Synthesis, antiproliferative, acute toxicity and assessment of antiandrogenic activities of some newly synthesized steroidal lactams

Eur J Med Chem. 2010 Jun;45(6):2229-36. doi: 10.1016/j.ejmech.2010.01.064. Epub 2010 Feb 2.

Abstract

The 17-oxo-17a-aza-d-homo-5-androsten-3beta-yl esters (13-22) were synthesized from commercially available (25R)-5-spirosten-3beta-ol (Diosgenin) (6) as starting material. The synthesized compounds were evaluated for their antiproliferative activity, acute toxicity and effect on serum androgen level and were compared with Finasteride as positive controls. Some of the compounds exhibited better cytotoxicity and antiandrogenic activity than the reference control. The detailed synthesis, spectroscopic data and pharmacological screening for the synthesized compounds were reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Androgen Antagonists / chemical synthesis*
  • Androgen Antagonists / chemistry
  • Androgen Antagonists / pharmacology*
  • Androgen Antagonists / toxicity
  • Androgens / blood
  • Androgens / metabolism*
  • Animals
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Drug Discovery
  • Humans
  • Inhibitory Concentration 50
  • Lactams / chemical synthesis*
  • Lactams / chemistry
  • Lactams / pharmacology*
  • Lactams / toxicity
  • Macrophages / drug effects
  • Male
  • Mice
  • Rats
  • Steroids / chemistry*

Substances

  • Androgen Antagonists
  • Androgens
  • Lactams
  • Steroids