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Synthesis and Cytotoxicity Evaluation of Phosphorylated Derivatives of Ribavirin

  • Rao, Valasani Koteswara ;
  • Reddy, Sanapalli Subba ;
  • Babu, Kilaru Raveendra ;
  • Kumar, Kuntrapakam Hema ;
  • Ghosh, Sunil Kumar ;
  • Raju, Chamarthi Naga
  • Received : 2011.05.29
  • Accepted : 2011.08.04
  • Published : 2011.12.20

Abstract

Novel phosphorylated derivatives of ribavirin 5-16 were synthesized by the reaction of 4-nitrophenyl phosphorodichloridate with various amino acid esters in the presence of triethylamine in dry tetrahydrofuran through the intermediates 3. On further reaction of 3 with ribavirin in THF and pyridine in the presence of TEA afforded the title compounds 5-16. Their structures were characterized by IR, $^1H$, $^{13}C$, $^{31}P$ NMR and mass spectral analyses. All the title compounds were found to exhibit potent in vitro anticancer activity against MCF-7 breast cancer cell lines.

Keywords

Phosphorylated ribavirins;Trypan blue assay;MTT assay;MCF-7 cell lines

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