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Collect. Czech. Chem. Commun. 2004, 69, 603-615
https://doi.org/10.1135/cccc20040603

DNA Adduct Formation by the Anticancer Drug Ellipticine and Its Hydroxy Derivatives in Human Breast Adenocarcinoma MCF-7 Cells

Lucie Bořek-Dohalskáa, Eva Freib and Marie Stiborováa,*

a Department of Biochemistry, Faculty of Science, Charles University in Prague, Albertov 2030, 128 40 Prague 2, Czech Republic
b Division of Molecular Toxicology, German Cancer Research Center, In Neuenheimer Feld 280, 69120 Heidelberg, Germany

Crossref Cited-by Linking

  • Stiborová Marie, Indra Radek, Frei Eva, Kopečková Kateřina, Schmeiser Heinz H., Eckschlager Tomáš, Adam Vojtěch, Heger Zbyněk, Arlt Volker M., Martínek Václav: Cytochrome b 5 plays a dual role in the reaction cycle of cytochrome P450 3A4 during oxidation of the anticancer drug ellipticine. Monatsh Chem 2017, 148, 1983. <https://doi.org/10.1007/s00706-017-1986-9>
  • Jiang Ji-zong, Yang Bao-hua, Ji Li-li, Yang Li, Mao Yu-Chang, Hu Zhuo-han, Wang Zheng-tao, Wang Chang-hong: Metabolic-induced cytotoxicity of diosbulbin B in CYP3A4-expressing cells. Toxicology in Vitro 2017, 38, 59. <https://doi.org/10.1016/j.tiv.2016.11.006>
  • Mrízová Iveta, Moserová Michaela, Milichovský Jan, Šulc Miroslav, Kizek René, Kubáčková Kateřina, Arlt Volker M., Stiborová Marie: Heterologous expression of human cytochrome P450 2S1 in Escherichia coli and investigation of its role in metabolism of benzo[a]pyrene and ellipticine. Monatsh Chem 2016, 147, 881. <https://doi.org/10.1007/s00706-016-1738-2>
  • Stiborova Marie, Poljakova Jitka, Mrizova Iveta, Borek-Dohalska Lucie, Eckschlager Tomas, Adam Vojtech, Kizek Rene, Frei Eva: Expression Levels of Enzymes Metabolizing an Anticancer Drug Ellipticine Determined by Electromigration Assays Influence its Cytotoxicity to Cancer Cells - A Comparative Study. International Journal of Electrochemical Science 2014, 9, 5675. <https://doi.org/10.1016/S1452-3981(23)08197-X>
  • Stiborova Marie, Manhartova Zuzana, Hodek Petr, Adam Vojtech, Kizek Rene, Frei Eva: Formation of DNA Adducts by Ellipticine and Its Micellar Form in Rats — A Comparative Study. Sensors 2014, 14, 22982. <https://doi.org/10.3390/s141222982>
  • Poljaková Jitka, Eckschlager Tomáš, Činátl Jindřich, Kizek René, Frei Eva, Stiborová Marie: Electrochemical Determination of Enzymes Metabolizing Ellipticine in Thyroid Cancer Cells - a Tool to Explain the Mechanism of Ellipticine Toxicity to these Cells. International Journal of Electrochemical Science 2013, 8, 1573. <https://doi.org/10.1016/S1452-3981(23)14248-9>
  • Kaushik Nagendra, Kaushik Neha, Attri Pankaj, Kumar Naresh, Kim Chung, Verma Akhilesh, Choi Eun: Biomedical Importance of Indoles. Molecules 2013, 18, 6620. <https://doi.org/10.3390/molecules18066620>
  • Kizek Rene, Adam Vojtech, Hrabeta Jan, Eckschlager Tomas, Smutny Svatopluk, Burda Jaroslav V., Frei Eva, Stiborova Marie: Anthracyclines and ellipticines as DNA-damaging anticancer drugs: Recent advances. J Pharmacol Ther 2012, 133, 26. <https://doi.org/10.1016/j.pharmthera.2011.07.006>
  • Stiborová Marie, Indra Radek, Moserová Michaela, Černá Věra, Rupertová Martina, Martínek Václav, Eckschlager Tomáš, Kizek René, Frei Eva: Cytochrome b5 Increases Cytochrome P450 3A4-Mediated Activation of Anticancer Drug Ellipticine to 13-Hydroxyellipticine Whose Covalent Binding to DNA Is Elevated by Sulfotransferases and N,O-Acetyltransferases. Chem. Res. Toxicol. 2012, 25, 1075. <https://doi.org/10.1021/tx3000335>
  • Stiborová M., Rupertová M., Frei E.: Cytochrome P450- and peroxidase-mediated oxidation of anticancer alkaloid ellipticine dictates its anti-tumor efficiency. Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics 2011, 1814, 175. <https://doi.org/10.1016/j.bbapap.2010.05.016>
  • Kotrbová Věra, Mrázová Barbora, Moserová Michaela, Martínek Václav, Hodek Petr, Hudeček Jiří, Frei Eva, Stiborová Marie: Cytochrome b5 shifts oxidation of the anticancer drug ellipticine by cytochromes P450 1A1 and 1A2 from its detoxication to activation, thereby modulating its pharmacological efficacy. Biochemical Pharmacology 2011, 82, 669. <https://doi.org/10.1016/j.bcp.2011.06.003>
  • Stiborová Marie, Poljaková Jitka, Martínková Eva, Bořek-Dohalská Lucie, Eckschlager Tomáš, Kizek Rene, Frei Eva: Ellipticine cytotoxicity to cancer cell lines - a comparative study. Interdisciplinary Toxicology 2011, 4, 98. <https://doi.org/10.2478/v10102-011-0017-7>
  • Poljaková Jitka, Eckschlager Tomáš, Hraběta Jan, Hřebačková Jana, Smutný Svatopluk, Frei Eva, Martínek Václav, Kizek René, Stiborová Marie: The mechanism of cytotoxicity and DNA adduct formation by the anticancer drug ellipticine in human neuroblastoma cells. Biochemical Pharmacology 2009, 77, 1466. <https://doi.org/10.1016/j.bcp.2009.01.021>
  • Stiborová Marie, Arlt Volker M., Henderson Colin J., Wolf C. Roland, Kotrbová Věra, Moserová Michaela, Hudeček Jiří, Phillips David H., Frei Eva: Role of hepatic cytochromes P450 in bioactivation of the anticancer drug ellipticine: Studies with the hepatic NADPH:Cytochrome P450 reductase null mouse. Toxicology and Applied Pharmacology 2008, 226, 318. <https://doi.org/10.1016/j.taap.2007.09.017>
  • Aimová Dagmar, Poljaková Jitka, Kotrbová Věra, Moserová Michaela, Frei Eva, Arlt Volker, Stiborová Marie: Ellipticine and benzo(a)pyrene increase their own metabolic activation via modulation of expression and enzymatic activity of cytochromes P450 1A1 and 1A2. Interdisciplinary Toxicology 2008, 1, 160. <https://doi.org/10.2478/v10102-010-0033-z>
  • Poljaková Jitka, Eckschlager Tomáš, Hřebačková Jana, Hraběta Jan, Stiborová Marie: The comparison of cytotoxicity of the anticancer drugs doxorubicin and ellipticine to human neuroblastoma cells. Interdisciplinary Toxicology 2008, 1, 186. <https://doi.org/10.2478/v10102-010-0036-9>
  • Stiborová Marie, Poljaková Jitka, Ryšlavá Helena, Dračínský Martin, Eckschlager Tomáš, Frei Eva: Mammalian peroxidases activate anticancer drug ellipticine to intermediates forming deoxyguanosine adducts in DNA identical to those found in vivo and generated from 12‐hydroxyellipticine and 13‐hydroxyellipticine. Intl Journal of Cancer 2007, 120, 243. <https://doi.org/10.1002/ijc.22247>
  • Poljaková Jitka, Frei Eva, Gomez Jacobo E., Aimová Dagmar, Eckschlager Tomáš, Hraběta Jan, Stiborová Marie: DNA adduct formation by the anticancer drug ellipticine in human leukemia HL-60 and CCRF-CEM cells. Cancer Letters 2007, 252, 270. <https://doi.org/10.1016/j.canlet.2006.12.037>
  • Shenoy Sudheer, Vasania Viraf S., Gopal M., Mehta Ashish: 8-Methly-4-(3-diethylaminopropylamino) pyrimido [4′,5′;4,5] thieno (2,3–b) quinoline (MDPTQ), a quinoline derivate that causes ROS-mediated apoptosis in leukemia cell lines. TOXICOL APPL PHARMAC 2007, 222, 80. <https://doi.org/10.1016/j.taap.2007.04.005>
  • Stiborová Marie, Rupertová Martina, Aimová Dagmar, Ryšlavá Helena, Frei Eva: Formation and persistence of DNA adducts of anticancer drug ellipticine in rats. Toxicology 2007, 236, 50. <https://doi.org/10.1016/j.tox.2007.03.026>
  • Aimová Dagmar, Svobodová Lucie, Kotrbová Věra, Mrázová Barbora, Hodek Petr, Hudeček Jiří, Václavíková Radka, Frei Eva, Stiborová Marie: The Anticancer Drug Ellipticine Is a Potent Inducer of Rat Cytochromes P450 1A1 and 1A2, Thereby Modulating Its Own Metabolism. Drug Metab Dispos 2007, 35, 1926. <https://doi.org/10.1124/dmd.107.016048>
  • Poljaková Jitka, Dračínský Martin, Frei Eva, Hudeček Jiří, Stiborová Marie: The Effect of pH on Peroxidase-Mediated Oxidation of and DNA Adduct Formation by Ellipticine. Collect. Czech. Chem. Commun. 2006, 71, 1169. <https://doi.org/10.1135/cccc20061169>
  • Stiborova Marie, Rupertova Martina, Schmeiser Heinz H., Frei Eva: MOLECULAR MECHANISMS OF ANTINEOPLASTIC ACTION OF AN ANTICANCER DRUG ELLIPTICINE. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub 2006, 150, 13. <https://doi.org/10.5507/bp.2006.002>
  • Poljaková Jitka, Forsterová Kristina, Šulc Miroslav, Frei Eva, Stiborová Marie: OXIDATION OF AN ANTITUMOR DRUG ELLIPTICINE BY PEROXIDASES. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub 2005, 149, 449. <https://doi.org/10.5507/bp.2005.078>
  • Stiborová Marie, Sejbal Jan, Bořek-Dohalská Lucie, Aimová Dagmar, Poljaková Jitka, Forsterová Kristina, Rupertová Martina, Wiesner Jiří, Hudeček Jiří, Wiessler Manfred, Frei Eva: The Anticancer Drug Ellipticine Forms Covalent DNA Adducts, Mediated by Human Cytochromes P450, through Metabolism to 13-Hydroxyellipticine and Ellipticine N 2-Oxide. Cancer Research 2004, 64, 8374. <https://doi.org/10.1158/0008-5472.CAN-04-2202>