology of both bacteria changed, some cell walls were blurred, and the cytoplasmic content leaked. The research results can provide theoretical support for the industrialization of theabrownins.

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
Fig. 5
Fig. 6

Similar content being viewed by others

References

  • Alibayov B, Karamonova L, Hollerova R, Zdenkova K, Demnerova K. Differences in transcription and expression of staphylococcal enterotoxin C in processed meat products. LWT - Food Science and Technology. 64: 578-585 (2015)

    Article  CAS  Google Scholar 

  • Chen XQ. Method for preparing theabrownin by taking tea polyphenol as active ingredients through adopting compound enzyme process. Chinese Patent, 201210416491.9 (2013)

  • Chen XQ, Xie JC, Huang W, Shao SR, Wu ZQ, Wu L, Li Q. Comparative analysis of physicochemical characteristics of green tea polysaccharide conjugates and its decolored fraction and their effect on HepG2 cell proliferation. Industrial Crops and Products. 131: 243-249 (2019)

    Article  CAS  Google Scholar 

  • Chen XQ, Hu YX, Wang BJ, Chen Y, Yuan Y, Zhou WL, Song W, Wu ZQ, Li XT. (2022a) Characterization of theabrownins prepared from tea polyphenols by enzymatic and chemical oxidation and their inhibitory effect on colon cancer cells. Frontiers in Nutrition. 9: 849728

    Article  PubMed  PubMed Central  Google Scholar 

  • Chen XQ, Wang CP, Wang CY, Liu CX, Yuan Y, Wang BJ, Wu GL, Han Y, Zhao YL, Wu ZQ, Li XT. The emulsification properties of alkaline-extracted polysaccharide conjugates from Apocynum venetum L. tea residues. Food Hydrocolloids. 124: 107315 (2022b)

    Article  CAS  Google Scholar 

  • Chen XQ, Wu XF, Zhang K, Sun FJ, Zhou WL, Wu ZQ, Li XT. Purification, characterization, and emulsification stability of high-and low-molecular-weight fractions of polysaccharide conjugates extracted from green tea. Food Hydrocolloids. 129: 107667 (2022c)

    Article  CAS  Google Scholar 

  • Dai YH, Wei JR, Chen XQ. Interactions between tea polyphenols and nutrients in food. Comprehensive Reviews in Food Science and Food Safety. 1–21 (2023)

  • Fu JY, Jiang CX, Wu MY, Mei RY, Yang AF, Tao HP, Chen XJ, Zhang J, Huang L, Zhao XF. Theabrownin induces cell apoptosis and cell cycle arrest of oligodendroglioma and astrocytoma in different pathways. Frontiers in Pharmacology. 12: 664003 (2021)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Ghosh V, Mukherjee A, Chandrasekaran N. Eugenol-loaded antimicrobial nanoemulsion preserves fruit juice against, microbial spoilage. Colloids and Surfaces B: Biointerfaces. 114: 392-397 (2014)

    Article  CAS  PubMed  Google Scholar 

  • Gomes A, Fernandes E, Lima JLFC. Fluorescence probes used for detection of reactive oxygen species. Journal of Biochemical and Biophysical Methods. 65: 45-80 (2005)

    Article  CAS  PubMed  Google Scholar 

  • Gong JS, Peng CX, Chen T, Gao B, Zhou HJ. Effects of theabrownin from pu-erh tea on the metabolism of serum lipids in rats: Mechanism of action. Journal of Food Science. 75: H182-H189 (2010)

    Article  Google Scholar 

  • Gong JS, Zhang Q, Peng CX, Fan JP, Dong WM. Curie-point pyrolysis-gas chromatography-mass spectroscopic analysis of theabrownins from fermented Zijuan tea. Journal of Analytical and Applied Pyrolysis. 97: 171–180 (2012)

  • Han Y, Cheng Z, Zhang YT, Zhang N, Zhu XW, Chen XQ, Shao YD, Cheng Y, Wang CP, Luo YY, Zhu L, Xie JC, Wang CT, Huang YY. Effect of metal ions and pH on the emulsifying properties of polysaccharide conjugates prepared from low-grade green tea. Food Hydrocolloids. 102: 105624 (2020)

    Article  CAS  Google Scholar 

  • Hörner S, Ghosh M, Kauer J, Spät P, Rammensee HG, Jung G, Pflügler M. Mass spectrometry for quality control of bispecific antibodies after SDS-PAGE in-gel digestion. Biotechnology and Bioengineering. 118: 3069-3075 (2021)

    Article  PubMed  Google Scholar 

  • Hu S, Li XL, Gao CC, Meng XY, Li MC, Li YQ, Xu TR, Hao Q. Detection of composition of functional component theabrownins in Pu-erh tea by degradation method. Food Science and Human Wellness. 11: 643-647 (2022)

    Article  CAS  Google Scholar 

  • Huang FJ, Zheng XJ, Ma XH, Jiang RQ, Zhou WY, Zhou SP, Zhang YJ, Lei S, Wang SL, Kuang JL, Han XL, Wei ML, You YJ, Li MC, Li YT, Liang DD, Liu JJ, Chen TL, Yan C, Wei RM, Rajani C, Shen CX, Xie GX, Bian ZX, Li HK, Zhao AH, Jia W. Theabrownin from Pu-erh tea attenuates hypercholesterolemia via modulation of gut microbiota and bile acid metabolism. Nature Communications. 10: 4971 (2019)

    Article  PubMed  PubMed Central  Google Scholar 

  • Je JY, Kim SK. Chitosan derivatives killed bacteria by disrupting the outer and inner membrane. Journal of Agricultural and Food Chemistry. 54: 6629-6633 (2006)

    Article  CAS  PubMed  Google Scholar 

  • Lei SW, Zhang ZF, Xie GH, Zhao CY, Miao Y, Chen DH, Zhang GR, Liu H, Peng CX, Hou Y, Gong JS. Theabrownin modulates the gut microbiome and serum metabolome in aging mice induced by D-galactose. Journal of Functional Foods. 89: 104941 (2022)

    Article  CAS  Google Scholar 

  • Liu GR, Ren GM, Zhao L, Cheng L, Wang CT, Sun BG. Antibacterial activity and mechanism of bifidocin A against Listeria monocytogenes. Food Control. 73: 854-861 (2016)

    Article  Google Scholar 

  • Peng CX, Liu J, Liu HR, Zhou HJ, Gong JS. Influence of different fermentation raw materials on pyrolyzates of Pu-erh tea theabrownin by Curie-point pyrolysis-gas chromatography-mass spectroscopy. International Journal of Biological Macromolecules. 54: 197-203 (2013a)

    Article  CAS  PubMed  Google Scholar 

  • Peng CX, Wang QP, Liu HR, Gao B, Sheng J, Gong JS. Effects of Zijuan pu-erh tea theabrownin on metabolites in hyperlipidemic rat feces by Py-GC/MS. Journal of Analytical and Applied Pyrolysis. 104: 226–233 (2013b)

  • Sterniša M, Sabotič J, Klančnik A. A novel approach using growth curve analysis to distinguish between antimicrobial and anti-biofilm activities against Salmonella. International Journal of Food Microbiology. 364: 109520 (2022)

    Article  PubMed  Google Scholar 

  • Wang JY, Zhang WJ, Tang CE, Xiao J, Xie BJ, Sun ZD. Synergistic effect of B-type oligomeric procyanidins from lotus seedpod in combination with water-soluble Poria cocos polysaccharides against E. coli and mechanism. Journal of Functional Foods. 48: 134-143 (2018)

    Article  CAS  Google Scholar 

  • Wu E, Zhang TT, Tan C, Peng CX, Chisti Y, Wang QP, Gong JS. Theabrownin from Pu-erh tea together with swinging exercise synergistically ameliorates obesity and insulin resistance in rats. European Journal of Nutrition. 59: 1937-1950 (2020)

    Article  CAS  PubMed  Google Scholar 

  • Xiao Y, Li MY, Wu YP, Zhong K, Gao H. Structural characteristics and hypolipidemic activity of theabrownins from dark tea fermented by single species eurotium cristatum PW-1. Biomolecules. 10: 204 (2020)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Xu JA, Xiao XJ, Yan B, Yuan Q, Dong XQ, Du Q, Zhang J, Shan LT, Ding ZS, Zhou L, Efferth T. Green tea-derived theabrownin induces cellular senescence and apoptosis of hepatocellular carcinoma through p53 signaling activation and bypassed JNK signaling suppression. Cancer Cell International. 22: 1-12 (2022)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Yang SC, Lin CH, Aljuffali IA, Fang JY. Current pathogenic Escherichia coli foodborne outbreak cases and therapy development. Archives of Microbiology. 199: 811-825 (2017)

    Article  CAS  PubMed  Google Scholar 

  • Yue SJ, Zhao D, Peng CX, Tan C, Wang QP, Gong JS. Effects of theabrownin on serum metabolites and gut microbiome in rats with a high-sugar diet. Food and Function. 10: 7063-7080 (2019)

    Article  CAS  PubMed  Google Scholar 

  • Zeng YY, Yu Q, Cheng SJ. Antibacterial mechanism of Liangguoan against Staphylococcus aureus and Escherichia coli. Archives of Microbiology. 203: 1-8 (2021)

    Article  Google Scholar 

  • Zhou Y, Yao QF, Zhang T, Chen XQ, Wu ZQ, Zhang N, Shao YD, Cheng Y. Antibacterial activity and mechanism of green tea polysaccharide conjugates against Escherichia coli. Industrial Crops and Products. 152: 112464 (2020)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This research was financially supported by the National Natural Science Foundation of China (31871813).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Xiaoqiang Chen.

Ethics declarations

Conflict of interest

The authors declare no competing financial interest.

Additional information

Publisher’s Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, X., Chen, T., Liu, J. et al. Physicochemical stability and antibacterial mechanism of theabrownins prepared from tea polyphenols catalyzed by polyphenol oxidase and peroxidase. Food Sci Biotechnol 33, 47–61 (2024). https://doi.org/10.1007/s10068-023-01341-x

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10068-023-01341-x

Keywords

Navigation