Punicalagin and Catechins Contain Polyphenolic Substructures That Influence Cell Viability and Can Be Monitored by Radical Chemosensors Sensitive to Electron Transfer
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- 作者：Anna Carreras ; Mar铆a Luisa Mateos-Mart铆n ; Amado Vel谩zquez-Palenzuela ; Enric Brillas ; Marta Cascante ; Luis Juli谩 ; Josep Llu铆s Torres
- 刊名：Journal of Agricultural and Food Chemistry
- 出版年：2012
- 出版时间：February 22, 2012
- 年：2012
- 卷：60
- 期：7
- 页码：1659-1665
- 全文大小：242K
- 年卷期：v.60,no.7(February 22, 2012)
- ISSN：1520-5118
文摘
Plant polyphenols may be free radical scavengers or generators, depending on their nature and concentration. This dual effect, mediated by electron transfer reactions, may contribute to their influence on cell viability. This study used two stable radicals (tris(2,3,5,6-tetrachloro-4-nitrophenyl)methyl (TNPTM) and tris(2,4,6-trichloro-3,5-dinitrophenyl)methyl (HNTTM)) sensitive only to electron transfer reduction reactions to monitor the redox properties of polyphenols (punicalagin and catechins) that contain phenolic hydroxyls with different reducing capacities. The use of the two radicals reveals that punicalagin鈥檚 substructures consisting of gallate esters linked together by carbon鈥揷arbon (C鈥揅) bonds are more reactive than simple gallates and less reactive than the pyrogallol moiety of green tea catechins. The most reactive hydroxyls, detected by TNPTM, are present in the compounds that affect HT-29 cell viability the most. TNPTM reacts with C鈥揅-linked gallates and pyrogallol and provides a convenient way to detect potentially beneficial polyphenols from natural sources.