Tangeritin
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Tangeritin | |
---|---|
IUPAC name | 5,6,7,8-tetramethoxy-2- (4-methoxyphenyl)-4H- 1-benzopyran-4-one |
Identifiers | |
CAS number | [481-53-8] |
SMILES | O=C2C1=C(OC)C(OC)=C(OC)C(OC) =C1OC(C3=CC=C(OC)C=C3)=C2 |
Properties | |
Molecular formula | C20H20O7 |
Molar mass | 372.37 g/mol |
Melting point |
155-156 °C |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
Tangeritin is a polymethoxylated flavone that is found in tangerine and other citrus peels. Tangeritin strengthens the cell wall and protects it from invasion[citation needed].
Although few randomized, double-blind human studies have been done, animal research shows the potential of tangeritin as a cholesterol lowering agent[1]. A hamster study showed potential protective effects against Parkinson's disease[2]. Tangeritin shows potential as an anti cancer agent. In in vitro studies, tangeritin appears to counteract some of the adaptations of cancer cells. Tangeritin induced apoptosis in leukemia cells while sparing normal cells[3]. It counteracts tumor suppression of gap junction intercellular signaling[4]. It acts to freeze cancer cells in phase G1 of the cell cycle, preventing replication. In summary, in vitro studies show antimutagenic[5], antiinvasive[6] and antiproliferative[7] effects. One caveat is that tangeritin appears to counteract the anticancer drug tamoxifen and to suppress the activity of natural killer cells[8].
Tangeritin is commercially available as a dietary supplement.
[edit] See also
[edit] References
- ^ Hypolipidemic effects and absorption of citrus polymethoxylated flavones in hamsters with diet-induced hypercholesterolemia
- ^ Tissue distribution and neuroprotective effects of citrus flavonoid tangeretin in a rat model of Parkinson's disease
- ^ Citrus flavone tangeretin inhibits leukaemic HL-60 cell growth partially through induction of apoptosis with less cytotoxicity on normal lymphocytes
- ^ Flavonoids (apigenin, tangeretin) counteract tumor...[Cancer Lett. 1997] - PubMed Result
- ^ Inhibition of bacterial mutagenesis by Citrus flav...[Planta Med. 1996] - PubMed Result
- ^ The flavonoid tangeretin inhibits invasion of MO4 ...[Clin Exp Metastasis. 1989 May-Jun] - PubMed Result
- ^ Antiproliferative effects of citrus flavonoids on ...[Cancer Lett. 1991] - PubMed Result
- ^ Inhibition of tamoxifen's therapeutic benefit by t...[Eur J Cancer. 2000] - PubMed Result