Theaflavin digallate (TFDG) is an antioxidant natural phenol found in black tea, and a theaflavin derivative.
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Names | |
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Systematic IUPAC name
3-Hydroxy-5-oxo-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulene-4,6-diyl bis(3,4,5-trihydroxybenzoate) | |
Other names
TFDG
TF-3 Theaflavin-3,3'-digallate | |
Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C43H32O20 | |
Molar mass | 868.709 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Health
edit- TFDG is a scavenger of superoxide in vitro, even more so than EGCG.[1]
- Tea polyphenols including TFDG reduce angiogenesis,[2] which is implicated in non-liquid cancers, an area of intense current research, by decreasing vascular endothelial growth factor production and receptor phosphorylation.[3][4]
- TFDG inhibits activity of the enzyme 3CLpro in vitro.[5]
References
edit- ^ Lin, Jen-Kun; Chen, Ping-Chung; Ho, Chi-Tang; Lin-Shiau, Shoei-Yn (2000). "Inhibition of Xanthine Oxidase and Suppression of Intracellular Reactive Oxygen Species in HL-60 Cells by Theaflavin-3,3'-digallate, (−)-Epigallocatechin-3-gallate, and Propyl Gallate". Journal of Agricultural and Food Chemistry. 48 (7): 2736–2743. doi:10.1021/jf000066d. PMID 10898615.
- ^ Leong, Hoyee; Mathur, Priya S.; Greene, Geoffrey L. (2009). "Green tea catechins inhibit angiogenesis through suppression of STAT3 activation". Breast Cancer Research and Treatment. 117 (3): 505–515. doi:10.1007/s10549-008-0196-x. ISSN 0167-6806. PMC 3664280. PMID 18821062.
- ^ Moyle, Christina W. A.; Cerezo, Ana B.; Winterbone, Mark S.; Hollands, Wendy J.; Alexeev, Yuri; Needs, Paul W.; Kroon, Paul A. (2015). "Potent inhibition of VEGFR‐2 activation by tight binding of green tea epigallocatechin gallate and apple procyanidins to VEGF: Relevance to angiogenesis". Molecular Nutrition & Food Research. 59 (3): 401–412. doi:10.1002/mnfr.201400478. ISSN 1613-4125. PMC 4681316. PMID 25546248.
- ^ Ann Beltz, Lisa; Kay Bayer, Diana; Lynn Moss, Amber; Mitchell Simet, Ira (2006-09-01). "Mechanisms of Cancer Prevention by Green and Black Tea Polyphenols". Anti-Cancer Agents in Medicinal Chemistry. 6 (5): 389–406. doi:10.2174/187152006778226468.
- ^ Chia-Nan Chen1, Coney P. C. Lin, Kuo-Kuei Huang, Wei-Cheng Chen, Hsin-Pang Hsieh, Po-Huang Liang and John T.-A. Hsu (2005). "Inhibition of SARS-CoV 3C-like Protease Activity by Theaflavin-3,3'-digallate (TF3)". Evidence-Based Complementary and Alternative Medicine. 2 (2): 209–215. doi:10.1093/ecam/neh081. PMC 1142193. PMID 15937562.
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