Synthesis and biological evaluation of diastereoisomerically pure N,O-nucleosides

被引：35

作者：

Bortolini, Olga ^{[1
]}

De Nino, Antonio ^{[1
]}

Eliseo, Tommaso ^{[2
]}

Gavioli, Riccardo ^{[3
]}

Maiuolo, Loredana ^{[1
]}

Russo, Beatrice ^{[1
]}

Sforza, Fabio ^{[3
]}

机构：

[1] Univ Calabria, Dipartimento Chim, I-87036 Arcavacata Di Rende, CS, Italy

[2] Univ Roma Tor Vergata, Dipartimento Sci & Tecnol Chim, Rome, Italy

[3] Univ Ferrara, Dipartimento Biochim & Biol Mol, I-44100 Ferrara, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2010年 / 18卷 / 19期

关键词：

N; O-Nucleosides; 1,3-Dipolar cycloaddition; Cytotoxic activity; 1,3-DIPOLAR CYCLOADDITION REACTIONS; INVERSE-ELECTRON DEMAND; NUCLEOSIDE ANALOGS; NITRONES; DERIVATIVES; ISOXAZOLIDINES; 1,3-CYCLOADDITION; CONFIGURATION; DFT;

D O I：

10.1016/j.bmc.2010.08.024

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：

Several N,O-nucleosides have been synthesized in good yields by direct 1,3-dipolar cyclization methodology, in the absence of solvent. A remarkable cis stereoselectivity (de 98%) was observed by tuning the substituents on the nitrone moiety. A good number of these N, O-nucleosides have been evaluated for cytotoxic activity against selected cellular lines. Some of the tested compounds have proven to be potential antiproliferative drugs. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：6970 / 6976

页数：7

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