Synthesis and antimitotic activity of novel 5-aminoisoxazoles bearing alkoxyaryl moieties

被引:20
作者
Vasilenko, Dmitry A. [1 ]
Averina, Elena B. [1 ,2 ]
Zefirov, Nikolay A. [1 ]
Wobith, Birgit [3 ]
Grishin, Yuri K. [1 ]
Rybakov, Victor B. [1 ]
Zefirova, Olga N. [1 ,2 ]
Kuznetsova, Tamara S. [1 ]
Kuznetsov, Sergei A. [3 ]
Zefirov, Nikolay S. [1 ,2 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
[2] Russian Acad Sci, Inst Physiol Act Cpds, Chernogolovka 142432, Russia
[3] Univ Rostock, Inst Biol Sci Cell Biol & Biosyst Technol, D-18059 Rostock, Germany
基金
俄罗斯基础研究基金会;
关键词
ELECTROPHILIC ALKENES; COMMON PHARMACOPHORE; COLCHICINE SITE; DRUG DESIGN; ANALOGS; HETEROCYCLIZATION; TETRANITROMETHANE; DERIVATIVES; INHIBITORS; ALCOHOLS;
D O I
10.1016/j.mencom.2017.05.003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
5-Aminoisoxazoles containing trimethoxy- and methylenedioxyphenyl moieties were prepared by heterocyclization of electrophilic alkenes with tetranitromethane in the presence of triethylamine with subsequent reduction of resulting 5-nitroisoxazoles. The crystal structure of 3,4,5-trimethoxybenzyl 5-aminoisoxazole-3-carboxylate was determined by X-ray analysis. Two novel 5-aminoisoxazoles demonstrated moderate antimitotic activity to human lung carcinoma A549 cell line.
引用
收藏
页码:228 / 230
页数:3
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