Efficient microwave-assisted synthesis, antibacterial activity and high fluorescence of 5 benzimidazolyl-2'-deoxyuridines

Bioorg Med Chem. 2012 Jan 1;20(1):480-6. doi: 10.1016/j.bmc.2011.10.041. Epub 2011 Oct 25.

Abstract

A series of novel C-5 benzimidazolyl-2'-deoxyuridines was synthesized in good yields under solvent-free conditions and microwave irradiation from 5-formyl-2'-deoxyuridine and arylenediamine derivatives in the presence of NaHSO(3) as catalyst. Their absorption and fluorescence spectra were measured. They showed intense fluorescence around 400-500nm with quantum yields between 0.3 and 0.5. All compounds studied in this work were screened for their antibacterial activities against a series of Gram positive and negative bacteria. The trifluoromethyl substituted benzimidazole derivatives showed some antibacterial activity.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Benzimidazoles / chemistry*
  • Catalysis
  • Deoxyuridine / analogs & derivatives
  • Deoxyuridine / chemical synthesis
  • Deoxyuridine / chemistry*
  • Deoxyuridine / pharmacology*
  • Gram-Negative Bacteria / drug effects*
  • Gram-Positive Bacteria / drug effects*
  • Microbial Sensitivity Tests
  • Microwaves*
  • Sodium Bicarbonate / chemistry
  • Spectrometry, Fluorescence

Substances

  • Anti-Bacterial Agents
  • Benzimidazoles
  • 5-formyl-2'-deoxyuridine
  • Sodium Bicarbonate
  • benzimidazole
  • Deoxyuridine