Design, synthesis and in vitro evaluation of antitubercular and antimicrobial activity of some novel pyranopyrimidines

Eur J Med Chem. 2010 Nov;45(11):5056-63. doi: 10.1016/j.ejmech.2010.08.014. Epub 2010 Aug 12.

Abstract

The clinical significance of pyran and pyrimidine condensed systems and the raise in problem of multidrug resistant bacterial pathogens has directed us to synthesize pyranopyrimidine derivatives via the reactions of the versatile, 2-amino-4-(4-methoxyphenyl)-4H-substituted chromene-3-carbonitrile with the appropriate reagents. The newly synthesized compounds were characterized by IR, (1)H NMR, (13)C NMR, Mass spectra and Elemental analysis. The compounds were evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv [ATCC-27294] and antibacterial activity against Staphylococcus aureus [ATCC-25923] and Streptococcus pyogenes [MTCC-443] as gram-positive, Escherichia coli [ATCC-25922] and Pseudomonas aeruginosa [MTCC-441] as gram-negative bacterial strains and antifungal activity against Aspergillus niger [MTCC-282]. Several derivatives exhibited pronounced antitubercular and antimicrobial activities.

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Aspergillus niger / drug effects
  • Bacteria / drug effects
  • Drug Design*
  • Drug Evaluation, Preclinical
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Pyrimidines / chemistry*
  • Pyrimidines / pharmacology*

Substances

  • Anti-Infective Agents
  • Pyrimidines