Design and synthesis of novel D-ring fused steroidal heterocycles

Steroids. 2013 Dec 11;78(12-13):1200-8. doi: 10.1016/j.steroids.2013.07.006. Epub 2013 Aug 1.

Abstract

Using dehydroepiandrosterone as the starting material, we have synthesized a series of steroid analogs possessing a D-ring fused with heterocycles which are pyridine, imidazo [2,1-b]thiazoles or substituted thiazole imines. All the final structures are first reported and identified by NMR and MS spectroscopys, the yields of these products are moderate to good and the reaction conditions are mild. The cytotoxicity of the synthesized compounds against EC-109(human esophageal carcinoma), EC-9706(human esophageal carcinoma), MGC-803(human gastric carcinoma) were investigated.

Keywords: Dehydroepiandrosterone; Imidazo [2,1-b]thiazole; Imine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Dehydroepiandrosterone / analogs & derivatives*
  • Dehydroepiandrosterone / chemical synthesis*
  • Drug Design
  • Halogenation
  • Imines / chemical synthesis*
  • Thiazoles / chemical synthesis*

Substances

  • Imines
  • Thiazoles
  • Dehydroepiandrosterone