Tangeritin
| Tangeritin | |
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5,6,7,8-tetramethoxy-2- |
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| Identifiers | |
| CAS number | 481-53-8  |
| UNII | I4TLA1DLX6 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C20H20O7 |
| Molar mass | 372.37 g/mol |
| Melting point |
155-156 °C |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Tangeritin is an O-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] References
- ^ Kurowska EM, Manthey JA (May 2004). "Hypolipidemic effects and absorption of citrus polymethoxylated flavones in hamsters with diet-induced hypercholesterolemia". J. Agric. Food Chem. 52 (10): 2879–86. doi:10.1021/jf035354z. PMID 15137829.
- ^ Datla KP, Christidou M, Widmer WW, Rooprai HK, Dexter DT (December 2001). "Tissue distribution and neuroprotective effects of citrus flavonoid tangeretin in a rat model of Parkinson's disease". Neuroreport 12 (17): 3871–5. doi:10.1097/00001756-200112040-00053. PMID 11726811.
- ^ Hirano T, Abe K, Gotoh M, Oka K (December 1995). "Citrus flavone tangeretin inhibits leukaemic HL-60 cell growth partially through induction of apoptosis with less cytotoxicity on normal lymphocytes". Br. J. Cancer 72 (6): 1380–8. doi:10.1038/bjc.1995.518. PMC 2034105. PMID 8519648. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2034105.
- ^ Chaumontet C, Droumaguet C, Bex V, Heberden C, Gaillard-Sanchez I, Martel P (March 1997). "Flavonoids (apigenin, tangeretin) counteract tumor promoter-induced inhibition of intercellular communication of rat liver epithelial cells". Cancer Lett. 114 (1–2): 207–10. doi:10.1016/S0304-3835(97)04664-8. PMID 9103293.
- ^ Calomme M, Pieters L, Vlietinck A, Vanden Berghe D (June 1996). "Inhibition of bacterial mutagenesis by Citrus flavonoids". Planta Med. 62 (3): 222–6. doi:10.1055/s-2006-957864. PMID 8693033.
- ^ Bracke ME, Vyncke BM, Van Larebeke NA, et al. (1989). "The flavonoid tangeretin inhibits invasion of MO4 mouse cells into embryonic chick heart in vitro". Clin. Exp. Metastasis 7 (3): 283–300. doi:10.1007/BF01753681. PMID 2924447.
- ^ Kandaswami C, Perkins E, Soloniuk DS, Drzewiecki G, Middleton E (February 1991). "Antiproliferative effects of citrus flavonoids on a human squamous cell carcinoma in vitro". Cancer Lett. 56 (2): 147–52. doi:10.1016/0304-3835(91)90089-Z. PMID 1998943.
- ^ Depypere HT, Bracke ME, Boterberg T, et al. (September 2000). "Inhibition of tamoxifen's therapeutic benefit by tangeretin in mammary cancer". Eur. J. Cancer 36 (Suppl 4): S73. doi:10.1016/S0959-8049(00)00234-3. PMID 11056327.
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