Stability of tea polyphenol (-)-epigallocatechin-3-gallate and formation of dimers and epimers under common experimental conditions

被引:303
|
作者
Sang, SM
Lee, MJ
Hou, Z
Ho, CT
Yang, CS
机构
[1] Rutgers State Univ, Ernest Mario Sch Pharm, Dept Biol Chem, Piscataway, NJ 08854 USA
[2] Rutgers State Univ, Dept Food Sci, New Brunswick, NJ 08901 USA
关键词
stability; EGCG; dimers; GCG; auto-oxidation; epimerization; cell culture; tea;
D O I
10.1021/jf0519055
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
(-)-Epigallocatechin-3-gallate (EGCG), the most abundant and biologically active compound in tea, has been extensively studied for its activities related to disease prevention in animal models and in vitro. However, its stability under different experimental conditions has not been well-characterized. In the present study, the stability of EGCG in animal drinking fluid and under cell culture conditions and the factors that affect its stability under these conditions were investigated. Our results demonstrated that auto-oxidation and epimerization are the two major reactions causing the instability of EGCG. The structures of the major oxidation products, EGCG dimers, were identified. The rates of these reactions were affected by the temperature, pH, the partial pressure of oxygen, the level of antioxidants, the concentration of EGCG, and other components of tea. In future studies with EGCG, its stability should be considered in order to avoid possible artifacts.
引用
收藏
页码:9478 / 9484
页数:7
相关论文
共 50 条
  • [21] The green tea polyphenol (-)-epigallocatechin-3-gallate inhibits leukocyte activation by bacterial formylpeptide through the receptor FPR
    Zhu, Jingjing
    Wang, Oumei
    Ruan, Lingfei
    Hou, Xinwei
    Cui, Youhong
    Wang, Ji Ming
    Le, Yingying
    INTERNATIONAL IMMUNOPHARMACOLOGY, 2009, 9 (09) : 1126 - 1130
  • [22] Dissipation of Chlorpyrifos in Bottled Tea Beverages and the Effects of (-)-Epigallocatechin-3-Gallate
    Zhang, Rong
    Olomthong, Mekky
    Fan, Y. U.
    Wang, Lijun
    Pan, Dandan
    Shi, Yanhong
    Ye, Wenlin
    JOURNAL OF FOOD PROTECTION, 2021, 84 (10) : 1836 - 1843
  • [23] Green tea and epigallocatechin-3-gallate are bactericidal against Bacillus anthracis
    Falcinelli, Shane D.
    Shi, Maggie C.
    Friedlander, Arthur M.
    Chua, Jennifer
    FEMS MICROBIOLOGY LETTERS, 2017, 364 (12)
  • [24] Medulloblastoma cell invasion is inhibited by green tea (-) epigallocatechin-3-gallate
    Pilorget, A
    Berthet, V
    Luis, J
    Moghrabi, A
    Annabi, B
    Béliveau, R
    JOURNAL OF CELLULAR BIOCHEMISTRY, 2003, 90 (04) : 745 - 755
  • [25] Nano-Encapsulation and Apoptotic Impact of Green Tea Polyphenol and Epigallocatechin-3-Gallate on Breast Cancer Cells In vitro
    Melegy, Wessam M.
    Abd-Rabou, Ahmed A.
    Kishta, Mohamed S.
    El-Ganzuri, Monir
    EGYPTIAN JOURNAL OF CHEMISTRY, 2024, 67 (03): : 139 - 150
  • [26] The Survivin-mediated radioresistant phenotype of glioblastomas is regulated by RhoA and inhibited by the green tea polyphenol (-)-epigallocatechin-3-gallate
    McLaughlin, N
    Annabi, B
    Bouzeghrane, M
    Temme, A
    Bahary, JP
    Moumdjian, R
    Béliveau, R
    BRAIN RESEARCH, 2006, 1071 (01) : 1 - 9
  • [27] Green tea polyphenol (-)-epigallocatechin-3-gallate enhances the inhibitory effect of huperzine A on acetylcholinesterase by increasing the affinity with serum albumin
    Zhang, Lei
    Cao, Hui
    Wen, Jun
    Xu, Ming
    NUTRITIONAL NEUROSCIENCE, 2009, 12 (04) : 142 - 148
  • [28] Effects of epigallocatechin-3-gallate combined with ascorbic acid and glycerol on the stability and uric acid-lowering activity of epigallocatechin-3-gallate
    Xie, Qianjin
    Cai, Xiaqiang
    Dong, Xu
    Wang, Ying
    Sun, Minghui
    Tai, Lingling
    Xu, Yan
    PHARMACEUTICAL BIOLOGY, 2021, 59 (01) : 157 - 166
  • [29] Green tea polyphenol (-)-Epigallocatechin-3-gallate inhibits rat vascular smooth muscle cell adhesion and migration on laminin
    Wu, Wen-Bin
    Hung, Chi-Feng
    Huang, Yu-Yuan
    ACTA PHARMACOLOGICA SINICA, 2006, 27 : 327 - 327
  • [30] Nanoencapsulation Enhances Epigallocatechin-3-gallate Stability and Its Antiatherogenic Bioactivities in Macrophages
    Zhang, Jia
    Nie, Shufang
    Wang, Shu
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2013, 61 (38) : 9200 - 9209