Purine and pyrimidine nucleoside analogs of 3′-C-methyladenosine as antitumor agents

Loredana Cappellacci, Palmarisa Franchetti, Riccardo Petrelli, Sara Riccioni, Patrizia Vita, Hiremagalur N. Jayaram, Mario Grifantini

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

3′-C-Methyladenosine (3′-Me-Ado) is a mechanism-based ribonucleotide reductase inhibitor endowed with antitumor activity against both human leukemia and carcinoma cell lines. In this paper, we report the synthesis and antitumor evaluation of a series of purine and pyrimidine 3′-C-methylribonucleoside analogs of 3′-Me-Ado. A stereoselective synthesis of the arabino analog of 3′-Me-Ado is also described. Among the tested compounds, only 3′-C-methyluridine showed moderate antitumor activity against human myelogenous leukemia K562 cell line.

Original languageEnglish (US)
Pages (from-to)1088-1098
Number of pages11
JournalCollection of Czechoslovak Chemical Communications
Volume71
Issue number7
DOIs
StatePublished - Jul 1 2006

Keywords

  • 3′-C-methyl-β-D-ribonucleosides
  • Antimetabolites
  • C-Branched nucleosides
  • Cytoxicity
  • Nucleosides
  • Purines
  • Pyrimidines

ASJC Scopus subject areas

  • Chemistry(all)

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  • Cite this

    Cappellacci, L., Franchetti, P., Petrelli, R., Riccioni, S., Vita, P., Jayaram, H. N., & Grifantini, M. (2006). Purine and pyrimidine nucleoside analogs of 3′-C-methyladenosine as antitumor agents. Collection of Czechoslovak Chemical Communications, 71(7), 1088-1098. https://doi.org/10.1135/cccc20061088