Multicomponent one-pot synthesis of 2-naphthol derivatives and evaluation of their anticancer activity

被引：41

作者：

Das, Biswanath ^{[1
]}

Reddy, Cheruku Ravindra ^{[1
]}

Kashanna, Jajula ^{[1
]}

Mamidyala, Suman Kumar ^{[2
]}

Kumar, Chityal Ganesh ^{[2
]}

机构：

[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500607, Andhra Pradesh, India

[2] Indian Inst Chem Technol, Biol Chem Lab, Hyderabad 500607, Andhra Pradesh, India

来源：

MEDICINAL CHEMISTRY RESEARCH | 2012年 / 21卷 / 10期

关键词：

2-Naphthol derivatives; Multicomponent synthesis; AlCl3; Anticancer activity; Doxorubicin; SOLVENT-FREE CONDITIONS; AMIDOALKYL NAPHTHOLS; ALLYLATION;

D O I：

10.1007/s00044-011-9884-x

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Treatment of 2-naphthol with aldehydes and allyl tributyl stannane or anisole in the presence of AlCl3 at 0A degrees C to room temperature afforded its 1-alkyl derivatives in high yields (76-83%) within 4-8 h. The products were evaluated for their cytotoxic activity against four human cancer cell lines. The most potent compound (5d) showed IC50 of 1.2 +/- A 1.1, 1.6 +/- A 1.0, 0.9 +/- A 0.1, and 0.8 +/- A 0.4 mu M against Hep G(2), A549, MDA 231, and HeLa cell lines, respectively, and its activity was found to be comparable to that of doxorubicin. A new multicomponent synthesis of 2-naphthol derivatives has been developed. The cytotoxic activity of one of the 2-naphthol derivatives (A:R = 4-F-C6H5) was comparable to that of doxorubicin.

引用

页码：3321 / 3325

页数：5

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