Synthesis of spermidine and norspermidine dimers as high affinity polyamine transport inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 12, 1999, Pages 1709-1714

  Covassin, Laurence ^a   Desjardins, Michel ^a   Charest Gaudreault, René ^a,b   Audette, Marie ^a,b   Bonneau, Marie Josée ^b   Poulin, Richard ^a,b  

^a UNIVERSITÉ LAVAL   (Canada)

^b LAVAL UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

NORSPERMIDINE; POLYAMINE; SPERMIDINE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CELL PROLIFERATION; CROSS LINKING; DERIVATIZATION; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MEMBRANE TRANSPORT; TUMOR GROWTH;

BIOLOGICAL TRANSPORT; CROSS-LINKING REAGENTS; DIMERIZATION; HUMANS; POLYAMINES; SPERMIDINE; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 0033591757     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00262-0     Document Type: Article

References (20)

1. Seiler, N.; Delcros, J. G.; Moulinoux, J. P. Int. J. Biochem. Cell. Biol. 1996, 28, 843.
2. Marton, L. J.; Pegg, A. E. Ann. Rev. Pharmacol. Toxicol. 1995, 35, 55.
3. Seiler, N.; Sarhan, S.; Grauffel, C.; Jones, R.; Knödgen, B.; Moulinoux, J.-P. Cancer Res. 1990, 50, 5077.
4. Duranton, B.; Nsi-Emvo, E.; Schleiffer, R.; Gossé, F.; Galluser, M.; Raul, F. Cancer Res. 1997, 57, 573.
5. Minchin, R. F.; Martin, R. L.; Summers, L. A.; Ilett, K. F. Biochem. J. 1989, 262, 391.
6. Aziz, S. M.; Gosland, M. P.; Crooks, P. A.; Olson, J. W.; Gillespie, M. N. J. Pharmacol. Exp. Ther. 1995, 274, 181.
7. Huber, M.; Pelletier, J.; Torossian, K.; Dionne, P.; Gamache, I.; Charest-Gaudreault, R.; Audette, M.; Poulin, R. J. Biol. Chem. 1996, 271, 27556.
8. DeMontigny, D.; Pilote, S.; Charest-Gaudreault, R.; Audette, M.; Poulin, R. Unpublished results.
9. Brzezinska, E.; Ternay, A. L., Jr. J. Org. Chem. 1994, 59, 8239.
10. Cohen, G. M.; Cullis, P. M.; Hartley, J. A.; Mather, A.; Symons, M. C. R.; Wheelhouse, R. T. J. Chem. Soc. Chem. Commun. 1992, 298-300,.
11. Covassin, L.; Bonneau, M.-J.; Charest-Gaudreault, R.; Audette, M.; Poulin, R. Unpublished results.
12. Zang, E.; Sadler, P. J. Synth. Commun. 1997, 27, 3145.
13. 2: 26.69, 24.39, 23.27.
14. Simard, J.; Dauvois, S.; Haagensen, D. E.; Lévesque, C.; Mérand, Y.; Labrie, F. Endocrinology 1990, 126, 3223.
15. Cheng, Y.-C.; Prusoff, W. H. Biochem. Pharmacol. 1973, 22, 3099.
16. Lessard, M.; Zhao, C.; Singh, S. M.; Poulin, R. J. Biol. Chem. 1995, 270, 1685.
17. Poulin, R.; Lessard, M.; Zhao, C. J. Biol. Chem. 1995, 270, 1695.
18. Bergeron, R. J.; Seligsohn, H. W. Bioinorg. Chem. 1986, 14, 345.
19. Porter, C. W.; Cavanaugh, P. F., Jr.; Stolowich, N.; Ganis, B; Kelly, E.; Bergeron, R. J. Cancer Res. 1985, 45, 2050.
20. Behr, J. P. Bioconjugate Chem. 1994, 5, 382.