Biological evaluation of isothiazoloquinolones containing aromatic heterocycles at the 7-position: In vitro activity of a series of potent antibacterial agents that are effective against methicillin-resistant Staphylococcus aureus

Bioorg Med Chem Lett. 2006 Mar 1;16(5):1277-81. doi: 10.1016/j.bmcl.2005.11.064. Epub 2005 Dec 7.

Abstract

We synthesized a diverse series of 9H-isothiazolo[5,4-b]quinoline-3,4-diones containing heteroaromatic groups at the 7-position via palladium-catalyzed cross-coupling. Many of these compounds demonstrated potent antistaphylococcal activity (MICs 2 microg/mL) against a multi-drug-resistant strain (ATCC 700699) and low cytotoxic activity (CC(50)>100 microM) against the human cell line Hep2 (laryngeal carcinoma).

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Anti-Bacterial Agents / toxicity
  • Azo Compounds / chemical synthesis
  • Azo Compounds / chemistry
  • Azo Compounds / pharmacology*
  • Azo Compounds / toxicity
  • Cell Line, Tumor
  • Cyclization
  • Fluorine / chemistry
  • Humans
  • Methicillin Resistance*
  • Molecular Structure
  • Quinolones / chemical synthesis
  • Quinolones / chemistry
  • Quinolones / pharmacology*
  • Quinolones / toxicity
  • Staphylococcus aureus / drug effects*
  • Staphylococcus aureus / physiology
  • Structure-Activity Relationship
  • Sulfhydryl Compounds / chemistry*

Substances

  • Anti-Bacterial Agents
  • Azo Compounds
  • Quinolones
  • Sulfhydryl Compounds
  • Fluorine