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Chemical Compound Review

Ponkanetin     5,6,7,8-tetramethoxy-2-(4...

Synonyms: Tangeretin, Tangeritin, CHEMBL73930, SureCN19740, S2363_Selleck, ...
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Disease relevance of NSC53909


High impact information on NSC53909

  • BACKGROUND: Tamoxifen and the citrus flavonoid tangeretin exhibit similar inhibitory effects on the growth and invasive properties of human mammary cancer cells in vitro; furthermore, the two agents have displayed additive effects in vitro [6].
  • Tangeretin (1 x 10(-6) M or higher) inhibited the cytolytic effect of murine natural killer cells on MCF-7/6 cells in vitro, which may explain why tamoxifen-induced inhibition of tumor growth in mice is abolished when tangeretin is present in drinking water [6].
  • In complementary deoxyribonucleic acid-expressed CYP3A4, a 52% stimulation of midazolam 1'-hydroxylation was reached at 50 micromol/L tangeretin with no effect on midazolam 4-hydroxylation [7].
  • RESULTS: In microsomes from three human livers, tangeretin (1 to 100 micromol/L) increased 1'-hydroxymidazolam formation (12.5 micromol/L midazolam) by up to 212% [7].
  • Lack of correlation between in vitro and in vivo studies on the effects of tangeretin and tangerine juice on midazolam hydroxylation [7].

Chemical compound and disease context of NSC53909


Biological context of NSC53909


Anatomical context of NSC53909


Associations of NSC53909 with other chemical compounds


Gene context of NSC53909


Analytical, diagnostic and therapeutic context of NSC53909


  1. Tangeretin induces cell-cycle G1 arrest through inhibiting cyclin-dependent kinases 2 and 4 activities as well as elevating Cdk inhibitors p21 and p27 in human colorectal carcinoma cells. Pan, M.H., Chen, W.J., Lin-Shiau, S.Y., Ho, C.T., Lin, J.K. Carcinogenesis (2002) [Pubmed]
  2. Inhibition of tamoxifen's therapeutic benefit by tangeretin in mammary cancer. Depypere, H.T., Bracke, M.E., Boterberg, T., Mareel, M.M., Nuytinck, M., Vennekens, K., Serreyn, R. Eur. J. Cancer (2000) [Pubmed]
  3. Tangeretin suppresses IL-1beta-induced cyclooxygenase (COX)-2 expression through inhibition of p38 MAPK, JNK, and AKT activation in human lung carcinoma cells. Chen, K.H., Weng, M.S., Lin, J.K. Biochem. Pharmacol. (2007) [Pubmed]
  4. Tissue distribution and neuroprotective effects of citrus flavonoid tangeretin in a rat model of Parkinson's disease. Datla, K.P., Christidou, M., Widmer, W.W., Rooprai, H.K., Dexter, D.T. Neuroreport (2001) [Pubmed]
  5. Modulation of HepG2 cell net apolipoprotein B secretion by the citrus polymethoxyflavone, tangeretin. Kurowska, E.M., Manthey, J.A., Casaschi, A., Theriault, A.G. Lipids (2004) [Pubmed]
  6. Influence of tangeretin on tamoxifen's therapeutic benefit in mammary cancer. Bracke, M.E., Depypere, H.T., Boterberg, T., Van Marck, V.L., Vennekens, K.M., Vanluchene, E., Nuytinck, M., Serreyn, R., Mareel, M.M. J. Natl. Cancer Inst. (1999) [Pubmed]
  7. Lack of correlation between in vitro and in vivo studies on the effects of tangeretin and tangerine juice on midazolam hydroxylation. Backman, J.T., Mäenpää, J., Belle, D.J., Wrighton, S.A., Kivistö, K.T., Neuvonen, P.J. Clin. Pharmacol. Ther. (2000) [Pubmed]
  8. Inhibition of bacterial mutagenesis by Citrus flavonoids. Calomme, M., Pieters, L., Vlietinck, A., Vanden Berghe, D. Planta Med. (1996) [Pubmed]
  9. Treatment of metastatic melanoma B16F10 by the flavonoids tangeretin, rutin, and diosmin. Martínez Conesa, C., Vicente Ortega, V., Yáñez Gascón, M.J., Alcaraz Baños, M., Canteras Jordana, M., Benavente-García, O., Castillo, J. J. Agric. Food Chem. (2005) [Pubmed]
  10. Citrus flavone tangeretin inhibits leukaemic HL-60 cell growth partially through induction of apoptosis with less cytotoxicity on normal lymphocytes. Hirano, T., Abe, K., Gotoh, M., Oka, K. Br. J. Cancer (1995) [Pubmed]
  11. Apigenin and tangeretin enhance gap junctional intercellular communication in rat liver epithelial cells. Chaumontet, C., Bex, V., Gaillard-Sanchez, I., Seillan-Heberden, C., Suschetet, M., Martel, P. Carcinogenesis (1994) [Pubmed]
  12. Nobiletin, a citrus flavonoid isolated from tangerines, selectively inhibits class A scavenger receptor-mediated metabolism of acetylated LDL by mouse macrophages. Whitman, S.C., Kurowska, E.M., Manthey, J.A., Daugherty, A. Atherosclerosis (2005) [Pubmed]
  13. Methoxyflavones protect cells against endoplasmic reticulum stress and neurotoxin. Takano, K., Tabata, Y., Kitao, Y., Murakami, R., Suzuki, H., Yamada, M., Iinuma, M., Yoneda, Y., Ogawa, S., Hori, O. Am. J. Physiol., Cell Physiol. (2007) [Pubmed]
  14. Citrus flavonoids stimulate secretion by human colonic T84 cells. Nguyen, T.D., Canada, A.T. J. Nutr. (1993) [Pubmed]
  15. Effects of flavonoids on cytochrome P450-dependent acetaminophen metabolism in rats and human liver microsomes. Li, Y., Wang, E., Patten, C.J., Chen, L., Yang, C.S. Drug Metab. Dispos. (1994) [Pubmed]
  16. Regulation of the invasion suppressor function of the cadherin/catenin complex. Vermeulen, S., Van Marck, V., Van Hoorde, L., Van Roy, F., Bracke, M., Mareel, M. Pathol. Res. Pract. (1996) [Pubmed]
  17. Differential effects of nonhydroxylated flavonoids as inducers of cytochrome P450 1A and 2B isozymes in rat liver. Canivenc-Lavier, M.C., Bentejac, M., Miller, M.L., Leclerc, J., Siess, M.H., Latruffe, N., Suschetet, M. Toxicol. Appl. Pharmacol. (1996) [Pubmed]
  18. Comparative effects of flavonoids and model inducers on drug-metabolizing enzymes in rat liver. Canivenc-Lavier, M.C., Vernevaut, M.F., Totis, M., Siess, M.H., Magdalou, J., Suschetet, M. Toxicology (1996) [Pubmed]
  19. The flavonoid tangeretin inhibits invasion of MO4 mouse cells into embryonic chick heart in vitro. Bracke, M.E., Vyncke, B.M., Van Larebeke, N.A., Bruyneel, E.A., De Bruyne, G.K., De Pestel, G.H., De Coster, W.J., Espeel, M.F., Mareel, M.M. Clin. Exp. Metastasis (1989) [Pubmed]
  20. The citrus methoxyflavone tangeretin affects human cell-cell interactions. Brack, M.E., Boterberg, T., Depypere, H.T., Stove, C., Leclercq, G., Mareel, M.M. Adv. Exp. Med. Biol. (2002) [Pubmed]
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