3-arylamino and 3-alkoxy-nor-beta-lapachone derivatives: synthesis and cytotoxicity against cancer cell lines

  • J Med Chem. 2010 Jan 14;53(1):504-8. doi: 10.1021/jm900865m.
Eufrânio N da Silva Jr  1 ,  Clara F de Deus ,  Bruno C Cavalcanti ,  Cláudia Pessoa ,  Letícia V Costa-Lotufo ,  Raquel C Montenegro ,  Manoel O de Moraes ,  Maria do Carmo F R Pinto ,  Carlos A de Simone ,  Vitor F Ferreira ,  Marilia O F Goulart ,  Carlos Kleber Z Andrade ,  Antônio V Pinto
Affiliations
  • 1. Instituto de Quimica, Universidade de Brasilia, 70910-970 Brasilia, DF, Brazil.
PMID: 19947600 DOI: 10.1021/jm900865m
Abstract

Several 3-arylamino and 3-alkoxy-nor-beta-lapachone derivatives were synthesized in moderate to high yields and found to be highly potent against Cancer cells SF295 (central nervous system), HCT8 (colon), MDA-MB435 (Melanoma), and HL60 (leukemia), with IC(50) below 2 microM. The arylamino para-nitro and the 2,4-dimethoxy substituted naphthoquinones showed the best cytoxicity profile, while the ortho-nitro and the 2,4-dimethoxy substituted ones were more selective than doxorubicin and similar to the precursor lapachones, thus emerging as promising new lead compounds in Anticancer drug development.