Synthesis and antimicrobial activities of new s-nucleosides of chromeno[2,3-B]pyridine derivatives and C-nucleosides of [1,2,4]triazolo[1,5-a]quinoline derivatives

Nucleosides Nucleotides Nucleic Acids. 2014;33(9):583-96. doi: 10.1080/15257770.2014.912320.

Abstract

Direct preparation of 2-amino-5,6,7,8-tetrahydro-4-(4-methoxyphenyl)-7,7-dimethyl-5-oxo-4H-chromene-3-carbonitrile 2 and 1,2-diamino-1,4,5,6,7,8-hexahydro-4-(4-methoxyphenyl)-7,7-dimethyl-5-oxo-3-quinolinecarbonitrile 11, which were utilized as starting products for the synthesis of S-nucleoside analogues 10 and 15 and C-nucleoside analogues 12 and 13, is presented in the current study. The antibacterial and antifungal activities of these new compounds were evaluated. The structures of the new products were confirmed on the basis of elemental and spectral analysis results.

Keywords: Chromeno[2,3-b]pyridines; [1,2,4]triazolo[1,5-a]quinolines; antimicrobial activity; l-rhamnopy-ranosyl bromide.

MeSH terms

  • Anti-Infective Agents* / chemical synthesis
  • Anti-Infective Agents* / pharmacology
  • Escherichia coli / drug effects*
  • Molecular Structure
  • Nucleosides / chemical synthesis*
  • Nucleosides / pharmacology*
  • Staphylococcus aureus / drug effects*

Substances

  • Anti-Infective Agents
  • Nucleosides