Synthesis of novel naphthoquinone-spermidine conjugates and their effects on DNA-topoisomerases I and II-α

Journal of the Brazilian Chemical Society

Volumn 17, Issue 3, 2006, Pages 439-442

  Cunha, Andréa S ^a   Lima, Edson L S ^a   Pinto, Angelo C ^a   Esteves Souza, Andressa ^a   Echevarria, Aurea ^b   Camara, Celso A ^c   Vargas, Maria D ^d   Torrese, José C ^e  

^a FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

^b FEDERAL RURAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

^c FEDERAL UNIVERSITY OF PARAÍBA   (Brazil)

^d FLUMINENSE FEDERAL UNIVERSITY   (Brazil)

^e INSTITUTO FEDERAL DE EDUCAÇÃO   (Brazil)

Author keywords

DNA topoisomerase II ; Lapachol; Lawsone; nor lapachol; Spermidine

Indexed keywords

EID: 33744748565     PISSN: 01035053     EISSN: 01035053     Source Type: Journal    
DOI: 10.1590/S0103-50532006000300002     Document Type: Article

References (28)

1. Cohen, S. S.; A Guide to the Polyamines; New York: Oxford University Press, 1998.
2. Tabor, C. W.; Tabor, H.; Annu. Rev. Biochem. 1984, 53, 749.
3. Seiler, N.; Curr. Drug Targets 2003, 4, 537.
4. Cutlis, P. M.; Green, R. E.; Mereson-Davies, L; Travis, N; Chem. Biol. 1999, 6, 717.
5. Seiler, N.; Pharmacol. Ther. 2005, 107, 99.
6. Phanstiel, O. IV; Price, H. L.; Juusola, J.; Kline, M.; Shah, S. M.; J. Org. Chem. 2000, 65, 5590 and references therein.
7. Nelson, E. M.; Tewey, K. M.; Liu, L. F.; Proc. Natl. Acad. Sci. U.S.A. 1984, 81, 1361.
8. Wang, L.; Price, H. L.; Juusola, J.; Kline, M.; Phanstiel, O. IV; J. Med. Chem. 2001, 44, 3682 and references therein.
9. Silva, E. T.; Cunha, A. S.; Lima, E. L. S.; Bioorg. Med. Chem. Lett. 2002, 12, 3207;
10. Silva, E. T.; Fona, F. S.; Lima, E. L. S.; J. Braz. Chem. Soc. 2004, 15, 433.
11. Camara, C. A.; Pinto, A. C.; Rosa, M. A.; Vargas, M. D.; Tetrahedron 2001, 57, 9569.
12. Silva, T. M. S.; Camara, C. A.; Barbosa, T. P.; Soares, A. Z.; Cunha, L. C.; Pinto, A. C.; Vargas, M. D.; Bioorg. Med. Chem. 2005, 13, 193.
13. Fieser, L. F.; Fieser, M.; J. Am. Chem. Soc. 1948, 70, 3215;
14. Fieser, L. F.; Hartwell, J. L.; Seligman, A. M.; J. Am. Chem. Soc. 1936, 58, 1223;
15. Fieser, L. F.; Bader, A. R.; J. Am. Chem. Soc. 1961, 73, 681;
16. Lee, K.; Turnbull, P.; Moore, H.W.; J. Org. Chem. 1995, 60, 461.
17. Di Chenna, P. H.; Benedetti-Doctorovich, U.; Baggio, R. F.; Garland, M. T.; Burton, G.; J. Med. Chem. 2001, 44, 2486.
18. da Silva, M. N.; Ferreira, V. F.; de Souza, M. C. B. V.; Quim. Nova 2003, 26, 407 freely available from the World Wide Web: http://quimicanova.sbq.org. br/qnol/2003/vol26n3/18.pdf.
19. Esteves-Souza, A.; Figueiredo, D.V; Esteves, A.; Câmara, C.A.; Vargas, M.D.; Pinto, A.C.; Echevarria, A.; unpublished results.
20. Ravelo, A. G.; Estévez-Braun, A.; Chávez-Orellana, H.; Pérez-Sacau, E.; Mesa-Siverio, D.; Curr. Top. Med. Chem. 2004, 4, 241.
21. Fieser, L. F.; Martin, E. L.; Org. Synth. 1955 Coll. Vol. 3, 465;
22. 1941 Annual Vol. 21, 56.
23. + 492.28623.
24. -1) after electrophoresis for 30 min, washed with water and photographed under UV light with a digital camera.
25. Wang, J. C.; Ann. Rev. Biochem. 1996, 65, 635.
26. Stewart, L; Champoux, J.J.; J. Methods Mol Biol. 2001, 95, 1.
27. Kashiwagi, K.; Tanaka, I.; Tamura, M.; Sugiyama, H.; Okawara, T.; Otsuka, M.; Sabado, T. N.; Williams, K.; Igarashi, K.; J. Pharmacol. Exp. Ther. 2004, 309, 884.
28. Suzuki, I.; Shigenaga, A.; Nemoto, H.; Shibuya, M.; Tetrahedron Lett. 2004, 45, 1955.