Synthesis of 13H-benzo[6,7]- and 13H-benzo[4,5]indolo[3,2-c]-quinolines: A new series of potent specific ligands for triplex DNA

Journal of the American Chemical Society

Volumn 120, Issue 11, 1998, Pages 2501-2507

  Nguyen, Chi Hung ^a   Marchand, Christophe ^b   Delage, Stéphane ^a   Sun, Jian Sheng ^b   Garestier, Thérèse ^b   Hélène, Claude ^b   Bisagni, Emile ^a  

^a CNRS   (France)

^b MUSÉUM NATIONAL D'HISTOIRE NATURELLE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOLINE DERIVATIVE; DNA; INDOLOQUINOLINE DERIVATIVE;

AROMATIZATION; ARTICLE; DNA DENATURATION; INTERCALATION COMPLEX; MOLECULAR MODEL; SYNTHESIS; TRIPLE HELIX;

EID: 0001641412     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja971707x     Document Type: Article

References (29)

1. Scaria, P. V.; Shafer, R. H. J. Biol. Chem. 1991, 266, 5417.
2. Mergny, J. L.; Collier, D.; Rougée, M.; Montenay-Garestier, T.; Hélène, C. Nucleic Acids Res. 1991, 19, 1521.
3. Mergny, J. L.; Duval-Valentin, G.; Nguyen, C. H.; Perrouault, L.; Faucon, B.; Rougée, M.; Montenay-Garestier, T.; Bisagni, E.; Hélène, C. Science 1992, 256, 1681.
4. Pilch, D. S.; Waring, M. J.; Sun, J. S.; Rougée, M.; Nguyen, C. H.; Bisagni, E.; Garestier, T.; Hélène, C. J. Mol. Biol. 1993, 232, 926.
5. Pilch, D. S.; Martin, M. T.; Nguyen, C. H.; Sun, J. S.; Bisagni, E.; Garestier, T.; Hélène, C. J. Am. Chem. Soc. 1993, 115, 9942.
6. Lee, J. S.; Latimer, L. J. P.; Hampel, K. J. Biochemistry 1993, 32, 5591.
7. Wilson, W. D.; Tanious, F. A.; Mizan, S.; Yao, S.; Kiselyov, A. S.; Zon, G.; Strekowski, L. Biochemistry 1993, 32, 10614.
8. Escudé, C.; Nguyen, C. H.; Mergny, J. L.; Sun, J. S.; Bisagni, E.; Garestier, T.; Hélène, C. J. Am. Chem. Soc. 1995, 117, 10212.
9. Fox, K. R.; Polucci, P.; Jenkins, T. C.; Neidle, S. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 7887.
10. Latimer, L. J. P.; Payton, N.; Forsyth, G.; Lee, J. S. Biochem. Cell Biol. 1995, 73, 11.
11. Strekowski, L.; Gulevich, Y.; Van Aken, K.; Wilson, D. W.; Fox, K. R. Tetrahedron Lett. 1995, 36, 225.
12. Park, Y. W.; Breslauer, K. J. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 6653.
13. Durand, M.; Thuong, N. T.; Maurizot, J. C. J. Biol. Chem. 1992, 267, 24394.
14. Pilch, D. S.; Breslauer, K. J. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 9332.
15. Nguyen, C. H.; Lhoste, J.-M.; Lavelle, F.; Bissery, M. C.; Bisagni, E. J. Med. Chem. 1990, 33, 1519.
16. Nguyen, C. H.; Lavelle, F.; Riou, J.-F.; Bissery, M. C.; Huel, C.; Bisagni, E. Anticancer Drug Design 1992, 7, 235.
17. Bissery, M. C.; Nguyen, C. H.; Bisagni, E.; Vrignaud, P.; Lavelle, F. Invest. New Drugs 1993, 11, 263.
18. Riou, J. F.; Fossé, P.; Nguyen, C. H.; Larsen, A. K.; Bissery, M. C.; Grondard, L.; Saucier, J. M.; Bisagni, E.; Lavelle, F. Cancer Res. 1993, 53, 5987.
19. Escudé, C.; Nguyen, C.-H.; Kukreti, S.; Sun, J. S.; Bisagni, E.; Garestier, T.; Hélène, C. submitted.
20. Escudé, C., Mohammadi, S., Sun, J. S., Nguyen, C.-H., Bisagni, E., Liquier, J., Taillandier, E., Garestier, T.; Hélène, C. Chem. Biol. 1996, 3, 57-65.
21. Bisagni, E.; Ducrocq, C.; Civier, A. Tetrahedron 1976, 32, 1383.
22. Nguyen, C. H., Bisagni, E. Tetrahedron 1986, 42, 2303.
23. Robins, M. J.; Uznanski, B. Can. J. Chem. 1981, 59, 2601.
24. Cantor, C. R.; Warshaw, M. M. Biopolymers 1970, 9, 1059.
25. Ouali, M.; Letellier, R.; Adnet, F.; Liquier, J.; Sun, J. S.; Lavery, R.; Taillandier, E. Biochemistry 1993, 32, 2098.
26. Macaya, R. F.; Schultze, P.; Feigon, J. J. Am. Chem. Soc. 1992, 114, 781.
27. Radhakrishnan, I.; Patel, D. J. Biochemistry 1994, 33, 11405.
28. Arnott, S., Bond, P. J., Selsing, E.; Smith, P. J. C. Nucl. Acids Res. 1976, 3, 2459.
29. Lavery, R.; Sklenar, H. J. Biomol. Struct. Dyn. 1988, 6, 63.