Synthesis of 3-tetrazolylmethyl-4H-chromen-4-ones via Ugi-azide and biological evaluation against Entamoeba histolytica, Giardia lamblia and Trichomona vaginalis

Bioorg Med Chem. 2014 Feb 15;22(4):1370-6. doi: 10.1016/j.bmc.2013.12.069. Epub 2014 Jan 11.

Abstract

The synthesis of novel 3-tetrazolylmethyl-4H-chromen-4-ones via an Ugi-azide multicomponent reaction and their biological evaluation against Entamoeba histolytica, Giardia lamblia and Trichomona vaginalis are described. Reported yields are moderate to good and biological results show that these compounds could be considered as candidates to anti-parasitic drugs, especially against G. lamblia.

Keywords: 1,5-Disubstituted-1H-tetrazoles; 3-Substituted-chromen-4-ones; Anti-parasitic drug; Half maximal inhibitory concentration; Ugi-azide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Antiprotozoal Agents / chemical synthesis
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / pharmacology*
  • Azides / chemistry*
  • Benzopyrans / chemical synthesis
  • Benzopyrans / chemistry*
  • Benzopyrans / pharmacology
  • Crystallography, X-Ray
  • Entamoeba histolytica / drug effects*
  • Giardia lamblia / drug effects*
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Molecular Conformation
  • Structure-Activity Relationship
  • Trichomonas vaginalis / drug effects*

Substances

  • Anti-Infective Agents
  • Antiprotozoal Agents
  • Azides
  • Benzopyrans