New derivatives of salicylamides: Preparation and antimicrobial activity against various bacterial species

Bioorg Med Chem. 2013 Nov 1;21(21):6574-81. doi: 10.1016/j.bmc.2013.08.029. Epub 2013 Aug 24.

Abstract

Three series of salicylanilides, esters of N-phenylsalicylamides and 2-hydroxy-N-[1-(2-hydroxyphenylamino)-1-oxoalkan-2-yl]benzamides, in total thirty target compounds were synthesized and characterized. The compounds were evaluated against seven bacterial and three mycobacterial strains. The antimicrobial activities of some compounds were comparable or higher than the standards ampicillin, ciprofloxacin or isoniazid. Derivatives 3f demonstrated high biological activity against Staphylococcus aureus (⩽0.03μmol/L), Mycobacterium marinum (⩽0.40μmol/L) and Mycobacterium kansasii (1.58μmol/L), 3g shows activity against Clostridium perfringens (⩽0.03μmol/L) and Bacillus cereus (0.09μmol/L), 3h against Pasteurella multocida (⩽0.03μmol/L) and M. kansasii (⩽0.43μmol/L), 3i against methicillin-resistant S. aureus and B. cereus (⩽0.03μmol/L). The structure-activity relationships are discussed for all the compounds.

Keywords: Antibacterial; Antimycobacterial; Salicylamide derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ampicillin / pharmacology
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology
  • Ciprofloxacin / pharmacology
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Microbial Sensitivity Tests
  • Salicylamides / chemical synthesis
  • Salicylamides / chemistry*
  • Salicylamides / pharmacology
  • Structure-Activity Relationship

Substances

  • Anti-Infective Agents
  • Salicylamides
  • Ciprofloxacin
  • Ampicillin