Discovery of 11β-hydroxysteroid dehydrogenase type 1 inhibitor

Bioorg Med Chem Lett. 2015 Sep 1;25(17):3501-6. doi: 10.1016/j.bmcl.2015.06.099. Epub 2015 Jul 4.

Abstract

Various adamantane sulfonamides showed potent inhibitory activity against 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1). In continuation of our efforts to discover a more potent, selective and metabolically stable 11β-HSD1 inhibitor in mice as well as in humans, we optimized the adamantane sulfonamide using structure-based molecular modeling. Compound 3, which has alkyl side chains on the linker, demonstrated a potent inhibitory activity against human and mouse 11β-HSD1 (IC50 of 0.6 nM and 26 nM, respectively) and good physicochemical properties as a new anti-diabetes drug candidate.

Keywords: 11-β-Hydroxysteroid dehydrogenase (11β-HSD1) inhibitor; Adamantane sulfonamide; Antidiabetes; Optimization; Structure-based molecular modeling.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 11-beta-Hydroxysteroid Dehydrogenase Type 1 / antagonists & inhibitors*
  • Animals
  • Humans
  • Mice
  • Models, Molecular
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • 11-beta-Hydroxysteroid Dehydrogenase Type 1