title: 3-arylamino and 3-alkoxy-nor-beta-lapachone derivatives: synthesis and cytotoxicity against cancer cell lines.
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.
authors: Instituto de Quimica, Universidade de Brasilia, 70910-970 Brasilia, DF, Brazil.
authors: Eufrânio N
authors: EN
authors: da Silva
authors: Clara F
authors: CF
authors: de Deus
authors: Bruno C
authors: BC
authors: Cavalcanti
authors: Cláudia
authors: C
authors: Pessoa
authors: Letícia V
authors: LV
authors: Costa-Lotufo
authors: Raquel C
authors: RC
authors: Montenegro
authors: Manoel O
authors: MO
authors: de Moraes
authors: Maria do Carmo F R
authors: Mdo C
authors: Pinto
authors: Carlos A
authors: CA
authors: de Simone
authors: Vitor F
authors: VF
authors: Ferreira
authors: Marilia O F
authors: MO
authors: Goulart
authors: Carlos Kleber Z
authors: CK
authors: Andrade
authors: Antônio V
authors: AV
authors: Pinto
mesh_terms: D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D009285:Naphthoquinones; C014638:beta-lapachone