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Theaflavin



Theaflavin
IUPAC name 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-
trihydroxy-2-chromanyl]-6-benzo[7]annulenone
Identifiers
CAS number 4670-05-7
PubChem 114777
SMILES C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C
(=CC(=C4O)O)C5C(CC6=C(C=C(C=C6O5)O)O)O)O)O
Properties
Molecular formula C29H24O12
Molar mass 564.494
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Theaflavin and its derivatives, known collectively as theaflavins, are polyphenols Flavan-3-ols that are formed from catechins such as in tea leaves during the enzymatic oxidation (called fermentation by the tea trade) of tea leaves, such as in black tea. Several tea polyphenols, especially those with galloyl moiety, can inhibit HIV-1 replication with multiple mechanisms of action. It is showed that the theaflavin derivatives had more potent anti-HIV-1 activity than catechin derivatives.[1]

  • Theaflavin-3'-monogallate (TF-2) causes apoptosis in colon cancer cells.[2]
  • Theaflavin-3,3'-digallate (TF3) binds to gp41 of HIV as well as inhibit 3CLPro of severe acute respiratory syndrome (SARS).[3]
  • 3-Isotheaflavin-3-gallate (TF2B) inhibits 3CLPro of SARS.[3]

Additional recommended knowledge

Epigallocatechin gallate (EGCG), a catechin in green tea, binds to gp120, which works in conjunction with gp41 of HIV to enter into healthy human immune cells. Like EGCG, Theaflavins and Thearubigins compounds found in black teas penetrate the blood brain barrier, and have been shown to be effective against dementia in aging as well as AIDS related dementia plaques in vitro. Since modern anti-retroviral meds do not reach the brain, HIV can maintain reservoirs for reinfection.

Theaflavins were also found to reduce blood cholesterol levels.[4]

See also

References

  1. ^ Liu S, Lu H, Zhao Q, et al (2005). "Theaflavin derivatives in black tea and catechin derivatives in green tea inhibit HIV-1 entry by targeting gp41". Biochim. Biophys. Acta 1723 (1-3): 270-81. doi:10.1016/j.bbagen.2005.02.012. PMID 15823507.
  2. ^ AnnieAppleseedProject.org
  3. ^ a b 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 Compl. and Alt. Medicine 2 (2): 209-215. doi:10.1093/ecam/neh081.
  4. ^ Maron DJ, Lu GP, Cai NS, et al (2003). "Cholesterol-lowering effect of a theaflavin-enriched green tea extract: a randomized controlled trial". Arch. Intern. Med. 163 (12): 1448-53. doi:10.1001/archinte.163.12.1448. PMID 12824094.
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Theaflavin". A list of authors is available in Wikipedia.
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