Synthesis and in vitro evaluation of novel small molecule inhibitors of bacterial arylamine N-acetyltransferases (NATs)

Bioorg Med Chem Lett. 2003 Aug 4;13(15):2527-30. doi: 10.1016/s0960-894x(03)00484-0.

Abstract

The synthesis and inhibitory activity of a series of 5-substituted-(1,1-dioxo-2,3-dihydro-1H-1 lambda(6)-benzo[e][1,2]thiazin-4-ylidene)-thiazolidine-2,4-dione derivatives as competitive inhibitors of recombinant bacterial arylamine-N-acetyltransferases (NATs) are described. The most potent NAT inhibitors are those that contain planar hydrophobic substituents on the sultam nitrogen.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Arylamine N-Acetyltransferase / antagonists & inhibitors*
  • Bacteria / drug effects
  • Bacteria / enzymology*
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • Indicators and Reagents
  • Kinetics
  • Models, Molecular
  • Molecular Conformation
  • Mycobacterium smegmatis / drug effects
  • Mycobacterium smegmatis / enzymology
  • Salmonella typhimurium / drug effects
  • Salmonella typhimurium / enzymology
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Indicators and Reagents
  • Arylamine N-Acetyltransferase