Synthesis and cytotoxic evaluation of novel pyrimidine deoxyapiothionucleosides

被引：11

作者：

Kotoulas, Stefanos S. ^{[1
]}

Kojic, Vesna V. ^{[2
]}

Bogdanovic, Gordana M. ^{[2
]}

Koumbis, Alexandros E. ^{[1
]}

机构：

[1] Aristotle Univ Thessaloniki, Dept Chem, Organ Chem Lab, Thessaloniki 54124, Greece

[2] Univ Novi Sad, Oncol Inst Vojvodina, Dept Expt Oncol, Novi Sad 21000, Serbia

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 11期

关键词：

Thionucleosides; Apiose; Pummerer rearrangement; Pyrimidine; Cytotoxic activity; PUMMERER REACTION; CHEMICAL-SYNTHESIS; CONCISE SYNTHESIS; ANTITUMOR AGENTS; ACETIC-ACID; NUCLEOSIDES; CHEMISTRY; PHARMACOLOGY; NUCLEOTIDES; PRECURSOR;

D O I：

10.1016/j.bmcl.2013.03.091

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of novel pyrimidine deoxyapiothionucleosides of D- and L-series was realized following application of a versatile and high-yielding scheme, which utilized inexpensive L- and D- arabinose as starting materials, respectively, and which makes use of a regio- and stereo-selective Pummerer rearrangement reaction for the coupling of the nucleobase with the thiosugar moiety. Some of the targeted compounds have shown selective cytotoxic effects (with IC50 < 10 mu M) against specific cancer cell lines. All of the tested compounds had no cytotoxic effect on the normal cell line tested. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3364 / 3367

页数：4

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