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

页码：1097 / 1108

页数：12

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