Phenolic promiscuity in the cell nucleus - epigallocatechingallate (EGCG) and theaflavin-3,3′-digallate from green and black tea bind to model cell nuclear structures including histone proteins, double stranded DNA and telomeric quadruplex DNA

被引:21
|
作者
Mikutis, Gediminas [1 ]
Karakoese, Hande [1 ]
Jaiswal, Rakesh [1 ]
LeGresley, Adam [2 ]
Islam, Tuhidul [1 ]
Fernandez-Lahore, Marcelo [1 ]
Kuhnert, Nikolai [1 ]
机构
[1] Jacobs Univ Bremen, Sch Sci & Engn, D-28759 Bremen, Germany
[2] Univ Kingston, Dept Pharm & Chem, Kingston Upon Thames, Surrey, England
关键词
DISPLACEMENT ASSAY; LC-MSN; LIGANDS; ACIDS; IDENTIFICATION; MECHANISMS; CATECHINS;
D O I
10.1039/c2fo30159h
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Flavanols from tea have been reported to accumulate in the cell nucleus in considerable concentrations. The nature of this phenomenon, which could provide novel approaches in understanding the well-known beneficial health effects of tea phenols, is investigated in this contribution. The interaction between epigallocatechin gallate (EGCG) from green tea and a selection of theaflavins from black tea with selected cell nuclear structures such as model histone proteins, double stranded DNA and quadruplex DNA was investigated using mass spectrometry, Circular Dichroism spectroscopy and fluorescent assays. The selected polyphenols were shown to display affinity to all of the selected cell nuclear structures, thereby demonstrating a degree of unexpected molecular promiscuity. Most interestingly theaflavin-digallate was shown to display the highest affinity to quadruplex DNA reported for any naturally occurring molecule reported so far. This finding has immediate implications in rationalising the chemopreventive effect of the tea beverage against cancer and possibly the role of tea phenolics as "life span essentials".
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页码:328 / 337
页数:10
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