Biphenyls as surrogates of the steroidal backbone. Part 2: discovery of a novel family of non-steroidal 5-alpha-reductase inhibitors

Bioorg Med Chem Lett. 2001 Jul 9;11(13):1713-6. doi: 10.1016/s0960-894x(01)00268-2.

Abstract

A new family of non-steroidal 5-alpha-reductase inhibitors was designed by replacing the steroid skeleton of an inhibitor related to estrone by a biphenyl moiety. This hypothesis originated from the reported estrogenic activity of a few biphenyl compounds (see Part 1 of this paper; Lesuisse et al. Bioorg. Med. Chem. Lett. 2001, 11, 1709). Two compounds turned out to be potent type 2 5-alpha-reductase inhibitors with IC(50)'s of inhibition in the nanomolar range. These are to our knowledge amongst the most potent non-steroidal 5-alpha-reductase inhibitors described to date.

MeSH terms

  • 5-alpha Reductase Inhibitors*
  • Biphenyl Compounds / chemical synthesis*
  • Biphenyl Compounds / pharmacology*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Steroids / chemistry*
  • Structure-Activity Relationship

Substances

  • 5-alpha Reductase Inhibitors
  • Biphenyl Compounds
  • Enzyme Inhibitors
  • Steroids