Facile formation of hydrophilic derivatives of 5H-8,9-dimethoxy-5-[2-(N,N-dimethylamino)ethyl]-2,3-methylenedioxydibenzo[c,h] [1,6]naphthyridin-6-one (ARC-111) and its 12-aza analog via quaternary ammonium intermediates

被引：13

作者：

Feng, Wei ^{[1
]}

Satyanarayana, Mavurapu ^{[1
]}

Tsai, Yuan-chin ^{[2
]}

Liu, Angela A. ^{[2
]}

Liu, Leroy F. ^{[2
,3
]}

LaVoie, Edmond J. ^{[1
,3
]}

机构：

[1] Rutgers State Univ, Dept Pharmaceut Chem, Ernest Mario Sch Pharm, Piscataway, NJ 08854 USA

[2] Univ Med & Dent New Jersey, Robert Wood Johnson Med Sch, Dept Pharmacol, Piscataway, NJ 08901 USA

[3] Canc Inst New Jersey, New Brunswick, NJ 08901 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 12期

关键词：

topoisomerase I; antitumor; quaternary ammonium salts; cytotoxicity dibenzo[c,h][1,6] naphthyridin-6-ones; isoquino[4,3-c]cinnoline-12-ones; ARC-111; ARC-31;

D O I：

10.1016/j.bmcl.2008.05.005

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Several new TOP1-targeting agents were prepared using as intermediates the N,N,N-trimethyl quaternary ammonium salts of either ARC-111 or its 12-aza analog (ARC-31), 3 and 4, respectively. Direct displacement of the quaternary ammonium group with water, imidazole, alkylethylenediamines, or polyhydroxylated alkylamines provides a convenient means for furthering the structure-activity relationships associated with these non-camptothecin TOP1-targeting agents. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3570 / 3572

页数：3

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