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Chemical Compound Review

Cotinin     2-(3,4-dihydroxyphenyl)-3,7- dihydroxy...

Synonyms: Fiestin, Fisetholz, Fisetin, Fietin, Fustel, ...
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Disease relevance of Superfustel K


Psychiatry related information on Superfustel K

  • Together, these data demonstrate that the natural product fisetin can facilitate long-term memory, and therefore it may be useful for treating patients with memory disorders [5].

High impact information on Superfustel K


Biological context of Superfustel K

  • Wogonin and fisetin induce apoptosis in human promyeloleukemic cells, accompanied by a decrease of reactive oxygen species, and activation of caspase 3 and Ca(2+)-dependent endonuclease [9].
  • Fisetin dose dependently inhibited both cell growth and DNA synthesis (P < 0.05), with a 79 +/- 1% decrease in cell number observed 72 h after the addition of 60 micromol/L fisetin [1].
  • In addition, significant increases in the number of mis-segregating chromosomes were observed in fisetin-treated cells from both cell lines [10].
  • The cells were treated with various concentrations of fisetin, and then were assessed for cell growth, QR activity, QR mRNA expression and transcription activation of the QR gene [11].
  • Furthermore, transfection studies using a human QR antioxidant/electrophile-response element (ARE/EpRE) reporter construct demonstrated that fisetin activated the ARE/EpRE [11].

Anatomical context of Superfustel K

  • In addition, fisetin inhibited IL-4 and IL-13 synthesis by anti-IgE antibody-stimulated human basophils (IC(50) = 5.1 and 6.2 micromol/L, respectively) and IL-4 synthesis by allergen-stimulated basophils from allergic patients (IC(50) = 4.8 micromol/L) [12].
  • An increase in the pro-apoptotic protein, bax, and a decrease in the anti-apoptotic protein, Mcl-1, were detected in fisetin- and wogonin-treated HL-60 cells [9].
  • HT-29 cells were cultured in serum-free medium with 0, 20, 40, or 60 micromol/L fisetin [1].
  • Quercetin and fisetin, two naturally occurring bioflavonoids mobilized lipids and enzymes in the absence or presence of epinephrine in intact rat adipocytes [13].
  • However, fisetin also inhibited CDk4 activity in a cell-free system (P < 0.05), indicating that it may directly inhibit CDk4 activity [1].

Associations of Superfustel K with other chemical compounds


Gene context of Superfustel K

  • Fisetin binds to the active form of CDK6, forming hydrogen bonds with the side chains of residues in the binding pocket that undergo large conformational changes during CDK activation by cyclin binding [17].
  • The protein levels of cell division cycles (CDC)2 and CDC25C and the activity of CDC2 were also decreased in fisetin-treated cells (P < 0.05) [1].
  • Fisetin decreased the activities of cyclin-dependent kinases (CDK)2 and CDK4; these effects were likely attributable to decreases in the levels of cyclin E and D1 and an increase in p21(CIP1/WAF1) levels (P < 0.05) [1].
  • In human liver microsomes, troleandomycin inhibited C3'-OHP and C2-OHP formation, and a suitable inhibitor of human CYP2C8, fisetin, strongly inhibited the formation of 6 alpha-OHP, known to be catalyzed by human CYP2C8 [18].
  • Fisetin inhibits the activities of cyclin-dependent kinases leading to cell cycle arrest in HT-29 human colon cancer cells [1].

Analytical, diagnostic and therapeutic context of Superfustel K


  1. Fisetin inhibits the activities of cyclin-dependent kinases leading to cell cycle arrest in HT-29 human colon cancer cells. Lu, X., Jung, J., Cho, H.J., Lim, d.o. .Y., Lee, H.S., Chun, H.S., Kwon, D.Y., Park, J.H. J. Nutr. (2005) [Pubmed]
  2. Hydroxylations and methylations of quercetin, fisetin, and catechin by Streptomyces griseus. Hosny, M., Dhar, K., Rosazza, J.P. J. Nat. Prod. (2001) [Pubmed]
  3. Ascorbic acid-enhanced antiproliferative effect of flavonoids on squamous cell carcinoma in vitro. Kandaswami, C., Perkins, E., Soloniuk, D.S., Drzewiecki, G., Middleton, E. Anticancer Drugs (1993) [Pubmed]
  4. Wogonin and fisetin induction of apoptosis through activation of caspase 3 cascade and alternative expression of p21 protein in hepatocellular carcinoma cells SK-HEP-1. Chen, Y.C., Shen, S.C., Lee, W.R., Lin, H.Y., Ko, C.H., Shih, C.M., Yang, L.L. Arch. Toxicol. (2002) [Pubmed]
  5. Flavonoid fisetin promotes ERK-dependent long-term potentiation and enhances memory. Maher, P., Akaishi, T., Abe, K. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  6. Interplay between excited-state intramolecular proton transfer and charge transfer in flavonols and their use as protein-binding-site fluorescence probes. Sytnik, A., Gormin, D., Kasha, M. Proc. Natl. Acad. Sci. U.S.A. (1994) [Pubmed]
  7. Inhibition of catechol O-methyltransferase-catalyzed O-methylation of 2- and 4-hydroxyestradiol by quercetin. Possible role in estradiol-induced tumorigenesis. Zhu, B.T., Liehr, J.G. J. Biol. Chem. (1996) [Pubmed]
  8. Mechanisms for the inhibition of DNA methyltransferases by tea catechins and bioflavonoids. Lee, W.J., Shim, J.Y., Zhu, B.T. Mol. Pharmacol. (2005) [Pubmed]
  9. Wogonin and fisetin induce apoptosis in human promyeloleukemic cells, accompanied by a decrease of reactive oxygen species, and activation of caspase 3 and Ca(2+)-dependent endonuclease. Lee, W.R., Shen, S.C., Lin, H.Y., Hou, W.C., Yang, L.L., Chen, Y.C. Biochem. Pharmacol. (2002) [Pubmed]
  10. Chromosomal malsegregation and micronucleus induction in vitro by the DNA topoisomerase II inhibitor fisetin. Olaharski, A.J., Mondrala, S.T., Eastmond, D.A. Mutat. Res. (2005) [Pubmed]
  11. Fisetin induces transcription of NADPH:quinone oxidoreductase gene through an antioxidant responsive element-involved activation. Hou, D.X., Fukuda, M., Johnson, J.A., Miyamori, K., Ushikai, M., Fujii, M. Int. J. Oncol. (2001) [Pubmed]
  12. Fisetin, a flavonol, inhibits TH2-type cytokine production by activated human basophils. Higa, S., Hirano, T., Kotani, M., Matsumoto, M., Fujita, A., Suemura, M., Kawase, I., Tanaka, T. J. Allergy Clin. Immunol. (2003) [Pubmed]
  13. Potentiation of beta-adrenoceptor agonist-mediated lipolysis by quercetin and fisetin in isolated rat adipocytes. Kuppusamy, U.R., Das, N.P. Biochem. Pharmacol. (1994) [Pubmed]
  14. Interaction of flavonoids with ascorbate and determination of their univalent redox potentials: a pulse radiolysis study. Bors, W., Michel, C., Schikora, S. Free Radic. Biol. Med. (1995) [Pubmed]
  15. Quercetin increases the severity of estradiol-induced tumorigenesis in hamster kidney. Zhu, B.T., Liehr, J.G. Toxicol. Appl. Pharmacol. (1994) [Pubmed]
  16. Synergistic effects of flavonoids and ascorbate on enhancement in DNA degradation induced by a bleomycin-Fe complex. Sugihara, N., Kaneko, A., Furuno, K. Free Radic. Res. (2005) [Pubmed]
  17. Crystal structure of a human cyclin-dependent kinase 6 complex with a flavonol inhibitor, fisetin. Lu, H., Chang, D.J., Baratte, B., Meijer, L., Schulze-Gahmen, U. J. Med. Chem. (2005) [Pubmed]
  18. Different in vitro metabolism of paclitaxel and docetaxel in humans, rats, pigs, and minipigs. Vaclavikova, R., Soucek, P., Svobodova, L., Anzenbacher, P., Simek, P., Guengerich, F.P., Gut, I. Drug Metab. Dispos. (2004) [Pubmed]
  19. Bioflavonoids attenuate renal proximal tubular cell injury during cold preservation in Euro-Collins and University of Wisconsin solutions. Ahlenstiel, T., Burkhardt, G., Köhler, H., Kuhlmann, M.K. Kidney Int. (2003) [Pubmed]
  20. Study of the complexation of fisetin with cyclodextrins. Guzzo, M.R., Uemi, M., Donate, P.M., Nikolaou, S., Machado, A.E., Okano, L.T. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]
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