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 Citations (Scopus)

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

Fingerprint

Pyrimidine Nucleosides
Purine Nucleosides
Antineoplastic Agents
Cells
Ribonucleotide Reductases
3'-C-methyladenosine

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)

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

Purine and pyrimidine nucleoside analogs of 3′-C-methyladenosine as antitumor agents. / Cappellacci, Loredana; Franchetti, Palmarisa; Petrelli, Riccardo; Riccioni, Sara; Vita, Patrizia; Jayaram, Hiremagalur N.; Grifantini, Mario.

In: Collection of Czechoslovak Chemical Communications, Vol. 71, No. 7, 01.07.2006, p. 1088-1098.

Research output: Contribution to journalArticle

Cappellacci, L, Franchetti, P, Petrelli, R, Riccioni, S, Vita, P, Jayaram, HN & Grifantini, M 2006, 'Purine and pyrimidine nucleoside analogs of 3′-C-methyladenosine as antitumor agents', Collection of Czechoslovak Chemical Communications, vol. 71, no. 7, pp. 1088-1098. https://doi.org/10.1135/cccc20061088
Cappellacci, Loredana ; Franchetti, Palmarisa ; Petrelli, Riccardo ; Riccioni, Sara ; Vita, Patrizia ; Jayaram, Hiremagalur N. ; Grifantini, Mario. / Purine and pyrimidine nucleoside analogs of 3′-C-methyladenosine as antitumor agents. In: Collection of Czechoslovak Chemical Communications. 2006 ; Vol. 71, No. 7. pp. 1088-1098.
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