Synthesis, in vitro antibacterial and carbonic anhydrase II inhibitory activities of N-acylsulfonamides using silica sulfuric acid as an efficient catalyst under both solvent-free and heterogeneous conditions

Bioorg Med Chem. 2008 May 15;16(10):5465-72. doi: 10.1016/j.bmc.2008.04.011. Epub 2008 Apr 11.

Abstract

Silica sulfuric acid catalyzes efficiently the reaction of sulfonamides with both carboxylic acid anhydrides and chlorides under solvent-free and heterogeneous conditions. All the reactions were done at room temperature and the N-acylsulfonamides were obtained with high yields and purity via an easy work-up procedure. This method is attractive and is in a close agreement with green chemistry. These compounds were also investigated for antibacterial activity, including Gram-positive cocci and Gram-negative bacilli, and carbonic anhydrase II inhibitory activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Carbonic Anhydrase II / antagonists & inhibitors*
  • Carbonic Anhydrase Inhibitors / chemical synthesis*
  • Carbonic Anhydrase Inhibitors / chemistry
  • Carbonic Anhydrase Inhibitors / pharmacology*
  • Catalysis
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Cocci / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Silicon Dioxide / chemistry
  • Stereoisomerism
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology*
  • Sulfuric Acids / chemistry

Substances

  • Anti-Bacterial Agents
  • Carbonic Anhydrase Inhibitors
  • Sulfonamides
  • Sulfuric Acids
  • Silicon Dioxide
  • Carbonic Anhydrase II