Nortropinyl-arylsulfonylureas as novel, reversible inhibitors of human steroid sulfatase

Bioorg Med Chem Lett. 2003 Nov 3;13(21):3673-7. doi: 10.1016/j.bmcl.2003.08.019.

Abstract

Steroid sulfatase (STS) has emerged as an attractive target for a range of estrogen- and androgen-dependent diseases. Searching for novel chemotypes as STS inhibitors, we identified nortropinyl-arylsulfonylurea 3 as a hit from high-throughput screening. A series of analogues was prepared in order to explore the essential structural elements for STS inhibition, and first structure-activity relationships were established. Mechanistic investigations revealed that the compounds are reversible, competitive inhibitors of STS.

MeSH terms

  • Animals
  • CHO Cells
  • Cricetinae
  • Drug Design
  • Drug Evaluation, Preclinical
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Indicators and Reagents
  • Kinetics
  • Steryl-Sulfatase / antagonists & inhibitors*
  • Structure-Activity Relationship
  • Sulfonylurea Compounds / chemical synthesis*
  • Sulfonylurea Compounds / pharmacology*

Substances

  • Enzyme Inhibitors
  • Indicators and Reagents
  • Sulfonylurea Compounds
  • Steryl-Sulfatase