Design, synthesis, antiviral and cytostatic evaluation of novel isoxazolidine nucleotide analogues with a carbamoyl linker

被引：17
|
作者：
Kokosza, Kamil [1 ]
Balzarini, Jan [2 ]
Piotrowska, Dorota G. [1 ]
机构：
[1] Med Univ Lodz, Bioorgan Chem Lab, Fac Pharm, PL-90151 Lodz, Poland
[2] Katholieke Univ Leuven, Rega Inst Med Res, B-3000 Louvain, Belgium
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2013年 / 21卷 / 05期
关键词：
1,3-Dipolar cycloaddition; Isoxazolidines; Phosphonates; Antiviral; Cytostatic; MODIFIED NUCLEOSIDES; OLIGONUCLEOTIDES; NUCLEOBASES; INHIBITORS; NITRONES; C-13;
D O I：
10.1016/j.bmc.2013.01.007
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：
5-Arylcarbamoyl-2-methylisoxazolidin-3-yl-3-phosphonates have been synthesised from N-methyl-C-diethoxyphosphorylnitrone and N-arylacrylamides in good yields. cis- and trans-isoxazolidine phosphonates obtained herein were evaluated for activity against a broad range of DNA and RNA viruses. None of the compounds were endowed with antiviral activity at subtoxic concentrations. Isoxazolidines having phenyl substituted with halogen (Ar = 2-F-C6H4; 3-Br-C6H4; and 4-Br-C6H4) have been found to inhibit proliferation of L1210, CEM as well as HeLa cells with IC50 in the 100-170 mu M range. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1097 / 1108
页数：12
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