3-Arylamino and 3-Alkoxy-nor-β-lapachone Derivatives: Synthesis and Cytotoxicity against Cancer Cell Lines

被引：84

作者：

da Silva, Eufranio N., Jr. ^{[1
]}

de Deus, Clara F. ^{[1
]}

Cavalcanti, Bruno C. ^{[2
]}

Pessoa, Claudia ^{[2
]}

Costa-Lotufo, Leticia V. ^{[2
]}

Montenegro, Raquel C. ^{[2
]}

de Moraes, Manoel O. ^{[2
]}

Pinto, Maria do Carmo F. R. ^{[3
]}

de Simone, Carlos A. ^{[4
,5
]}

Ferreira, Vitor F. ^{[6
]}

Goulart, Marilia O. F. ^{[4
]}

Andrade, Carlos Kleber Z. ^{[1
]}

Pinto, Antonio V. ^{[3
]}

机构：

[1] Univ Brasilia, Inst Quim, BR-70910970 Brasilia, DF, Brazil

[2] Univ Fed Ceara, Dept Fisiol & Farmacol, BR-60430270 Fortaleza, Ceara, Brazil

[3] UFRJ, Nucleo Pesquisas Prod Nat, BR-21941971 Rio De Janeiro, Brazil

[4] Univ Fed Alagoas, Inst Quim & Biotecnol, BR-57072970 Maceio, AL, Brazil

[5] USP, Inst Fis, Dept Fis & Informat, BR-13560970 Sao Carlos, SP, Brazil

[6] Univ Fed Fluminense, Inst Quim, Dept Quim Organ, BR-24020150 Niteroi, RJ, Brazil

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 53卷 / 01期

关键词：

NOR-BETA-LAPACHONE; NAPHTHOQUINONE DERIVATIVES; ARYLAMINO DERIVATIVES; ANTITUMOR-ACTIVITY; ALPHA-LAPACHONE; PARAMETERS;

D O I：

10.1021/jm900865m

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

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 mu M. 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.

引用

页码：504 / 508

页数：5

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