Synthesis and evaluation as potential anticancer agents of novel tetracyclic indenoquinoline derivatives

被引：48

作者：

Chakrabarty, Shubhashis ^{[1
]}

Croft, Michael S. ^{[1
]}

Marko, Melissa G. ^{[2
]}

Moyna, Guillermo ^{[1
,3
]}

机构：

[1] Univ Sci Philadelphia, Dept Chem & Biochem, Philadelphia, PA 19104 USA

[2] Univ Sci Philadelphia, Dept Biol Sci, Philadelphia, PA 19104 USA

[3] Univ Republ, Dept Quim Litoral Polo Agroalimentario & Agroind, Paysandu 60000, Uruguay

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2013年 / 21卷 / 05期

基金：

美国国家科学基金会;

关键词：

Anticancer activity; Indenoquinolines; Photoisomerization; Topoisomerase; TOPOISOMERASE-I INHIBITORS; BENZOTROPOLONE DERIVATIVES; DNA TOPOISOMERASES; POISONS; CANCER; DRUGS; CAMPTOTHECINS; CLEAVAGE; DESIGN; SERIES;

D O I：

10.1016/j.bmc.2012.12.026

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

We report the synthesis and evaluation as potential anticancer agents of a series of tetracyclic indenoquinolines. The compounds, which are obtained through the photoisomerization of Diels-Alder adducts formed between purpurogallin derivatives and nitrosobenzene, have in vitro antiproliferative activities in the mu M to nM range against breast (MCF-7), lung epithelial (A-549), and cervical (HeLa) adenocarcinoma cells. The cytotoxicities of several of the novel tetracycles are comparable to or better than that of camptothecin. A strong correlation between the activity of the compounds and their aromaticity and planarity was observed, suggesting a mode of action similar to that of topoisomerase poisons. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：1143 / 1149

页数：7

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