• Title/Summary/Keyword: Nucleophilic subtitution

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Synthesis and Biological Activity of 6-Substituted-2-Oxo-Purine Nucleosides

  • Lee, Sang-Jun;Kim, Jong-Bae;Cho, Young-Ho;Kim, Jung-Han
    • Archives of Pharmacal Research
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    • v.17 no.3
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    • pp.170-174
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    • 1994
  • We have synthesized various 6-substituted 2-oxo-purine nucleosides from key intemediate, 6-[(4-methylphenylthio)-2-oxo-9(2, 3, 5tri-o-acetyl-β-D-ribofuanoslyl)]-2, 3- dihydropurine in relatively high yields by one step nucleophilic substitution. Various isoguanosine, xanthosine analogs and other 2-oxo-purine nucleosides containing nitrogen, sulfur and oxygen at C-6 of purine base were easily obtained by this method. The structures of the products were established on the basis of their spectral data studies. And cytotoxicity of resulting synthetic 6-substituted-2-oxo-purine nucleosides against some tumor cell-lines was examined. Ed50 values of these synthetic compounds were above 100μg/ml except isoguanosine, N6-methyl isoguanosine and thioxanthosine analogs.

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