Synthesis and DNA topoisomerase-II inhibitory activity of unnatural nucleosides

The synthesis and biological activities of a number of unnatural nucleosides (23-43) is described. Nucleosides have been synthesized by SnCl4-catalyzed condensation of amino sugar acetates and silylated modified pyrimidines. Few of the 2'-O-acetyl derivatives of the nucleosides were hydrolyzed...

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Bibliographic Details
Published in:Nucleosides, nucleotides & nucleic acids nucleotides & nucleic acids, 2005, Vol.24 (1), p.15-35
Main Authors: Mishra, Ram Chandra, Dwivedi, Namrata, Rama, Pati Tripathi, Bansal, Iti, Saxena, Jitendra Kumar
Format: Article
Language:English
Subjects:
Acetates - chemistry
Ammonia - chemistry
Catalysis
Hydrolysis
Methanol - chemistry
Nucleosides - chemical synthesis
Nucleosides - chemistry
Nucleosides - metabolism
Pyrimidines - chemistry
Tin Compounds - chemistry
Topoisomerase II Inhibitors
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Summary:The synthesis and biological activities of a number of unnatural nucleosides (23-43) is described. Nucleosides have been synthesized by SnCl4-catalyzed condensation of amino sugar acetates and silylated modified pyrimidines. Few of the 2'-O-acetyl derivatives of the nucleosides were hydrolyzed to the respective hydroxy derivatives by treatment with methanol saturated with ammonia. The compounds were screened against Filarial DNA-topoisomerase-II but only one of the compounds (29) inhibited this enzyme at 40 microg/mL of reaction mixture.
ISSN:1525-7770
DOI:10.1081/NCN-200046776