儿茶素抑制蛋白质类老年色素荧光物质生成活性的研究

doi:10.13305/j.cnki.jts.2010.01.001

茶叶科学 ›› 2010, Vol. 30 ›› Issue (1): 1-8.doi: 10.13305/j.cnki.jts.2010.01.001

• • 下一篇

儿茶素抑制蛋白质类老年色素荧光物质生成活性的研究

蔡淑娴¹, 刘仲华^1,2,*, 黄建安¹, 罗国安², 余兴龙³, 董新荣¹, 杨志辉¹, 叶飞¹

1. 湖南农业大学茶学教育部重点实验室,湖南长沙 410128;
2. 清华大学化学系生命有机磷与化学生物学教育部重点实验室,北京 100084;
3. 湖南农业大学动物医学院,湖南长沙 410128

收稿日期:2009-11-02 修回日期:2009-12-14 发布日期:2019-09-10
通讯作者: larkin-liu@163.com
作者简介:蔡淑娴(1979— ),女,广东博罗人,博士研究生,主要从事植物功能成分化学研究。
基金资助:
国家973项目（2008CB117007）、湖南省科技重大专项（NK2007005）、农业部茶叶产业技术体系、农业部行业公益专项(NYHYZX07-021-12)

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

1. Key Laboratory of Ministry of Education for Tea Science, Hunan Agricultural University, Changsha 410128, China;
2. Department of Chemistry of Tsinghua University and Key Laboratory of Biological Organic Phosphorus and Chemical Biology of Ministry of Education, Beijing 100084, China;
3. College of Veterinary Medicine, Hunan Agricultural University, Changsha 410128, China

Received:2009-11-02 Revised:2009-12-14 Published:2019-09-10

摘要/Abstract

摘要： 丙二醛（Malondialdehyde, MDA）是机体内普遍存在的活性羰基化合物代表成分之一,能够与蛋白质发生羰-氨交联反应,生成老年色素荧光物质。本文探讨儿茶素单体成分对MDA应激引起的蛋白质类老年色素荧光物质生成体系的影响,并对其构效关系进行初步分析。结果表明：儿茶素能显著抑制MDA诱导的蛋白质类老年色素物质生成,且酯型儿茶素活性较强,抑制作用除与直接清除MDA外,还与其结构的亲核性有关。本研究从一个新的角度揭示了儿茶素抑制羰-氨交联反应是其预防和治疗羰基应激相关疾病的潜在作用机制之一。

关键词: 儿茶素, 老年色素荧光物质, 羰基应激, 羰氨交联产物

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

中图分类号:

S571.1
Q586

蔡淑娴, 刘仲华, 黄建安, 罗国安, 余兴龙, 董新荣, 杨志辉, 叶飞. 儿茶素抑制蛋白质类老年色素荧光物质生成活性的研究[J]. 茶叶科学, 2010, 30(1): 1-8. doi: 10.13305/j.cnki.jts.2010.01.001.

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. doi: 10.13305/j.cnki.jts.2010.01.001.

参考文献

[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.

儿茶素抑制蛋白质类老年色素荧光物质生成活性的研究

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

PDF (PC)

可视化

被引次数

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

Metrics

本文评价

推荐阅读 10

[1]	俞蓉欣, 郑芹芹, 陈红平, 张劲松, 张相春. 儿茶素生物医用纳米材料研究进展[J]. 茶叶科学, 2022, 42(4): 447-462.
[2]	王玉源, 刘任坚, 刘少群, 舒灿伟, 孙彬妹, 郑鹏. 茶树R2R3-MYB转录因子CsTT2表达分析及功能初步鉴定[J]. 茶叶科学, 2022, 42(4): 463-476.
[3]	刘亚军, 王培强, 蒋晓岚, 庄菊花, 高丽萍, 夏涛. 茶树单体和聚合态儿茶素生物合成的研究进展[J]. 茶叶科学, 2022, 42(1): 1-17.
[4]	马冰凇, 王佳菜, 徐成成, 任小盈, 马存强, 周斌星. 不同仓储期普洱茶（生茶）中酚类成分差异及其对体外抗氧化能力的影响[J]. 茶叶科学, 2022, 42(1): 51-62.
[5]	吴文亮, 童彤, 胡瑶, 周浩, 银霞, 张曙光. 可可茶及其优势化学成分的健康功效研究进展[J]. 茶叶科学, 2021, 41(5): 593-607.
[6]	陈春晓, 楼文雨, 丁镇建, 李卓烨, 杨媛媛, 金鹏, 杜琪珍. 伐地那非增加EGCG-β-乳球蛋白纳米粒对肝癌细胞的抑制作用[J]. 茶叶科学, 2020, 40(4): 528-535.
[7]	徐燕, 蔡吓强, 解千金, 邰玲玲, 刘增辉. 表没食子儿茶素没食子酸酯和维生素C联用对高尿酸血症小鼠血尿酸水平的影响[J]. 茶叶科学, 2020, 40(3): 407-414.
[8]	颜俊杰, 陈方政, 陈罗薇, 王恒, 黄静雯, 金陆飞, 徐于惠, 袁琳波. (+)-儿茶素缓解大鼠低氧性肺动脉高压的作用和机制[J]. 茶叶科学, 2019, 39(1): 55-62.
[9]	方洪枫, 张慧霞, 王国红, 杨民和. 混菌发酵绿茶产脂肪酶及其对酯型儿茶素的水解作用分析[J]. 茶叶科学, 2019, 39(1): 88-97.
[10]	涂政, 梅慧玲, 李欢, 刘馨秋, Emmanuel Arkorful, 张彩丽, 陈暄, 孙康, 黎星辉. 冠突散囊菌和植物乳杆菌联合发酵对绿茶液态饮料品质的影响[J]. 茶叶科学, 2018, 38(5): 496-507.
[11]	冉伟, 张瑾, 张新, 蔺松波, 孙晓玲. 茶尺蠖幼虫取食提高茶树儿茶素代谢响应强度[J]. 茶叶科学, 2018, 38(2): 133-139.
[12]	张玥, 胡雲飞, 王树茂, 柯子星, 林金科. 茶树儿茶素合成相关MYB转录因子生物信息学分析[J]. 茶叶科学, 2018, 38(2): 162-173.
[13]	孙丽丽, 曾祥泉, NileshWGaikwad, 王欢, 须海荣, 叶俭慧. 绿茶儿茶素类生物标记物的检测及应用[J]. 茶叶科学, 2017, 37(5): 429-441.
[14]	王乐, 李欢, 李嘉豪, 陈暄, 黎星辉, 孙康. EGCG纳米硒的稳定性及其对硒吸收利用的影响[J]. 茶叶科学, 2017, 37(4): 373-382.
[15]	乔如颖, 李明, 郑新强, 陆建良, 叶俭慧, 王开荣, 梁月荣. 茶叶及其儿茶素类对乳腺癌的抑制作用[J]. 茶叶科学, 2016, 36(6): 557-566.