Molecular interaction of tea polyphenols with phospholipid bilayers and micelles: Structure-activity relationships

被引:0
作者
Nakayama, Tsutomu [1 ]
机构
[1] Univ Shizuoka, Sch Food & Nutr Sci, 52-1 Yada, Shizuoka 4228526, Japan
关键词
catechins; liposome; molecular interaction; phospholipids; tea polyphenol; theaflavins; thearubigins; BLACK-TEA; EPIGALLOCATECHIN GALLATE; LIPID-BILAYERS; BINDING-AFFINITY; CATECHINS; CHOLESTEROL; BITTERNESS; RECEPTOR; THEAFLAVIN-3-GALLATE; PHOSPHATIDYLCHOLINE;
D O I
10.3136/fstr.FSTR-D-24-00052
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
This study examined the molecular interactions of tea polyphenols, particularly catechins and theaflavins, with phospholipid-based systems, including liposomes and micelles, to elucidate the underlying mechanisms responsible for the health benefits associated with green and black tea consumption. The results demonstrate that (-)-epicatechin gallate and (-)-epigallocatechin gallate have a higher affinity for liposomes than (-)-epicatechin and (-)-epigallocatechin. This suggests that the presence of a galloyl moiety in these compounds enhances their interactions with lipid bilayers. Among the four theaflavins, theaflavin3-O-gallate exhibited unique interactions with both liposomes and cholic acid micelles. Thearubigins, which are the main components of black tea infusions, have been found to interact with phospholipids, leading to various biological activities, such as inhibition of cholesterol uptake, astringency, increased systemic circulation, and antibacterial and antiviral effects. In conclusion, the polyphenols in tea infusions come into contact with the surface of phospholipids in the cell membranes or micelles, physically changing these assemblies and impacting their subsequent physiological effects.
引用
收藏
页码:619 / 633
页数:15
相关论文
共 78 条
[21]   Effects of external factors on the interaction of tea catechins with lipid bilayers [J].
Kajiya, K ;
Kumazawa, S ;
Nakayama, T .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2002, 66 (11) :2330-2335
[22]   Steric effects on interaction of tea catechins with lipid bilayers [J].
Kajiya, K ;
Kumazawa, S ;
Nakayama, T .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2001, 65 (12) :2638-2643
[23]   Solid-state NMR analysis of the orientation and dynamics of epigallocatechin gallate, a green tea polyphenol, incorporated into lipid bilayers [J].
Kajiya, Katsuko ;
Kumazawa, Shigenori ;
Naito, Akira ;
Nakayama, Tsutomu .
MAGNETIC RESONANCE IN CHEMISTRY, 2008, 46 (02) :174-177
[24]  
Kakuda T, 2017, HEALTH BENEFITS OF GREEN TEA: AN EVIDENCE-BASED APPROACH, P116, DOI 10.1079/9781786392398.0116
[25]   Interaction of tea catechins with lipid bilayers investigated by a quartz-crystal microbalance analysis [J].
Kamihira, Miya ;
Nakazawa, Hiromi ;
Kira, Atsushi ;
Mizutani, Yumi ;
Nakamura, Mikihiko ;
Nakayama, Tsutomu .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2008, 72 (05) :1372-1375
[26]   Inhibitory Mechanism of Pancreatic Amyloid Fibril Formation: Formation of the Complex between Tea Catechins and the Fragment of Residues 22-27 [J].
Kamihira-Ishijima, Miya ;
Nakazawa, Hiromi ;
Kira, Atsushi ;
Naito, Akira ;
Nakayama, Tsutomu .
BIOCHEMISTRY, 2012, 51 (51) :10167-10174
[27]   Technique for assessing the astringency of persimmon fruit by measuring the liposome aggregation [J].
Kera, Kota ;
Makino, Shohei ;
Takeda, Risako ;
Shimeno, Aoi ;
Hojo, Masaya ;
Hamasaki, Sadahiro ;
Endo, Akihito ;
Iijima, Masumi ;
Nakayama, Tsutomu .
FOOD SCIENCE AND TECHNOLOGY RESEARCH, 2024, 30 (02) :195-204
[28]   Epigallocatechin Gal late Decreases the Micellar Solubility of Cholesterol via Specific Interaction with Phosphatidylcholine [J].
Kobayashi, Makoto ;
Nishizawa, Masato ;
Inoue, Nao ;
Hosoya, Takahiro ;
Yoshida, Masahito ;
Ukawa, Yuichi ;
Sagesaka, Yuko M. ;
Doi, Takayuki ;
Nakayama, Tsutomu ;
Kumazawa, Shigenori ;
Ikeda, Ikuo .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2014, 62 (13) :2881-2890
[29]   A Single Oral Administration of Theaflavins Increases Energy Expenditure and the Expression of Metabolic Genes [J].
Kudo, Naoto ;
Arai, Yasunori ;
Suhara, Yoshitomo ;
Ishii, Takeshi ;
Nakayama, Tsutomu ;
Osakabe, Naomi .
PLOS ONE, 2015, 10 (09)
[30]   Direct evidence of interaction of a green tea polyphenol, epigallocatechin gallate, with lipid bilayers by solid-state nuclear magnetic resonance [J].
Kumazawa, S ;
Kajiya, K ;
Naito, A ;
Saitô, H ;
Tuzi, S ;
Tanio, M ;
Suzuki, M ;
Nanjo, F ;
Suzuki, E ;
Nakayama, T .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2004, 68 (08) :1743-1747