Microwave-assisted synthesis of 2(1H)-pyridones and their glucosides as cell proliferation inhibitors

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12 Citations (Scopus)

Abstract

A new series of substituted 2(1H)-pyridones (4a-i) and their glucosides (5, 6a-e) were prepared as potential agents against leukemia (HL-60) cells. Glucosides (5,6a-e) were synthesized using three independent methods. Microwave protocol as an ecologically new method was used to synthesize the target compounds. Structures of the new products were confirmed using one- and two-dimensional NMR spectroscopy. In vitro exposure of pyridones substituted at position 4 with a 2-thienyl or 2-(trifluoromethyl)phenyl were found to exhibit high antiproliferation activities; in particular, 3-cyano-4-(thien-2′-yl)- 6-(4″-chlorophenyl)-2(1H)-pyridone (4c) and its glucoside analogue (6c) had the highest activity.

Original languageEnglish
Pages (from-to)120-134
Number of pages15
JournalNucleosides, Nucleotides and Nucleic Acids
Volume30
Issue number2
DOIs
Publication statusPublished - Feb 2011

Keywords

  • Microwave synthesis
  • antiproliferation activities
  • pyridone glucosides
  • spectroscopy

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Genetics

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