메뉴 건너뛰기




Volumn 31, Issue SUPPL. 2, 2010, Pages 26-35

Role of cytochromes P450 and peroxidases in metabolism of the anticancer drug ellipticine: Additional evidence of their contribution to ellipticine activation in rat liver, lung and kidney

Author keywords

Anticancer drug; Cytochrome P450; DNA adduct; Ellipticine; Peroxidase

Indexed keywords

7 HYDROXYELLIPTICINE; 9 HYDROXYELLIPTICINE; ALPHA NAPTHOFLAVONE; ARACHIDONIC ACID; CYTOCHROME P450; CYTOCHROME P450 1A; CYTOCHROME P450 3A; DRUG METABOLITE; ELLIPTICINE; FLAVONE; FURAFYLLINE; INDOMETACIN; KETOCONAZOLE; PEROXIDASE; PROSTAGLANDIN SYNTHASE; UNCLASSIFIED DRUG;

EID: 79952796704     PISSN: 0172780X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (15)

References (50)
  • 1
    • 34748888569 scopus 로고    scopus 로고
    • The anticancer drug ellipticine is a potent inducer of rat cytochromes P450 1A1 and 1A2, thereby modulating its own metabolism
    • Aimova D, Svobodova L, Kotrbova V, Mrazova B, Hodek P, Hudecek J, et al. (2007). The anticancer drug ellipticine is a potent inducer of rat cytochromes P450 1A1 and 1A2, thereby modulating its own metabolism. Drug Metab Dispos. 35: 1926-1934.
    • (2007) Drug Metab Dispos , vol.35 , pp. 1926-1934
    • Aimova, D.1    Svobodova, L.2    Kotrbova, V.3    Mrazova, B.4    Hodek, P.5    Hudecek, J.6
  • 2
    • 33644994856 scopus 로고    scopus 로고
    • Bioactivation of 3-aminobenzanthrone, a human metabolite of the environmental pollutant 3-nitroben-zanthrone: Evidence for DNA adduct formation mediated by cytochrome P450 enzymes and peroxidases
    • Arlt VM, Henderson CJ, Wolf CR, Schmeiser HH, Phillips DH and Stiborova M (2006). Bioactivation of 3-aminobenzanthrone, a human metabolite of the environmental pollutant 3-nitroben-zanthrone: evidence for DNA adduct formation mediated by cytochrome P450 enzymes and peroxidases. Cancer Lett. 234: 220-231.
    • (2006) Cancer Lett , vol.234 , pp. 220-231
    • Arlt, V.M.1    Henderson, C.J.2    Wolf, C.R.3    Schmeiser, H.H.4    Phillips, D.H.5    Stiborova, M.6
  • 3
    • 0023617219 scopus 로고
    • Multimodal action of antitumor agents on DNA: The ellipticine series
    • Auclair C (1987). Multimodal action of antitumor agents on DNA: The ellipticine series. Arch Biochem Biophys. 259: 1-14.
    • (1987) Arch Biochem Biophys , vol.259 , pp. 1-14
    • Auclair, C.1
  • 4
    • 0028225038 scopus 로고
    • Ring-D modifications of ellipticine. 2. Chlorination of ellipticine via its N-oxide and synthesis and selective acetylation of 5,6,11-trimethyl-5H benzo[B]carbazole
    • Boogaard AT, Pandit UK and Koomen GJ (1994). Ring-D modifications of ellipticine. 2. Chlorination of ellipticine via its N-oxide and synthesis and selective acetylation of 5,6,11-trimethyl-5H benzo[B]carbazole.Tetrahedron 50: 4811-4828.
    • (1994) Tetrahedron , vol.50 , pp. 4811-4828
    • Boogaard, A.T.1    Pandit, U.K.2    Koomen, G.J.3
  • 5
    • 1942422695 scopus 로고    scopus 로고
    • DNA adduct formation by the anticancer drug ellipticine and its hydroxy derivatives in human breast adenocarcinoma MCF-7 cells
    • DOI 10.1135/cccc20040603
    • Borek-Dohalska L, Frei E and Stiborova M (2004). DNA adduct formation by the anticancer drug ellipticine and its hydroxy derivatives in human breast adenocarcinoma MCF-7 cells. Collect Czech Chem Commun. 69: 603-615. (Pubitemid 38526511)
    • (2004) Collection of Czechoslovak Chemical Communications , vol.69 , Issue.3 , pp. 603-615
    • Borek-Dohalska, L.1    Frei, E.2    Stiborova, M.3
  • 6
    • 70350434097 scopus 로고    scopus 로고
    • Functional characterization of human cytochrome P450 2S1 using a synthetic gene-expressed protein in Escherichia coli
    • Bui PH and Hankinson O (2009a). Functional characterization of human cytochrome P450 2S1 using a synthetic gene-expressed protein in Escherichia coli. Mol Pharmacol. 76: 1031-1043.
    • (2009) Mol Pharmacol , vol.76 , pp. 1031-1043
    • Bui, P.H.1    Hankinson, O.2
  • 7
    • 70350455899 scopus 로고    scopus 로고
    • Fatty acid hydroperoxides support cytochrome P450 2S1-mediated bioactivation of benzo[a]pyrene-7,8-dihydrodiol
    • Bui PH, Hsu EL and Hankinson O (2009b). Fatty acid hydroperoxides support cytochrome P450 2S1-mediated bioactivation of benzo[a]pyrene-7,8-dihydrodiol, Mol Pharmacol. 76: 1044-1052.
    • (2009) Mol Pharmacol , vol.76 , pp. 1044-1052
    • Bui, P.H.1    Hsu, E.L.2    Hankinson, O.3
  • 11
    • 0026655549 scopus 로고
    • Xenobiotic metabolism by prostaglandin H synthase
    • Eling TE and Curtis JF (1992). Xenobiotic metabolism by prostaglandin H synthase. Pharm Ther. 53: 261-273.
    • (1992) Pharm Ther , vol.53 , pp. 261-273
    • Eling, T.E.1    Curtis, J.F.2
  • 12
    • 0037099292 scopus 로고    scopus 로고
    • Covalent binding of the anticancer drug ellipticine to DNA in V79 cells transfected with human cytochrome P450 enzymes
    • DOI 10.1016/S0006-2952(02)01072-9, PII S0006295202010729
    • Frei E, Bieler CA, Arlt VM, Wiessler M and Stiborova M (2002). Covalent binding of the anticancer drug ellipticine to DNA in V79 cells transfected with human cytochrome P450 enzymes. Biochem Pharmacol. 64: 289-295. (Pubitemid 34775308)
    • (2002) Biochemical Pharmacology , vol.64 , Issue.2 , pp. 289-295
    • Frei, E.1    Bieler, C.A.2    Arlt, V.M.3    Wiessler, M.4    Stiborova, M.5
  • 13
    • 1642565147 scopus 로고    scopus 로고
    • Extending nature's leads: The anticancer agent ellipticine
    • DOI 10.2174/1568011043482070
    • Garbett NC and Graves DE (2004). Extenting nature's leads: the anticancer agent ellipticine. Curr Med Chem Anti-Cancer Agents 4: 149-72. (Pubitemid 38404690)
    • (2004) Current Medicinal Chemistry - Anti-Cancer Agents , vol.4 , Issue.2 , pp. 149-172
    • Garbett, N.C.1    Graves, D.E.2
  • 14
    • 0030582844 scopus 로고    scopus 로고
    • Analysis of structural requirements for Ah receptor antagonist activity: Ellipticines, flavones, and related compounds
    • Gasiewicz TA, Kende RS, Rucci G, Whitney B and Willey JJ (1996). Analysis of structural requirements for Ah receptor antagonist activity: Ellipticines, flavones, and related compounds. Biochem Pharmacol. 52: 1787-830.
    • (1996) Biochem Pharmacol , vol.52 , pp. 1787-1830
    • Gasiewicz, T.A.1    Kende, R.S.2    Rucci, G.3    Whitney, B.4    Willey, J.J.5
  • 15
    • 34047199261 scopus 로고    scopus 로고
    • Cytohromes P450 reconstituted with NADPH: P450 reductase mimic the activating and detoxicating metabolism of the anticancer drug ellipticine in microsomes
    • Kotrbova V., Aimova D., Brezinova A., Janouchova K.., Poljakova J., Hodek P., et al. (2006). Cytochromes P450 reconstituted with NADPH:P450 reductase mimic the activating and detoxicating metabolism of the anticancer drug ellipticine in microsomes. Neuro Endocrinol Lett., 27 (Suppl. 2): 18-20. (Pubitemid 46534329)
    • (2006) Neuroendocrinology Letters , vol.27 , Issue.SUPPL. 2 , pp. 18-20
    • Kotrbova, V.1    Aimova, D.2    Brezinova, A.3    Janouchova, K.4    Poljakova, J.5    Hodek, P.6    Frei, E.7    Stiborova, M.8
  • 16
    • 19344363980 scopus 로고    scopus 로고
    • The mechanism of ellipticine-induced apoptosis and cell cycle arrest in human breast MCF-7 cancer cells
    • Kuo PL, Hsu YL, Chang CH and Lin CC (2005a). The mechanism of ellipticine-induced apoptosis and cell cycle arrest in human breast MCF-7 cancer cells. Cancer Lett. 223: 293-301.
    • (2005) Cancer Lett , vol.223 , pp. 293-301
    • Kuo, P.L.1    Hsu, Y.L.2    Chang, C.H.3    Lin, C.C.4
  • 17
    • 23344450582 scopus 로고    scopus 로고
    • The antiproliferative inhibition of ellipticine in human breast mda-mb-231 cancer cells is through cell cycle arrest and apoptosis induction
    • Kuo PL, Hsu YL, Kuo YC, Chang CH and Lin CC (2005b). The antiproliferative inhibition of ellipticine in human breast mda-mb-231 cancer cells is through cell cycle arrest and apoptosis induction. Anti-Cancer Drugs 16: 789-795.
    • (2005) Anti-Cancer Drugs , vol.16 , pp. 789-795
    • Kuo, P.L.1    Hsu, Y.L.2    Kuo, Y.C.3    Chang, C.H.4    Lin, C.C.5
  • 18
    • 33646056086 scopus 로고    scopus 로고
    • Ellipticine induced apoptosis through p53-dependent pathway in human hepatocellular carcinoma HepG2 cells
    • Kuo PL, Kuo YC, Hsu YL, Cho CY and Lin CC (2006). Ellipticine induced apoptosis through p53-dependent pathway in human hepatocellular carcinoma HepG2 cells. Life Sci. 78: 2550-2557.
    • (2006) Life Sci , vol.78 , pp. 2550-2557
    • Kuo, P.L.1    Kuo, Y.C.2    Hsu, Y.L.3    Cho, C.Y.4    Lin, C.C.5
  • 19
    • 77349123536 scopus 로고    scopus 로고
    • Cytotoxicity of and DNA adduct formation by ellipticine in human U87MG glioblastoma cancer cells
    • Martinkova E, Dontenwill M, Frei E and Stiborova M (2009). Cytotoxicity of and DNA adduct formation by ellipticine in human U87MG glioblastoma cancer cells. Neuro Endocrinol Lett. 30 (Suppl): 60-66.
    • (2009) Neuro Endocrinol Lett , vol.30 , Issue.SUPPL. , pp. 60-66
    • Martinkova, E.1    Dontenwill, M.2    Frei, E.3    Stiborova, M.4
  • 20
    • 77955490232 scopus 로고    scopus 로고
    • α5β1 integrin antagonists reduce chemotherapy-induced premature senescence and facilitate apoptosis in human glioblastoma cells
    • Martinkova E, Maglott A, Leger, DY, Bonnet D, Stiborova M, Takeda K, et al. (2010). α5β1 integrin antagonists reduce chemotherapy-induced premature senescence and facilitate apoptosis in human glioblastoma cells. Int J Cancer 127: 1240-1248.
    • (2010) Int J Cancer , vol.127 , pp. 1240-1248
    • Martinkova, E.1    Maglott, A.2    Leger, D.Y.3    Bonnet, D.4    Stiborova, M.5    Takeda, K.6
  • 22
    • 57149128596 scopus 로고    scopus 로고
    • Isolation and partial characterization of the adduct formed by 13-hydroxyellipticine with deoxyguanosine in DNA
    • Moserova M, Kotrbova V, Rupertova M, Naiman K, Hudecek J, Hodek P, et al. (2008). Isolation and partial characterization of the adduct formed by 13-hydroxyellipticine with deoxyguanosine in DNA. Neuro Endocrinol Lett. 29: 728-732.
    • (2008) Neuro Endocrinol Lett , vol.29 , pp. 728-732
    • Moserova, M.1    Kotrbova, V.2    Rupertova, M.3    Naiman, K.4    Hudecek, J.5    Hodek, P.6
  • 23
    • 0029114860 scopus 로고
    • Inhibition of p53 protein phosphorylation by 9-hydroxyellipticine: A possible anticancer mechanism
    • Ohashi M, Sugikawa E and Nakanishi N (1995). Inhibition of p53 protein phosphorylation by 9-hydroxyellipticine: A possible anticancer mechanism. Jpn J Cancer Res. 86: 819-829.
    • (1995) Jpn J Cancer Res , vol.86 , pp. 819-829
    • Ohashi, M.1    Sugikawa, E.2    Nakanishi, N.3
  • 24
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature
    • Omura T and Sato R (1964). The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J Biol Chem. 239: 2370-2378.
    • (1964) J Biol Chem , vol.239 , pp. 2370-2378
    • Omura, T.1    Sato, R.2
  • 26
    • 34248662505 scopus 로고    scopus 로고
    • DNA adduct formation by the anticancer drug ellipticine in human leukemia HL-60 and CCRF-CEM cells
    • DOI 10.1016/j.canlet.2006.12.037, PII S0304383507000043
    • Poljakova J, Frei E, Gomez JE, Aimova D, Eckschlager T, Hrabeta J, et al. (2007). DNA adduct formation by the anticancer drug ellipticine in human leukemia HL-60 and CCRF-CEM cells. Cancer Lett. 252: 270-279. (Pubitemid 46809792)
    • (2007) Cancer Letters , vol.252 , Issue.2 , pp. 270-279
    • Poljakova, J.1    Frei, E.2    Gomez, J.E.3    Aimova, D.4    Eckschlager, T.5    Hrabeta, J.6    Stiborova, M.7
  • 27
    • 63149114184 scopus 로고    scopus 로고
    • The mechanism of cytotoxicity and DNA adduct formation by the anticancer drug ellipticine in human neuroblastoma cells
    • Poljakova J, Eckschlager T, Hrabeta J, Hrebackova J, Smutny S, Frei E, et al. (2009). The mechanism of cytotoxicity and DNA adduct formation by the anticancer drug ellipticine in human neuroblastoma cells. Biochem Pharmacol. 77: 1466-1479.
    • (2009) Biochem Pharmacol , vol.77 , pp. 1466-1479
    • Poljakova, J.1    Eckschlager, T.2    Hrabeta, J.3    Hrebackova, J.4    Smutny, S.5    Frei, E.6
  • 28
    • 0030834058 scopus 로고    scopus 로고
    • Human cytochrome P450 enzymes: A status report summarizing their reactions, substrates, inducers, and inhibitors
    • Rendic S and DiCarlo FJ (1997). Human cytochrome P450 enzymes: A status report summarizing their reactions, substrates, inducers, and inhibitors. Drug Metab Rev. 29: 413-480.
    • (1997) Drug Metab Rev , vol.29 , pp. 413-480
    • Rendic, S.1    DiCarlo, F.J.2
  • 31
    • 0035360795 scopus 로고    scopus 로고
    • Cyclooxygenase-2 expression in human gliomas: Prognostic significance and molecular correlations
    • Shono T, Tofilon PJ, Bruner JM, Owolabi O and Lang FF (2001). Cyclooxygenase-2 expression in human gliomas: Prognostic significance and molecular correlations. Cancer Res. 61: 4375-4381. (Pubitemid 32685762)
    • (2001) Cancer Research , vol.61 , Issue.11 , pp. 4375-4381
    • Shono, T.1    Tofilon, P.J.2    Bruner, J.M.3    Owolabi, O.4    Lang, F.F.5
  • 34
    • 0035894174 scopus 로고    scopus 로고
    • The anticancer agent ellipticine on activation by cytochrome P450 forms covalent DNA adducts
    • Stiborova M, Bieler CA, Wiessler M and Frei E (2001). The anticancer agent ellipticine on activation by cytochrome P450 forms covalent DNA adducts. Biochem Pharmacol. 62: 675-684.
    • (2001) Biochem Pharmacol , vol.62 , pp. 675-684
    • Stiborova, M.1    Bieler, C.A.2    Wiessler, M.3    Frei, E.4
  • 36
    • 12244292673 scopus 로고    scopus 로고
    • Rat microsomes activating the anticancer drug ellipticine to species covalently binding to deoxyguanosine in DNA are a suitable model mimicking ellipticine bioactivation in humans
    • DOI 10.1021/tx0200818
    • Stiborova M, Stiborova-Rupertova M, Borek-Dohalska L, Wiessler M and Frei E (2003b). Rat microsomes activating the anticancer drug ellipticine to species covalently binding to deoxyguanosine in DNA are a suitable model mimicking ellipticine bioactivation in humans. Chem Res Toxicol. 16: 38-47. (Pubitemid 36139409)
    • (2003) Chemical Research in Toxicology , vol.16 , Issue.1 , pp. 38-47
    • Stiborova, M.1    Stiborova-Rupertova, M.2    Borek-Dohalska, L.3    Wiessler, M.4    Frei, E.5
  • 38
    • 10344258034 scopus 로고    scopus 로고
    • Human hepatic and renal microsomes, cytochromes P450 1A1/2, NADPH:cytochrome P450 reductase and prostaglandin H synthase mediate the formation of aristolochic acid-DNA adducts found in patients with urothelial cancer
    • DOI 10.1002/ijc.20564
    • Stiborova M, Frei E, Hodek P, Wiessler M and Schmeiser HH (2005a). Human hepatic and renal microsomes, cytochromes P450 1A1/2, NADPH:cytochrome P450 reductase and prostaglandin H synthase mediate the formation of aristolochic acid-DNA adducts found in patients with urothelial cancer. Int J Cancer 113: 189-197. (Pubitemid 39628308)
    • (2005) International Journal of Cancer , vol.113 , Issue.2 , pp. 189-197
    • Stiborova, M.1    Frei, E.2    Hodek, P.3    Wiessler, M.4    Schmeiser, H.H.5
  • 39
    • 17644405812 scopus 로고    scopus 로고
    • Expression of cytochrome P450 1A1 and its contribution to oxidation of a potential human carcinogen 1-phenylazo-2-naphthol (Sudan I) in human livers
    • DOI 10.1016/j.canlet.2004.07.036
    • Stiborova M, Martinek V, Rydlova H, Koblas T and Hodek P (2005b). Expression of cytochrome P450 1A1 and its contribution to oxidation of a potential human carcinogen 1-phenylazo-2-naphthol (Sudan I) in human livers. Cancer Lett. 220: 145-154. (Pubitemid 40568771)
    • (2005) Cancer Letters , vol.220 , Issue.2 , pp. 145-154
    • Stiborova, M.1    Martinek, V.2    Rydlova, H.3    Koblas, T.4    Hodek, P.5
  • 42
    • 34047227583 scopus 로고    scopus 로고
    • Molecular mechanism of antineoplastic action of an anticancer drug ellipticine
    • Fac Univ Palacky Olomouc Czech Repub
    • Stiborova M, Rupertova M, Schmeiser HH and Frei E (2006c). Molecular mechanism of antineoplastic action of an anticancer drug ellipticine. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 150: 13-23.
    • (2006) Biomed Pap Med , vol.150 , pp. 13-23
    • Stiborova, M.1    Rupertova, M.2    Schmeiser, H.H.3    Frei, E.4
  • 43
    • 33845624680 scopus 로고    scopus 로고
    • 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
    • DOI 10.1002/ijc.22247
    • Stiborova M, Poljakova J, Ryslava H, Dracinsky M, Eckschlager T and Frei E (2007a). 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. Int J Cancer 120: 243-251. (Pubitemid 44956832)
    • (2007) International Journal of Cancer , vol.120 , Issue.2 , pp. 243-251
    • Stiborova, M.1    Poljakova, J.2    Ryslava, H.3    Dracinsky, M.4    Eckschlager, T.5    Frei, E.6
  • 44
    • 34248652696 scopus 로고    scopus 로고
    • Formation and persistence of DNA adducts of anticancer drug ellipticine in rats
    • DOI 10.1016/j.tox.2007.03.026, PII S0300483X07002065
    • Stiborova M, Rupertova M, Aimova D, Ryslava H and Frei E (2007b). Formation and persistence of DNA adducts of anticancer drug ellipticine in rats. Toxicology 236: 50-60. (Pubitemid 46777068)
    • (2007) Toxicology , vol.236 , Issue.1-2 , pp. 50-60
    • Stiborova, M.1    Rupertova, M.2    Aimova, D.3    Ryslava, H.4    Frei, E.5
  • 45
    • 38649108546 scopus 로고    scopus 로고
    • Role of hepatic cytochromes P450 in bioactivation of the anticancer drug ellipticine: Studies with the hepatic NADPH:Cytochrome P450 reductase null mouse
    • Stiborova M, Arlt VM, Henderson CJ, Wolf CR, Kotrbova V, Moserova M, et al. (2008). Role of hepatic cytochromes P450 in bioactivation of the anticancer drug ellipticine: studies with the hepatic NADPH:cytochrome P450 reductase null mouse. Toxicol Appl Pharmacol. 226: 318-27.
    • (2008) Toxicol Appl Pharmacol , vol.226 , pp. 318-327
    • Stiborova, M.1    Arlt, V.M.2    Henderson, C.J.3    Wolf, C.R.4    Kotrbova, V.5    Moserova, M.6
  • 46
    • 78649447922 scopus 로고    scopus 로고
    • Cytochrome P450-and peroxidase-mediated oxidation of anticancer alkaloid ellipticine dictates its anti-tumor efficiency
    • Stiborova M, Rupertova M and Frei E (2011). Cytochrome P450-and peroxidase-mediated oxidation of anticancer alkaloid ellipticine dictates its anti-tumor efficiency. Biochim Biophys Acta 1814: 175-185.
    • (2011) Biochim Biophys Acta , vol.1814 , pp. 175-185
    • Stiborova, M.1    Rupertova, M.2    Frei, E.3
  • 47
    • 0033452649 scopus 로고    scopus 로고
    • Mutant p53 mediated induction of cell cycle arrest and apoptosis at G1 phase by 9-hydroxyellipticine
    • Sugikawa E, Hosoi T, Yazaki N, Gamanuma N, Nakanishi N and Ohashi M (1999). Mutant p53 mediated induction of cell cycle arrest and apoptosis at G1 phase by 9-hydroxyellipticine. Anticancer Res. 19: 3099-3108. (Pubitemid 30042597)
    • (1999) Anticancer Research , vol.19 , Issue.4 B , pp. 3099-3108
    • Sugikawa, E.1    Hosoi, T.2    Yazaki, N.3    Gamanuma, M.4    Nakanishi, N.5    Ohashi, M.6
  • 48
    • 0031028518 scopus 로고    scopus 로고
    • Cooperativity in oxidations catalyzed by cytochrome P450 3A4
    • DOI 10.1021/bi962359z
    • Ueng Y-F, Kuwabara T, Chun Y-J and Guengerich FP (1997). Cooperativity in oxidation catalyzed by cytochrome P450 3A4. Biochemistry 36: 370-381. (Pubitemid 27043473)
    • (1997) Biochemistry , vol.36 , Issue.2 , pp. 370-381
    • Ueng, Y.-F.1    Kuwabara, T.2    Chun, Y.-J.3    Guengerich, F.P.4
  • 49
    • 0024289285 scopus 로고
    • Investigation of the bicinchoninic acid protein assay: Identification of the groups responsible for color formation
    • Wiechelman KJ, Braun RD and Fitzpatrick JD (1988). Investigation of the bicinchoninic acid protein assay: identification of the groups responsible for color formation. Anal Biochem 175: 231-237.
    • (1988) Anal Biochem , vol.175 , pp. 231-237
    • Wiechelman, K.J.1    Braun, R.D.2    Fitzpatrick, J.D.3
  • 50
    • 38249041820 scopus 로고
    • Pyridocarbazole alkaloids. Synthesis of olivacine and ellipticine analogues
    • Wijsmuller WFA, Warner MJ, Koonen Gl, and Pandit UK (1986). Pyridocarbazole alkaloids. Synthesis of olivacine and ellipticine analogues. Heterocycles 24: 1795-1797.
    • (1986) Heterocycles , vol.24 , pp. 1795-1797
    • Wijsmuller, W.F.A.1    Warner, M.J.2    Koonen, Gl.3    Pandit, U.K.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.