Study on Inhibiting Effects of Tea Catechins on the Formation of Age Pigment Fluorescence Products

CAI Shu-xian; LIU Zhong-hua; HUANG Jian-an; LUO Guo-an; YU Xing-long; DONG Xin-rong; YANG Zhi-hui; YE Fei

doi:10.13305/j.cnki.jts.2010.01.001

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Journal of Tea Science ›› 2010, Vol. 30 ›› Issue (1) : 1-8. DOI: 10.13305/j.cnki.jts.2010.01.001

Study on Inhibiting Effects of Tea Catechins on the Formation of Age Pigment Fluorescence Products

CAI Shu-xian¹, LIU Zhong-hua^1,2,*, HUANG Jian-an¹, LUO Guo-an², YU Xing-long³, DONG Xin-rong¹, YANG Zhi-hui¹, YE Fei¹

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Abstract

Malondialdehyde (MDA) is one of the active carbonyl compounds existing in human body, which can react with protein to form age pigment fluorescence products (APFs) by carbonyl-ammonia cross linking reaction. The purpose of this study is to determine whether tea catechins can inhibit the formation of the age pigment fluorescence products induced by MDA-modified human serum albumin (HSA). Results showed that tea catechins, especially the gallated-catechin, could inhibit the formation of APFs. The structure-activity relationship studies suggested that the inhibiting effects of tea catechins on the formation of APFs were correlated with their nucleophilicity, besides their trapping MDA directly. This research indicated that inhibiting carbonyl-ammonia cross linking reaction may be one of the mechanisms of tea catechins preventing and curing diseases resulting from carbonyl stress reaction.

Key words

age pigment fluorescence products (APFs) / amino-carbonyl cross-linking products / carbonyl stress / tea catechins

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CAI Shu-xian, LIU Zhong-hua, HUANG Jian-an, LUO Guo-an, YU Xing-long, DONG Xin-rong, YANG Zhi-hui, YE Fei. Study on Inhibiting Effects of Tea Catechins on the Formation of Age Pigment Fluorescence Products[J]. Journal of Tea Science. 2010, 30(1): 1-8 https://doi.org/10.13305/j.cnki.jts.2010.01.001

References

[1] Yin DZ.Studies on age pigments evolving into a new theory of biological aging[J]. Gerontology, 1995, 41: 159-170.
[2] Negre SA, Coatrieux C, Ingueneau C, et al. Advanced lipid peroxidation end products in oxidative damage to proteins. Potential role in diseases and therapeutic prospects for the inhibitors[J]. British Journal of Pharmacology, 2008, 153(1): 6-20.
[3] Suc I, Meihac O, Lajoie MI, et al. Activation of EGF receptor by oxidized LDL[J]. Faseb Journal, 1998, 12(9): 665-671.
[4] Berlett BS, Stadtman ER.Protein oxidation in aging, disease, and oxidative stress[J]. Journal of Biological Chemistry, 1997, 272(33): 20313-20316.
[5] Sang S, Shao X, Bai N, et al. Tea Polyphenol (-)-epigallocatechin-3-gallate: A new trapping agent of reactive dicarbonyl species[J]. Chemical Research in Toxicology, 2007, 20(12): 1862-1870.
[6] Zhu Q, Liang CP, Cheng kw, et al. Trapping Effects of Green and Black Tea Extracts on Peroxidation-Derived Carbonyl Substances of Seal Blubber Oil[J]. Journal of Agricultural and Food Chemistry, 2009, 57(3): 1065-1069.
[7] Beretta G, Furlanetto S, Regazzoni L, et al. Quenching of alpha,beta-unsaturated aldehydes by green tea polyphenols: HPLC-ESI-MS/MS studies[J]. Journal of Pharmaceutical and Biomedical Analysis, 2008, 48(3): 606-611.
[8] Cheng, KW, Wong CC, Chao JF, et al. Inhibition of mutagenic PhIP formation by epigallocatechin gallate via scavenging of phenylacetaldehyde[J]. Molecular Nutrition & Food Research, 2009, 53(6): 716-725.
[9] Nakae Y, Hirasaka K, Goto J, et al. Subcutaneous injection, from birth, of epigallocatechin-3-gallate, a component of green tea, limits the onset of muscular dystrophy in mdx mice: a quantitative histological, immunohistochemical and electrophysiological study[J]. Histochemistry and Cell Biology, 2008, 129(4): 489-501.
[10] Stangl V, Dreger H, Stangl K, et al. Molecular targets of tea polyphenols in the cardiovascular system[J]. Cardiovascular Research, 2007, 73(2): 348-358.
[11] Kikugawa K, Tsukuda K, Kurechi T.Studies on Peroxidized Lipids 1. Interaction of Malondialdehyde with Secondary-Amines and Its Relevance to Nitrosamine Formation[J]. Chemical & Pharmaceutical Bulletin, 1980, 28(11): 3323-3331.
[12] 李莉. 羰-氨反应在老年色素形成中的重要作用[D]. 长沙: 湖南师范大学, 2006.
[13] Hipkiss A R, Worthington VC, Himsworth DTJ, et al. Protective effects of carnosine against protein modification mediated by malondialdehyde and hypochlorite[J]. Biochimica Et Biophysica ActaBBA-General Subjects, 1998. 1380(1): 46-54.
[14] Maiti TK, Ghosh KS, Dasgupta S.Interaction of (-)-epigallocatechin-3-gallate with human serum albumin: Fluorescence, Fourier transform infrared, circular dichroism, and docking studies[J]. Proteins-Structure Function and Bioinformatics, 2006, 64(2): 355-362.
[15] Kusuda M, Hatano T, Yoshida T.Water-soluble complexes formed by natural polyphenols and bovine serum albumin: Evidence from gel electrophoresis[J]. Bioscience Biotechnology and Biochemistry, 2006, 70(1): 152-160.
[16] Burcham PC, Kuhan YT.Introduction of carbonyl groups into proteins by the lipid peroxidation product, malondialdehyde[J]. Biochemical and Biophysical Research Communications, 1996, 220(3): 996-1001.
[17] Uchida K, Kanematsu M, Morimitsu Y, et al. Acrolein is a product of lipid peroxidation reaction - Formation of free acrolein and its conjugate with lysine residues in oxidized low density lipoproteins[J]. Journal of Biological Chemistry, 1998, 273(26): 16058-16066.
[18] Chowdhury PK, Halder M, Choudhury PK, et al. Generation of fluorescent adducts of malondialdehyde and amino acids: Toward an understanding of lipofuscin[J]. Photochemistry and Photobiology, 2004, 79(1): 21-25.
[19] Burcham PC, Kuhan YT.Introduction of carbonyl groups into proteins by the lipid peroxidation product, malondialdehyde. Biochemical and Biophysical Research Communications, 1996, 220(3): 996-1001.
[20] Uchida K, Kanematsu M, Morimitsu Y, et al. Acrolein is a product of lipid peroxidation reaction - Formation of free acrolein and its conjugate with lysine residues in oxidized low density lipoproteins. Journal of Biological Chemistry, 1998, 273(26): 16058-16066.