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通过季铵中间体轻松形成5H-8,9-二甲氧基-5-[2-(N,N-二甲基氨基)乙基]-2,3-亚甲基二氧基二苯并[c,h][1,6]萘啶-6-酮（ARC-111）及其12-氮杂类似物的亲水性衍生物。

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.

作者信息

Feng Wei, Satyanarayana Mavurapu, Tsai Yuan-Chin, Liu Angela A, Liu Leroy F, Lavoie Edmond J

机构信息

Department of Pharmaceutical Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, New Jersey, 08854-8020, USA.

出版信息

Bioorg Med Chem Lett. 2008 Jun 15;18(12):3570-2. doi: 10.1016/j.bmcl.2008.05.005. Epub 2008 May 6.

DOI:10.1016/j.bmcl.2008.05.005
PMID:18511275
Abstract

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.

摘要

使用ARC-111或其12-氮杂类似物（ARC-31）的N，N，N-三甲基季铵盐分别作为中间体3和4，制备了几种新的靶向TOP1的试剂。用H2O、咪唑、烷基乙二胺或多羟基烷基胺直接取代季铵基团，为进一步研究这些非喜树碱类TOP1靶向试剂的构效关系提供了一种简便的方法。

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