SYNTHESIS AND BIOLOGICAL EVALUATION OF PHOSPHONATE DERIVATIVES OF SOME ACYCLIC PYRIDINE-C-NUCLEOSIDES

Authors
VANHEMEL J ESMANS EL JOOS PE DEGROOT A DOMMISSE RA BALZARINI JM DECLERCQ ED
Citation
J. Vanhemel et al., SYNTHESIS AND BIOLOGICAL EVALUATION OF PHOSPHONATE DERIVATIVES OF SOME ACYCLIC PYRIDINE-C-NUCLEOSIDES, Nucleosides & nucleotides, 17(12), 1998, pp. 2429-2443
Citations number
13
Categorie Soggetti
Biology
Journal title
Nucleosides & nucleotides → ACNP
ISSN journal
07328311
Volume
17
Issue
12
Year of publication
1998
Pages
2429 - 2443
Database
ISI
SICI code
0732-8311(1998)17:12<2429:SABEOP>2.0.ZU;2-M
Abstract
The synthesis of phosphonomethoxy derivatives of some acyclic pyridine -C-nucleosides is described. Reaction of the acyclic nucleoside alkoxi des with diethyl (tosyloxymethyl)phosphonate (5) led to the protected phosphonate derivatives. After eventual modification of the pyridine m oiety, the ethyl protecting groups could be removed by treatment with bromotrimethylsilane. The phosphonates were evaluated against a series of tumor cell lines and a variety of viruses. Compared to the nucleos ide analogues, they showed a slightly higher activity.