Synthesis and biological assay of new 2'-deoxyuridine dimers containing a 1,2,3-triazole linker. Part I

被引：8
|
作者：
Michalska, Lucyna [1 ]
Wawrzyniak, Dariusz [1 ]
Szymanska-Michalak, Agnieszka [1 ]
Barciszewski, Jan [1 ]
Boryski, Jerzy [1 ]
Baraniak, Dagmara [1 ]
机构：
[1] Polish Acad Sci, Inst Bioorgan Chem, Noskowskiego St 12-14, PL-61704 Poznan, Poland
来源：
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2019年 / 38卷 / 03期
关键词：
2'-deoxyuridine; floxuridine; nucleoside dimers derivatives; heterodinucleotides; click chemistry; 1; 3-dipolar cycloaddition; 2; 3-triazoles; cancer theraphy; cytotoxic activity; human cancer cell lines; POLAR MOLECULAR-SURFACE; MALIGNANT GLIOMAS; CLICK CHEMISTRY; NUCLEOSIDE; 5-FLUOROURACIL; PERMEABILITY; DERIVATIVES; ANALOGS; DRUGS; CELLS;
D O I：
10.1080/15257770.2018.1514122
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：
We describe a simple method for the synthesis of modified dinucleosides containing pyrimidine nucleoside analogues (2'-deoxyuridine, thymidine and 5-fluoro-2'-deoxyuridine). Six different dimers with a 1,2,3-triazole linkage were obtained by azide-alkyne 1,3-dipolar cycloaddition (click reaction), starting from propargylated 2'-deoxyuridine and 5'-azido-nucleoside derivatives. Their cytotoxic activity was tested in five human cancer cell lines: cervical (HeLa), high grade gliomas (U-118 MG, U-87 MG, T98G), liver (HepG2), and normal human fibroblast cell line (MRC-5) using the sulforhodamine B (SRB) assay. The experiment showed that the obtained dimers with a 1,2,3-triazole moiety were very stable compounds, also in the physiological-like media, and had no anticancer activity.
引用
收藏
页码：218 / 235
页数：18
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