Side chain modifications on anticancer pyrido [1,2-e] purines strongly influence their interactions with membranes

Bollettino Chimico Farmaceutico

Volumn 138, Issue 10, 1999, Pages 544-551

  Dabouis, V ^a   Debouzy, J C ^a   Gueiffier, A ^b   Crouzy, S ^c   Perrin, A ^a,d   Bachelet, C ^a   Peinnequin, A ^a   Fauvelle, F ^a  

^a CENTRE DE RECHERCHES   (France)

^b UNIVERSITÉ DE TOURS   (France)

^c CEA GRENOBLE   (France)

^d IFR RMN Biomedicale de la C   (France)

Author keywords

Membranes; NMR; Pyridopurines

Indexed keywords

ANTINEOPLASTIC AGENT; PURINE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CHEMICAL MODIFICATION; DRUG BINDING; DRUG CONFORMATION; DRUG STRUCTURE; MEMBRANE VESICLE; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

EID: 0033509481     PISSN: 00066648     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (37)

1. Matsukura T., Kawashi N., Morino K., Ohgaki H., Sugimura T., et al. Science, 213, 346, (1981).
2. Tsuda M., Takayashi Y., Nagao M., Hirayama T., Sugimura T. Mutation Res., 78, 331, (1980).
3. Sugimura T., Kawashi T., Nagao M., Yahagi T., Y.Seino, et al. Proc. Jpn. Acad., 53, 58, (1977).
4. N'Goy K., de-Meester C., Pairon D., Fabry L., Loukakou B., et al. Mutation Res., 136, 23, (1984).
5. Kosuge T., Tsuji K., Wakabayashi K., Okamoto T., Shudo K., et al. Chem. Pharm. Bull.Tokyo, 26, 611, (1978).
6. Hashimoto Y., Takeda K., Shudo K., Okamoto T., Sugimura T., et al. Chem. Biol. Interactions, 23, 137, (1978).
7. Yoshitetsu M., Mitsunomu D., Takeo I., Masanori K., Nobuyuki H., et al. Biochim. Biophys.Res. Comm., 240, 803, (1997).
8. Hayashi S., Möller M., Thorgeisson S. S. Jpn. J. Cancer Res., 76, 835, (1985).
9. Gueiffier A., Chavignon O., Navel S., Chezal J. M., Teulade J. C., et al. Heterocyclic commun., 2, 241, (1996).
10. Debouzy J. C., Gueiffier A., Fauvelle F., Viols H., Dejean E., et al. J. Pharm. Sci., 85, 200, (1996).
11. Debouzy J. C., Dabouis V., Gueiffier A. Ann. Pharm. Fr., 56, 197, (1998).
12. Debouzy J. C., Dabouis V., Crouzy S., Gueiffier A., Brasme B., et al. Biochem. Pharmacol., submitted for publication, (1998).
13. Pinguet F., Mavel S., Benakka N., Galtier C., Viols H., et al. Arch. Pharm., (1998). in press
14. Galtier C., Pinguet F., Novel S., Gueiffier A. Farmacologie, in press, (1998).
15. Marion D., Wütrich K. Biochem. Biophys. Res. Comm., 113, 967, (1983).
16. Bax A., Morris G. J. Magn. Res., 42, 501, (1981).
17. Szoka F., Papahadjopoulos D. Proc. Natl. Acad. SCi., 11, 4270, (1978).
18. Roux M. 1987. In Paris
19. Douliez J. P., Léonard A., Dufourc E. J. Phys. Chem., 100, 18450, (1996).
20. Davis J. H., Jeffrey K. R., Bloom M., Valic M. I., Higgs T. P. Chem. Phys. Lett., 44, 390, (1976).
21. Bloom M., Davis J. H., Mackay A. L. Chem. Phys. Letter, 80, 198, (1981).
22. Smith I. C. 1983. NMR of newly accessible nuclei. New-York
23. Zaccaï G., Blasie J. K., Schoenborn B. O. Proc. Natl. Acad. Sci., 72, 376, (1975).
24. Douliez J. P., Léonard A., Dufourc E. J. Biophys. J., 68, 1727, (1995).
25. Olfield E., Meadows M., Rice D., Jacobs R. Biochemistry, 17, 2727, (1978).
26. Seelig A., Seelig J. Biochemistry, 13, 4839, (1974).
27. Wenzel T. J. NMR shift reagents. Boca Raton, 1987.
28. Debouzy J. C., Neumann J. M., Herve M., Daveloose D., Viret J., et al. Eur. Biophys. J., 17, 211, (1989).
29. Bossane P., Heintz O., Fauvelle F., Barron D., Mariotte A. M., et al. Boll. Chim. Pharm. 6, 400, (1994).
30. Burnell E. E., Cullis P. R., Kruijff B. d. Biochim. Biophys. Acta, 603, 63, (1980).
31. Schindler H., Seelig J. Biochemistry, 14, 2283, (1975).
32. Herve M., Cybulska B., Gary-Bobo C. M. Eur. Biophys. J., 12, 121, (1985).
33. Neumann J. M., Herve M., Debouzy J. C., Iglesias F., Gouyette C., et al. J. Am. Chem. Soc., 11, 4270, (1989).
34. Debouzy J. C., Herve M., Nemann J. M., Gouyette C., Dupraz B., et al. Biochem. Pharmacol., 11, 1657, (1990).
35. Hinginbotham J., Beswick P. H., Malcomson R. J., Reed D., Parkinson J. A., et al. Chem. Phys. Lip., 66, 1, (1993).
36. Guenerve C. L., Auger M. Biophys. J., 1952, (1995).
37. Monduzzi M., Ceglie A., Lindman B., Soderman O. J. Coll. Interface Sci., 136, 113, (1990).