Synthesis and cytostatic properties of some 6H-indolo[2,3-b][18]naphthyridine derivatives

被引:11
|
作者
Mastalarz, H
Jasztold-Howorko, R
Rulko, F
Croisy, A
Carrez, D
机构
[1] Univ Med Wroclaw, Dept Organ Chem Med, PL-50137 Wroclaw, Poland
[2] INSERM, Inst Curie, Biol Sect, U350, Orsay, France
关键词
6H-indolo[2,3-b][1,8]naphthyridines; synthesis; cytotoxicity;
D O I
10.1002/ardp.200200696
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The new and efficient synthesis of the title heterocyclic ring system is described starting from suitable 2-chloro-1,8-naphthyridines. The synthesized 6H-indolo[2,3-b][1,8]naphthyridine derivatives were tested in vitro on 55 tumor cell lines for their anticancer properties. The presence of the acetylamino moiety at position 3 in the main ring system proved to be crucial for the cytostatic activity of this class of compounds.
引用
收藏
页码:434 / 439
页数:6
相关论文
共 50 条
  • [31] Synthesis of New 2-(6H-Indolo[2,3-b]quinoxalin-6-yl)-1-phenylethane-1-ones
    Melnichenko, V. E.
    Kudryavtseva, T. N.
    Grekhneva, E., V
    Lamanov, A. Y.
    Kudryavcev, T. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2021, 91 (10) : 2114 - 2117
  • [32] SYNTHESIS OF NEW "6H-INDOLO[2,3-B][1,8]NAPHTHYRIDINES AND THEIR SPECIFIC-INHIBITION OF BENZODIAZEPINE RECEPTOR
    DASETTIMO, A
    PRIMOFIORE, G
    FERRARINI, PL
    MORI, C
    MARTINI, C
    PENNACCHI, E
    LUCACCHINI, A
    FARMACO-EDIZIONE SCIENTIFICA, 1986, 41 (08): : 577 - 585
  • [33] Synthesis, cytotoxicity, antiviral activity and interferon inducing ability of 6-(2-aminoethyl)-6H-indolo[2,3-b]quinoxalines
    Shibinskaya, Marina O.
    Lyakhov, Sergey A.
    Mazepa, Alexander V.
    Andronati, Sergey A.
    Turov, Alexander V.
    Zholobak, Nadezhda M.
    Spivak, Nikolay Ya.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (03) : 1237 - 1243
  • [34] Synthesis of 6H-indolo[2,3-b]quinoxaline-N-glycosides and their cytotoxic activity against human ceratinocytes (HaCaT)
    Driller, Katrin Marie
    Libnow, Stefanie
    Hein, Martin
    Harms, Manuela
    Wende, Kristian
    Lalk, Michael
    Michalik, Dirk
    Reinke, Helmut
    Langer, Peter
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (22) : 4218 - 4223
  • [35] Ruthenium-exchanged FAU-Y zeolite catalyzed improvement in the synthesis of 6H-indolo[2,3-b]quinolines
    Khorshidi, Alireza
    Tabatabaeian, Khalil
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2011, 344 (1-2) : 128 - 131
  • [36] Biological evaluation of ω-(dialkylamino)alkyl derivatives of 6H-indolo[2,3-b]quinoline -: Novel cytotoxic DNA topoisomerase II inhibitors
    Godlewska, J
    Luniewski, W
    Zagrodzki, B
    Kaczmarek, L
    Bielawska-Pohl, A
    Dus, D
    Wietrzyk, J
    Opolski, A
    Siwko, M
    Jaromin, A
    Jakubiak, A
    Kozubek, A
    Peczyska-czoch, W
    ANTICANCER RESEARCH, 2005, 25 (04) : 2857 - 2868
  • [37] Concentration effects on the 1H NMR spectra of 5H- and 6H-indolo[2,3-b]quinolines
    Kania, L
    Kamienska-Trela, K
    Kaczmarek, L
    Wójcik, J
    NUCLEAR MAGNETIC RESONANCE AND ITS APPLICATIONS, PROCEEDINGS, 2001, 33 : 18 - 21
  • [38] BIOLOGICAL EVALUATION OF ω-(DIALKYLAMINO)ALKYL DERIVATIVES OF 6H-INDOLO[2,3-b]QUINOLINE AS NOVEL CYTOTOXIC DNA TOPOISOMERASE II INHIBITORS
    Godlewska, Joanna
    Luniewski, Wojciech
    Zagrodzki, Bogdan
    Kaczmarek, Lukasz
    Bielawska-Pohl, Aleksandra
    Dus, Danuta
    Wietrzyk, Joanna
    Opolski, Adam
    Siwko, Magdalena
    Jaromin, Anna
    Jakubiak, Anna
    Peczynska-Czoch, Wanda
    ANTICANCER RESEARCH, 2004, 24 (5D) : 3586 - 3586
  • [39] Reactions of 3-([(Trifluoromethyl)sulfonyl]oxy)-1H-indole derivatives with diamines and carbon nucleophiles.: Synthesis of 6H-indolo[2,3-b]quinoxaline derivatives
    Malapel-Andrieu, B
    Mérour, JY
    TETRAHEDRON, 1998, 54 (37) : 11095 - 11110
  • [40] Synthesis of 6H-indolo[2,3-b][1,6]naphthyridines and related compounds as the 5-aza analogues of ellipticine alkaloids
    Zhang, Q
    Shi, CS
    Zhang, HR
    Wang, KK
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (23): : 7977 - 7983